Litchfield Area, Connecticut Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Litchfield Area, Connecticut on RentalSaver.com!

Litchfield Area Rentals

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VRBO
Club Getaway Pine Grove 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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VRBO
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Expedia
Club Getaway Pine Grove 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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Expedia
From $117 per night (USD)
VRBO
Fantastic Cape in Historic Litchfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wonderful fully renovated cape just minutes from the village of Litchfield. Beautiful kitchen and Living room, huge out ...
From $117 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
My clean and sanitized home is available for longer stays. Please contact me for more details. My home has all the ameni ...
From $275 per night (USD)
Expedia
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VRBO
Club Getaway Valley View 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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VRBO
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Expedia
Club Getaway Mountain View 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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Expedia
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VRBO
Club Getaway Pine Grove 1
Bedrooms:
1
Bathrooms:
4
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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VRBO
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Expedia
Club Getaway Valley View 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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Expedia
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VRBO
Club Getaway Lake View 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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VRBO
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Expedia
Club Getaway Mountain View 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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Expedia
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VRBO
Club Getaway Mountain View 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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VRBO
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Expedia
Club Getaway Valley View 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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Expedia
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VRBO
Club Getaway Lake View 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to be socially distant in the beautiful Berkshire Mountains? Club Getaway is a resort in the heart of Kent CT, Surr ...
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VRBO
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Expedia
Beautiful Highland lake in Connecticut
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Beautiful lake in Connecticut.House is across the street. It has a lake view. Very easy access into the lake. Paddle boa ...
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Expedia
$Charming Sharon Dwelling w\/ Deck & Fire Pit!$
From $260 per night (USD)
VRBO
Charming Sharon Dwelling w\/ Deck & Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on the New York-Connecticut border outside of Sharon, this lovely home offers the perfect space for your next fa ...
From $260 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Private Country Retreat in Lovely Lakeville CT
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
RECENTLY RENOVATED! Our vacation home in Lakeville is the perfect retreat for several couples or a large family to escap ...
From $450 per night (USD)
Expedia
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VRBO
Summer Cottage - Bike to Lake Waramaug
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A wonderful arts and crafts cottage with the perfect porch to sit or dine on ....wicker chairs and dining table enable y ...
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VRBO
From $375 per night (USD)
Expedia
Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy a relaxing getaway at the lake. Sip your morning coffee on the deck overlooking the lake; swim from your private b ...
From $375 per night (USD)
Expedia
$Peaceful Goshen Cottage w\/ Screened Porch & Views!$
From $230 per night (USD)
VRBO
Peaceful Goshen Cottage w\/ Screened Porch & Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Searching for the perfect spot to escape the worries of city life? Look no further than this peaceful 3-bedroom, 1.5-bat ...
From $230 per night (USD)
VRBO
$Cozy Litchfield House w\/ Fenced-In Yard & Fire Pit$
From $377 per night (USD)
Expedia
Cozy Litchfield House w\/ Fenced-In Yard & Fire Pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Relish in the luxuries of this 3-bedroom, 2-bath Litchfield vacation rental! 'Stone-Peca' is the quintessential New Engl ...
From $377 per night (USD)
Expedia
$Dainty New Preston Cottage w\/ Dock & Lake Views!$
From $283 per night (USD)
VRBO
Dainty New Preston Cottage w\/ Dock & Lake Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Visit the quiet shores of Lake Waramaug when you book this 3-bedroom, 2-bath New Preston vacation rental. This cottage p ...
From $283 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Expansive Countryside House, 7 Serene Acres with Pond & Woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New look, newly painted living room! Expansive, light-drenched 3 bedroom house with large kitchen open to dining room se ...
From $338 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Victorian Guest Suite in heart of the Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2nd floor space located on Main St in a lovely Victorian Building. Lot's of light and country air! Off street parking. C ...
From $144 per night (USD)
VRBO
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Expedia
Waterfront House and Artist's Studio in the Woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perched on a bedrock ledge overlooking the Housatonic River, our house is a perfect summer getaway. The main house has o ...
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Expedia
From $404 per night (USD)
VRBO
Private hidden gem walking distance to town, restaurants, and shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
High Street Hideaway Private hidden gem walking distance to town, restaurants, and shopping! 3BR/2BA - Pool, deck, gri ...
From $404 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Kick back and relax in this calm, stylish apartment. This space offers fast internet, smart TV , a comfortable couch , ...
From $100 per night (USD)
Expedia
From $1502 per night (USD)
VRBO
Live the good life in this luxury Lake Waramaug retreat!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Lake Waramaug Estate Liv ...
From $1502 per night (USD)
VRBO
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Expedia
Charming Lakeview Cottage In Candlewood Lake Private Beach Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly painted Mid-Century Cottage 3 Bedroom 2 Full Baths Hardwood floors Living room with large sectional couch Kitchen ...
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Expedia
From $140 per night (USD)
VRBO
Lovely 3 Bedroom Townhouse , perfect for skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Relax at this beautiful Townhouse with amenities on premise (ski lift, indoor pool, tennis courts); perfect for families ...
From $140 per night (USD)
VRBO
From $489 per night (USD)
Expedia
NEW! Woodridge Lake Gem! Sunny, spacious, recently updated contemporary home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located in the heart of Litchfield County, easy 2 hour drive from either NYC or Boston. This tri-level gem is nestled by ...
From $489 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Litchfield County Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently renovated country house situated on 4.8 acres of wooded land with a broad, natural lawn, and apple trees. It's ...
From $249 per night (USD)
VRBO
From $690 per night (USD)
VRBO
Candlewood Lake Luxurious Family Waterfront Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
Candlewood Lake waterfront home with stunning views and luxurious amenities. This spacious and inviting vacation home i ...
From $690 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Spectacular Short Term Vacation Rental in Kent
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
Exceptional Post and Beam Authentic Timber Frame Barn in Kent, Ct. Fully restored and converted with all modern amenitie ...
From $390 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Family-Friendly Woodbury Home with Yard + Deck!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Look no further than this serene Woodbury vacation rental for your next family getaway! With 3 bedrooms, 1.5 baths, 2 li ...
From $181 per night (USD)
Expedia
From $665 per night (USD)
VRBO
Lake Waramaug Luxury Retreat- Get Away from the City; Country Living at its Best
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The 7000+ sf luxury retreat lake house has 6+ bedrooms, 5.5 bathrooms and sleeps 16-18. Miles of beautiful lake views ...
From $665 per night (USD)
VRBO
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Expedia
Spacious country home minutes from Litchfield Green and downtown Torrington
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Spacious hilltop country home with terraces overlooking spacious lawn and gardens located a few minutes between the tow ...
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Expedia
From $477 per night (USD)
VRBO
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Come stay for sunset hour and enjoy dramatic views from the comfort of the living room, kitchen, or outdoor patio. This ...
From $477 per night (USD)
VRBO
From $700 per night (USD)
Expedia
Serene Luxury Lake House
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
This serene and private 4 bedroom home overlooks a private pond and sweeping grounds. Tucked away on 5 acres of private ...
From $700 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Hilltop House
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. ...
From $525 per night (USD)
VRBO
From $899 per night (USD)
VRBO
The Lake House on Lake Waramaug
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Stay in the Washington, CT: Voted "Most charming small town in Connecticut" by Afar magazine! https://www.afar.com/maga ...
From $899 per night (USD)
VRBO
$River tubes, electric bikes, kayaks, skiing, more \n4 minutes to the river$
From $169 per night (USD)
VRBO
River tubes, electric bikes, kayaks, skiing, more \n4 minutes to the river
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Entire apartment in a side by side duplex building just 5 minutes from Ski Sundown. 4 minutes to Farmington River. 3 bed ...
From $169 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Idillic summer getaway in Litchfield Hills, CT.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A converted horse barn, this quintessential CT Highlands country home provides the perfect place to enjoy the area's wid ...
From $341 per night (USD)
VRBO
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VRBO
Bring the family, work from home in this Historic 5 Bdrm house in Litchfield
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Welcome to the Tavern! This grand c.1781 home features 7 fireplaces, 5 bedrooms, an office, 2 sitting rooms, dining room ...
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VRBO
From $416 per night (USD)
Expedia
Curated Contemporary for lakes, forest & ski hills
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax in this calm, stylish home, nestled in the foothills of Mt. Washington State Forest on the Mass-CT border. The hom ...
From $416 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Tranquil Farmhouse Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You can enjoy our relaxing and tranquil property while enjoying the jacuzzi! Our apartment affords Fully Independent Li ...
From $295 per night (USD)
VRBO
$Lakefront Tranquility\/Fishermans Delight$
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Expedia
Lakefront Tranquility\/Fishermans Delight
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy a stay at our cozy, 2 bedroom cottage on West Hill Lake in New Hartford. Situated on the south shore, the view f ...
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Expedia
From $400 per night (USD)
VRBO
Beautiful, All-Season, Rustic Family Getaway
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A lovely, wooded, 2400 sq ft, tri-level, 2.5 acre family getaway with new kitchen, white oak floors, cathedral ceiling, ...
From $400 per night (USD)
VRBO
$Private Annex\/Former Artist Studio$
From $256 per night (USD)
Expedia
Private Annex\/Former Artist Studio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come and dream of your life as an artist! This beautiful retreat was once an artist's studio and Marc Chagall's respit ...
From $256 per night (USD)
Expedia
From $447 per night (USD)
VRBO
LITCHFIELD CHARM! Sleeps 10, spacious country home for family gatherings.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Litchfield Charm! Sleeps 10, fireplace, spacious country home for family gatherings. 4 bed & 4 bath. Master with king ...
From $447 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Antique Creek-Side Country Cottage With 3.2 Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Antique country cottage just a 90 minute drive from NYC & accessible by train. The cottage sits on 3.2 acres of historic ...
From $300 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Mountain View Getaway
Bedrooms:
4
Bathrooms:
3
Sleeps:
5
Enjoy this private oasis at the summit of Cream Hill nestled in picturesque Northwest CT. This property, at the end of a ...
From $295 per night (USD)
VRBO
From $974 per night (USD)
Expedia
Simply Serene: 5 ensuite bdrm and maximum coziness
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
New to VRBO. Lots of 5 star reviews on other sites. Recently renovated, this home has farmhouse details with modern and ...
From $974 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Stay on an Alpaca Farm
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Live on a working Alpaca Farm! Enjoy the peace and beauty of these lovely animals. We are on 50 acres with plenty of roo ...
From $188 per night (USD)
VRBO
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Expedia
Cheerful Stunning 3 bed 4 bath Villa in a Mansion with Pool 30
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Forget your worries in this spacious and serene space. Comfort, quiet and relaxation so close to home is just what the d ...
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Expedia
From $179 per night (USD)
VRBO
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Get in touch with your inner outdoorsman at this vacation rental in West Cornwall, CT! Boasting 2 bedrooms, 2 bathrooms, ...
From $179 per night (USD)
VRBO
$Enjoy a getaway on the scenic Housatonic River\/Lake Lilinonah in New Milford, CT$
From $499 per night (USD)
Expedia
Enjoy a getaway on the scenic Housatonic River\/Lake Lilinonah in New Milford, CT
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our private waterfront home includes a newly-renovated kitchen with stainless steel appliances, counter seating for up t ...
From $499 per night (USD)
Expedia
From $94 per night (USD)
VRBO
Getaway for a weekend!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking for a quaint and cozy little place to stay in the city of Winsted Ct.? Just relax and enjoy this one bedroom, on ...
From $94 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Modern Sharon Farmhouse: Spacious, Patio, Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Northeast farmhouse meets contemporary show home at this beautiful 5-bedroom, 3-bath vacation rental. Tucked away within ...
From $514 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Gorgeous Year-Round Mid-Century Lake House Gem on sought after Lake Waramaug!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Step back in time at this newly furnished Mid-Century Jewel Box of a Gem, and take in breathtaking views of prestigious ...
From $204 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Cozy Fall Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy cabin in South Kent. Relax by the fire, visit the nearby farms to pickup some incredible produce to cook, go for a ...
From $265 per night (USD)
VRBO
From $425 per night (USD)
VRBO
The Long View of Candlewood Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the beautiful and peaceful Long View of Candlewood Lake! A charming home for you and your family to enjoy a ...
From $425 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Cozy Lake Cottage with Hot Tub, Views, Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Let the sun shine in! Bright and cozy cottage overlooking beautiful Candlewood Lake is perfect for all season getaways. ...
From $300 per night (USD)
VRBO
From $515 per night (USD)
VRBO
Modern, cozy 3 bedroom lakeside cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in the heart of Litchfield County, this contemporary Cape Cod style cottage provides the perfect countryside get ...
From $515 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Cozy remodeled cottage. Close to town, vineyards, restaurants, and farms.
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Light and airy, freshly remodeled cottage. Just two minutes from historical Litchfield which boasts shopping, restaurant ...
From $285 per night (USD)
VRBO
From $1900 per night (USD)
VRBO
3 Lake Cottages , Waterfront for 25 Guests
Bedrooms:
5
Bathrooms:
13
Sleeps:
16
Gorgeous property features 3 socially distant cottages with full access to 100-foot lakefront, large play area, dock, sw ...
From $1900 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Escape to the Hills
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax in this unique getaway in the Litchfield Hills. Foodies will love Arethusa Al Tovolo, Arethusa a Mano & Arethusa I ...
From $250 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Spacious Home nestled along the Blackberry River in Northwest CT
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This beautiful house is on 3 acres to enjoy. 3 bedroom, 3 bathroom. 1 king ,1 queen, 1 double, 2 twins , queen futon and ...
From $285 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Our farmhouse was built in 1793 and renovated early in the 21st century. It offers all the modern amenities, but in a hi ...
From $631 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Sun Filled Direct Lakefront 3 Bedroom House On Bantam Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Meticulously maintained lake house offers waterfront living at it's best. Completely updated kitchen and bathrooms. Wo ...
From $415 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Sharon Country Estate On 300 Acres With 100 Mile Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stay in Sharon on a beautiful country estate set on 300 acres land near one of the highest points in Connecticut that is ...
From $300 per night (USD)
Expedia
$100% WASHINGTON! PoshPadsCT \SUNNY RIDGE\ 8-BR Estate, Heated Pool, BBQ, Magical$
From $1391 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SUNNY RIDGE\" 8-BR Estate, Heated Pool, BBQ, Magical
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Sunny Ridge Farm is a magnificent country estate on 14 acres in the Sunny Ridge Historic District. It is the largest ho ...
From $1391 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Summer Lake Cottage, private beach, Berkshire Hills, small village
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
This is the lake cottage your grandmother visited during her childhood. Charming, original 1920 features. Big remodeled ...
From $400 per night (USD)
VRBO
From $600 per night (USD)
VRBO
Litchfield County home on CT Antiques and CT Wine Trail!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Four bedroom located on the CT Antiques and Wine trail is not to be believed! Pool, barn, gazebo and chicken coop surrou ...
From $600 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Contemporary Custom Built Home On A Country Lane Close To Sharon
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stay in Sharon on a beautiful country estate set on 300 acres land near one of the highest points in Connecticut; surro ...
From $275 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Newly Renovated 18th Century Cottage On 4 Acres
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Original exposed beams, cozy furniture, spacious screened in porch with seating area, grill, outdoor space with fire pit ...
From $245 per night (USD)
VRBO
From $428 per night (USD)
VRBO
TRANQUIL private home with garden OASIS and heated POOL
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Two acres of private property with lush greenery and heated pool in the heart of horse country. Sleeps up to 6 with 3 BR ...
From $428 per night (USD)
VRBO
From $258 per night (USD)
VRBO
The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly Renovated Barn, 2 floors of scenic marsh views. 3 minutes from Millerton, lakes and Hotchkiss. Open loft, Queen Be ...
From $258 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Historic Litchfield Hills Saltbox on Large Estate!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
On the ground floor you will enjoy a fully-equipped kitchen, a living room with game space, a cozy tv room, a full bathr ...
From $429 per night (USD)
VRBO
From $1282 per night (USD)
VRBO
Beautiful Farmhouse on 14 Acres
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Originally built in 1790, this farmhouse is the perfect mix of old world charm and modern convenience. Nestled just outs ...
From $1282 per night (USD)
VRBO
$BEST TOWN ROXBURY! PoshPadsCT \247 PAINTER\ 1.5Hrs NYC, Mint, Ski, Fires, BBQ$
From $1063 per night (USD)
VRBO
BEST TOWN ROXBURY! PoshPadsCT \"247 PAINTER\" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Roxbury & Washington are the best country rural retreats within 2 hours of NYC - the best restaurants, shopping, land pr ...
From $1063 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Modern Lakefront Cottage. Picturesque setting. Under 2 hrs from NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sun filled, modern home on Long Meadow Pond-a lovely, quiet fresh water lake. Enjoy beautiful views all day long from th ...
From $283 per night (USD)
VRBO
From $278 per night (USD)
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Country living with a Lake View
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A delightful year round cottage dog-friendly vacation home nestled in the Litchfield Hills at the base of the Berkshires ...
From $278 per night (USD)
VRBO
From $196 per night (USD)
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The Goshen Glass Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A beautiful vacation house renovated. New modern furnished decorated 1 large master bedroom 1 full size bed & 2 twin siz ...
From $196 per night (USD)
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From $697 per night (USD)
VRBO
The Country Retreat House
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Immerse yourself in country living from the heart of the Litchfield Hills. The space This 13-acre Riverfront oasis mean ...
From $697 per night (USD)
VRBO
$ROXBURY BEST LOCATION! PoshPadsCT\PAINTER RIDGE\Mint3BR,Pool,BBQ,Bike,1.5HrsNYC$
From $880 per night (USD)
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ROXBURY BEST LOCATION! PoshPadsCT\"PAINTER RIDGE\"Mint3BR,Pool,BBQ,Bike,1.5HrsNYC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $880 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Charming, river front compound
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterfront terraces, Large living room with propane fireplace and french doors to river. Large dining room, with firepl ...
From $167 per night (USD)
VRBO
From $398 per night (USD)
VRBO
Sunny Colonial in Washington Green across from Mayflower Inn
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Sunny, four bedroom, three-and-a-half bath New England Colonial in Washington Green Historic District, just across the r ...
From $398 per night (USD)
VRBO
From $1098 per night (USD)
VRBO
WARREN-NYC 2Hrs, Ski Mohawk!, 5BR Mint Design, Pool, Tennis, 20 Acres PoshPadsCT
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Private Mint 5-Bedroom, 4-Bath Country Estate in one of Warren's Best walking, bike riding locations surrounded by large ...
From $1098 per night (USD)
VRBO
$Beautiful New Milford home(1\/4mile to Candlewood Lake & Marina+big private pool)$
From $500 per night (USD)
VRBO
Beautiful New Milford home(1\/4mile to Candlewood Lake & Marina+big private pool)
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful vacation home fully updated in 2021 with brand new furniture throughout (1/4 mile to Candlewood Lake and local ...
From $500 per night (USD)
VRBO
From $430 per night (USD)
VRBO
Lakeview Cottage with Dock, Kayaks
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This newly renovated, cozy cottage on pristine Bantam Lake is super-relaxing and perfect for kids of all ages. Guests ha ...
From $430 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Barn Apartment Hideaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Second level apartment of barn/garage on beautifully renovated antique farmhouse property less than a mile from the quai ...
From $258 per night (USD)
VRBO
From $842 per night (USD)
VRBO
Experience Perch Rocks! A Unique Private Waterfront Cottage on Bantam Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Perch Rocks is a luxury camp on Bantam Lake in Litchfield County! This is a true 'lake cottage' with classic shingle st ...
From $842 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Direct Lakefront, Bantam Lake, Private Deer Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy Bantam Lake, and the beautiful Litchfield area from this direct waterfront home located on Bantam Lake's Deer Isla ...
From $407 per night (USD)
VRBO
$Quintessential Connecticut Living 5BRD\/3 bath Home with Game Room and Fire Pit$
From $500 per night (USD)
VRBO
Quintessential Connecticut Living 5BRD\/3 bath Home with Game Room and Fire Pit
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Quiet 5 Air Conditioned* bedroom house in the Connecticut Countryside close to everything, but far away from the hustle ...
From $500 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Litchfield hilltop home with long view and sunsets
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Private house on historic Chestnut Hill, 1 mile from center of Litchfield. Located on 4.5 scenic acres with incredible w ...
From $230 per night (USD)
VRBO
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You do not have to leave this informal and homely connection
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Available for the full month of July and full month of August, with 10 percent discount for two-month rental, with addit ...
Click For Pricing
VRBO
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Country retreat with stunning views, spectacular pool, unparalleled privacy!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Now taking inquiries for 2024 summer rentals. Three night minimum available in June (calendar reflects availability); Ju ...
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5 Acre Sunny, Modern Farmhouse with Outdoor Deck, Patio, and Pool (No Events)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our one-of-a-kind renovated barn sits on 5 pristine acres and is located 3 miles from the centers of Washington Depot an ...
Click For Pricing
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From $500 per night (USD)
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NEW! Beautiful 3br vacation home at Woodridge Lake, Goshen, Litchfield County
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
New to market! Bring your loved ones (humans and fur-babies) together at this lovely home equipped with everything you ...
From $500 per night (USD)
VRBO
$BEST TOWN! PoshPadsCT \TUNNEL\ Ski!, 4-BR SPA-POOL, Bike, Hiking, NYC 1.5 Hrs$
From $801 per night (USD)
VRBO
BEST TOWN! PoshPadsCT \"TUNNEL\" Ski!, 4-BR SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Roxbury & Washington are the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land pre ...
From $801 per night (USD)
VRBO

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