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 $739 per night (USD)
VRBO
Super comfy, chic converted barn with saltwater pool on 6 acres.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy all seasons in this lovely and oh-so-comfy home in rural Litchfield County. The Barn on Looking Glass Hill has a ...
From $739 per night (USD)
VRBO
From $439 per night (USD)
Expedia
County Seat Colonial
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your home away from home: come relax and enjoy all Litchfield has to offer. The home is located in the heart of the Litc ...
From $439 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Captivating Artisan Built Home With Spectacular Water Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Originally dating to 1800 's this highly unique property was purchased in 1999 by artist and master craftsman Mario Geno ...
From $262 per night (USD)
VRBO
From $738 per night (USD)
Expedia
Bright and Sunny Direct Waterfront with Private Sandy Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This contemporary and fully equipped home is modern with an open floor plan. It sits on the picturesque west shoreline o ...
From $738 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Family House On Highland Lake with Dock
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This family estate is set privately on a full acre with beautiful views of Highland Lake. Red Barn Brewing and main str ...
From $516 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Beautiful Cottage and Waterfront Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy classic New England weekends and holidays year-round on Lake Waramaug’s Gold Coast. Waramaug is a Connecticut Her ...
From $297 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Lake Waramaug Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
RATES: 233 per night Digital Detox! Close your screens and experience life again in real time. An immaculate, ...
From $211 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Spacious family home with open floor plan, fireplace…and close to ski area!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to The Woodridge Retreat! A spacious, pet-free family home...residing on over an acre of wooded land...in a pea ...
From $464 per night (USD)
Expedia
From $570 per night (USD)
VRBO
An acclaimed photographers country estate, arts community, near private schools!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This Federal Style home has many original details, a center hall with an arched entrance and a spiral staircase going up ...
From $570 per night (USD)
VRBO
From $1520 per night (USD)
Expedia
Beautiful Country Estate with Heated Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Tullymargy - Beautiful Country Estate Very Private, 4 Bedrooms, 3.5 baths, 12 rooms, Heated, Saltwater Pool, In-pool Spa ...
From $1520 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Cozy in the hills of Cape Litchfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A classic 1930’s Cape Cod home located in the beautiful Litchfield Hills. Litchfield Green is a five minute drive where ...
From $436 per night (USD)
VRBO
From $742 per night (USD)
Expedia
Country Living at its best in this Sharon Estate with indoor pool*
Bedrooms:
5
Bathrooms:
3
Sleeps:
7
Beautiful and private estate home with all amenities, 3 bedrooms, 5 baths in Sharon CT on Horse Estate property with att ...
From $742 per night (USD)
Expedia
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VRBO
Bedrooms Single family home in a beautiful quiet Neighborhood in Torrington CT .
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The good about this house is it on dead end quite street in Torrington CT, beautiful four bedrooms single family home w ...
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VRBO
From $383 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 $383 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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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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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
From $473 per night (USD)
VRBO
Amazing Lake House
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Best view of the lake! This home has gone through a major make-over and has been transformed to a place you aren’t goin ...
From $473 per night (USD)
VRBO
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Expedia
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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Expedia
From $1191 per night (USD)
VRBO
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A modern and comfortable home nestled in the woods in a vibrant and interesting area. Great for athletes, cooks and gett ...
From $1191 per night (USD)
VRBO
$Charming Sharon Dwelling w\/ Deck & Fire Pit!$
From $421 per night (USD)
Expedia
Charming Sharon Dwelling w\/ Deck & Fire Pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Located on the New York-Connecticut border outside of Sharon, this lovely home offers the perfect space for your next fa ...
From $421 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Heavenly summer getaway in Litchfield Hills, CT.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A charming country home in historic equestrian estate, this former caretaker house comfortably fits 4 adults in 2 BRS, 2 ...
From $334 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Direct Waterfront with Private Beach - Entire Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newer Listing! Enjoy direct waterfront living on one of the cleanest and tranquil lakes in the state. This fully furnish ...
From $404 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Nestled in the Litchfield Hills of Connecticut on 1.6 acres and backing up to beautiful woods is Long Meadow Manor. Near ...
From $717 per night (USD)
VRBO
From $531 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 $531 per night (USD)
Expedia
$Historic Warren\/Kent Home$
From $378 per night (USD)
VRBO
Historic Warren\/Kent Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This wonderful home is available for a ski getaway or a spring or summer get together. A historic 1755, home with trem ...
From $378 per night (USD)
VRBO
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Expedia
BEAUTIFUL APARTMENT WITH SCENIC VIEWS
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come home to a warm and cozy apartment In historic downtown Torrington. Breathtaking views of mountains with many outdo ...
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Expedia
From $1872 per night (USD)
VRBO
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
There are many great homes you can rent but if the weather turns are there enough things to do to occupy your guests? H ...
From $1872 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Twilight Dreams Farm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A rustic 250 year old working farm abutting one of the best trail systems in Roxbury. Home to several horses, a large f ...
From $557 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Lakeridge Litchfield Resort Townhome Pool Tennis Skiing
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
****Note: 30-day minimum rental, no exceptions**** We are offering for rent a spacious 2 bedroom, sun-lit, 2-story, all- ...
From $154 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Make lifelong memories at this New England Quintessential Country Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful 1905 New England Cottage, that was once a local bakery, is the perfect location to enjoy Connecticut, fun ...
From $402 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 $360 per night (USD)
Expedia
Waterfront Lake Home on Tranquil Harwinton Lake with spectacular 180⁰ view.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a lovely classic New England vacation in this lake front,open concept, home on Harwinton Lake. Relax and enjoy the ...
From $360 per night (USD)
Expedia
From $759 per night (USD)
VRBO
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Prana Residence-Spa is a holistically designed residence provides total relaxation and the transformation of vital life ...
From $759 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our charming cottage retreat, a haven for food enthusiasts and nature lovers alike. Our renovated cottage fe ...
From $304 per night (USD)
Expedia
From $840 per night (USD)
VRBO
Direct Water Front Home, Private Boat Dock, Kayaks
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Fully furnished direct waterfront single family home with Westerly views. 3 bedrooms, 2 full bathrooms, and living room ...
From $840 per night (USD)
VRBO
$1770 Colonial 5 Bedrooms 4 1\/2 Baths Sleeps 9$
From $413 per night (USD)
Expedia
1770 Colonial 5 Bedrooms 4 1\/2 Baths Sleeps 9
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
This former tavern retains a lot of colonial-era charm and is a beautiful and peaceful place to stay. It remains a great ...
From $413 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming, traditional cottage design fully renovated and modernized, located among the very best of locations at H ...
From $408 per night (USD)
VRBO
$Sweet Beehive Cottage \/ Berkshire foothills. MONTHLY RENTAL \/ minimum 20 days$
From $132 per night (USD)
Expedia
Sweet Beehive Cottage \/ Berkshire foothills. MONTHLY RENTAL \/ minimum 20 days
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Charming, Rustic, Casual Summer Home set in the middle of a nature preserve. This cottage is not fancy, but fully furni ...
From $132 per night (USD)
Expedia
From $511 per night (USD)
VRBO
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 $511 per night (USD)
VRBO
From $650 per night (USD)
Expedia
Secluded retreat, 13 acres, solar, pool, river views, pet & child friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Soaring ceilings, open floor plan, and expansive windows bring the calm of nature indoors, creating a serene space to u ...
From $650 per night (USD)
Expedia
From $748 per night (USD)
VRBO
Direct Lakefront Home on Lake Lillinonah with Elevator Access
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Direct lakefront 3100 sq ft. home built in 2006 on exclusive Lake Lillinonah. This spacious and picturesque home is onl ...
From $748 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \SENTRY HILL\ 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ$
From $1496 per night (USD)
Expedia
100% ROXBURY! PoshPadsCT \"SENTRY HILL\" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1496 per night (USD)
Expedia
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VRBO
Stunning Warren Lakefront Home: Deck, Grill, Sauna
Bedrooms:
8
Bathrooms:
8
Sleeps:
19
Bask in your own idyllic luxury at this spacious vacation rental named ‘Carriage House.’ Sitting on the banks of Lake Wa ...
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VRBO
$Peaceful Goshen Cottage w\/ Screened Porch & Views!$
From $334 per night (USD)
Expedia
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 $334 per night (USD)
Expedia
$Cozy Litchfield House w\/ Fenced-In Yard & Fire Pit$
From $412 per night (USD)
VRBO
Cozy Litchfield House w\/ Fenced-In Yard & Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Relish in the luxuries of this 3-bedroom, 2-bath Litchfield vacation rental! 'Stone-Peca' is the quintessential New Engl ...
From $412 per night (USD)
VRBO
$Dainty New Preston Cottage w\/ Dock & Lake Views!$
From $334 per night (USD)
Expedia
Dainty New Preston Cottage w\/ Dock & Lake Views!
Bedrooms:
2
Bathrooms:
4
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 $334 per night (USD)
Expedia
$Grand Lakefront Home in Warren w\/ Expansive Patio!$
From $3940 per night (USD)
VRBO
Grand Lakefront Home in Warren w\/ Expansive Patio!
Bedrooms:
7
Bathrooms:
10
Sleeps:
19
Your ultimate family getaway awaits at 'The Boulders!' Situated on Lake Waramaug, this impressive 9-bedroom, 6.5-bathroo ...
From $3940 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Luxurious, modernist barn in peaceful northwestern Connecticut - private swim!
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
OPEN for Memorial Day! Our Connecticut retreat is equidistant from NYC and Boston and sits on 23 wooded acres with a ser ...
From $546 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Expansive Countryside House, 7 Serene Acres with Pond & Woods
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
New look, newly painted living room! Expansive, light-drenched 3 bedroom house with large kitchen open to dining room se ...
From $413 per night (USD)
VRBO
From $1413 per night (USD)
Expedia
Historic Estate on 40 Private Acres with Pool, Pond & Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Fallen Fence is one of five original Whittlesey Mansions dating circa 1750 to 1800. The Whittlesey family settled the ar ...
From $1413 per night (USD)
Expedia
$Direct Waterfront on Candlewood Lake with \/ boat slip\/ hot tub & outdoor kitchen$
From $1053 per night (USD)
VRBO
Direct Waterfront on Candlewood Lake with \/ boat slip\/ hot tub & outdoor kitchen
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Candlewood Lake direct waterfront home offering beautiful panoramic views from every corner. This house and property ha ...
From $1053 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Litchfield County Farmhouse Retreat in Vineyard Area
Bedrooms:
3
Bathrooms:
6
Sleeps:
5
Our home is a 1790s Federal Colonial located in the heart of Litchfield County. Vineyards, Mohawk ski resort, a covered ...
From $695 per night (USD)
Expedia
$BEST TOWN WASHINGTON! PoshPadsCT \CALHOUN 3-4BR\ 2Hrs NYC, Ski, Views,25-Acres$
From $1266 per night (USD)
VRBO
BEST TOWN WASHINGTON! PoshPadsCT \"CALHOUN 3-4BR\" 2Hrs NYC, Ski, Views,25-Acres
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1266 per night (USD)
VRBO
$100% ROXBURY! PoshPadsCT \JUDD'S BRIDGE\ 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ$
From $1360 per night (USD)
Expedia
100% ROXBURY! PoshPadsCT \"JUDD'S BRIDGE\" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land ...
From $1360 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Bluebird Valley Farmhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bluebird Valley Farmhouse is handicap accessible on the ground floor with a full roll in shower , bathroom. A master b ...
From $570 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Salisbury Cottage Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect place for a weekend getaway in the Berkshires. Walking distance to Salisbury town, where you will find restaura ...
From $261 per night (USD)
Expedia
From $294 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 $294 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 $581 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 $581 per night (USD)
VRBO
$BEST TOWN-WASHINGTON! NYC 2Hrs \Calhoun5BR\ POSHPADSCT Ski,Spa&Pool, Bikes,Views$
From $1454 per night (USD)
Expedia
BEST TOWN-WASHINGTON! NYC 2Hrs \"Calhoun5BR\" POSHPADSCT Ski,Spa&Pool, Bikes,Views
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1454 per night (USD)
Expedia
From $859 per night (USD)
VRBO
Litchfield Hills Lakefront Home! Amazing location, views and sunsets
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
YellowBird is our renovated home welcoming guests with vacation vibes on private, friendly Woodridge Lake, just minutes ...
From $859 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This completely remodeled cottage includes all amenities, complete kitchen accessories, linens, towels, washer & dryer ...
From $388 per night (USD)
Expedia
$Bantam Lake Cottage - 4 min walk to lake\/shared beach, 6 Kayaks, 2 SUP, fire pit$
From $443 per night (USD)
VRBO
Bantam Lake Cottage - 4 min walk to lake\/shared beach, 6 Kayaks, 2 SUP, fire pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Large single-family one level cottage on a private lane with lake access including small shared beach/lawn, this is a 3- ...
From $443 per night (USD)
VRBO
From $151 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 cozy space offers fast internet, smart TV , a comfortable cou ...
From $151 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Private home with stunning sunrise and sunset views.
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Renovated 1890’s Colonial with updated and fully appointed gourmet kitchen, three bedrooms and three bathrooms, formal d ...
From $417 per night (USD)
VRBO
$Stunning Litchfield home 1 1\/2 hours from NYC in idyllic setting, 3 bedrooms$
From $500 per night (USD)
Expedia
Stunning Litchfield home 1 1\/2 hours from NYC in idyllic setting, 3 bedrooms
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Charming newly renovated c1790 house on Old Mount Tom 1 1/2 hours from NYC! located between Lake Waramaug and Bantam Lak ...
From $500 per night (USD)
Expedia
From $777 per night (USD)
VRBO
The Summer House @ Woodridge Lake 4 Bed 3 Bath Pool Tennis Pickle Beach Gym AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please read before sending inquiry. NOTE **All amenities (gym, tennis etc) and common areas (beach/lake) are ONLY access ...
From $777 per night (USD)
VRBO
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Expedia
Beautiful farmhouse for perfect country escape - close to skiing, 5 fireplaces.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy upscale yet cozy accommodations in this 1734 farmhouse nestled in the northwest corner of Connecticut in the Litch ...
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Expedia
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VRBO
Beautiful, family-friendly renovated farmhouse 6 minutes from skiing in Cornwall
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Well-appointed antique farmhouse with recently renovated gourmet cook's kitchen, master BR suite with complete privacy a ...
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VRBO
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Expedia
Relax in The Farmhouse on a a beautiful land & pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
A lovely farmhouse located on 12 acres of farmland property. A view of nature offered greenery and beautiful lake make ...
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Expedia
$Lakefront Cottage w\/Dock, Kayaks$
From $537 per night (USD)
VRBO
Lakefront Cottage w\/Dock, Kayaks
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming lakehouse with dock, gorgeous views, swimming, kayaking, biking, hiking, or just kicking back and relaxing. Loc ...
From $537 per night (USD)
VRBO
From $1304 per night (USD)
Expedia
Litchfield County Four Season Country Paradise
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
3,800 Square foot beautifully furnished gated home with 220v Tesla Charger, large outdoor deck, chaise lounges for sixte ...
From $1304 per night (USD)
Expedia
$100% WASHINGTON! PoshPadsCT \SHEARER\2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs$
From $1241 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SHEARER\"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
If you are searching for the perfect country setting within an easy drive to wonderful local restaurants, spas, shopping ...
From $1241 per night (USD)
VRBO
From $1965 per night (USD)
Expedia
Live the good life in this luxury Lake Waramaug retreat!
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Lake Waramaug Estate Live the good life in this luxury Lake Waramaug retreat! 5BR/4BA Large playroom with ping pong, s ...
From $1965 per night (USD)
Expedia
$100% WASHINGTON! PoshPadsCT \SENFF ESTATE\8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ$
From $2041 per night (USD)
VRBO
100% WASHINGTON! PoshPadsCT \"SENFF ESTATE\"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Bedrooms:
6
Bathrooms:
8
Sleeps:
15
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $2041 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \KIRBY\ 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood$
From $890 per night (USD)
Expedia
100% WASHINGTON! PoshPadsCT \"KIRBY\" 2HrsNYC, 3BR, Spa, Ski, Walking Neighborhood
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $890 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Litchfield Hills Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full ...
From $256 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
$Adirondack-Style\/Cottage-Beautiful Lake & Mountain Views-Peaceful!$
From $278 per night (USD)
VRBO
Adirondack-Style\/Cottage-Beautiful Lake & Mountain Views-Peaceful!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
“ROARING BEAR” cabin a fully restored and updated Adirondack style cabin originally built in 1922, situated on a pine fo ...
From $278 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Historic Colonial...Close to Village Green
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Feels like home! This classic 1860's colonial is the perfect place to unwind and enjoy all Litchield has to offer. The ...
From $471 per night (USD)
Expedia
From $1037 per night (USD)
VRBO
Dream waterfront lake house with history, charm and beauty, On Candlewood Isle.
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Cozy and unique 4 bedroom 3 bathroom waterfront lake house located in a secluded gated community, Candlewood Isle. Prop ...
From $1037 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Cozy Log Cabin Retreat with Pool on 4 Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gather at the log cabin in the woods and enjoy the private pool (Memorial Day - Sept). Updated with all the essentials l ...
From $390 per night (USD)
Expedia
$WARREN PoshPadsCT \MELIUS 1BR+Sofa Bed COTTAGE\ Ski Mohawk-5Mi!,2Hrs NYC,Tennis$
From $577 per night (USD)
VRBO
WARREN PoshPadsCT \"MELIUS 1BR+Sofa Bed COTTAGE\" Ski Mohawk-5Mi!,2Hrs NYC,Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Mint country 1-BR Cottage on Warren's most scenic walking street. Shared Tennis Court, First floor living room, queen sl ...
From $577 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Berkshires Farmhouse with game room and plenty of room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our home offers families a place to come together and unwind. This home offers 4 bedrooms, 3 baths (1 with the most AMAZ ...
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Expedia
From $166 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 $166 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A charming lakefront cottage in the foothills of the beautiful Berkshire Mountains. Located on a peaceful lake with a pr ...
From $274 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
2 bedroom lakefront cottage with private dock on very quiet, picturesque lake, private beach area within walking distanc ...
From $238 per night (USD)
VRBO
From $689 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 $689 per night (USD)
Expedia
From $1396 per night (USD)
VRBO
Waterfront Family Retreat on Candlewood Lake
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Welcome to our stunning waterfront estate, where luxury meets lakefront charm. This exceptional retreat includes a secon ...
From $1396 per night (USD)
VRBO
From $337 per night (USD)
Expedia
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 $337 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Inside Our Cabin (Central Air and Heat) We have a brand new kitchen with a stainless steel dishwasher, fridge and range ...
From $382 per night (USD)
VRBO
From $333 per night (USD)
Expedia
In town, walk to everything, close to Kent, South Kent and Marvelwood schools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in the heart of the village, this private get-away awaits you. Relax and still be in the center of everything. ...
From $333 per night (USD)
Expedia

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