Litchfield Area Rentals
- From $335 per night (USD)
VRBO
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Charming and spectacular colonial in every single detail. Modern and rustic interior at the same time. Enjoy the comfort ...
From $335 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Charming Country House with Pool, Spa, and Garden
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the hills of Litchfield County, this charming country house is surrounded by 2.5 acres for lots of privacy, y ...
From $2000 per night (USD)VRBO
- From $149 per night (USD)
VRBO
4 Bedroom Family Friendly Home in Riverton Paradise
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
In Historic Riverton Village: A 4-minute stroll to The Riverton General Store and everything else our charming village h ...
From $149 per night (USD)VRBO
- From $369 per night (USD)
VRBO
Newly renovated year-round LAKEFRONT rental on Highland Lake!!! Sleeps 8-9!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to this newly renovated, freshly decorated, cozy waterfront retreat with breathtaking views of the lake! Nestle ...
From $369 per night (USD)VRBO
- From $328 per night (USD)
VRBO
Canaan Valley Home, A Berkshires Getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Views and authentic charm. Built in 1825, this 4-Bedroom, 2.5 Bath home is ideally located in the heart of Canaan Valley ...
From $328 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
On a quiet country lane surrounded by nature, this impeccably designed contemporary farmhouse is a welcoming, luxurious ...
From $900 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Family Lake House Getaway Dock and Boat Slip Fishing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Newly installed air conditioning throughout the entire home!! Relax with the whole family at this peaceful home. Enjoy ...
From $720 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Cozy home surrounded by nature - perfect for families and friends.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in the popular Washington CT, this cozy mid century modern house sits on a peaceful road surrounded by nature. M ...
From $252 per night (USD)VRBO
- From $828 per night (USD)
VRBO
Luxury Farm House w\/ Guest House and Pool on 2 acres adjoining State Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Kick back and relax in this calm, stylish space. Set on two acres and adjacent to a 600 acre state park, this 1750's Mor ...
From $828 per night (USD)VRBO
- From $392 per night (USD)
VRBO
Charming & Classic LAKEFRONT Chalet: Vintage 3BR, 1BA and beautifully furnished
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Due to local COVID-19 ordinance banning short-term stays until further notice, contact ONLY if you are interested in a ...
From $392 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Dugway Hideaway Walking Distance to Lime Rock Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You can't get much closer to the racing action. Dugway Hideaway is within walking distance to Lime Rock Park. Want to ...
From $233 per night (USD)VRBO
- From $275 per night (USD)
VRBO
The Doctor's 1781 House on the Litchfield Green
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Doctor’s 1781 House on the Green in the Litchfield Historic District, a registered lamdmark. We are thril ...
From $275 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Modern cabin with fireplace and beautiful views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Enjoy a peaceful retreat in New Milford at this modern, comfortable cabin. A spacious front porch with ...
From $400 per night (USD)VRBO
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VRBO
Secluded In The Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on the edge of the village, private and quaint, and just short stroll to restaurants and shops. Spacious living ...
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VRBO
Candlewood Lake Front with Dock,Chef's Kitchen. Sleeps 12\n
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This is a newly constructed home with now expense spared directly on Candlewood Lake. It has a amazing Chef's Kitchen w ...
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VRBO
Woodridge Lake Classic Colonial 5 BR Lake House.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious contemporary colonial on lovely 2nd tier site w/ seasonal lake views. Custom designed, built for owner, in pris ...
Click For PricingVRBO
- From $75 per night (USD)
VRBO
Charming barn style house in historic village center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This barn style house is in the historic center of Norfolk, on a quiet street, surrounded by trees and gardens. Norfolk ...
From $75 per night (USD)VRBO
- From $575 per night (USD)
VRBO
1799 Farmhouse on 18 Acre Property and Accessible Pond!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This 18+ acre property in scenic South Kent enjoys wonderful sunset views and direct frontage on Hatch Pond. The main ho ...
From $575 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Cozy Tiny Haus 1 Bedroom Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tiny Haus Unit #3 Private unit in a three unit 1900 era home entirely renovated and meticulously cleaned with non toxic ...
From $115 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Snow has arrived! Skiing is on!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find peace, quiet and simple comfort in this lovely 3-bedroom country cape in the Connecticut Berkshires surrounded by S ...
From $200 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Beautiful Country Setting
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our home is available to be your temporary home. Quiet setting with huge country kitchen (full appliances and with lots ...
From $175 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Unique & extraordinary experience - renew your senses. Delightful waterfront!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Peaceful Waterfalls, and Private, bountiful gardens! The first thing you'll notice is the precious sound of cascading ...
From $368 per night (USD)Expedia
- From $169 per night (USD)
VRBO
The Nest at The Granary
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Nest at The Granary hosted by Dawn & Cass. This premium first floor, one bedroom, one bathroom flat is lo ...
From $169 per night (USD)VRBO
- From $450 per night (USD)
VRBO
BEAUTIFUL 4-SEASON RENTAL DIRECTLY ON TWIN LAKES
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Lodge sits prominently on our large property which used to be a children's summer camp. As such, we have tennis cour ...
From $450 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Spectacular Cottage at Bantam Lake, Sleeps 12
- Bedrooms:
- 1
- Bathrooms:
- 7
- Sleeps:
- 12
This 7-bedroom cottage overlooks pristine Bantam Lake, with dock and kayaks. Cottage features 2 stories -- 3 bedrooms on ...
From $550 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Newly renovated charming home , Brand new chefs kitchen very comfortable home .
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home sits right on the front straightaway of Lime Rock Park , yes you can see the cars from this property, Home has ...
From $316 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Mabels Hollow Farm, In The Heart Of Litchfield County
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
This is a whole house rental beautifully situated among rolling pastures. Nestled in a small valley in the foothills of ...
From $600 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Charming 1760 Cape Nestled in the Foothills of Litchfield County
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located in Woodbury CT, a small picturesque New England town known for its antiques, farm to table restaurants and sceni ...
From $185 per night (USD)VRBO
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Expedia
Tranquil setting in the hills of Litchfield County
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3 bedroom apartment. Has washer and dryer. Property has a large yard that includes a cozy gazebo with outdoor f ...
Click For PricingExpedia
- From $275 per night (USD)
Expedia
Private creek side farm stay — walkable to Salisbury
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Centrally located private & peaceful cabin near babbling brook -- wake up to the calming sounds of nature! 5 minute wal ...
From $275 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Modern Escape w\/ Fire Pit, Near Lake Waramaug
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to immerse yourself in all that this newly renovated 2-bedroom, 1-bath guest home has to offer! This sleek vac ...
From $172 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Within a walking distance of hiking trails and a short drive to Lake Waramaug.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This artist's home in the woods allows one to get in touch with their natural side. Featured in Connecticut Cottages and ...
From $266 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Charming Cottage in Washington Depot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming rural cabin in beautiful Washington Depot, Connecticut. This property is situated high on a hill above the roa ...
From $259 per night (USD)VRBO
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Expedia
Classic Roxbury Home w\/ Picturesque Backyard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Designed with enhanced classic finishes, charming architecture, and an updated interior, this 3-bedroom, 2.5-bathroom va ...
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Expedia
Hitchbrook - Restored Home in Sharon Countryside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful historic home in the heart of Litchfield County, nestled in the hills of Hitchcock Corners and across from Mil ...
Click For PricingExpedia
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Expedia
Mid Century Modern Mountain Retreat Bordered by Preserve
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
A nature oasis a small mountain in the Litchfield Hills of Connecticut. Near renowned bike and hike trails as well as p ...
Click For PricingExpedia
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VRBO
Quiet, sweet house in the heart of Litchfield\/the Berkshires
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A quiet, 1 level house, with 2 bedrooms, 2 living rooms, a small outdoor deck. Near the towns of Lakeville & Salisbury. ...
Click For PricingVRBO
- From $183 per night (USD)
Expedia
Spacious Watertown Apt ~ 4 Mi to State Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a small-town getaway nestled in the foothills of Litchfield County. This 2-bedroom, 1-bathroom vacation rental ...
From $183 per night (USD)Expedia
- From $1067 per night (USD)
VRBO
Fabulous year round waterfront retreat on Lake Waramaug
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come unwind & enjoy all that New Preston has to offer in our brand new house on Lake Waramaug. Our cozy, yet bright and ...
From $1067 per night (USD)VRBO
- From $250 per night (USD)
Expedia
The Cottage at Highland Lake, year-round, waterfront with a boat dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Cottage at Highland Lake! Newly updated second floor with central air! More pictures available soon! Rela ...
From $250 per night (USD)Expedia
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VRBO
Modern House With Stunning Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Serene, private and beautiful location! This is a bright and airy home at the foothills of the Berkshires in Sharon, ...
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Expedia
Litchfield
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This early 18th Century antique home has been rebuilt with as many modern conveniences as the historical society would a ...
Click For PricingExpedia
- From $537 per night (USD)
VRBO
Cozy Lakefront Bungalow w firepit\/dock\/kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a lakefront getaway at Bungalow Bliss. Experience idyllic lakefront living and expansive views from the many uniqu ...
From $537 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Candlewood Lake Retreat with year round views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The Valley Ridge Lodge is a 3 bedroom, one bath home overlooking Candlewood Lake. It features a large wrap around deck w ...
From $334 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Great Family Cabin in the woods on a lake.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
In the woods and on a lake, Wood burning stove for heat, galley Kitchen, Gas grill, canoes and kayaks. Swim right off o ...
From $250 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Charming 3BR Hilltop House, Newly Remodeled with Arcade
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
WOW! The Lindan Hill House is a perfect VRBO balance of luxury and value! Stay and play as you enjoy our 5 Star remodele ...
From $181 per night (USD)Expedia
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VRBO
NEW! Charming Lakefront House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
It's summertime and relaxing is easy...at the LAKE! Charming lake house with dock, fishing, swimming, kayaking, paddle b ...
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- From $1200 per night (USD)
Expedia
Large family compound , guest house, barn, pool on 13 acres
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 0
Charming antique CT farmhouse with outbuildings. It is the perfect place for large active families and reunions. The mai ...
From $1200 per night (USD)Expedia
- From $509 per night (USD)
VRBO
6-Acre Luxurious Country Home with Goddess Point Lookout
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Set atop a beautiful lookout, this exquisite Woodbury home warmly welcomes you for your next vacation stay. The perfect ...
From $509 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Fickle Fox Farm
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Newly renovated three bedroom, two and half bath home on 6 bucolic acres in Canaan Valley, CT. Cozy up this season in o ...
From $379 per night (USD)Expedia
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VRBO
Scenic Country Local Antique Hiking rafting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Country local residence 2 beds kitchen large bath living and dining room. Paradise for those who enjoy antiqing, hiking ...
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Expedia
Rustic escape on a pond with 7 acres in Colebrook, CT!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quarantine in a rustic cottage in Colebrook, Ct in beautiful Litchfield County...less than mile to Mass. border and Camp ...
Click For PricingExpedia
- From $1273 per night (USD)
VRBO
Historic Litchfield Luxury Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Live your best Nancy Meyers/Martha Stewart life in Litchfield! The perfect private country getaway with all the modern a ...
From $1273 per night (USD)VRBO
- From $875 per night (USD)
Expedia
Modern Country House with lake views and private lake access
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Contemporary and stylish country home in Litchfield CT with views of lake Waramaug and east access to town beach and 5 m ...
From $875 per night (USD)Expedia
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VRBO
Idyllic escape private home with heated pool and hot tub
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Secluded but conveniently located near New Milford and Bridgewater, this idyllic 10+ room retreat is spread over 3 level ...
Click For PricingVRBO
- From $290 per night (USD)
Expedia
Newly Renovated Family House On Highland Lake with Dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $290 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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- From $480 per night (USD)
Expedia
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 $480 per night (USD)Expedia
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VRBO
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 ...
Click For PricingVRBO
- From $2598 per night (USD)
Expedia
Stunning Warren Lakefront Home: Deck, Grill, Sauna
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 19
Bask in your own idyllic luxury at this spacious vacation rental named ‘Carriage House.’ Sitting on the banks of Lake Wa ...
From $2598 per night (USD)Expedia
- From $3247 per night (USD)
VRBO
Grand Lakefront Home in Warren w\/ Expansive Patio!
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 19
Your ultimate family getaway awaits at 'The Boulders!' Situated on Lake Waramaug, this impressive 9-bedroom, 6.5-bathroo ...
From $3247 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 ...
Click For PricingExpedia
- From $199 per night (USD)
VRBO
Historic Estate - 5 min to Mohawk Mt Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our enchanting country home, where the warmth of exposed wood beams and a charming wooden ceiling will captiv ...
From $199 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Newly renovated cottage on the lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come relax by the lake! Peaceful, rejuvenating, and lots of fun on one of the cleanest lakes in CT. No gas engines allow ...
From $210 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $425 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 $425 per night (USD)Expedia
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Expedia
House located near Candlewood Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Can't believe Fall is around the corner and summer is coming to a close! Perfect time to book that weekend leaf peeping ...
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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 ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Charming 1870 cape cottage in Litchfield
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
A beautifully renovated cottage just minutes away from Bantam and Litchfield, this is the perfect getaway for a couple o ...
From $250 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Two Bedroom Cottage Close To Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charmingly updated two bedroom home has a wonderful open floor plan. The living room is bright and spacious and has a wo ...
From $260 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Waterfront renovated country house with deck, close to hiking, skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Relax in this spacious and serene rural space. Enjoy the quiet, watch ducks, geese, loons, and osprey frolic in the pond ...
From $270 per night (USD)VRBO
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Expedia
Litchfield County Country Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Situated on 6 acres on the property of the beautiful New Milford Tennis And Swim Club. The home is private and separate ...
Click For PricingExpedia
- From $1485 per night (USD)
VRBO
Spacious Litchfield County Lake House steps away from Lake Waramaug Perfect...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Lakeside Sensation Spaci ...
From $1485 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Sun-Soaked Chalet Near Lake and Ski Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Relax with the whole family on a country getaway in a bucolic lake community! Soaring ceilings and high ...
From $400 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Renovated, one level home in an excellent location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house h ...
From $252 per night (USD)VRBO
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Expedia
Cozy getaway in Litchfield County - Pet Friendly!\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our enchanting Cottage at the Grove! Whether you seek relaxation, outdoor adventures, or a cozy retreat, our ...
Click For PricingExpedia
- From $125 per night (USD)
VRBO
Cozy cottage with kettle pond lake 2 minutes away
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You'll be staying in a cottage located on the backside of a larger old family home property. There is one tenant in the ...
From $125 per night (USD)VRBO
- From $94 per night (USD)
Expedia
#31 - Downtown Terryville- 1 Br
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to our beautifully renovated 1-Bedroom Apartment nestled in the heart of Terryville, a charming town in ...
From $94 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Charming apartment minutes from downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming, comfy entire 1st floor apartment. Recently renovated from the studs on up. Exceptionally clean. Just minutes f ...
From $126 per night (USD)VRBO
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Expedia
Litchfield County Farmhouse with a Modern Twist\n\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mi ...
Click For PricingExpedia
- From $525 per night (USD)
VRBO
Bantam Beauty - Surrounded by nature! APRIL & MAY SPECIAL OFFER!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
SPECIAL OFFER FOR APRIL & MAY STAYS. BOOK 2 NIGHTS, GET A 3rd NIGHT FREE! (For Memorial Day Weekend, book 3 nights, get ...
From $525 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Jim & Pat’s Litchfield Hills Hideaway on 3.0 acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Location , Location .Transport yourself into our private Hideaway , a quiet three bedroom home on 3+ acres at ...
From $339 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Jim & Pat’s Litchfield Hills Lookout on 4.3 acres
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Location, Location......with sweeping distant views towards Mt. Tom and the Litchfield Hills the Lookout offer ...
From $325 per night (USD)VRBO
- From $708 per night (USD)
Expedia
Litchfield County Historic Estate: 10 Acres + Pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 11
Ninety-five miles from New York City and worlds away, discover this gorgeous 6-bedroom country home, with 5 full baths a ...
From $708 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Artistic concered barn
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
This 1800's barn has been renovated into a modern yet whimsical home two family home. Wandering Peacock is the main hous ...
From $470 per night (USD)VRBO
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VRBO
Luxurious 5 BR mansion in the heart of Washington, CT
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
This estate was featured in the New England Home Magazine ("Dressed to Impress"). Relax with the whole family at this pe ...
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VRBO
Rustic Three bedroom , 2 full bath Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a rustic Three bedroom , 2 full bath Bungalow in lower Litchfield county **LOOKING for A month as the Minimum st ...
Click For PricingVRBO
- From $688 per night (USD)
VRBO
5 bedroom, 14 acre private estate
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
This is a renovated house situated on a 14 acre in Litchfield County, CT. This is a 5 bedroom (1 king size bed, 3 queen ...
From $688 per night (USD)VRBO
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VRBO
Farm Historic House 1789
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the charm and history of the Farm Historic House, built in 1789. Explore its rich heritage and discover the s ...
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Expedia
Spacious 3-bedroom house with large patio and sprawling yard.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the fresh air in this comfortable 3-bedroom house on 2.8 acres. Relax on the deck while you soak in the sun and ta ...
Click For PricingExpedia
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VRBO
Gather your family at this country estate
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
This property is set in the countryside across from Judd Farm Day Camp this is one of the properties of "Watertown Count ...
Click For PricingVRBO
- From $187 per night (USD)
Expedia
Spectacular Lake front house
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to the prestigious Candlewood Lake area, where there is always something to do for the entire family. T ...
From $187 per night (USD)Expedia
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Expedia
Berkshire farmhouse
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Cozy modern farmhouse on pristine private acherage. Ideal for groups and families. Southern Berkshire gem. 4 bedrooms, ...
Click For PricingExpedia
- From $166 per night (USD)
VRBO
Cozy Fall and ski rental nestled in a gated community in the woods.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Love to ski and looking for a cozy winter rental? Then I have the home for you. Get away to the scenic Litchfield Hills ...
From $166 per night (USD)VRBO
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VRBO
Cheerful 3 bedroom Kent getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Kick back and relax in this calm, stylish space. The Cape is close to everything the town of Kent has t ...
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Expedia
NEW - Hot Tub - Mohawk Mtn - Appalachian Trl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Equipped with essentials such as air conditioning, cleaning products, cooking basics, and a dedicated workspace. Guests ...
Click For PricingExpedia
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VRBO
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the ful ...
Click For PricingVRBO
- From $116 per night (USD)
Expedia
Litchfield - Hot Tub - Mohawk Mountain - Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. E ...
From $116 per night (USD)Expedia
- From $1124 per night (USD)
VRBO
BlackWoods Old Country Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to your own private retreat in this cozy and chic house nestled in the heart of the tranquil woods. This enchanti ...
From $1124 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Lakeview property in private community. Lake & beach access. Swim\/Kayak all day!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Swim, Kayak and Fish all day. Amazing sunsets and millions of stars. Make s’mores at the fire pit. Play games, read, or ...
From $225 per night (USD)VRBO