Vacation Rentals By Owner In Washington, CT

Sunny Ridge Farm is a magnificent country estate on 14 acres in the Sunny Ridge Historic District. It is the largest home (17,000 SF) in Washington, the most exclusive town in rural Litchfield County. brbrThe estate has been meticulously restored and has almost every possible amenity - 8 over sized bedrooms which include two guest suites and maid's quarters, 2 living rooms, 2 recreational rooms, billiard room, screening room, wine cellar, gourmet atrium sky-lit kitchen, party room for 200 with bar, massive fireplaces, sun room, wood paneled library, 16-car garage, formal gardens, croquet/badminton lawn, multiple stone terraces, over sized heated pool, pond, beautiful grounds with two of the largest silver maple trees in CT and other fruit trees.brbrWashington is located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as more Vermont, than Vermont and the un-Hamptons. Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)brAll of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.brbrA car is necessary to enjoy rural Roxbury, Washington and Litchfield County.brThe nearest bus station is Southbury, 15 minutes away.brThe nearest train stations are in Amenia and Wingdale NY or Danbury or New Haven CT – all about 45 minutes away.brbrMonthly rates have utilities and snow plowing, lawn mowing, pool cleaning and pool heat billed as incurred. There is a $4000/month security/utilities deposit.br brbrbrbrbrExquisite, chic design - furnished with antiques, art, and other fine furnishings. Elegant stone bathrooms. Frette cotton sheets, bath linens, bathrobes, down feather beds, pillows, comforters - as comfortable and easy as a full-service luxury hotel. Maid service, dry-cleaning and catering available upon request. brbrWithin a few miles of the Mayflower and Winvian Inns and Spas for the finest dining and spa services in New England as well as numerous other country dining options. Nearby Lake Waramaug, Sundown and Mohawk Skiins, Vineyards and more!.brbrQuiet scenic historic estate neighborhood - no loud exterior parties/events nor loud music - this is a luxury family vacation rental home in a private country setting. Serving Washington and Roxbury visitors, schools and residents for over 20 years.

2 Hrs NYC, Best Ski Estate, Shopping, Dining WASHINGTON PoshPadsCT SUNNY RIDGE

Washington, Connecticut, United States

Bed

Bath

Sleeps

$279.29

Come and dream of your life as an artist! This beautiful retreat was once an artist's studio and Marc Chagall's respite from NY.brNewly renovated; bright, clean and well decorated. This suite is quiet and separate from the owners converted barn home. brGreat hiking and biking and shopping nearby.brThe leaves are turning - this is a fabulous base for your leaf peeping adventures or for parent weekends at the local boarding schools.brAccess to Lake Waramaug with the owners beach pass. Bring your bikes, your kayak and your hiking shoes. brWine bar and excellent restaurants nearby. brbr

Private Annex/Former Artist Studio

Washington, Connecticut, United States

Bed

Bath

Sleeps

$433.33

Charming rural cabin in beautiful Washington Depot, Connecticut.brbrThis property is situated high on a hill above the road. The cottage is recently remodeled from top to bottom. It has lots of vintage charm but combined with a modern stove, fridge and bathroom.brbrThere are two bedrooms, one with a king size bed and walk-in closet. The second has a queen bed with a washer and dryer in closet area. Both have dressers, night stands and plenty of space to stretch out.brbrThe kitchen includes a coffee maker (French Press), toaster, electric tea kettle and all the pots and pans you might need.brbrThe town of Washington Depot was the inspiration for Starry Hollow on the show Gilmore Girls, and it's the quintessential New England town. A large percentage of the town is dedicated to open space preservation, and there is a beautiful lake and river in town.brbrThis is about 2.5 hours drive north of New York City and about 3 hours from Boston. The best train route is the MTA Harlem line to Brewster, although it is a 40-mile drive from there.

Cottage

Escape to Our Dog-Friendly Cottage in Washington Depot!

Washington, Connecticut, United States

Bed

Bath

Sleeps

$1223.54

Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. Magical Luxury Barn Home - Romantic home created from three barns and a silo set on six acres in an apple orchard. Wonderful historic walking neighborhood adjacent to Averill Farms Apple Orchards. Beautiful views over farms to hilltops. Relax enjoy a barbeque on the flagstone terrace poolside surrounded by new dawn roses, apple trees and blue hydrangea.brbrBedroom 1: KingbrBedroom 2: KingbrBedroom 3: KingbrBedroom 4: QueenbrBedroom 5: Twin in the SilobrBathrooms: 3 Full + 1 Powder RoombrFireplace: 5 Wood BurningbrPool: 18' X 44' Gunite In-GroundbrProperty: 6-Acre Apple OrchardbrDistance Town: 1 MilebrDistance Lake: 3 MilesbrDistance Skiing: 15 MilesbrDistance Hiking: 1 MilebrbrElegant Bedrooms: Plush down pillows,featherbeds, comforters.brFine cotton linens.brLuxurious Baths: Marble, nickel fixtures, plush Frette towels and bathrobes.brKitchen: Chef's cookware, silver flatware, 6-burner Viking range, Sub-Zero refrigerator.brCentral: Air, Vacuum, Alarm, SoundbrWiFi, Flat TVs, DVDsbrEscape to gracious country living!brWelcome to our collection of pristine renovated country rental homes located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC. Washington is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modelled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as more Vermont, than Vermont and the un-Hamptons. Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive.brExceptional architectural interest and private country setting in Washington's most scenic historic walking neighborhood. Beautifully landscaped with flowering trees and shrubs, flagstone terraces with gas barbeque, and new in-ground gunite pool. Exquisitely re-designed and furnished with art and antiques, elegant bedrooms and new luxury bathrooms, and chef's kitchen with new stainless steel appliances. Relax and refresh with Frette pressed cotton sheets, plush towels and bathrobes, Bigelow bath amenities, down featherbeds, comforters and pillows. Maid, catering, private chef and massage services are optional. Enjoy central heat and air conditioning, WiFi, flat screen televisions with dvds, cable and movie channels, central sound system, and central alarm.

2 Hrs NYC-Best Ski Home, Shopping, Dining, 4Fires, VIEWS! WASHINGTON PoshPadsCT,

Washington, Connecticut, United States

5

Bed

Bath

12

Sleeps

$1404.64

Charming antique CT farmhouse with outbuildings. It is the perfect place for large active families and reunions. The main house sleeps 9 and the guest house sleeps 4. The house is fully furnished and equipped with all top shelf appliances. Also on the property there are a number of activities for guests to enjoy including: barn with an indoor basketball hoop and climbing wall, heated granite pool, heated platform tennis court, exercise room, and large pond for fishing, canoeing and skating. Finally the property comes with a golf cart and a 200 ft zip line. Privacy on 13 acres but minutes from Washington Depot

Agritourism

Large family compound , guest house, barn, pool on 13 acres

Washington, Connecticut, United States

2

Bath

8

Sleeps

Exceptional(12)

$1101.76

Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. Private Mint 5-Bedroom, 4-Bath Country Estate in one of Washington's Best neighborhoods surrounded by large estates. Heated pool, trampoline, game room, gas bbq, 2 gas fireplaces. A short drive to the Mayflower Inn & Spa and other Washington Restaurants, Galleries, Shops and Litchfield Shopping and Restaurants. Pristine renovation with 5 bedrooms all with smart HD TVs, new Frette Cotton linens, down feather beds, comforters, pillows, large eat-in kitchen, new stainless steel appliances, gas range, side-by-side refrigerator, fully furnished. 5 minutes to Lake Waramaug, 30 minutes to Mohawk Mountain skiing. This is the perfect country escape within 2 hours of NYC! brbrWashington is located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as more Vermont, than Vermont and the un-Hamptons. Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)brAll of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.brbrA car is necessary to enjoy rural Roxbury, Washington and Litchfield County.brThe nearest bus station is Southbury, 15 minutes away.brThe nearest train stations are in Amenia and Wingdale NY or Danbury or New Haven CT – all about 45 minutes away.brbrMonthly rates have utilities and snow plowing, lawn mowing, pool cleaning and pool heat billed as incurred. There is a $2000/month security/utilities deposit.br

2 Hrs NYC, Best Skiing, Shops, Dining,2 Gas Fires,WASHINGTON PoshPadsCT, HotTub

Washington, Connecticut, United States

Bed

Bath

Sleeps

$1046.5

The contemporary Barn welcomes guests as a luxury getaway and gorgeous views of rolling hills & sunsets over Washington, CT - 1hr 40min from NYC, 2hrs 40min from Boston. The Barn is 6.6 miles from The Mayflower Inn and 17 miles from skiing at Mohawk Mountain. We are minutes from New Preston, Litchfield County's most charming town, with shops, gourmet market & restaurants. The house is surrounded by hiking trails and 0.8 miles from Lake Waramaug with beaches, kayaking, swimming & picnics.

Modern Barn, NEW Luxurious Home

Washington, Connecticut, United States

Bed

Bath

Sleeps

$389.75

The perfect getaway cabin.brOur 3 bedroom is great for couples, families or a group of friends. brNewly renovated and has all the amenities you need with the quiet simplicity of the outdoors.brKing bedroom can be turned into two XL twin beds if needed. brPack and play can be provided upon request. brA fully equipped kitchen with spices and cookware and an eat in kitchen nook for indoor dining. brOutdoor Barbecue, fire pit, wrap around porch with seating and dining table are perfect for eating outdoors. brThe wrap around deck is also perfect for yoga(mats provided) in the morning or just relaxing and reading a book on the couch or watching the sunset.brClose to hiking trails, lake Waramaug and great restaurants.brbrThe whole house has been designed down to the last detail. We love this cabin and stay with our family here so all amenities available to guests make you feel very much at home. Board games, books a chessboard. All streaming Networks available for the perfect stay in movie night.brbrProperty is located on 20 acres of land so guests can hike down to the pond at the end of our property.

Cabin

Perfect cabin getaway. 5mins from hiking trails & lake Waramaug

Washington, Connecticut, United States

Bed

Bath

Sleeps

$1175.46

Indulge in a serene escape with a stay at a charming lake house nestled on the tranquil shores of Lake Waramaug. This inviting retreat promises a perfect blend of comfort and nature, offering a memorable getaway for you and your loved ones.brbrCozy Design and Amenities: Step into a warm and welcoming atmosphere as you enter this beautifully designed lake house. With its comfortable furnishings, rustic charm, and modern amenities, every corner of this home exudes coziness. The house features multiple bedrooms with soft, inviting bedding, a fully equipped kitchen for home-cooked meals, and a cozy living area, perfect for relaxing evenings.brbrPicturesque Lake Views: Wake up to the serene sight of Lake Waramaug's calm waters right from your bedroom window. Enjoy your morning coffee on the private porch as the sun rises, casting a gentle glow over the lake. The picturesque views from the house provide a peaceful backdrop for relaxation and rejuvenation.brbrOutdoor Activities: Embrace the great outdoors with a variety of activities available just steps away. Take a refreshing swim in the clear lake waters, paddle along the scenic shoreline in a canoe, or try your hand at fishing in one of Connecticut's most beautiful lakes. The lake house also offers a private dock, ideal for sunbathing or simply soaking in the tranquil ambiance.brbrNearby Attractions and Dining: Beyond the lake, explore the charming local attractions that make this destination truly special. Visit nearby vineyards for a delightful wine tasting experience, hike through scenic trails, or discover quaint shops in the surrounding towns. When it comes to dining, savor delicious meals at renowned restaurants, or enjoy a casual meal at one of the cozy local eateries.brbrStay in Washington, CT: Voted Most charming small town in Connecticut by Afar magazine!brbrhttps://www.afar.com/magazine/the-most-charming-small-towns-in-each-u-s-state fbclid=IwAR2WABFwWE21KCzj7BirVBp8vvAZu91gkmz1VPpFw6KXFYh3MNhPBI1hEsQbrbrPlenty of room for your family vacation!brbrbrThe Lake House, 121 West Shore Roadbrbr***Recently added Electric Vehicle (EV) Level 2 Charger***brbrNOTE: At the bottom of this description please read further about our guest LINEN SERVICE, PROPERTY MANAGEMENT FEE, CLEANING PROTOCOL which utilizes CDC-recommended processes, sanitizers and automated sanitizer application and our FLEXIBLE PANDEMIC POLICY.brbrThe Lake House has two zone central air/heat. There are two HDTV ROKU televisions. ROKU Television allows you to bring your own streaming service, such as NetFlix, Amazon Prime, Hulu, AT&T, etc. You just select the app, enter your credentials, and start streaming movies or live TV. The dining room seats 6 comfortably, with additional table leaves available for entertaining. The renovated kitchen contains a breakfast counter and stools for two. Enjoy a cookout on the outdoor gas grill within the furnished outdoor patio. For those times when work calls we have whole-home high speed WiFi internet access throughout the house and a large office desk available. Lots and lots of places for relaxation, conversation and reading on our furnished front porch, back patio, and waterfront area. brbrEnjoy lake views from the efficiently laid out kitchen with quartz counter tops, drawer space and overhead cabinets. We have a counter depth refrigerator with ice maker and a beverage cooler within the cabinetry. It also has a gas stove/oven, microwave, dishwasher, toaster oven, a traditional coffee maker, and a Keurig coffee maker. We are fully stocked for all that you need for preparation and serving.brbrOur home has a laundry closet with front loading washer and dryer. Our historic home lacks closet space. brbrWe provide key-less entry into our home with a remotely programmed electronic front door key pad. Check-in and check-out is contact free. The entry code is remotely custom programmed for each guest prior to their arrival.brbrFlexible pandemic policy: In then event of a Pandemic, or other catastrophe, such that a municipal, county, state or federal executive order, resolution, proclamation, statute, regulation or other directive prohibits the owner and/or owner's parties from giving possession of the property to the tenant at the time the rental term commences, the tenant may reschedule their vacation to another time frame, mutually agreed to by tenant and owner, or receive a credit for the amount of funds paid to the owner, to-date. This credit may be applied to a future time frame that is mutually agreed to by owner and tenant.brbrOur CLEANING SERVICE follows CDC-recommended guidelines. The house is sanitized with CDC-approved disinfectant prior to every guest's arrival. The CDC-approved disinfectant is applied utilizing a high-efficiency automatic electronic ULV fogger. It delivers 50 micron sanitizer droplets evenly and directly on exposed surfaces in an efficient mist. The CDC-approved disinfectant is rated to kill biological contagions within10 minutes of application. It is applied to exposed surfaces and touch-points throughout the house, such as knobs, counters, cabinets, kitchen appliances, bathrooms, furniture, window treatments, window fixtures, remote controls, thermostats and switches. We provide key-less entry into our home with a remotely programmed electronic front door key pad. Check-in and check-out is contact free. The entry code is remotely custom programmed for each guest prior to their arrival.brbrFLEXIBLE PANDEMIC POLICY: In the event of a Pandemic or other catastrophic event such that a municipal, county, state or federal executive order, resolution, proclamation, statute, regulation or other directive prohibits the owner and/or owner's parties from giving possession of the property to the tenant at the time the rental term commences, the tenant may reschedule their vacation to another timeframe, mutually agreed to by tenant and owner, or receive a credit for the amount of funds paid to the owner, to-date. This credit may be applied to a future timeframe that is mutually agreed to by owner and tenant.brbrSecurity Deposits are managed through VRBO.brbrNOTE: We have reduced fees:brbr1. Guest may elect to use house linens for no charge (a change from past years)brbr2. A $225 cleaning fee to clean the unit after your departure.brbr3. Property Management Fee has been removed.brbr

The Lake House on Lake Waramaug

Washington, Connecticut, United States

5

Bed

2

Bath

12

Sleeps

$788.91

Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. If you are searching for the perfect country escape in Washington this restored vintage carriage house is for you! Located on Washington's Historic Green, this 3-bedroom home and Spa is surrounded by colonial homes and magnificent Rossiter-designed shingle-style mansions and the Gunnery Prep School. It is within a mile of the Mayflower Inn and Spa (great Tap Room, porch dining and piano weekends), the Gunn Library, the Depot shopping area and numerous other restaurants, cafes, galleries, and boutiques. The home has 3 bedrooms and 2 bathrooms, a fully equipped kitchen with a sub-zero refrigerator and gas range, library with fireplace, dining room for 12 guests, and a large living room. Flat screen tvs, wifi, central heat and air conditioning, down feather beds, comforters and pillows, Frette cotton sheets and bathrobes are just a few of the luxury amenities you will enjoy. The outside raised deck has a gas barbeque. Bicylces and lawn games. brbrThe location is one of the best historic walking neighborhoods in Washington, Litchfield County's most desirable town. Jog or hike into the nearby Steep Rock Land Preserve. Close by are antique shops, wonderful boutiques, art galleries, farm stands, golfing, hiking, fly fishing, canoeing/kayaking/tubing, Mohawk Mountain Ski Area and Lake Waramaug beaches. brWashington is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modelled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as more Vermont, than Vermont and the un-Hamptons. Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive.brbrThis home was acquired for its architectural interest and Historic Green setting in Washington's most scenic neighborhoods. All are beautifully landscaped with flowering trees and shrubs, flagstone terraces with gas barbeques, and spa hot tub. Each has been exquisitely re-designed and furnished with art and antiques, elegant bedrooms and new luxury bathrooms, and chef's kitchens with new stainless steel appliances. Relax and refresh with Frette pressed cotton sheets, plush towels and bathrobes, Bigelow bath amenities, down featherbeds, comforters and pillows. Maid, catering, private chef and massage services are optional. Enjoy central heat and air conditioning, WiFi, flat screen televisions with dvds, cable and movie channels, central sound systems, and central alarms.brbrWithin an hour are the cultural centers of Lenox MA, Hartford CT and New Haven (Yale). brWashington is an easy low traffic 1 3/4 hour drive from NYC or Boston.brbrMaid service ($30/hour), catering, and baby sitting are available for an additional charge. brPets are welcome.brbrMaster Bedroom: King Bed with private BathroombrBedroom 2: King BedbrBedroom 3: Queen Sofa Bed brbr br

100% WASHINGTON! PoshPadsCT KIRBY 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood

Washington, Connecticut, United States

Bed

Bath

Sleeps

$1662.94

Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. If you are searching for the perfect private, quiet country escape in a walking neighborhood the historic estate is for you! Set on 4 acres, across a scenic country road from a waterfall and pond with a stream on property, this wonderful 18th century historic estate includes the main home, a guest house, pool and large flagstone dining terrace with barbeque. The 18th century farm house was expanded to include a large music living room with fireplace, a second large movie screening room, and an eat in chef's kitchen with a Viking 6-burner gas range and Sub-Zero refrigerator. The main home and pool house are in mint condition with luxury furnishings including antiques, flat screen tvs, wifi, central heat and air conditioning, new down feather beds, comforters, and pillows, pressed cotton sheets and bathrobes. The giant master king bedroom has a master bathroom with a soaking tub, large shower, and two marble sinks. The private outdoor terraces are perfect for private entertaining, barbequing and dining. The heated heated pool is surrounded by a terrace with with numerous lounge areas and tables. The 3-bedroom pool house also has a separate kitchen and living room. The private home is on a designated scenic dirt road perfect for walking among other estates. brbrLocated in Washington, within a few miles are the Mayflower Inn and Spa (great Tap Room, porch dining and piano weekends), the Gunnery Prep School, Washington's Historic Green, numerous other popular restaurants, antique shops, wonderful boutiques, art galleries, and farm stands. Golfing, hiking, fly fishing, canoeing/kayaking/tubing, Mohawk Mountain Ski Area and Lake Waramaug beaches are all within 15-20 minutes. brbrWithin an hour are the cultural centers of Lenox MA, Hartford CT and New Haven (Yale). brWashington is an easy low traffic 1 3/4 hour drive from NYC or Boston.brbrMaid service ($25/hour), catering, and baby sitting are available for an additional charge. brPets are welcome.brbrHistoric Main HousebrMaster Bedroom: King Bed with private Master BathroombrBedroom 2: Double BedbrBedroom 3: Double BedbrBedroom 4: Double BedbrWalk-Out Lower Level: King Bed with Private Bath RoombrbrPool Guest HousebrBedroom 1: King BedbrBedroom 2: King BedbrBedroom 3: Queen Bedbr brWashington is located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as more Vermont, than Vermont and the un-Hamptons. Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)brAll of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.brbrA car is necessary to enjoy rural Roxbury, Washington and Litchfield County.brThe nearest bus station is Southbury, 15 minutes away.brThe nearest train stations are in Amenia and Wingdale NY or Danbury or New Haven CT – all about 45 minutes away. brbrQuiet scenic estate neighborhood - no loud exterior parties/events nor loud music - this is a luxury family vacation rental home in a private country setting. Serving Washington and Roxbury visitors, schools and residents for over 20 years.brbr

100% WASHINGTON! PoshPadsCT SENFF ESTATE8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ

Washington, Connecticut, United States

Bed

Bath

Sleeps

$1535.67

This private oasis offers a spacious and open floor plan that is perfect for relaxation. The living area seamlessly flows into a screened-in porch, creating a delightful indoor-outdoor experience. Step outside onto the porch and deck area to discover a stunning heated swimming pool, completely fenced in for safety and surrounded by a large patio, charming stone walls, well-maintained gardens, and a pool house. The house is also equipped with a backup Generac generator for unforeseen outages.brbrThere are 4 large bedrooms including 2 master bedroom suites and 3 full bathrooms upstairs and one bedroom in the basement with a kitchenette with direct access to the garden. The newer Master Bedroom suite has a propane fireplace, a large walk-in closet, and an additional double closet. It overlooks the pool and is a true sanctuary. Its Master Bath has a jacuzzi tub and a large stand-up shower. All of the bedrooms have ample closets, window coverings for privacy and light control, and hardwood floors. The grounds are classic New England being lightly wooded with a vernal pond, professional landscaping, and beautiful stone walls.brbrWashington, Connecticut is a historic and picturesque town located in Litchfield County. Known for its quaint New England charm and beautiful landscapes, it attracts visitors from near and far. With a population of approximately 4,000 residents, Washington offers a tight-knit community that is both welcoming and friendly.brbrOne of the town's highlights is the Institute for American Indian Studies, which showcases the rich history and culture of Americans through exhibits, educational programs, and interactive experiences. The Gunn Historical Museum is another must-visit attraction, offering a glimpse into the town's past through its extensive collection of artifacts and documents.brbrNature enthusiasts will find themselves in paradise in Washington. The Steep Rock Preserve, covering over 2,500 acres, provides miles of hiking trails, picturesque waterfalls, and stunning overlooks. The Hidden Valley Preserve offers even more opportunities for outdoor exploration with its diverse ecosystems and scenic views.brbrThe town is also a hub for artists and creatives. Washington boasts several art galleries, including the prestigious Washington Art Association, which hosts exhibits, workshops, and classes. Visitors can browse unique boutiques and antique shops, or stop by the Good Gallery to view works from local artists.brbrWashington is home to a vibrant community that hosts numerous events throughout the year, including the Washington Green Fair, agricultural fairs, and concerts in the park The town's close-knit atmosphere fostered by its residents contributes to a welcoming and inclusive community spirit.brbrIn conclusion, Washington, Connecticut is a gem of a town that offers a mix of history, natural beauty, and artistic inspiration. Whether you're seeking outdoor adventures, cultural experiences, or simply a tranquil escape, Washington has something to offer everyone.brbrWashington, Connecticut boasts-maintained roads that wind through its scenic landscapes. While the town enjoys a peaceful atmosphere, traffic is generally light, making travel within the town relatively smooth and stress-free. Parking is generally ample, with designated parking areas available near popular destinations such as the town center and parks. Visitors can easily find parking spaces without much hassle, allowing them to explore the town and its attractions comfortably. The town's size and community-focused nature also contribute to a more relaxed and enjoyable driving and parking experience compared to larger cities.brbrThe Pool Patio is Bluestone and quite large. The house is the highest in the area at 1080 feet. Not buggy at all!brbrWe are 15 minutes equidistant from Woodbury, Bantam, and New Milford. 6-minute drive to Washington Depot and 6 min to Morris and Bethlehem.br1. Only persons listed on the original Booking Contract may occupy the house at all times. Additional guests will need to pay for accommodation upon check-in. All guests need to be registered before gaining access to the property.br br2. Check in time is 15h00 and check out time is 10h00. An extra night will be charged if times are not strictly adhered to or prearranged prior to arrival.br br3. Inventory list must be checked and signed within 24 hours of check-in and handed in prior to departure to avoid any unnecessary replacement costs. Failure to comply will imply that everything is in order. Any replacement cost is to be deducted from the deposit.br br4. Please make us aware of any defects, damages, maintenance, or service-related issues you may encounter immediately so that they can be tended to.br br5. It is the Guests’ responsibility to respect and take care of the property and its contents at all times. Please do not remove towels, linen, appliances, or crockery from the unit.br br6. Bed linen will be changed once a week and towels every 3 to 5 days dependent on the length of stay. Guests are welcome to use facilities to do any extra washing at their own cost.br br7. Weekday Housekeeping (Monday-Friday), excluding public holidays, can be made prior to arrival at an additional cost. This includes only the cleaning of the house and not the washing of dishes. For your convenience, there is a dishwasher.brbr8. No cigarette buds, cotton buds, sanitary items, or any other material, other than toilet paper may be flushed down the toilet. Charges will occur for any blockages that need to be tended to.brbr9. Complimentary WiFi internet is provided in the unit. We will endeavour to be connected at all times, but will not be held responsible if the connection is unavailable due to reasons out of our control.br br10. Please note that this is a Self-Catering house and as such no detergents or toiletries will be supplied.br br11. As owners we will not be held responsible for any losses whatsoever incurred, due to negligence.br br12. Ensure that all doors including veranda doors are locked before leaving the house. Please also switch off all unnecessary lights and TVs.br br13. This is a non-smoking house, so please refrain from smoking in the unit. Smoking is permitted outside the unit, please use the ashtrays to discard of cigarettes, etc.br br14. Pets are allowed.br br15. Refrain from making excessive noise after 22h00.brbr16. Parking is available for all house guests.brbr17. Do not leave any valuables inside your car while it is parked. The owners cannot accept responsibility for the loss or theft of any such articles while your car is parked.brbr18. The heated pool is at your disposal:brbr19. Guests may use the pool at their own risk;brbr20. No children are allowed near the pool without adult supervision;brbr21. Keep the pool area neat and clean at all times;brbr22. Keep the noise level in the pool area low.brbr23. Please inform kids not to urinate in the pool water (let us keep the pool br hygienic for other guests as well);brbr24. If you are part of a group staying, try to maintain occupancy time & rate at acceptable levels.brbr25. On departure, the house must be left in a reasonable state of cleanliness. Excessive cleaning left for housekeeping will be deducted from the damages deposit to cover the cost of cleaning.br br26. On the day of departure ensure that all the lights in the house are switched off. Also, ensure that all the doors of the unit are locked.brbr27. No parties, weddings, or events are allowed at the property.

Upmarket Country Retreat, Washington, Connecticut

Washington, Connecticut, United States

Bed

Bath

Sleeps

$971.68

If you are searching for the perfect country setting within an easy drive to wonderful local restaurants, spas, shopping, antiquing, skiing, water activities, hiking, historic homes and museums, then Country Cottage is for you. Wonderful family activities such as apple picking, farm stands, country fairs are also only minutes away. Relax on the deck or pool side or enjoy an outdoor barbeque dinner of fresh local produce, meat and fish. The cottage is wonderful for sitting back and relaxing while enjoying a book by the fire with a glass of wine or for family activities of games and puzzles. The home features a country eat-in kitchen, living room with fireplace, dining room with fire place and three bedrooms and 3 full bathrooms. The yard is fully fenced in if you have a pet. brbrFlat screen tvs, wifi, central heat and air conditioning, down feather beds, comforters and pillows, Frette cotton sheets and bathrobes are just a few of the luxury amenities you will enjoy. brbrThe location is on a scenic dirt road - a great walking, running and biking neighborhood in the town of Washington in historic, rural Litchfield County. The home is within a few miles of the Relais and Chateau Mayflower Inn and Spa and Winvian Inn and Spa - perfect for enjoying the best fine dining in New England and the Gunnery Prep School and Washington's historic green. In addition to numerous other popular restaurants, close by are antique shops, wonderful boutiques, art galleries, farm stands, golfing, hiking, fly fishing, canoeing/kayaking/tubing, Mohawk Mountain Ski Area and Lake Waramaug. brbrWithin an hour are the cultural centers of Lenox MA, Hartford CT and New Haven (Yale). brWashington and Roxbury are an easy low traffic 1 3/4 hour drive from NYC or Boston.brbrMaid service ($25/hour), catering, baby sitting are available for an additional charge. brPets are welcome.brbrMaster Bedroom: King Bed with private Master BathroombrBedroom 2: King BedbrBedroom 3: Twin BedbrLiving Room - Sofa Queen Bed brbrWashington is located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as more Vermont, than Vermont and the un-Hamptons. Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive. The town's website ExploreWashingtonCT and WashingtonCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)brAll of my PoshPadsCT homes in Washington and Roxbury are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.brbrA car is necessary to enjoy rural Roxbury, Washington and Litchfield County.brThe nearest bus station is Southbury, 15 minutes away.brThe nearest train stations are in Amenia and Wingdale NY or Danbury or New Haven CT – all about 45 minutes away.

Cottage

Best Ski Cottage, Restaurants, Shops 2 FPs, 2 Hrs NYC to WASHINGTON! PoshPadsCT

Washington, Connecticut, United States

Bed

Bath

8

Sleeps

$360.0

Charming, spacious 4BR, 1900 sqft riverfront home at end of dead-end road on 3 acres with a deep swimming hole, shady trees, orchard, & an expansive lawn. A peaceful 10-min walk (.5 miles) to Washington (inspiration for Stars Hollow!) and close to hiking, skiing, lakes, and more.brbrThis home is spacious, serene, and full of character—perfect for families. Upstairs, you’ll find a peaceful primary suite with a large master bedroom, an attached full bathroom, and a quiet study that can double as an extra bedroom. The study is exceptionally soundproof, providing a retreat for reading, working, or resting.brbrOn the main floor, the roomy living room features two cozy seating areas, shelves of books, musical instruments, and a TV with streaming. Just off the living room is a breezy sunporch overlooking a peach and apple orchard with another relaxing seating area and a dining area.brbrThis level also includes two charming bedrooms, a full bathroom, a warm and welcoming dining room, and a fully equipped kitchen. Downstairs, you'll find a mudroom/ laundry room, and an oversized three-car garage stocked with river innertubes, bikes, toys, sleds, and more.brbrThe grounds of the house are truly lovely, with extensive riverfront and a deep swimming hole, shady trees to relax under (or climb!), a peach and apple orchard, an expansive park-like lawn perfect for playing soccer, frisbee, or baseball, and a great hill for sledding! It is also far from a road, so kids can roam free.brbrThough it feels private, the house is an easy walk or bike (1/2 mile) to Washington Depot with a lovely bookstore, cafes, shops, galleries, farmer's market, and public tennis courts and playgrounds. It is one mile to the 1000-acre Steep Rock Preserve with endless hiking, biking, & cross-country ski trails. Lake Waramaug is 10 minutes away; and Mohawk Ski Mountain is a 30-minute drive.

Spacious 4-bedroom house on riverfront; walk to delightful Washington, CT

Washington, Connecticut, United States

Bed

Bath

Sleeps

$1083.27

Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. 45 Calhoun is a meticulously restored home on a 15-acre private hilltop close to Washington Center and the Mayflower Inn & Spa. Dine or relax on the flagstone terrace beside a waterfall pool surrounded by climbing roses and blue hydrangea.brbrBedroom 1: KingbrBedroom 2: QueenbrBedroom 3: QueenbrBedroom 4: 2 TwinsbrBedroom 5: Den trundle - King or 2 TwinsbrWindowed Dressing Room has a Twin BedbrbrBathrooms: 3 Full + 3 PowderbrFireplace: 4 Gas, 1 Wood BurningbrPool: 18' X 42' brGuests: Deer, Turkeys, FoxbrProperty: Hillside 15 AcresbrDistance Lake: 8 MilesbrDistance Skiing: 18 MilesbrDistance Town: 1 MilebrbrElegant Bedrooms: Plush down pillows, featherbeds, comforters. Fine cotton linens.brLuxurious Baths: Marble, nickel fixtures, plush Frette towels and bathrobes.brKitchen: Chef's cookware, silver flatware, Stainless range, refrigerator, Central Air, brWiFi, Flat TVs, DVDs, Ping Pong, Games

BEST SKI TOWN-WASHINGTON! NYC 2Hrs Calhoun5BR POSHPADSCT Hot Tub, 4 FPs, Views

Washington, Connecticut, United States

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Bath

Sleeps

$834.08

A modern and comfortable home nestled in the woods in a vibrant and interesting area. Great for athletes, cooks and getting away. brbrKeywords: Beautiful modern country home with screened in porch, swimming pool, great kitchen, screening room. Sleeps eight people in four well-appointed bedrooms with en-suite bathrooms. Comfortable basement screening room and second floor office overlooking the property.brBasement gym with a PeletonbrNo weddings or wedding events accommodated.

Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video

Washington, Connecticut, United States

Bed

Bath

Sleeps

$312.14

Located in the popular Washington CT, this cozy mid century modern house sits on a peaceful road surrounded by nature. Minutes from Washington, Litchfield, New Preston and Lake Waramug, you can choose between a quiet dinner with the birds in the large backyard or try one of the amazing restaurants in the surrounding towns. Great for families who crave space for kids to run around or small groups of friends looking to get away from the bustle of the city.

Cozy home surrounded by nature - perfect for families and friends.

Washington, Connecticut, United States

Bed

2

Bath

7

Sleeps

$705.61

Welcome to this charming house in Washington. This marvelous property boasts 3 bedrooms, including a king bed, queen bed, bunk bed, and twin bed. With amenities like iron, AC, heating, WiFi, and a washing machine, guests will feel right at home. The 3 bathrooms offer convenience and comfort during your stay. It's easy to see why you'll be able to unwind at our place. Amazing grounds with plenty of yard and koi ponds w/fountain and an Island Gazebo.

Charming 3-bedroom house in delightful Washington w/ WiFi, AC, amazing grounds.

Washington, Connecticut, United States

Bed

Bath

9

Sleeps

Select Dates for Price

A nature oasis a small mountain in the Litchfield Hills of Connecticut. Near renowned bike and hike trails as well as preservation land. Sits atop the mountain with sunsets and sunrise views and lush greenery. Heated gunite pool, outdoor shower, privacy, bikes, trails, views, nature, beautiful stone features, and a brand new modern renovation provide the perfect retreat. The landscaping embraces the native plants and is regenerative featuring endangered bushes, flowers, and views into the preserve which borders 2 of the 3 sides. The only neighbor is a weekender and his home is not visible from ours. If you are looking for a private warm summer spot with nature and accessibility to small hamlets such as Washington Depot, this is your place! We also have passes to Lake Waramaug, a pristine little town beach.

Mid Century Modern Mountain Retreat Bordered by Preserve

Washington, Connecticut, United States

5

Bed