Vacation Rentals By Owner In Dorset, VT

brThe Headwaters home is located on 33 forested acres next to a babbling brook that spills into the nearby Metawee River. The home is also located 20 minutes from beautiful Manchester Center which is a bustling town with many restaurants and retail shopping outlets. Construction style is a Vintage-Adirondack glass and timber frame home. Home sits at the end of the town maintained meandering dirt road in rarefied Dorset Hollow. The spacious lodge consists of old and new. It comprises a gourmet state of the art kitchen with Wolfe stove, microwave, dishwasher and breakfast nook. Modern bathrooms consist of steam shower, double and single jacuzzi tubs. Home has radiant heat, massive river rock Rumford fireplace as well as a brick wood burning insert fireplace in Tavern room. Also included are Smart TV’s , high speed Fiber Optic WI-FI, and washer/dryer in basement. brNestle in front of the fireplace or off the bedroom sit outside on the bluestone terrace watch the sunset and the night descend and watch the Vermont moon rise over the mountain. Listen to the babbling brook, the hoot owls, and enjoy the starry nights. Hike, walk or bike on nearly isolated dirt roads in The Hollow. There are also plenty of fishing, golf and skiing or snowboarding opportunities nearby. There are also nearby swimming opportunities at the famous Dorset Quarry or Emerald Lake state park.brThe House sleeps 6 adults in bedrooms and has a separate bunk area that sleeps 2 people, adults or children, and a loft above the master bedroom that sleeps one person adult or child. Total occupancy potential is 8 adults and 1 child. We do allow well behaved pets and we are pet friendly and are dog owners. We do ask that pets be kept off beds and furniture because of cleaning issues. No pet cats are allowed. There is a one-time pet fee for dogs of $100 per pet per stay that should be paid at the time of booking.brbr

Headwaters-Very secluded, quiet, mountain views, babbling brook, country living.

Dorset, Vermont, United States

Bed

Bath

9

Sleeps

$928.58

Summary:brbrTucked into the hills of Dorset, Vermont, Green Haven is a peaceful escape set on a sprawling 12-acre estate just minutes from Manchester. Once a thriving apple orchard, this serene property now offers two distinct and beautifully appointed homes, a luxurious 5-bedroom main house and a cozy 2-bedroom cottage, perfect for families, friends, or creative retreats looking to reconnect with nature in comfort and style.brbrbrbrThe Space:brbrThe main house features five spacious bedrooms and four full bathrooms, a fully equipped kitchen, a living room with fireplace, a ping pong table, a pool table, and two smart TVs. Every detail, from 300 - 450 thread count sheets and plush mattress toppers to ample indoor and outdoor lounging areas, has been thoughtfully curated for comfort and ease. A firepit provides an ideal outdoor gathering spot to share stories under the stars. One bedroom includes two twin beds that can be easily converted into a king using the provided converter kit.brbrbrbrThe cottage, just a short walk down the path, offers a bright open layout with two inviting bedrooms, one full bathroom, and a cozy living space complete with fireplace and picture windows that frame the surrounding forest. It’s ideal for small families or guests looking for a bit of privacy within the larger estate.brbrbrbrTogether, the homes comfortably host up to 12 guests and offer access to forest paths, tranquil mountain views, and the charming nearby towns of Dorset and Manchester.brbrbrbrEssentials to know:brbr- High-speed Wi-Fi covers both homes.brbr- Ample parking, including a 2-car garage and spacious driveways.brbr- Septic system, please only flush septic-safe toilet paper.brbr- Keep doors and windows closed while using AC to avoid ceiling leaks.brbr- TVs are smart-enabled, guests can log into their streaming apps (just don’t forget to log out!).brbrbrbrWhether you’re gathered around the fire, cooking a meal together, or simply soaking up the quiet of Vermont, Green Haven invites you to slow down, breathe deep, and make yourself at home.brbrbrbrDogs are permitted on a case by case basis subject to breed and weight restrictions. Please message us if you are interested in bringing your furry friend.brbrbrbrAbsolutely no smoking, vaping, or use of marijuana products. Use of these products will result in an additional $1500 cleaning fee.brbrbrbrThe property is equipped with a doorbell camera at the front entrance and an additional camera inside the detached garage, which is used to confirm trash pick-ups on Wednesdays.brbrbrbrGuest Access:brbrAccessible with smart lock; no contact with host required.brbrYou'll be able to access all living/sleeping areas aside from the north end of the house (everything shown in the pictures).brbrbrbrThe Neighborhood:brbrLocated in Dorset and just down the road from the shops and restaurants of Manchester, and 11 miles to Bromley and 22 miles to Stratton Mountain ski areas. Dorset is a four-season destination offering high-end dining, boutiques, year-round outdoor activities, swimming holes and hikes galore, and a vibrant arts and culture scene. Here’s just a brief selection of what’s available to you:brbrbrbr- 0.5 miles from H.N. Williams General Store, offering grocery staples, wine, coffee bar, wines, sandwich counter (don’t miss their breakfast sandwiches!), and gourmet food to-go. Great place to grab food for a picnic. It also hosts the Dorset Farmer’s Market on Sundays, one of the top-rated farmers markets in the area.brbrbrbr- 0.7 miles from the Dorset Quarry, a famous local swimming hole that was the source for the marble for the New York Public Library, the Met, and several Harvard buildings.brbrbrbr- Just down the road (~1 mile) from downtown Dorset, including the Barrows House, Dorset Union Store (homemade pies, sandwiches, to-go foods, wines, coffee, and local specialties), Dorset Inn, and the Dorset Playhouse.brbrbrbr- Just down the road (~8 minute drive) from downtown Manchester, including the Northshire Bookstore (don’t miss the third floor dedicated to children’s books and toys), and numerous restaurants, ice cream places, breakfast spots, groceries, and shops and boutiques. Historic Manchester also has a number of high-end restaurants.brbrbrbr- 15 min to Emerald Lake State Park, with hiking and swimming for the whole family. Kayaks are usually available to rent.brbrbrbr- 5 min from Peace Street, a local swimming hole and wading spot that is the perfect place to cool off on a hot day.brbrbrbr- 5 min from North Meadow Farm, a local source for cheese, raw milk, ice cream, and petting zoo for kids.brbrbrbr- Convenient to 3 ski resorts: Bromley (18 min), Stratton (30 min), Okemo (45 min).brbrbrbrGetting Around:brbrVehicle is recommended. You will need AWD to get up driveway in the winter - plowing will occur when there is more than 3” in snow.brbrbrbrOther Things to Note:brbrNotes & Disclaimers: brbrbrbrWildlife: This is a home in a rural part of the country. You may see wildlife including deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash. brbrbrbrWeather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or 4WD. Please drive with caution and be prepared with regards to the ability of your vehicle to drive in the snow. brbrbrbrPower & Internet: This is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control. brbrbrbrAir conditioning & Heating: The main floor is equipped with central air conditioning, available seasonally during late spring and summer. Heating is provided during the colder months (fall and winter), as needed based on seasonal conditions.brbrbrbrPets: We're happy to welcome your pup to the home. There’s a $150 fee + tax for the first dog and $50 + tax for each additional one. If you’re planning to bring more than one, please reach out to us before completing your booking so we can get everything set up for you. We can only accommodate small dogs up to 30 lbs. For everyone's comfort, we kindly ask that dogs stay leashed outdoors and that you clean up after them. Please note that cats aren't permitted due to allergy concerns. Any pet-related damages may result in additional charges.brbrbrbrCancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.brbrbrbrInteraction with Guests:brbrNo interaction with host required; available on chat service.

Private 7-BR Retreat on 12 Acres w/ Mountain Views

Dorset, Vermont, United States

Bed

Bath

Sleeps

$483.47

Completely renovated 2 bedroom/1 bath guest house on a picturesque, private 18-acre property, nestled in the valley between the Taconic and Dorset Mountains in Dorset, Vermont.brbrThe property is an ideal base from which to explore all that southern Vermont has to offer – access to an active arts, music and theatre scene in Dorset and Manchester; 7 miles from upscale shopping and resort activities in Manchester; an easy drive to the ski slopes at Stratton Mountain and Bromley; surrounded by hiking trails of all levels to enjoy all seasons, including during Vermont’s famous Fall foliage; and close to both family friendly and fine dining restaurants. brbrThe property features a small orchard, walking paths around the flat, open, private land with 360 degree views of the Taconic and Dorset Mountains, and adjoins a town forest that features well-maintained walking trails down to the Mettawee River, one of Vermont’s best trout streams. Clear nights feature incredible sunsets and spectacular star-gazing. brbrThe air-conditioned guest house sleeps six with brand new furnishings and includes a master bedroom with a queen bed, second bedroom with 2 twin beds, great room with a fireplace, TV and a queen sofa bed and a full bathroom with a shower and soaking tub. Accommodations include a brand new, fully stocked full kitchen with a refrigerator, range and dishwasher, washer/dryer and wi-fi access. All linens are provided.brbrGuest house cleaned and sanitized following CDC guidelines with at least 24 hours between renters.

Guest House

Renovated 2 BR/1BA guest house on private 18-acre property

Dorset, Vermont, United States

Bed

Bath

Sleeps

$336.31

A Home Away from Home . Welcome to our serene property , a home away from home where nature’s beauty surrounds you . Whether you’re here for a quiet retreat or an adventure-filled vacation, your stay here is sure to be memorable. Only minutes away from the Dorset Quarry, Manchester Center ,Emerald Lake, and Historic Hildene. Many of our guests describe their stay as feeling like “coming home ,”with a sense of belonging and peace .Please note that the host lives on-site nearby in case you should need anything .Outdoor Activities Abound . Enjoy all the things Vermont is known for : beautiful creeks , woods, and picturesque sights and sounds . There are plenty of outdoor activities to take advantage of such as kayaking,boating,swimming,and hiking . In the winter, nearby ski resorts provide ample opportunities for skiing , cross country skiing , snow shoeing and snowboarding. Check out our guesthouse binder which includes all of these local recommendations. We look forward to welcoming you to our tranquil retreat , where the Vermont mountains will make you feel a deep connection to everyone and every living thing .

Charming Dorset Cottage Retreat.

Dorset, Vermont, United States

Bed

1

Bath

Sleeps

$936.29

Welcome to a peaceful Vermont retreat with plenty of space to relax, gather, and enjoy the outdoors. This newly renovated 6-bedroom country home sits on 15 private acres overlooking a quiet, protected marsh, just minutes from Manchester and an easy drive to Bromley and Stratton.brbrThe house comfortably sleeps up to 20 guests, making it ideal for large families, multi-family trips, ski weekends, and group getaways that want privacy without feeling remote.

Serene Private Estate on 15 Acres - Spacious 6-Bedroom Near Manchester & Skiing

Dorset, Vermont, United States

6

Bed

Bath

20

Sleeps

$743.4

Travel back in time to the picturesque, quaint villages and outdoor beauty of the Green Mountains in this sprawling Vermont vacation home! You will enjoy all the comforts of home and more as you awaken every morning from a deep and restful country sleep, gaze through the French doors at the beautiful misty mountains, and brew a cup of steaming French Roast coffee to enjoy on the balcony in your bathrobe.brbrMaybe you don't even need to leave the house today after all. You can wander between our 3 living rooms, Great Room and Sun Room, trying to decide which one has the coziest spot for curling up with your coffee. Or maybe you'd rather decide which of our 3 decks and patios has the sunniest spot. Or you could wander up the back yard to the pond, relax in an Adirondack chair and watch the fish jump. But if all this fresh air has you feeling like a kid again, head for the tree swing in our big, gorgeous maple, or take a shady nap in our hammock. You can hardly tear yourself away, but there are so many wonderful things to explore in Dorset and Manchester!brbrDorset is a most charming, quaint location in every season. In the early spring you can enjoy visiting a real maple syrup 'sugar shack' to see how Vermont maple syrup is made, and by late April and May, our gardens are bursting with color. In summertime, you must pack a picnic lunch and head to the local favorite swimming spot, the Dorset marble quarry, and join the locals in a time-honored tradition of jumping off the ledges. The endless nearby hiking trails beckon to be explored. In the fall, our stately maple trees in the front yard, and the surrounding mountain sides are breath-takingly ablaze with color, and in winter you must skate on our pond, sled down our hill and take a romantic horse-drawn sleigh ride nearby! Downhill skiing, cross-country skiing and snow mobiling are just 15 minutes away, and there's a great ice skating rink just 7 minutes away. Any time of year, exploring the 100-year old covered bridges and meandering down the back roads through the adorable, quaint towns is a cherished favorite pastime. All of these activities and more await you at Owlswood!brbrCharming shops, bakery cafes and general stores are 3 minutes away on Dorset Green, and 7 minutes away in Manchester Center, not to mention the highly-acclaimed Southern Vermont Art Center, the historic Hildene House (former home of Robert Todd Lincoln) and the famous Vermont Country store. There are many local activities all year round, including the Manchester Summer Horse Festival, the water slide park at Bromley Ski Resort, art fairs, Sunday farmers' markets, outlet shopping, golf, fly-fishing, canoeing, horse-back riding, and don't forget incredible hiking, just minutes away.brbrWhen you return home from exploring, enjoy an outdoor game of badminton or volleyball in our dedicated court, all set up and ready to play! We also provide a nice wooden corn hole set, bocce ball and croquet sets, as well as a football, soccer ball, baseball mitts & balls, and frisbees to use in our huge front and back yards. You can even swim in our pond, or row the 3-person raft around! But there's nothing like just relaxing at the picnic table while you throw in a line for some catch-and-release fishing, or taking a lazy summer nap in the our incredibly comfortable hammock under the shady maple tree on a summer's afternoon...heavenly. We even have several fun trails on our property, such as the Pond Loop Trail, and the Bird House Trail. Great for walking your dog right at the house!brbrOnce it's time to head indoors, start the evening by lighting a wood fire in the huge stone fireplace in the Great Room and playing some board games or starting a puzzle (we have lots!). Our brand-new, incredibly comfortable sectional sofa with a chaise lounge is the perfect spot to curl up with a good book, or snuggle up to watch a little TV or movie you've been meaning to see on our new QLED 55 high-def, flat screen Smart TV, with Blu-Ray player. We also have another 42 SmartTV all set up in the lower living room area with a Wii video gaming system, and 25+ games from which to choose, including Guitar Hero.brbrWe have high-speed wireless internet, and you'll especially love our Sonos music system, on which you can play just about any song ever recorded at the touch of a button! We even have blue tooth speakers outdoors by the hot tub, too. There is a house phone with unlimited long-distance calling, and a USB printer for your use, as well.brbrFor dinner your first night, why not bake a delicious home-made Chicken Pot Pie from historic Dorset Union General store on Dorset Green But be sure to venture out for a great meal at one of the many award-winning restaurants close by. Dorset and Manchester are renowned for their incredible chef-owned restaurants, and farm-to-table cuisine. You could spend years trying all the amazing restaurants within a 10-minutes radius of Owlswood! It's also fun to create your own farm-to-table experience, using fresh produce from local Dutton Farms (the kids will adore seeing their cute farm animals, too). So bring your favorite recipes from home and cook up a feast in our very well-appointed kitchen with a nice breakfast bar, then gather everyone in the formal dining room for a cozy fireside meal. After dinner it's time to relax and watch the sunset over the mountains in our very private 7 person jetted hot tub, or roast marshmallows around the outdoor bonfire pit while gazing at the incredible Milky Way. We even provide the firewood!brbrOur little hamlet of Dorset, Vermont is located in the Southwest corner of the state, in the heart of the Green Mountains, only 4 hours drive from New York City and 3 hours from Boston. If you fly in, Albany, New York is the closest major airport, and Dorset is 1:15 minutes northeast by car. Burlington, Vermont is 2 hours north of us, and Manchester, New Hampshire is about 2:30 minutes east of us. We know you'll fall in love with Dorset just as we did. We can't wait to have you as our guests!brbrKeywords: Sprawling House with Stone Fireplace

Charming Vermont Home on 7 Acres w/ Hot Tub, Fireplace and Pond!

Dorset, Vermont, United States

Bed

Bath

11

Sleeps

$453.6

Take in the sights and sounds of the flowing stream while relaxing at Creekside Camp. Creekside Camp is a 1,300 square foot historic home set on the bank of a rocky creek. The home, originally a hunting camp, dates back to the late nineteenth century. The living room is a reconstructed timber frame barn. Creekside Camp maintains its historic charm but has been upgraded to include all of the modern amenities. brThe home includes completely renovated gourmet kitchen and bohemian style bathrooms. The exposed posts and beams along with the wood burning stove makes this home absolutely Vermont. The home is situated near the road but the road is a no outlet road with only three residences beyond. Fine dining is only 2.5 miles away in Dorset. Designer outlets and locally owned shops and restaurants are less than nine miles away in Manchester Center. Hike and explore Merck Forest and Farmland just minutes away or ski Bromley Mountain, (15 miles), and Stratton Mountain, (24 miles).brThe master bedroom offers the king size bed, a sitting area, a large smart tv, and a private bathroom with a bathtub. Multiple windows and skylights provide daylight and views alongside the stream. Blue herons have been spotted fishing outside the window. The queen size bed is located in the semi-private loft. The view from this bedroom is of the hot tub and the stream. The second bathroom is located in the loft and has a large shower and heated tile floor. brThe stone fireplace is the focal point of the living room. The comfortable leather furniture makes this a great place to warm by the fire, read, or watch the smart tv. There is a dining table or a live edge wood peninsula to eat at or play one of the games provided. The kitchen was recently redesigned for people who love to cook. Cooking in the equipped kitchen, preparing a drink at the bar area, grilling on the gas Weber grill, and eating al fresco creekside is almost the perfect end to a day of exploring Vermont. It would be the end but the best is yet to come. After a day of skiing in the winter or hiking in the summer be sure not to miss out on enjoying a fire outside in the firepit and a soak in the hot tub. A long relaxing soak in the hot tub mere feet from the stream all the while scanning the trees to spot Doug, our resident owl. Now that is the perfect ending. Welcome to Creekside Camp.brbrNote: We DO NOT list this home on Craigslist.brbrWe are no longer charging an additional cleaning fee. (Bookings made after 12/19/22) We clean the home between guests to a very high standard of cleanliness.brWe are no longer charging a pet fee on bookings made after 2/2/2026. We are pet friendly, (dogs and cats). Dog towels, a dog throw, bowls and bowl mat, dog waste bags are provided.brHot tub and BBQ are functional year round. brWhen you rent Creekside Camp you get the entire house. This is not a shared home.brAll firewood included. brShampoo, soap, dish detergent, laundry soap, coffee/tea/, basic pantry staples, snacks, and a welcome gift are included.

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Dorset, Vermont, United States

Bed

Bath

4

Sleeps

$301.7

Located in Dorset, this marvelous house offers a comfortable retreat for guests. With three bedrooms featuring a queen bed, a full bed, and two twin beds, there’s plenty of space for everyone to relax. Two bathrooms include refreshing showers and handy hair dryers. Guests enjoy a cozy atmosphere with heating and air conditioning to keep things just right. Whether you’re unwinding after a day of exploring or gathering for a meal, this awesome home provides a wonderful setting. Our place will help you feel at home while you're traveling in Dorset.

Skiing house n Serene 3-bedroom house with AC in charming Dorset

Dorset, Vermont, United States

Bed

Bath

Sleeps

$551.25

Summary:brbrWelcome to your perfect Vermont getaway! This one-of-a- kind home combines modern comfort with classic farmhouse charm, making it an ideal retreat for family gatherings and outdoor enthusiasts. Central to all southern Vermont has to offer, this bright flexible space is a perfect home base to explore nearby Manchester. This property offers everything you need for a memorable stay.brbrbrbrPets welcome with a $100 pet fee!brbrbrbrThe Space:brbrThe Owl Brook house is equipped with everything you'll need for a relaxing Vermont getaway! The house offers four bedrooms (main floor: two bedrooms each with a queen bed, downstairs bedroom offers a queen bed with en suite shower bathroom and upstairs loft bedroom via spiral staircase has two queen beds with a full bathroom), three bathrooms, kitchen with stove, oven, microwave, dishwasher, and several coffee makers (Keurig/drip combo and espresso machine), WiFi, three smart TVs, washer and dryer available for guest use, an EV charger, wrap around porch, overlooking the creek for some relaxing water ambiance. Enjoy the sounds of the beautiful backyard creek, relax in the open concept living spaces and make use of the fully appointed kitchen.brbrbrbrIn addition, The Owl Brook House is just minutes away from some of the best local attractions in the area:brbr* Manchester Designer Outlets: High-end shopping: less than 10 mins awaybrbr* Local Dining in Manchester Center: From cozy cafes to farm-to-table restaurants, you’ll find plenty of delicious options: less than 10 mins awaybrbr*Shopping & Essentials in Manchester Center: Local markets and boutiques: less than 10 mins away brbrbrbrOutdoor Activities Nearby:brbr* Hiking & Biking Trails: brbr Explore trails like the Equinox Preserve for breathtaking views and serene forest paths.brbr* Swimming & Water Activities: brbr Head to nearby lakes and rivers for fishing, kayaking, and paddleboarding. Emerald Lake State Park is just a 15-minute drive away. brbr* Fall Foliage Tours: brbr Vermont is famous for its fall foliage. Manchester Center is perfectly situated for scenic drives or hikes through vibrant autumn landscapesbrbr* Manchester Riverwalk: brbr Enjoy a peaceful stroll along this local favorite.brbrbrbrCentrally located to many World Class Ski Resorts:brbr* Bromley Mountain: 15 mins awaybrbr* Stratton Mountain: 30 mins awaybrbr* Okemo Mountain: 45 mins awaybrbr* Mount Snow: 55 mins awaybrbrbrbrGuest Access:brbrGuests will have access to the entire house except for the locked owner's closet.brbrbrbrOther Things to Note:brbrBringing your pup along They are totally welcome with an additional $100 pet fee. Just let us know if you'll be bringing your pet when you make your reservation.brbrbrbrAny activities involving the creek on the property are undertaken at your own risk.brbr brbrGuests may use the indoor wood stove if they certify that they will do so safely and will be responsible for any damage due to its use or misuse.brbrbrbrPlease note that Owl Brook House is a non-smoking residence (both inside and out). Any violation of this rule will result in a $500 fine.

Owl Brook House: midcentury escape near Manchester

Dorset, Vermont, United States

Bed

Bath

Sleeps

$326.24

TimberbrookbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTranquilly situated in a forest glen with the waters of Timberbrook babbling below, this South Dorset home is a wonder at any time of year. You'll be surrounded by outdoor activity, with Bromley Mountain (10 miles), Stratton Mountain (20 miles), Mount Snow (31 miles), and Okemo Mountain (33 miles) close by. Back at home, a beautiful scene awaits, complete with a deck and a glassed-in sunroom overlooking the woods.brbrThis two-story home is what you think of when you picture Vermont - a charming exterior, wide-plank wood floors, exposed ceiling beams, and picturesque views through generous windows. On summer days, explore the creek below, light the gas grill for afternoon barbecues, and linger on the deck in the fresh forest air. Come winter, curl up by the gas fireplace in the sunroom, pull a good book from the shelves, or set up a board game as a movie streams in the background. brbrThere's one bedroom with an attached bathroom on the main floor and three more bedrooms upstairs. A private washer/dryer and complimentary WiFi are provided as well.brbrThings to KnowbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Picturesque creekside home with gorgeous deck & sunroom, near 4 ski mountains

Dorset, Vermont, United States

4

Bed

Bath

8

Sleeps

$409.33

Situated 6 miles from Manchester in the picturesque Dorset Hollow, the farmhouse is surrounded by green fields and streams. The house has five bedrooms had beautiful views of Netop and Owls Head Mountains. On the first floor are the living room, dining room with bay window seats, kitchen, half bath with laundry and a three-season porch. The second floor has a master with ensuite bath, two additional bedrooms and a second bath. Our third floor has two additional bedrooms. brbrWalking, biking and hiking are right out the front door. A short drive away are Bromley Mountain (15 min.), and Stratton (30 min) ski resorts. The Summer Festival Horseshow, Hildene (the Lincoln family home), and the Southern Vermont Art Center are within a 15-minute drive.

Beautiful Vermont 5 Bedroom farmhouse located in the picturesque Dorset Hollow.

Dorset, Vermont, United States

Bed

Bath

Sleeps

$828.54

Beautiful home in Dorset perched on the Metawee River 10 min to Bromley or Manchester Village. This 3500 square ft. home has all your needs covered. Smart tech, 3 fireplaces, TV area, streaming entertainment, vaulted living room ceiling, dining room with large table, sun room, fully equipped kitchen, 3 private acres, sun deck, walking trails. Like two homes connected - left side has main kitchen, 3 bedrooms and two bathrooms. Right side has two bedrooms, livingroom, 1 bath and a kitchenette. One story home with two living areas. On the left side are three bedrooms, the kitchen and a tv room area. On the right side are two bedrooms, the livingroom and a bar. Spread out or hang out together. This house offers it all. Bedrooms: Master bedroom with king bed and attached full bathroom and window AC unit Second bedroom with queen bed. Across hallway from bathroom. Third bedroom has two single bedrooms (not pictured) with window AC unit Fourth bedroom with queen bed connected to bathroom with window AC unit Fifth bedroom has two full beds. Near bathroom with window AC unit PLEASE NOTE: All guests must be listed on reservation. If you are bringing 8 guests please list 8 guests (include children). No pets without permission - each pet costs $100 (per pet) for the stay. No more than two pets allowed without permission. Plenty of parking for multiple vehicles. We are super hosts. Our house manager will be available to help you with your needs. Quiet and relaxation await you at this property. The neighborhood is filled with estate homes that are acres apart from one another. Our neighbors are important to us. Therefor we do not allow loud music or gatherings. Beautiful, quiet road. 2 minute drive to walk around historic Dorset village, the village market (better than Whole foods!), 10 min to Bromley and Manchester Village. 18 min to Stratton. Dorset and Manchester don't have uber or lyft so it's important to have a rental car.

The Lower Hollow House, dip into river in backyard

Dorset, Vermont, United States

Bed

Bath

10

Sleeps

$289.5

Welcome - we have a classic New England 3-bedroom country home on one of Dorset’s most scenic and peaceful roads. Just 4 minutes to Dorset Village and 6 minutes to Manchester, this warm and welcoming retreat combines rustic charm with modern comforts—perfect for families, friends, or couples traveling together.brbr**Inside, you’ll find:**br• A cozy wood-burning fireplace for relaxing eveningsbr• Updated kitchen appliances for easy meal prepbr• A refreshed bathroom with modern finishesbr• Comfortable, inviting spaces to unwind and gatherbrbrStep outside and enjoy the quiet mountain backdrop, or head out to explore some of Southern Vermont’s most beloved attractions, including:br• The historic Dorset Greenbr• Manchester’s restaurants, cafés, and boutique outletsbr• Scenic hiking trails, swimming holes, and lookout pointsbr• Local farm-to-table dining, breweries, arts, and cultural venuesbrbrWhether you’re planning a weekend escape or an extended Vermont stay, this home offers the ideal blend of comfort, character, and convenience.

cozy home with mountain views.

Dorset, Vermont, United States

4

Bed

Bath

6

Sleeps

$264.71

Take it easy at this unique and tranquil getaway. Nestled in a valley between two mountain ridges and overlooking a meandering brook, this house is ideal for a summer vacation, weekend getaway, wedding accommodations or ski holiday in the winter. This property is administered by Marble House Project, an non-profit artist's residency, and income from the property goes to support the program.2345678

Glorious Mountain View in Dorset

Dorset, Vermont, United States

Bed

Bath

Sleeps

$280.0

Newly renovated top to bottom, two brand new sparkling clean bathrooms, great location close to Manchester, Dorset Village, Bromley, Stratton, and much morebr Flea and tick protected dogs are welcome, but sadly no cats (highly allergic family member). brTwo acre pasture available for horses. brEntertaining in and out is okay, just keep it down for the neighbors (they're too far away to hear anything anyway!)

Newly renovated mountain view close to skiing and horse show

Dorset, Vermont, United States

Bed

Bath

Sleeps

$400.0

Fifty years age a young doctor had the idea of converting a barn into a unique and charming ski house for him and his family. That idea turned into a wonderful full time home with multiple fireplaces, a swimming pond and stunning mountain views. All this only 10 minutes from the restaurants and shopping in Manchester. Only 20 minutes to Bromley and 30 minutes to Stratton. This is truly a one fo a kind property and for those appreciating the quality of an 1860's barn with slate roof you will not be disappointed.

1860's converted barn on 13.7 acres with mountain views with swimming pond

Dorset, Vermont, United States

Bed

Bath

Sleeps

$1470.83

Experience a private and historic VT country estate! 4 bd / 5 bath main house + 1 bd / 1 bath cottage in picturesque Dorset, VT. Go back in time with countless period details, including five fireplaces! Gated estate with winding driveway on 20 acres. Privacy and mountain views surrounded by property's open fields and forest as well as an apple orchard. Yet only 1/3 a mile to town center! Perfect for groups desiring a historic and private VT country estate experience but with easy town access. Short drive to shopping and restaurants in vibrant Manchester. Hot tub! Close to hiking, skiing and more!brbrWe have been extensively updating the property, with many new features, including a new downstairs bedroom/bathroom suite, new heat pump heating/cooling system, new deck on the main house, and many new furnishings. Most of these are not reflected in the photos yet.brbrCheck out our reviews on the 'other rental site'!

Super Private Estate w/ Guest Cottage Near Center

Dorset, Vermont, United States

Bed

Bath

Sleeps

$802.76

Dorset Mountain View HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind all the space you need to gather with loved ones, take in the gorgeous Vermont scenery, and truly relax and unwind at this country home in Dorset, beautifully situated with a view of the surrounding mountains and meadows.brbrThis two-story home sits just over a mile from small-town Dorset, five miles north of Manchester, and around the corner from the local farmers market. It's a wonderful location for outdoor excursions, with Emerald Lake State Park (nine miles), Bromley Mountain Ski Resort (11 miles), and Stratton Mountain Resort (20 miles) all close by.brbrSpend summer mornings hiking and mountain biking, and afternoons taking advantage of the home's lovely outdoor spaces. There's an expansive yard with a play structure for the kids, a gas grill for family barbecues, and a large deck with ample seating where you can admire the illuminated mountains at sunset. brbrAs you step through the door, you'll be greeted by a spacious interior where large windows frame the mountain landscape. The rooms are bright and comfortable, including a kitchen with stainless steel appliances, an adjoining dining room, and a living room with a smart TV mounted above the fireplace. In the evening hours, retreat upstairs to the billiard room or catch up on email at the desks in the kitchen, the primary suite, and one of the upstairs bedrooms.brbrTwo of the bedrooms - including the expansive primary suite - are on the main floor, alongside a room with a changing table and a rocking chair for the littlest members of the family. Three guest rooms await upstairs. A private washer/dryer is provided for your convenience as well.brbrTHINGS TO KNOWbrbrParking notes: There is free parking available for 5 vehicles.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Mountain view home with large yard, lovely deck, pool table & fireplace

Dorset, Vermont, United States

Bed

Bath

Sleeps

$399.84

Summary:brbrWelcome to your own quiet corner of Green Haven. Surrounded by forest and mountain views, this charming 2-bedroom, 1-bath cottage is a serene family escape just minutes from Dorset and Manchester.brbrbrbrThe Space:brbrStep inside a bright, open living space featuring large windows, a cozy fireplace, and plenty of room to unwind. Whether you're curled up with a book by the fire or exploring the trails nearby, this cottage is designed for simple pleasures and peaceful days.brbrbrbrThe two bedrooms are warm and inviting, and the full bathroom offers everything you need for a comfortable stay. Outside, nature takes center stage, trees, birdsong, and fresh Vermont air.brbrbrbrLocated just down the path from the main Green Haven home, this cottage can be reserved on its own or alongside the main house for larger groups. It’s the perfect setting for family visits, creative retreats, or anyone craving a slower pace in beautiful Southern Vermont.brbrbrbrInterested in having the whole place to yourself Ask us about booking the full Green Haven Retreat.brbrbrbrGuest Access:brbrAccessible with smart lock; no contact with host required.brbrYou'll be able to access all living/sleeping areas aside from the north end of the house (everything shown in the pictures).brbrbrbrThe Neighborhood:brbrTucked into the quiet Dorset Orchard community, this cottage offers access to one of Vermont's most beloved corners, where small-town charm meets mountain beauty. From gourmet markets to swimming holes and forest trails, everything you need is just a few minutes away.brbrbrbrWhere to eat & drinkbrbr- 3 minutes to Barrows House : stylish inn and tavern with seasonal dishes and a garden patio that’s especially lovely in summer.brbr- 3 minutes to The Dorset Inn: Vermont’s oldest continuously operating inn, offering upscale fare in a cozy colonial setting.brbr- 3 minutes to The Marble West Inn: farm-to-table dining with a creative twist, often featuring ingredients sourced just steps away.brbrbrbrTrails & outdoor gemsbrbr- 2 minutes to Dorset Quarry: this is a must-visit local swimming spot surrounded by rock ledges and history.brbr- 4 minutes to Owls Head Town Forest: located just up the road, this peaceful trail offers gentle climbs and rewarding views.brbr- 12 minutes to Merck Forest & Farmland Center: explore 3,000 acres of conserved land with miles of trails, streams, and wildlife.brbrbrbrMarkets & nearby townsbrbr- 1 minute to H.N. Williams General Store: a local favorite since 1840. Stock up on groceries, wine, sandwiches, and Vermont-made goods.brbr- 2 minutes to Downtown Dorset: stroll through this charming village lined with historic inns, a country store, and a small-town theater.brbr- 8 minutes to Manchester Center: just an 8-minute drive away, you'l find boutique shopping, restaurants, bookstores, and everything else you might need.brbrbrbrGetting Around:brbrVehicle is recommended. You will need AWD to get up driveway in the winter - plowing will occur when there is more than 3” in snow.brbrbrbrOther Things to Note:brbrNotes & Disclaimers: brbrbrbrWildlife: This is a home in a rural part of the country. You may see wildlife including deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash. brbrbrbrWeather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or 4WD. Please drive with caution and be prepared with regards to the ability of your vehicle to drive in the snow. brbrbrbrPower & Internet: This is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control. brbrbrbrAir conditioning: The main floor has central air. AC availability is seasonal and depending on weather (late spring and summer). Heating is also seasonal, and depending on weather, available during the cold seasons (autumn-winter).brbrbrbrPets: We’re happy to welcome your pup to the home, this home only allows dogs under 30 lbs. There’s a $150 fee + tax for the first dog and $50 + tax for each additional one. If you’re planning to bring more than one, please reach out to us before completing your booking so we can get everything set up for you. For everyone’s comfort, we kindly ask that dogs stay leashed outdoors and that you clean up after them. Please note that cats aren’t permitted due to allergy concerns. Any pet-related damages may result in additional charges.brbrbrbrCancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.brbrbrbrInteraction with Guests:brbrNo interaction with host required; available on chat service.

Cozy 2-BR Cottage on a Private Estate in Dorset

Dorset, Vermont, United States

Bed

1

Bath