Vacation Rentals By Owner In Afton, VA

Welcome to Meme & Papa Cottages, a private compound featuring two beautifully appointed cottages on the same lot. Perfect for families, couples, or small groups who want to stay together with space to spread out. Enjoy shared outdoor space with the comfort of two separate homes—ideal for gatherings, wine weekends, weddings, and longer stays. One group trip, zero crowding.brbrYou'll be interacting directly with the property hosts and owners.brbrThe neighborhood is quiet and rural.brbrThere is a keypad entry door on the entry to each property.brbrMeme & Papa Cottages – Private CompoundbrbrWelcome to Meme & Papa Cottages, a one-of-a-kind private compound featuring two fully separate, beautifully appointed cottages on the same lot. This unique setup is perfect for groups who want to stay together while still enjoying privacy, comfort, and space to spread out.brbrWhether you’re traveling with extended family, two couples, or a small group of friends, this combined retreat gives you the best of both worlds: shared outdoor space and proximity, with the flexibility of two distinct homes.brbrThe SetupbrYou’ll have exclusive access to both cottages:brMeme’s Cottage – cozy, charming, and ideal for relaxing eveningsbrPapa’s Cottage – bright, modern, and perfect for gathering and entertainingbrbrTogether, the cottages offer multiple living areas, kitchens, bedrooms, and bathrooms — making it easy for everyone to feel at home without being on top of each other.brbrThe ExperiencebrShare meals together, then retreat to your own space. Kids in one cottage, adults in the other. Morning coffee together, quiet evenings apart. One group trip, zero crowding.brbrImportant NotesbrThis is a mountain property surrounded by nature. While the homes are professionally cleaned and maintained, occasional bugs or wildlife around the exterior are normal in this setting.brbrThis is a strictly no smoking / no vaping property (inside or outside). We also do not allow pets, as many guests choose this home specifically for a pet-free environment.brbrPerfect for families, couples, wine weekends, wedding groups, and longer, high-quality stays.brbrThe property is easily accessible by car and contains four parking spaces.brbrIf you’re looking to accommodate a larger property, we have five other listings nearby

Two charming cottages on one private lot—perfect for groups.

Afton, Virginia, United States

Bed

Bath

Sleeps

$511.58

Welcome to The Wine Cottage — a spacious 5-bedroom, 3.5-bath home thoughtfully designed for comfortable winter gatherings. With multiple living areas, a well-equipped kitchen for shared meals, and plenty of private space, it’s ideal for families or friends who want to spend time together without feeling crowded. Located near Nelson 151, wineries, dining, and local attractions, winter guests enjoy a quieter pace, easier reservations, and a warm, inviting place to settle in and reconnect.brbrYou'll be interacting via TEXT directly with the owners, but not in person unless needed.brbrLocated near Nelson 151, The Wine Cottage offers easy access to wineries, breweries, dining, and scenic drives — with the added benefit of fewer crowds in the winter months. Guests enjoy a relaxed pace, easier reservations, and the ability to explore Central Virginia without peak-season congestion.brbrbrbrThere are three keypad entry doors to the property.brbrThe Wine Cottage | Spacious 5BR Home for Comfortable Group StaysbrbrThe Wine Cottage was our first Nelson County vacation rental, and it continues to be one of our favorites. From the distant mountain views in the front yard to the private, wooded backyard and unique rock vein beside the home, this property offers natural beauty paired with timeless 1950s charm.brbrDesigned for comfortable group stays, this 5-bedroom, 3.5-bath home features multiple living and seating areas, making it easy for everyone to gather together or enjoy their own space — especially during relaxed winter stays.brbrHome Featuresbr✔ Multiple living areas for group gatherings and downtimebr✔ Game room with foosball and classic Nintendobr✔ Fully equipped kitchen with stainless steel appliances, cooking essentials, Keurig & drip coffee makersbr✔ Three smart TVs, board games, and complimentary WiFibr✔ High-capacity washer and dryer in a dedicated laundry roombr✔ Central heating and air, ceiling fans, and comfortable furnishings throughoutbr✔ Private, wooded backyard with fire pit for evenings outdoorsbrbrLocated just minutes from Nelson County’s wineries, breweries, dining, and the Blue Ridge Tunnel, The Wine Cottage offers the perfect balance of space, comfort, and convenience — an ideal setting for winter gatherings, family stays, and friends’ weekends without peak-season crowds.brbrThe property is easily accessible by car and contains five parking spaces.brbrAsk us about private winery tour options through local car companies!brbrWhy You'll Love It:brDesigned for comfortable winter group staysbrMultiple living spaces for gathering and downtimebrLarge kitchen for shared meals and evenings inbrEasy access to Nelson 151, dining, and wineriesbrQuiet winter setting with room to truly relaxbrbrOther things to note:brFire pit available for outdoor enjoyment brQuiet rural setting; intended for relaxed staysbrNo pets or smoking permittedbrEvents and parties are not allowedbrbrIf you’re looking to accommodate a larger property, we have four other listings on this street.brbrNote on Country Living & Pest ControlbrOur homes are located in the beautiful Virginia countryside, where you’ll enjoy fresh air, mountain views, and peaceful surroundings. With this setting comes the reality of nature—including the occasional visit from local insects.brbrWe are proactive about pest control and maintain a quarterly professional spray plan, with several additional treatments scheduled throughout the year at every property. While this greatly reduces activity, it’s not possible to eliminate every bug entirely, especially during certain seasons.brbrThank you for understanding that a few sightings are a natural part of staying in a rural area—and part of the charm of being surrounded by nature!

A spacious 5-bedroom, 3.5-bath home designed for relaxed winter gatherings. With multiple living areas, a large kitchen for shared meals, and plenty of room to spread out, The Wine Cottage is ideal for families or friends gathering near Nelson 151.

Afton, Virginia, United States

Bed

Bath

Sleeps

$591.66

Welcome to Cheval Circle Retreat — a spacious five-bedroom getaway designed for groups who want room to relax, gather, and enjoy the outdoors. Inside, you’ll find multiple living areas, a large dining table for shared meals, and updated kitchen and baths. Outside, enjoy a private hot tub, multiple fire pits, covered seating, and expansive front and back yards with peaceful country views. Perfect for wine weekends, family trips, or small retreats, all just minutes from Nelson 151.brbrYou'll be interacting via TEXT directly with the owners, but not in person unless needed.brbrCheval Circle Retreat is located in a quiet, rural setting in Afton, Virginia, surrounded by open land, rolling views, and fresh mountain air. The property offers a peaceful country feel while still being just minutes from Nelson County’s most popular destinations.brbrYou’re a short drive from:brNelson 151 wineries, breweries, and cideriesbrWintergreen Resort and seasonal outdoor activitiesbrScenic drives, hiking trails, and local farm standsbrbrOne of the unique features of this location is the neighboring horse farm, where friendly horses can often be seen grazing nearby — a favorite for guests of all ages.brbrThe area is ideal for guests who want privacy and space without feeling remote. Cell service is reliable, roads are easy to navigate, and you’re close enough to dining, wine tasting, and attractions while still enjoying a true countryside retreat.brbrThere are two keypad entry doors to the property.brbrCheval Circle Retreat is a spacious five-bedroom, three-bath home designed for groups who want room to spread out while still enjoying time together.brbrThe main level features an open living area with comfortable seating, a large dining table for shared meals, and an updated kitchen equipped for cooking and gathering. Natural light and an easy flow between rooms make it ideal for group stays.brbrDownstairs, you’ll find an additional living space with comfortable seating, streaming TV, and gaming — perfect for kids, teens, or anyone who wants their own space to unwind.brbrSleeping accommodations include:brA primary bedroom with king bed and en suite bathbrTwo additional king bedrooms (one with en suite)brTwo queen bedroomsbrThree full bathrooms totalbrbrOutside, Cheval truly shines. Enjoy a private hot tub under a covered pavilion, multiple fire pits, a covered deck, and expansive front and back yards with peaceful country views. There are plenty of outdoor seating areas so everyone can relax, gather, or enjoy quiet moments throughout the day.brbrWhether you’re here for a wine weekend, family getaway, or small group retreat, Cheval Circle Retreat offers comfort, flexibility, and space — indoors and out.brbrThe property is easily accessible by car and contains five parking spaces.brbrAsk us about private winery tour options through local car companies!brbrSleeping Arrangements:brPrimary bedroom with king bed and en suite bathbrTwo additional king bedrooms (one with en suite)brTwo queen bedroomsbrThree full bathrooms totalbrbrOutdoor Living:brPrivate hot tub under a covered pavilionbrMultiple fire pits (front and back yards)brCovered deck seating + open-air gathering areasbrExpansive yard space for games, relaxing, and stargazingbrbrOther Things to Note:brNo pets or smoking permittedbrHot tub is available year-roundbrIntended for relaxed stays; events and parties are not permittedbrbrIf you’re traveling with an extended group, we also manage several nearby homes and are happy to help explore options.brbrThis is a peaceful, rural property intended for relaxed group stays. While the home offers plenty of outdoor space, quiet hours are respected in the area. Wildlife sightings are common, and weather can vary seasonally — part of the charm of staying in the countryside.brbrNote on Country Living & Pest ControlbrOur homes are located in the beautiful Virginia countryside, offering fresh air, mountain views, and peaceful surroundings. With this setting comes the occasional presence of local insects.brbrWe maintain a quarterly professional pest-control program with additional treatments throughout the year. While this greatly reduces activity, it’s not possible to eliminate every bug entirely, especially during certain seasons.brbrThank you for understanding that a few sightings are a natural part of staying in a rural area.

Spacious 5BR retreat with hot tub, fire pits, decks, and wide-open country views. Perfect for groups, wine weekends, and relaxed gatherings near Nelson 151.

Afton, Virginia, United States

Bed

Bath

Sleeps

$144.59

Your cozy getaway awaits in Afton at this marvelous cottage. With 1 queen bed, WiFi, heating, and a hair dryer, guests will have everything they need for a fantastic stay. The bathroom features a shower and additional amenities. Our place will help you feel at home while you're traveling in Afton.

Brand new serene luxury cottage just off the Brew Ridge Trail

Afton, Virginia, United States

Bed

Bath

Sleeps

$472.12

Welcome to The Branch at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. Located 1/8th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 & Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.brbrHi there! My husband, Damond and I built our forever home on one acre in the lovely town of Crozet! We met while attending the University of Virginia and we got married and lived in Charlottesville after graduating. We love Charlottesville but just needed more space for our kids to run so we built our home in Crozet. We spend a lot of time in the nearby area of Afton along Route 151 going on hikes, visiting the local breweries and vineyards - all the things we recommend to our guests to do! We not only own the spaces that we rent out to our amazing guests but we spend time in those spaces as a family. I am a Realtor at Nest Realty and being a super host has been an avenue of real estate that I enjoy. We built and remodeled our properties and take a lot of pride in them to attract our guests to our little slice of heaven in the foothills of the Blue Ridge Mountains.brbrThe area is rural with homes spaced out on 2-10 acres. Most homes are lived in by the owners so please be respectful of noise as they live here full time. Veritas Vineyard is 200 meters down the road and Afton Mountain Vineyard is about 1 mile away. They are located among residential homes all on larger parcels of land. The neighbors behind us own cattle that sometimes graze along the wire fence in the back yard.brbrThere is a very large U shaped driveway with plenty of off street parking for every guest if they drive themselves. It can easily accommodate very large vehicles with no issues.brbrThe Branch has all one level living for bedroom and living space access. The main level of the house has a primary bedroom (Queen) with attached ensuite (full bathroom). The closet has been remodeled into a getting ready space in the bathroom. There is a 2nd full bathroom off the hallway with two additional bedrooms. Bedroom 2 (Queen) and Bedroom 3 (Queen and Twin). There are several outdoor retreats from the covered front porch that faces East to watch the sunrise, the rear covered porch facing west to watch the sunset while grilling dinner. The screened porch is right off of the kitchen and has a wood burning fireplace in it. Downstairs, the basement we like to call the TEEN/TODDLER hangout! Completed with a large sectional sofa, 2nd TV, air hockey table, game table and chess/checkers table. There's also a corner of the basement with soft flooring and dress-up / toys for the kids to enjoy. A full size Washer/Dryer and 2nd refrigerator are also in the basement. brbrThere is a large U Shaped driveway that can accommodate vehicles if every guest were to drive as well as a large tour bus if you decide to hire vehicle transportation during your stay. If you are touring vineyards and breweries, many guests will contact local transportation companies that specialize in these tours and pickup/drop off from The Branch.brbrIf you are looking to host a larger gathering for guests to stay, check out our sister property just 1/4 mile up the road - The Bungalow at Afton Mountain Retreat (sleeps 7).

The Branch at Afton Mountain Retreat

Afton, Virginia, United States

Bed

Bath

Sleeps

$487.09

Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. The Bungalow is located 1/4th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.brbrThe area is rural with homes spaced out on 2-10 acres. Most homes are lived in by the owners so please be respectful of noise as they live here full time. Veritas Vineyard is 200 meters down the road and Afton Mountain Vineyard is about 1 mile away. They are located among residential homes all on larger parcels of land. The neighbors behind us own cattle that sometimes graze along the wire fence in the back yard.brbrFrom 64 take Exit 107 / Crozet. Turn left onto 250W. Turn Left onto Route 151. Turn right onto Route 6 / Afton Mountain Rd. House is 2 miles down on the right.

The Bungalow at Afton Mountain Retreat

Afton, Virginia, United States

Bed

Bath

Sleeps

$283.94

Unwind in Afton at this delightful house in the heart of Hwy 151 Wine country. This charming property features 3 cozy bedrooms - one with a queen bed, one with a king bed, and a bunk bed plus a twin bed in the third room. The basement / gameroom offers additional space with a comfy sofa bed for extra guests. Enjoy modern amenities like AC, a washing machine and dryer, heating, a hair dryer, and WiFi. Enjoy your time in Afton at our perfect retreat.

Entire house in Afton, VA, The Cottage at Stumble Creek - 3 bedroom

Afton, Virginia, United States

3

Bed

Bath

9

Sleeps

$288.07

Enjoy our large charming farmhouse, open concept kitchen, large comfortable bedrooms, stocked movie room, harvest table dining room, breakfast room, vaulted ceiling fireplace family room, rocking chairs, front porch with mountain views, private pool in season. Wander about our 27 pastoral acres & orchards, let the kids run and play, visit the chickens, goats, Daisy the pig or Mack our horse. Make s’mores at the fire pit and stargaze, play board games, yard games or cozy up by indoor fireplace. Wineries, antique stores or Blue Ridge hiking within minutes. Peach & Apple orchards, ski resort, river tubing, Monticello, historic districts close. Fresh air and peace in abundance.

Agritourism

Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history

Afton, Virginia, United States

Bed

Bath

Sleeps

$619.3

Come to Sunnyside! A new 5 bedroom home with game room, hot tub, and space for 12 people on 4 acres on a private farm road. Just off the infamous Route 151, or `Brew Ridge Trail`, you are RIGHT in the middle of the action: 7 minutes to 10 wineries / breweries, 5 minutes to the nearest family farm or golf course, 10 minutes to Skyline Drive with PLENTY of places to hike, and 25 minutes to skiing at Wintergreen.brbrYou are surrounded by jaw-dropping mountain views/sunsets that surprise every guest.brbr*** SPECIAL: 4 free Wintergreen lift tickets with a three night stay in January or February 2025!! Valid on Bookings after November 24 2024, while supplies last!! ***brbrSunnyside is a picturesque mountain retreat nestled in the heart of Afton, VA. This inviting, family-friendly home promises a perfect blend of rustic charm and modern comfort, ensuring an unforgettable getaway for families and friends alike.brbrAs you pull up the driveway at the end of a cul-de-sac you are greeted by the expansive front porch adorned with inviting rocking chairs, where you can unwind and soak in the surrounding landscape. As you enter the main living area, you`ll be greeted by a spacious family room complete with a large sectional sofa, perfect for your group to plan or reminisce about your day in Nelson County.brbrThe well-appointed kitchen features a farmhouse sink, stainless steel appliances, and floor-to-ceiling cabinets stocked with all the essentials. Enjoy morning coffee in the breakfast nook overlooking the majestic mountains. For meals, gather in the proper dining room around the table with seating for eight (plus space for 5 more in the kitchen).brbrVenture outdoors to the elevated back deck through double sliding doors, where you can savor a drink at the table for four or grill dinner on the high-quality Weber gas grill. brbrDownstairs you will find a newly finished basement and walkout door to a 500 square foot patio with outdoor dining for 10, a hot tub, four adirondack chairs, and mountain views that will knock your socks off. The game room will provide hours of entertainment for kids and adults between a 9 foot shuffleboard table, Pop-A-Shot, Pac-Man arcade with 10 classic arcade games and Infinity game table with 50 classic board games.brbrOutside, the adventure continues with a picnic table, swings, and a large fire pit surrounded by eight Polywood Adirondack chairs, perfect for cozy evenings under the stars. Explore the expansive property with paths leading to a nearby creek, where little ones can explore, splash, and play to their hearts` content.brbrStay connected with blazing-fast fiber Wifi (105 Mbps) accessible throughout the house, ideal for remote work or streaming entertainment. brbrWhen it`s time to rest, retreat to one of the five thoughtfully appointed bedrooms, three of which are upstairs:brbrThe primary bedroom boasts a luxurious king bed, walk-in closet, and a spa-like ensuite bathroom with clean white marble finishes.brbrThe second bedroom features a comfortable queen bed and a large walk-in closet.brbrThe third bedroom, designed for kids or care-free adults, offers two white bunk beds and a small TV room.brbrDownstairs, you`ll find two additional bedrooms:brbrThe fourth bedroom offers a queen bed, a private full bath with subway tile shower, and a cozy play nook for kids.brbrThe fifth bedroom serves as a versatile space in the game room with a pull-out sofa bed (Full size) and comfortable accommodations.brbrDon`t miss the opportunity to experience the magic of Sunnyside in Afton! Come stay with us and see why 200 5-star reviews can’t be wrong!brbr-------brbrYou are staying on 4 acres of an old farm. Only 6 houses on the private road and you are at the end of the cul de sac. From the back deck there is not a house in site. And you TRULY are in the middle of everything in Afton.brbr-----brbrWe bought the home in 2019 for our family of five because we love the area. There are so many things for families to do together, and adults to do on their own. We love the peach orchards, berry farms, hiking, driving Skyline Drive year-round (especially when the leaves change in Autumn), Wintergreen skiing in the Winter, and wide open spaces for kids to play free at the nearby parks, trails, and wide-open spaces at the breweries and wineries. When we go with just adults, we love the wineries... it`s the Napa of the East Coast :)brThis is a great house for family and friends. We ask that you are neighborly and treat the house and neighborhood as you would your own.

Clean family-friendly 5BR in the HEART of Virginia`s Wine Country -- Amazing views, basement game room, new outdoor patio

Afton, Virginia, United States

Bed

Bath

Sleeps

$322.08

A brand new modern farmhouse with Blue Ridge Mountain and meadow views. Enjoy the 2+ story great room with windows and natural light galore, wooden beams, loft and an open floor plan for you to relax in. Located in the heart of Route 151/Brew Ridge Trail, our home is minutes from numerous wineries, breweries, restaurants, the Appalachian Trail, Wintergreen, etc. You name it and we're close to it! We hope you enjoy our beautifully finished new home. Completed in June 2022 and powered by solar panels.brbr(Please note all bedrooms have blinds installed; the photos were taken before installation.)

Blue Ridge Mountain Views - Heart of VA Wine Country

Afton, Virginia, United States

3

Bed

2

Bath

7

Sleeps

$190.53

This charming barn loft sits on a 20-acre horse and wellness farm in Afton, Virginia, surrounded by the gentle beauty of the Blue Ridge Mountains. Hand-crafted from native wood, the space blends rustic character with comfort, creating a warm and welcoming atmosphere for your glamping getaway. brbr brbrInside, you’ll find a cedar queen bed and a single bed made of locust and white birch, along with a cozy writing nook and comfortable seating. The adjacent outhouse features a composting toilet and outdoor shower, offering a private and eco-friendly bathing experience beneath the trees. brbr brbrGuests are invited to enjoy the yoga studio, outdoor yoga deck, and walking paths that weave through the property. Spend mornings sipping coffee as sunlight filters through the barn windows, afternoons reading from the poetry nook, or evenings relaxing under the stars. brbr brbrLocated near the Blue Ridge Parkway, Skyline Drive, and local vineyards and orchards, Galleywinter Farm offers a peaceful escape for travelers seeking rest, inspiration, and connection with nature.

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Afton, Virginia, United States

Bed

Bath

3

Sleeps

$265.86

Experience deep rest and reconnection at Galleywinter Farm, a peaceful 20-acre horse and wellness retreat nestled in Virginia’s Blue Ridge Mountains. The private ground floor of our modern farmhouse offers a serene, cozy, and beautifully designed space that supports your body and mind to harmonize with the rhythm of nature. brbr brbrCool in summer and warm in winter, this inviting suite includes a private entrance, rustic bathroom with a Jacuzzi tub, and a patio overlooking the forest—a perfect spot for morning coffee, journaling, or stargazing under the mountain sky. Many guests say they’ve had the best sleep of their lives here. brbr brbrRestore with gentle heat exposure in our cedar sauna, a warm, wood-scented haven surrounded by trees. In about five minutes, it’s ready for yoga—flow on the yoga deck overlooking the fern woods or stretch inside the cozy 8×8’ cedar cabin, a quiet writer’s retreat framed by a large picture window. Thoughtful heat sessions can boost circulation, ease muscles and joints, reduce stress, and promote deep, restful sleep—a private, nature-immersed wellness experience. brbr brbrGuests have full access to our forest-bathing tub, woodland trails, meditation deck, and yoga studio, all designed to invite stillness, creativity, and renewal. Whether you’re seeking a romantic getaway, writer’s retreat, or healing escape, the Earth Room at Galleywinter Farm offers the perfect balance of comfort, calm, and connection to the land. brbr brbrLocated in Afton, Virginia, near the Blue Ridge Parkway, Skyline Drive, and Shenandoah National Park, this tranquil glamping destination is close to vineyards, orchards, and hiking trails—an ideal blend of adventure and serenity.

Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia

Afton, Virginia, United States

Bed

Bath

Sleeps

$319.95

Welcome to the Cottage at Afton Mountain! Located in the heart of 151 Wine Country, just one minute from Veritas and the Blue Ridge Tunnel. Nestled on a half acre surrounded by woods and an enchanting creek, the cottage offers 3 bedrooms, 2.5 baths, a fully equipped kitchen and cozy living room. The Cottage is a wonderful retreat after a day of hiking the Blue Ridge or exploring the surrounding wineries and breweries. We can't wait for you to visit!

The Cottage @ Afton Mountain- Close to Wineries!

Afton, Virginia, United States

Bed

Bath

Sleeps

$531.28

Welcome to Afton Stays. Make this mountain moment one to remember in this updated 4 bedroom, 2 bath home with 3 large family rooms on the 151 brew/wine trail. The beer and wine enthusiasts in your group will enjoy trying multiple breweries and wineries nearby, while the golfers, skiers, and hikers gear up to enjoy the great outdoors. Boasting a wraparound deck for truly panoramic views and a game room with air hockey and a pool table, this retreat is sure to deliver lasting memories!brbrNew Level 2 Electric Vehicle Charger. Charge your EV with a level 2 fast Charge ( J1772 and Tesla )brbrMountain Retreat on the 151 Brew & Wine Trail | Game Room & Panoramic ViewsbrbrWelcome to Afton Stays—your perfect escape in Virginia’s Blue Ridge Mountains. This beautifully updated 4-bedroom, 2-bathroom home offers 2,450 sq. ft. of space designed for relaxation, adventure, and unforgettable memories.brOutdoor lovers will enjoy nearby hiking trails, golf courses, ski resorts, and easy access to Shenandoah National Park via the Rockfish Gap Entrance, just minutes away.brBeer, wine, cider, and spirits enthusiasts will love exploring the famous 151 Brew & Wine Trail, with top-rated wineries, breweries, distilleries, and cideries just minutes away.brRelax in style with a wraparound deck, stunning mountain views, fire pit, and game room.brbrThe Spacebr• NEW Kitchen & Bath (Installed Feb 1,2025 ! Pics Coming Soon!)br• 3 Spacious Living Areas – Six cozy couches for ultimate comfortbr• Game Room – Air hockey, pool table, ping pong, indoor basketball, cornholebr• Fiber Optic WiFi – Extremely fast for remote work or streamingbr• Indoor Fireplace – Perfect for cozy nightsbrSleeping Arrangementsbr• Bedroom 1: King Bed (Tempur-Pedic Mattress)br• Bedroom 2: Queen Bed (Tempur-Pedic Mattress)br• Bedroom 3: Queen Bed (Tempur-Pedic Mattress)br• Bedroom 4: 2 Twin/Full Bunk Beds (Tempur-Pedic Mattresses)br• Additional Sleeping: 2 Twin Rollaway Beds with Tempur-Pedic MattressesbrOutdoor Oasisbr• Wraparound furnished deck with breathtaking mountain viewsbr• Fire pit with seatingbr• Cornhole boardsbr• Gas grill for BBQ nightsbrKitchen & Diningbr• Fully equipped kitchen – cookware, dishware, blender, toaster oven, spicesbr• Dining area with ample seating for your groupbrEssentialsbr• Washer and dryerbr• Linens and towels providedbr• Hair dryer, iron, and boardbr• Air conditioning and central heat with ceiling fansbr________________________________________brUnbeatable Location – Minutes from Top Wineries, Breweries, Distilleries, and CideriesbrWineries (5-15 Minutes Away)br• Veritas Vineyard & Winery – Elegant wines and stunning viewsbr• Hazy Mountain Vineyard & Brewery – Wine and beer with panoramic mountain scenerybr• Flying Fox Vineyard – Boutique winery with delicious reds and whitesbr• Afton Mountain Vineyards – Scenic vineyard with award-winning winesbr• Cardinal Point Winery – Small-batch wines in a relaxed settingbr• Valley Road Vineyards – Great wine and hospitality at the entrance to 151 Trailbr• King Family Vineyards – Famous for polo matches and exquisite winesbr• Hill Top Winery – A hidden gem with great wines and peaceful ambiancebrBreweries (5-15 Minutes Away)br• Blue Mountain Brewery – Craft beer and delicious food with mountain viewsbr• Devils Backbone Basecamp Brewpub – Award-winning beer and lively atmospherebr• Three Notch’d Brewing Co. (Nelson 151) – Local craft brews and casual vibesbr• Bryant’s Brewing – Farmhouse-style brewery with unique flavorsbr• Hazy Mountain Brewery – Fantastic beer selection alongside a winerybrCideries (5-15 Minutes Away)br• Hard Rock Cidery – Locally crafted cider in a laid-back settingbr• Blue Toad Hard Cider – Crisp, refreshing ciders in a rustic spacebr• Bryant’s Dry Cider – Artisan dry ciders made with locally sourced applesbrDistilleries (5-15 Minutes Away)br• Silverback Distillery – Family-owned, woman-led distillery with premium spiritsbr• Bold Rock Distillery – Famous for hard ciders and craft spiritsbr• Devils Backbone Distillery – Small-batch spirits made on-site at the brewerybr________________________________________brbrExplore Shenandoah National Park – Just Minutes AwaybrbrThe Rockfish Gap Entrance to Shenandoah National Park is only a short drive away, providing easy access to one of the most breathtaking natural areas on the East Coast.br• Skyline Drive: One of the most scenic drives in the country, stretching 105 miles through the park with stunning overlooks, picnic areas, and hiking trailheads.br• Hiking Trails: Access trails ranging from easy walks to challenging hikes, including Humpback Rocks, Turk Mountain, and Blackrock Summit.br• Wildlife & Nature: Spot black bears, deer, and a variety of bird species while exploring waterfalls, rocky peaks, and lush forest trails.br• Photography & Relaxation: Capture breathtaking sunsets, misty mountain vistas, and rolling landscapes that change beautifully with the seasons.brWhether you`re looking for a challenging adventure or a peaceful nature retreat, Shenandoah National Park offers an unforgettable experience for all visitors.br________________________________________brbrAdditional Detailsbrbr• Security cameras – Front porch onlybr• Parking – Long driveway fits up to five vehiclesbr• Red space heater downstairs is not for usebrPerfect for:br• Wine and brewery tours along the 151 Brew & Wine Trailbr• Outdoor adventures including hiking, skiing, and golfingbr• Exploring Shenandoah National Park and Skyline Drivebr• Family and friend getaways with space to relax and unwindbrBook your stay today and experience the best of Afton, Virginia—where mountain charm, adventure, and incredible flavors come together.

Ski Wintergreen, 5Bd, Wineries, Brewery EV-Charger

Afton, Virginia, United States

Bed

Bath

Sleeps

$590.62

Summary:brbrWelcome to our home away from home in the rolling hills of Afton, VA! We love to experience new restaurants, wineries, breweries, and new adventures. Trust us, Afton has all of that! Wineries and Breweries are minutes away: Hazy Mountain, King Family, Veritas, Blue Mountain and more! Love the outdoors Come explore Shenandoah National Park: hiking, fishing, biking, and horseback riding. Wintergreen Resort is a short drive with skiing, tubing, swimming, and hiking. There is fun for everyone!brbrbrbrThe Space:brbrTime to Wine Down is nestled in a community right off of Rt 151. The home sits on two acres with plenty of room to have fun in the yard or oversized patio. Our home was built in 1959 and has some character to it! Is a ranch cottage home with a basement. The home Includes: 4 bedrooms, 1 bonus room, 2 full bathrooms, main level family room, kitchen, dining room, basement family room, and laundry room. There is no master suite or master bathroom. All bedrooms have similar square footage. Three of the bedrooms have queen beds, one bedroom has a pair of twin beds, and a bonus room with a pair of twin beds. Amenities include: fully equipped kitchen, free fiber wifi, flat screen streaming TVs, private furnished patio, linens, towels, private driveway, and more.brbrbrbrOne of the bathrooms has a stand up shower. The second bathroom has a shower/tub combination. Each bathroom includes towels, hair dryer, hand soap, shampoo and conditioner. It's an older remodeled home so please keep in mind the bathrooms are still small.brbrbrbrThe basement is a great place to play games, hang out and enjoy a cold beverage. The basement has an air hockey table for some competitive fun! The patio off the back of the basement has a table and chairs. And off to the side of the house is a large gathering spot with seating, large dining table, string lights, and fire pit. This location is a perfect spot to play corn hole, cook s'mores, and hangout around the fire pit. Enjoy!brbrbrbrTime to Wine Down is a pet-friendly home that welcomes up to two dogs. Please contact the host for details regarding the pet fee and guidelines. Guests must agree to the pet rules and pay the applicable fee prior to bringing their furry friends.brbrbrbrMain level:brbrFamily Room, Kitchen, Dinette, Dining room with sitting nook, Bedroom 1 (Queen), Bedroom 2 (Queen), Bathroom (Stand Up Shower), and Bedroom 3 (2 Twins),brbrbrbrBasement:brbrBedroom 4 (Queen), Bathroom (tub/shower connected to Bedroom 4), Family Room (air hockey table), Bonus Room (2 Twins)brbrbrbr***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.***brbrbrbr***Minimum Booking Age: 24+brbrWe kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation!brbrbrbrGuest Access:brbr* Self check-in with keypadbrbr* Only park on the driveway and covered carportbrbrbrbrThe Neighborhood:brbrOne minute off the road from Rt 151 Virginia Wine and Brew Trail. Our neighborhood is a quiet street with street lighting.brbrbrbrGetting Around:brbrWe work directly with Afton Coach LLC. Book with us and you will receive a discount through them. brbrbrbrServices: Wine and Beer tours, Bachelorette & Bachelor parties, UVA Games, Downtown Charlottesville, Weddings, Concerts & Events, Door to Door, and Airport.brbrbrbrOther Things to Note:brbrTime to Wine Down was a fun project for us. The home is completely renovated and we tried our best to use all the space. The steps leading down to the basement have a low clearance. Please mind your head when you are walking up and down. The basement does have a drop down ceiling ranging from 7' to 6.5'. One of the queen bedrooms in the basement has no central air. We do have a heater that warms up the room nicely. In the summer it does stay nice and cool. We have a fan available for that room.brbrbrbr* 2 pack n' plays available please bring your own sheetsbrbr* High chair is available and located in the laundry room. Toys and books are in the twin bedroom on the main level. Puzzles located in the TV stand in the family room. Library is located in the basement.brbr* Firewood and charcoal are not included. You can purchase at Ashley's Market down the road.brbr* Washer and dryer is located in the basement with detergentbrbr* Included Supplies: Dish soap, dish detergent, hand soap, toilet paper, paper towels, shampoo, conditioner, body wash, hair dryer, face wipes, iron/ironing board, and laundry detergent.brbr*Only 10 guest for the homebrbrbrbr*Time to Wine Down is a pet-friendly home that welcomes up to two dogs. Please contact the host for details regarding the pet fee and guidelines. Guests must agree to the pet rules and pay the applicable fee prior to bringing their furry friends.brbrbrbr-Down the street:brbrRoute 151 is famously known for 26 wineries, breweries, ciders, and distilleries. We are lucky enough to be in the heart of it all! We have a wine cooler for all your new bottles. Always check online to confirm hours, services, reservations and live music!brbrbrbrWeddings: We are less than 8 minutes away from wedding venues: Afton Mountain Vineyard, Hazy Mountain Vineyard, Veritas Vineyard, Valley Road Vineyard, Maren Estates, The Blue Ridge Farm, Cardinal Point Vineyard, Swannano Palace, and more!brbrbrbrRebbel Runs is a 3 minute drive from our house. They offer scenic vineyard horseback riding.brbrbrbrHikes close by: Blue Ridge Tunnel, Humpback Rock, Appalachian Trail, Pauls Creek Trail, Shenandoah National Park, and more!brbrbrbrFly Fishing: Book gear and tours with South River Fly Shop and Rockfish Gap OutfittersbrbrbrbrWintergreen: Has a lot to offer during all seasons. Winter: ski, cross country ski, snowboard, tubing, snow shoe, and indoor pool. Summer: hiking, mountain biking, walking trails, and swimming at lake monacan. Please contact the resort for public hours and prices.brbrbrbrOther Activities :brbr- Pick up lunch at Greenwood Marketbrbr- Critzer Family Farm- Veggie and fruit picking. Homemade ice cream!brbr- Fruit picking at Chiles Family Orchardbrbr- Horseback Riding with Rebel’s Runbrbr- Paul’s Creek Trail. Small hike to swimming hole. Make sure you wear your swimsuit.brbr- Pick Cherries at Spring Valley Orchardbrbr- Visit Historic sites: Monticello, University of Virginia, Swannanoa, James Monroe’s Highlandsbrbr- Sunday Polo Match at King Family Vineyardbrbr- Golf- Stoney Creek, Swannanoa, Devils Knob, Orchard Creekbrbr- Nelson Farmers’ Market each Saturday 8am-12pmbrbrbrbrHouse Notes:brbr*No smoking, vaping, firearms or drugs inside the home, screen porch or on the property.brbr*No partiesbrbr*We kindly request no parties, and guests must be 25 years of age or older to reserve the home.brbrbrbrDamage & Rule Violation Policy:brbrGuests are responsible for any damages that occur inside or outside the property during their stay. If damages are found or if house rules are violated, you will be charged accordingly.brbrbrbrInteraction with Guests:brbrTime to Wine Down has a wonderful team. We want all our guest to have a 5 star experience. Customer service is important to us. Holly will be your main point of contact for bookings, questions, and planning.

Time to Wine Down Sum

Afton, Virginia, United States

Bed

Bath

Sleeps

$162.65

Centrally located on the brew trail, this home is a short drive to the local wineries, breweries and distilleries, as well as the abundance of hiking and outdoor activities in the area.brbrDespite being in the middle everything, the home is set back off the main road and still maintains a quiet family friendly atmosphere.brbrThe spacebrThis newly renovated home features a well appointed kitchen with modern appliances, dining area and coffee bar.brbrThe home also features a full size washer/dryer, Keurig Duo coffee maker and a 50 inch Smart HDTV.brbrEach bedroom features queen bedding and wireless phone charging.brLinens and towels are provided free of charge.brbrThe outdoor area includes a gazebo, firepit and chairs as well as a charcoal grill. Please be sure to bring your own charcoal, if desired.brbrGuest accessbrYou will have access to the whole home and outdoor areas.

Afton escape centrally located on the brew trail

Afton, Virginia, United States

2

Bed

Bath

4

Sleeps

$607.56

Escape to Peak Retreat, a luxury A-frame perched above the Blue Ridge with sweeping mountain views and a private hot tub. Designed for longer, high-quality stays, this modern retreat features a chef’s kitchen, cozy fireplace, private cinema lounge, and space to relax and reconnect. Ideally located near Skyline Drive, Nelson 151 wineries, and scenic hiking trails. Professionally managed by Koehler Vacation Rentals.brbrWe give our guests space and privacy while remaining just a message away. Our local Koehler Vacation Rentals team is available throughout your stay to assist with anything—from hot tub questions to winery recommendations.brbrYou’ll receive detailed check-in instructions prior to arrival, and we’re happy to help make your stay smooth, comfortable, and memorable.brbrPeak Retreat sits in the heart of Virginia wine country, surrounded by mountain views and minutes from the Nelson 151 Trail, home to top wineries, breweries, and cideries—many open year-round.brbrNearby Afton, Nellysford, and Crozet offer cozy cafés, restaurants, and local shops, while outdoor lovers enjoy quick access to Skyline Drive, Shenandoah National Park, and iconic hikes like Humpback Rocks and Crabtree Falls.brbrWhether you’re here to sip wine, enjoy winter hikes, or simply unwind by the fire, Peak Retreat offers a peaceful base with everything close by.brbrGuests will have full, private access to the entire home, including the hot tub, private cinema lounge, and all outdoor spaces.brbrCheck-in is easy and contactless with a secure keypad on the front door. You’ll receive a personalized door code before arrival—no keys to keep track of during your stay!brbrParking is available on-site, just steps from the entrance. The home is yours to enjoy from the moment you arrive.brbrWelcome to Peak Retreat — A Cozy Luxury Escape in Afton, VAbrbrPerched above the valley with panoramic Blue Ridge views, this upscale A-frame blends modern design with mountain warmth. Thoughtfully designed for longer, high-quality stays, Peak Retreat is ideal for couples, small groups, and families looking to unplug and recharge.brbrThe SpacebrbrTwo private bedrooms plus an open loft (spiral staircase access)brbrGourmet kitchen with high-end appliances—perfect for cooking inbrbrVaulted ceilings and expansive windows with winter mountain viewsbrbrFireplace for cozy eveningsbrbrPrivate cinema lounge for movie nightsbrbrHot tub with unobstructed views—magical in winterbrbrLarge deck for coffee at sunrise or wine at sunsetbrbrPerfect ForbrbrCouples’ retreats & anniversariesbrbrSmall family getawaysbrbrTwo-couple wine weekendsbrbrGuests seeking comfort, views, and fewer turnovers—not party staysbrbrPeak Retreat is not optimized for one-night stays and is best enjoyed over multiple nights. Book your mountain escape and experience Virginia wine country—elevated.brbrGetting AroundbrA car is essential for getting around the area, as this home is tucked into the mountains for peace and privacy. The roads are paved and well-maintained, but we recommend AWD or 4WD during winter months or inclement weather.brbrYou'll be just minutes from wineries, breweries, hiking trails, and scenic overlooks—most attractions are within a 10–20 minute drive. Ample on-site parking makes coming and going easy.brbrLooking to explore without driving Local tour companies offer private wine and brewery transportation—perfect for a girls’ weekend or a romantic outing.brbrPeak Retreat is located on a scenic mountain road. While fully accessible, AWD/4WD is strongly recommended during winter weather or inclement conditions.brbrThe spiral staircase to the loft is a striking design feature but may not be ideal for small children or guests with mobility concerns. The loft is open to the main living space and best suited for guests comfortable with limited privacy.brbrThis home is designed for relaxation, longer stays, and respectful enjoyment. Quiet hours begin at 10:00 p.m. to preserve the peaceful mountain setting.brbrOther Things to Note:brNo pets or smoking permittedbrHot tub is available year-roundbrbrWildlife Notice:brWe share the mountain with local wildlife, including a black bear that occasionally passes through the area. Please secure trash and food as instructed to help keep both guests and wildlife safe.brbrCountry Living & Pest Control:brAs with all rural mountain homes, occasional insects may appear despite our quarterly professional pest control program. This is a natural part of the countryside and not a reflection of cleanliness.brbrWe’re always happy to help with questions before or during your stay.

A private, design-forward mountain retreat for couples seeking peace, privacy, and quiet luxury.

Afton, Virginia, United States

Bed

Bath

Sleeps

$756.9

Enjoy the seclusion and beauty of the country with the convenient proximity to multiple wineries, breweries, distilleries, orchards, hiking trails, skiing, and more. Right off of 151 in beautiful Nelson County. Perfect for a multi-family get-away, with space to both be together and spread out. Enjoy a soak in the hot tub while watching cattle graze on the distant hill. Star-gaze without the light pollution of the city, and observe the Milky Way. Explore the 40 acres, including Mallory Creek, and even walk to the Rockfish Valley Community Center to get a cup of locally brewed coffee, shop, or attend a festival. It's a short drive to Wintergreen, Charlottesville, and Waynesboro. Visit UVA, Monticello, Carter Mountain, Swannanoa, and more. brThis newly constructed home has mountain views from every direction, a fully appointed kitchen, comfortable beds and furnishings, and luxury finishes. The expansive owners suite features a soaking tub with amazing views, shower, and walk in closet.

Panoramic Views by Vineyardsn4000 sf new home on 40 acs

Afton, Virginia, United States

5

Bed

4

Bath

12

Sleeps

$355.87

Welcome to Gatekeeper Cottage—an inviting mountain retreat near Swannanoa with expansive views and thoughtful comforts. Cozy up by the wood-burning fireplace and enjoy the convenience of on-site EV charging for effortless travel. Ideally located near Nelson 151 wineries, hiking trails, and Charlottesville, this charming escape is perfect for couples or friends seeking simplicity, warmth, and scenic surroundings.brbrYou'll be interacting via TEXT directly with the owners, but not in person unless needed.brbrThe Gatekeeper Cottage sits in the historic village of Afton, established in 1859 with the arrival of the railroad. For generations, families traveled here to escape summer heat, including James and Sallie May Dooley of Maymont, who built the iconic Swannanoa Palace atop Afton Mountain as their seasonal retreat.brbrThis cottage once served as the original gatekeeper’s home for Swannanoa Palace, welcoming guests as they arrived through the formal marble gates. Swannanoa remains privately owned and is open seasonally for tours, offering a rare glimpse into Virginia’s Gilded Age history — all just steps from your stay.brbrGuests have private access to the entire cottage. Entry is via keypad for easy self check-in. Parking is available on-site.brbrBuilt in the late 1920s, Swannanoa Gatekeeper Cottage is a charming two-story historic home that once served as the original gatekeeper’s residence for Swannanoa Palace. Today, it offers a peaceful mountain escape with modern comforts while preserving its storybook character.brbrThe home has been thoughtfully updated and newly furnished, featuring Wi-Fi, streaming services, and comfortable spaces designed for relaxing after a day of exploring the Blue Ridge.brbrFirst Floorbr→ Cozy living area with wood-burning fireplace and Smart TVbr→ Dining area with seating for fourbr→ Fully equipped kitchenbr→ Utility room with washer and dryerbrbrSecond Floorbr→ Two inviting guest bedroomsbr→ Shared full bathroombrbrSurrounded by nature and history, this cottage offers a unique stay that feels both timeless and welcoming — a true home away from home.brbrFree driveway parking on premises – 4 spacesbrbrAsk us about private winery tour options through local car companies!brbrLocation & Mountain AccessbrThis cottage is located at the top of Afton Mountain. We recommend arriving and departing during daylight hours when possible, as fog can occasionally settle in and the private mountain road is easier to navigate in good visibility.brbrWhile the setting feels secluded, the cottage sits just above I-64 and Route 250, and some distant highway noise may be audible at times.brbrOther Things to Note:brNo pets or smoking permittedbrIntended for relaxed stays; events and parties are not permittedbrbrMountain Weather & WildlifebrAfton is known for its breezes, which are part of the mountain experience. Like most homes on the east slope of the Blue Ridge, you may also encounter seasonal insects such as stink bugs or ladybugs. They are harmless and common in the area; a quick vacuum usually resolves the issue.brbrWildlife sightings — including deer, rabbits, and occasionally black bears — are part of mountain living. Please avoid leaving food outside or in vehicles to help prevent unwanted encounters.

An inviting mountain cottage near Swannanoa featuring scenic views, a cozy wood-burning fireplace, and dedicated EV charging. Close to Nelson 151 wineries, trails, and Charlottesville for an easy, comfortable getaway.

Afton, Virginia, United States

2

Bed