Litchfield Area Rentals
From $857 per night (USD)VRBO
Modern Goshen House w\/ Deck, Backyard & Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Set walking distance from the Goshen Fairgrounds, this spacious vacation rental house offers peace and quiet in addition ...
From $857 per night (USD)VRBO
From $296 per night (USD)Expedia
Relax or be active! The choice is yours in this pet-friendly family home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Whether you're looking for a place to relax, a place to play, or simply a place to rest your head, this is it. Our 3 bed ...
From $296 per night (USD)Expedia
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Serenity Summit: Hot Tub, Mountain Views, Book Now
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Escape to this luxurious, sun-drenched, 5-bedroom retreat in Southfield, MA. Enjoy stunning views of Haystack M ...
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From $392 per night (USD)Expedia
WOODBURY'S LAKE QUASSEPAUG SPRING-FED LAKE. DIRECT WATERFRONT. BOAT DOCK.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SEASONAL RENTAL This true waterfront property sits on the West Shore of beautiful and tranquil Lake Quassapaug, a sprin ...
From $392 per night (USD)Expedia
From $963 per night (USD)VRBO
STUNNING Home on 3 acre Private Pond w. Hot Tub, BBQ, Firepit
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Gorgeous, recently renovated waterfront home on 8.5 acres with dock, hot tub, outdoor shower, gas grill, and smokeless f ...
From $963 per night (USD)VRBO
From $409 per night (USD)Expedia
Magical woodland home, a property promising a serene getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in the Litchfield Hills this property promises a serene getaway. Just 2 hrs from NYC, our post and beam home is ...
From $409 per night (USD)Expedia
From $263 per night (USD)VRBO
3-Bedroom Cabin Getaway With Rustic Charm
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This characteristic cabin getaway is located on a historic railroad street nestled in a charming village within the Hous ...
From $263 per night (USD)VRBO
From $902 per night (USD)Expedia
BERKSHIRE MOUNTAIN LAKEFRONT LOG HOUSE FAMILY RETREAT
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our family's lakefront log home sits on 1.4 acres with an amazing two-tiered deck, comfy couches and chairs, facing west ...
From $902 per night (USD)Expedia
From $819 per night (USD)VRBO
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bright and comfortable, our one level, midcentury home is surrounded by 4 acres of nature gardens and forest, with a sec ...
From $819 per night (USD)VRBO
From $623 per night (USD)Expedia
Hat Shop House: Charming Retreat in the Heart of New England. Family friendly.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Hat Shop House! Only 90 mins from NYC, this charming New England farmhouse is the perfect place to get a ...
From $623 per night (USD)Expedia
From $192 per night (USD)VRBO
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled atop a picturesque hill, the Mountaintop Tent offers an enchanting escape, accessible via a brief 4-wheel drive ...
From $192 per night (USD)VRBO
From $368 per night (USD)Expedia
Lovely lakeside house in peaceful, private setting amid New England's delights
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Plenty of room inside and out for family gatherings surrounded by nature's beauty, charming towns, and cultural activiti ...
From $368 per night (USD)Expedia
From $282 per night (USD)VRBO
Hidden Serenity at TuKasa - Pool & Billiards
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Discover serenity in our private nestled in the heart of Litchfield County. Embrace tranquility surroun ...
From $282 per night (USD)VRBO
From $632 per night (USD)Expedia
Remodeled, Family-Friendly Home in Private Community on Candlewood Lake
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
This fully furnished 4 bed/3.5 bath rental has been remodeled with no luxurious detail left behind! Candlewood Lake gree ...
From $632 per night (USD)Expedia
From $187 per night (USD)VRBO
RIVERSIDE HOMESTEAD on the Farmington River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Peaceful getaway, newly remodeled riverfront studio apartment that sleeps 3(1 Qn bed, 1 couch for small child) comfortab ...
From $187 per night (USD)VRBO
From $351 per night (USD)Expedia
Bright and 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 ...
From $351 per night (USD)Expedia
From $640 per night (USD)VRBO
CT Gate House Goshen CT, Gate House Goshen CT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Private home on large country estate. Peace & quiet serenity abounds!! Enjoy the gorgeous views from the back porch and ...
From $640 per night (USD)VRBO
From $935 per night (USD)Expedia
Spacious 5-bedroom house with Pool on 2 lovely acres
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Serene Country Estate on 2 lovely manicured acres. Featuring gunite pool, separate hot tub, serene pond, flower garden ...
From $935 per night (USD)Expedia
From $404 per night (USD)VRBO
Nature's Nest - Indoor\/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Nature Within Reach! Dear nature lover-Welcome to our woodland oasis, less than 2 hours from New York City! Enjoy the so ...
From $404 per night (USD)VRBO
From $360 per night (USD)Expedia
Steele Brook Manor\nTranquil get away nestled \nin Litchfield County.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Steele Brook Manor is an old home with modern updates. Enjoy the tranquility of a dead end street with plenty of privat ...
From $360 per night (USD)Expedia
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Lakefront 3-bedroom house in lower Berkshires with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this delightful mid-century lake-front house on Twin Lakes in the foothills of the Berkshires. This relaxing v ...
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From $696 per night (USD)Expedia
Charming Saltbox Colonial with Modern Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your charming colonial saltbox retreat nestled off an unpaved scenic road, iconic to the Roxbury area. As you ...
From $696 per night (USD)Expedia
From $427 per night (USD)VRBO
Charming 2-bedroom apartment with AC, WiFi LAKE VIEWS!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Consider this fully renovated apartment your home away from home while you visit Highland Lake. This enchanting property ...
From $427 per night (USD)VRBO
From $173 per night (USD)Expedia
Walk to Memorial Park: Pet-Friendly Bethlehem Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Dedicated Workspace | Walk to Restaurant w/ Live Music | 1 Mi to Long Meadow Pond Experience a captivating retreat in Be ...
From $173 per night (USD)Expedia
From $1269 per night (USD)VRBO
Private Lakefront Home w\/ Private Lake, 3 Bedrooms - Minutes to Hotchkiss
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the tranquil embrace of nature, Wander Lakefront Retreat beckons with its serene Scandi-style "earth-home" de ...
From $1269 per night (USD)VRBO
From $40843 per night (USD)Expedia
Crossroads Ranch Cornwall
- Bedrooms:
- 12
- Bathrooms:
- 8
- Sleeps:
- 20
Enjoy the countryside from the comfort of this stately home. Equipped with its own gym, sauna, tennis court, indoor and ...
From $40843 per night (USD)Expedia
From $223 per night (USD)VRBO
Charming 2-bedroom cottage with AC and WiFi in welcoming New Hartford
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom cottage in New Hartford is perfect for your escape. The cozy space features 1 queen bed, 2 twin beds, and ...
From $223 per night (USD)VRBO
From $262 per night (USD)Expedia
Spacious 3-bedroom Apartment Near School!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! The 3 bathrooms are equipped with a bidet, bathtub, shower, and hair dryers. Guest ...
From $262 per night (USD)Expedia
From $828 per night (USD)VRBO
The 1782 Darling House on the Litchfield Green
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Built in 1782 the Abel Darling House is nestled in the Litchfield historic district within steps of the Litchfield Green ...
From $828 per night (USD)VRBO
From $297 per night (USD)Expedia
Watertown Home w\/ Yard: 1 Mi to Echo Lake Park!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Pet Friendly w/ Fee | 2 Kitchens | Washer & Dryer This delightful 2-bedroom, 3-bath vacation rental house in Watertown, ...
From $297 per night (USD)Expedia
From $1647 per night (USD)VRBO
Private Room\/Sunny\/Clean\/Peace\/SelfCheckIn
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A sunny clean second floor room with full-size bed in a contemporary owner-occupied single-family house, charming garden ...
From $1647 per night (USD)VRBO
From $225 per night (USD)Expedia
Charming renovated 3-bedroom house in serene Winsted
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this cool, newly renovated house in picturesque Winsted. 4 minutes walk to Highland lake. With 3 bedrooms incl ...
From $225 per night (USD)Expedia
From $2160 per night (USD)VRBO
Argyll House by Boutique | Litchfield Escape
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Summary: This beautifully renovated estate, just two hours from New York City, is a refined family retreat that blends E ...
From $2160 per night (USD)VRBO
From $460 per night (USD)Expedia
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
The Spirit Horse Farm offers a unique and inspiring rental experience. Step into nature and enjoy generous amenities and ...
From $460 per night (USD)Expedia
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Peaceful Lakefront Oasis in Litchfield County
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our lovingly cared for lakefront home invites you for rest and relaxation. Jump off the dock for a swim or paddleboard / ...
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From $202 per night (USD)Expedia
1 bedroom in a factory converted loft, with fitness room, WiFi in Torrington
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Torrington apartment boasts 1 inviting bedroom. With amenities like a fitness room, coin laundry, WiFi, heating, an ...
From $202 per night (USD)Expedia
From $232 per night (USD)VRBO
Cozy Blue Bungalow on the Lake, Sleeps 5
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Get ready to relax in this cozy 3-bedroom bungalow in Sharon. This fabulous property features 2 queen beds and 1 twin be ...
From $232 per night (USD)VRBO
From $690 per night (USD)Expedia
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Goshen is waiting for you at this 5-bedroom house. Step inside this gorgeous property featuring 1 king bed and 4 queen b ...
From $690 per night (USD)Expedia
From $848 per night (USD)VRBO
Private Dock & Pool - Candlewood Lake
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience lakefront living at your escape on Candlewood Lake, nestled between Brookfield and New Milford, CT. Soak in p ...
From $848 per night (USD)VRBO
From $460 per night (USD)Expedia
Riverside Farm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and refresh in this riverside retreat. One of a kind river frontage on the Farmington River. Private river access ...
From $460 per night (USD)Expedia
From $397 per night (USD)VRBO
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located on one of the prettiest streets in Washington CT and abutting 900+ acre Hidden Valley section of Steep Rock Pres ...
From $397 per night (USD)VRBO
From $465 per night (USD)Expedia
Bellhaven- Charming 4-bedroom house in Canaan, CT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Keep it simple in the East wing of this 220 year old Greek Revival home in Canaan. This brilliant house offers a queen b ...
From $465 per night (USD)Expedia
From $444 per night (USD)VRBO
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood f ...
From $444 per night (USD)VRBO
From $249 per night (USD)Expedia
Charming 2-bedroom country cottage bordering on land trust in Washington, CT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Country cottage nestled in nature, bordering on land trust. Private and tucked back from the road. Spacious open kitchen ...
From $249 per night (USD)Expedia
From $2405 per night (USD)VRBO
Escape to a Celebrity Chef's Waterfront Lake House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
-- HIGHLIGHTS-- ➳ Minutes from Kent Falls ➳ Mins from Squantz State Park ➳ 15 Minutes to Thunder Ridge Mtn. ➳ Dock, Pad ...
From $2405 per night (USD)VRBO
From $512 per night (USD)Expedia
Escape to a one-of-a-kind Mountaintop Retreat with panoramic westerly views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Revel in the awe-inspiring scenery and sunsets in this tranquil haven nestled amidst nature's embrace. The main floor fe ...
From $512 per night (USD)Expedia
From $211 per night (USD)VRBO
Charming Countryside Apartment in Kent: Perfectly Situated Near Schools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy getaway awaits in Kent at this pleasant apartment. With a bedroom, washing machine, AC, and WiFi, guests will ...
From $211 per night (USD)VRBO
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Lakeside Oasis with Hot Tub; 5 min to Ski Mountain!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Hot tub up and running for the winter! Unwind above tranquil waters, marinate in the pool, bundle beneath the blanket a ...
Click For PricingExpedia
From $724 per night (USD)VRBO
Cozy jewel in Washington, CT! Charming Main House with separate Cottage
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to Washington, CT—to this newly renovated vintage classic-cozy country style two-bedroom house in Washington and ...
From $724 per night (USD)VRBO
From $283 per night (USD)Expedia
3-bedroom house in Collinsville with WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to picturesque Canton. With 3 cozy bedrooms featuring 2 queen beds and 1 full bed, guests can unwind in comfort. ...
From $283 per night (USD)Expedia
From $406 per night (USD)VRBO
Gunn Brook Mountain House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to Gunn Brook Mountain House, a sun-filled mid-century home on 14 private acres with 1,000+ feet of brook frontag ...
From $406 per night (USD)VRBO
From $1336 per night (USD)VRBO
Charming Countryside Retreat w\/ Pool & Theater
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 19
Welcome to your own private oasis nestled in the serene countryside of Connecticut! This is perfect for those seeking bo ...
From $1336 per night (USD)VRBO
From $1051 per night (USD)VRBO
Oak Manor, a luxurious property on 6,6 acres.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
High End Estate like property. Come enjoy this beautiful property located at 250 Westledge Drive, Torrington, CT and i ...
From $1051 per night (USD)VRBO
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Loft Studio on Organic Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this loft studio your home away from home while you visit Litchfield County. This adorable space offers all the ...
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From $312 per night (USD)VRBO
Historic Country Retreat in Litchfield County
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely historic home in southern Litchfield County, CT, 1.5 hours from Manhattan and 2 hours from Brooklyn. Surrounded b ...
From $312 per night (USD)VRBO
Click For PricingExpedia
Charming 2-bedroom apartment in welcoming Winsted with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy getaway awaits in Winsted at this terrific apartment. With 2 queen beds in 2 bedrooms, guests can enjoy a tran ...
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From $327 per night (USD)VRBO
The Jefferson Guest House, Spacious, Special Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bask in this tranquil estate. Exceptional views, the sunrises are world class, many have said "the sky speaks to you he ...
From $327 per night (USD)VRBO
From $509 per night (USD)Expedia
Spacious 4-bedroom house in peaceful Southfield with AC, WiFi and more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in Southfield, this delightful house offers four bedrooms, including a king bed, two queen beds, a crib, and a f ...
From $509 per night (USD)Expedia
From $258 per night (USD)VRBO
Cozy Sharon Chalet Lake House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sharon Chalet! Just steps from the glistening water of Mudge Pond and a 5 min walk to the Sharon Town Beach. ...
From $258 per night (USD)VRBO
From $286 per night (USD)Expedia
Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Woodbury is waiting for you at this 3-bedroom cabin. With 2 full beds and 1 queen bed, this tranquil retreat offers WiFi ...
From $286 per night (USD)Expedia
From $251 per night (USD)VRBO
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Harwinton lake house boasts 2 inviting bedrooms with 2 queen beds. (Cot available) The bathroom features a relaxing ...
From $251 per night (USD)VRBO
From $529 per night (USD)Expedia
Charming Home with Fireplace and Indoor Pool in Sharon, CT
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled at the edge of the Sharon Wildlife Area this 3 bedroom 2.5 bath home has an indoor pool and outdoor firepit. The ...
From $529 per night (USD)Expedia
From $391 per night (USD)VRBO
The farmhouse on the Hills
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located in the beautiful hills of Litchfield County. Peaceful surroundings just minutes away from the best sho ...
From $391 per night (USD)VRBO
From $232 per night (USD)Expedia
Have a quiet weekend retreat at my recently renovated riverside bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Close to the heart of New Milford, and a short drive away from artsy Kent. Have a quiet getaway at my riverside bungalow ...
From $232 per night (USD)Expedia
From $239 per night (USD)VRBO
Cozy Cottage in Historic Norfolk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind at this cozy cottage nestled in the historic village of Norfolk, CT. It is ideally situated on the edge of Barbou ...
From $239 per night (USD)VRBO
From $359 per night (USD)Expedia
Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax, Recharge & Make Summer Memories at Our Lakefront Cottage Discover your perfect summer getaway at this peaceful 2 ...
From $359 per night (USD)Expedia
From $1173 per night (USD)VRBO
Upmarket Country Retreat, Washington, Connecticut
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
This private oasis offers a spacious and open floor plan that is perfect for relaxation. The living area seamlessly flow ...
From $1173 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Beautiful Barn Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
If you are looking for a bit of rustic charm and love the thought of living on a horse farm this might be the place for ...
From $144 per night (USD)VRBO
From $350 per night (USD)VRBO
Lakefront Charming Cottage Retreat, Bethlehem CT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to Long Meadow Cottage, a peaceful lakeside retreat in historic Bethlehem, CT! Enjoy stunning water views, a full ...
From $350 per night (USD)VRBO
From $89 per night (USD)Expedia
Mid Century Modern Studio w\/ Full Kitchen - Newly Built
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our MCM Studio apartment is a one block walk to the picturesque village of Kent yet surrounded by fields, woods and is a ...
From $89 per night (USD)Expedia
From $821 per night (USD)VRBO
The Full Candlewood Lake Experience
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This westward facing property provides direct sun, expansive views, and colorful sunsets. Built upon a rock that sets t ...
From $821 per night (USD)VRBO
From $410 per night (USD)Expedia
Cozy Cabin on 5 Acres w\/ Hot Tub & Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Little Bell Cabin! A peaceful retreat where nature’s magic surrounds you. Whether you're here to unwind, ...
From $410 per night (USD)Expedia
From $1166 per night (USD)VRBO
Designer Kent Home with Saltwater Pool & Sunset Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in Kent at this Hilltop Retreat with Saltwater Lap Pool Perched on a serene hilltop among the trees, this beauti ...
From $1166 per night (USD)VRBO
From $654 per night (USD)Expedia
Charming 3-bedroom lakehouse in Winchester with WiFi and AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Nostro Posto, our place at the lake. A tranquil 3-bedroom gem in Winchester. This peaceful house features 3 que ...
From $654 per night (USD)Expedia
From $279 per night (USD)VRBO
Best Outdoors near the Berkshires
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Looking for a quiet escape near the scenic Berkshires without being in the middle of tourist traffic? This cozy countrys ...
From $279 per night (USD)VRBO
From $706 per night (USD)Expedia
Charming 3-bedroom house in delightful Washington w\/ WiFi, AC, amazing grounds.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to this charming house in Washington. This marvelous property boasts 3 bedrooms, including a king bed, queen bed ...
From $706 per night (USD)Expedia
From $599 per night (USD)VRBO
Cozy Getaway near Lake & Skiing; 2 min walk to lake; 10 mins to Mohawk Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This Goshen house boasts 4 inviting bedrooms with a variety of bed sizes to accommodate all guests. With 3 bathrooms, ev ...
From $599 per night (USD)VRBO
From $482 per night (USD)Expedia
3-Bedroom Farmhouse Retreat in Sharon with AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A sprawling 5 acre landscape with views. 3-Bedroom, 2.5 Bath Farmhouse that has been fully renovated. An open concept l ...
From $482 per night (USD)Expedia
From $1374 per night (USD)VRBO
Lakeside\/Sleeps20\/HotTub\/GameRoom\/2Acres\/Firepit
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Escape to your ultimate lakeside getaway! Over 2 private acres between Lake Lillinonah and Candlewood Lakes, sleeps 20+. ...
From $1374 per night (USD)VRBO
From $456 per night (USD)Expedia
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Escape to this peaceful private home nestled in the heart of Barkhamsted's scenic woodlands, offering the perfect blend ...
From $456 per night (USD)Expedia
From $1160 per night (USD)VRBO
Modern 4BD Farmhouse in Litchfield w\/ heated saltwater pool & jacuzzi, AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
At the end of a winding, tree-lined road, hidden from sight by towering pines and the gentle curve of the landscape, a c ...
From $1160 per night (USD)VRBO
From $237 per night (USD)Expedia
House close to parks, beaches. fishing, boating, river rafting, and night life.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This is a new listing photos will be available soon. Nestled in Barkhamsted, CT this delightful house offers 3 cozy bed ...
From $237 per night (USD)Expedia