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 $359 per night (USD)
VRBO
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 $359 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
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VRBO
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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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
$Charming Sharon Dwelling w\/ Deck & Fire Pit!$
From $341 per night (USD)
VRBO
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 $341 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
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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 $517 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 $517 per night (USD)
Expedia
$Peaceful Goshen Cottage w\/ Screened Porch & Views!$
From $323 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 $323 per night (USD)
VRBO
$Cozy Litchfield House w\/ Fenced-In Yard & Fire Pit$
From $317 per night (USD)
Expedia
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 $317 per night (USD)
Expedia
$Dainty New Preston Cottage w\/ Dock & Lake Views!$
From $321 per night (USD)
VRBO
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 $321 per night (USD)
VRBO
From $413 per night (USD)
Expedia
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)
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 $366 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 $366 per night (USD)
VRBO
From $136 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 $136 per night (USD)
Expedia
From $1624 per night (USD)
VRBO
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 $1624 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 $656 per night (USD)
VRBO
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 $656 per night (USD)
VRBO
From $1187 per night (USD)
Expedia
Candlewood Lake Grand Waterfront Oasis: A Luxurious Family Retreat
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Discover the ultimate retreat for large groups at this expansive Candlewood Lake vacation home, offering stunning waterf ...
From $1187 per night (USD)
Expedia
From $315 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 $315 per night (USD)
VRBO
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 $285 per night (USD)
VRBO
Family-Friendly Woodbury Home with Yard + Deck!
Bedrooms:
2
Bathrooms:
6
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 $285 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 $531 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 $531 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Serene 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 $552 per night (USD)
Expedia
From $577 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 $577 per night (USD)
VRBO
From $1036 per night (USD)
VRBO
The Lake House on Lake Waramaug
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Indulge in a serene escape with a stay at a charming lake house nestled on the tranquil shores of Lake Waramaug. This in ...
From $1036 per night (USD)
VRBO
$River tubes, electric bikes, kayaks, skiing, more \n2 minutes to the river$
From $225 per night (USD)
VRBO
River tubes, electric bikes, kayaks, skiing, more \n2 minutes to the river
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Entire apartment in a side by side duplex. Just 5 minutes from Ski Sundown. 2 minutes to Farmington River. 3 bedrooms wi ...
From $225 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
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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 $574 per night (USD)
VRBO
Curated Contemporary for lakes, forest & ski hills
Bedrooms:
3
Bathrooms:
4
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 $574 per night (USD)
VRBO
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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 ...
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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
$Private Annex\/Former Artist Studio$
From $259 per night (USD)
VRBO
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 $259 per night (USD)
VRBO
From $332 per night (USD)
Expedia
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 $332 per night (USD)
Expedia
From $418 per night (USD)
VRBO
The Inn at Knife Shop Falls - A Historic Waterfront Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Calling all history buffs and nature lovers! Relax and recharge in this beautiful WATERFRONT 190-year-old piece of Conne ...
From $418 per night (USD)
VRBO
From $226 per night (USD)
Expedia
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 $226 per night (USD)
Expedia
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VRBO
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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VRBO
From $313 per night (USD)
Expedia
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Get in touch with your inner outdoorsman at this vacation rental in West Cornwall, CT! Boasting 2 bedrooms, 2 bathrooms, ...
From $313 per night (USD)
Expedia
$Enjoy a getaway on the scenic Housatonic River\/Lake Lilinonah in New Milford, CT$
From $507 per night (USD)
VRBO
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 $507 per night (USD)
VRBO
From $370 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 $370 per night (USD)
VRBO
From $535 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 $535 per night (USD)
VRBO
From $223 per night (USD)
Expedia
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The Overlook near South Farms is a private, 1 bedroom apartment, located off a historical home in East Morris in Litchfi ...
From $223 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Real log cabin right on Lake Harwinton. Beautiful natural wood walls throughout with a modern kitchen, updated bathroom, ...
From $210 per night (USD)
VRBO
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Expedia
Lake House rental 3 bedrooms boat slip tennis court
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Great Lake community. 3 bedroom 1 bathroom with screened in porch and new patio. Boat slip and tennis court available. ...
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Expedia
From $1019 per night (USD)
VRBO
Stunning renovated horse farm with pool, hot tub, and 6 bedrooms.
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Bring your family to the stunning Iron Horse Farm, a gem in Morris, CT on 4 acres, steps from Litchfield and surrounding ...
From $1019 per night (USD)
VRBO
$Modern Goshen House w\/ Deck, Backyard & Views$
From $851 per night (USD)
Expedia
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 $851 per night (USD)
Expedia
From $808 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 $808 per night (USD)
VRBO
From $388 per night (USD)
VRBO
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 $388 per night (USD)
VRBO
From $262 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 $262 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
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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 ...
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Expedia
From $368 per night (USD)
VRBO
CT Gate House Goshen CT, Gate House Goshen CT
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunny, private home on large country estate. Peace & quiet serenity abounds!! Enjoy the gorgeous views from the back por ...
From $368 per night (USD)
VRBO
From $935 per night (USD)
VRBO
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)
VRBO
$Nature's Nest - Indoor\/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook$
From $378 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 $378 per night (USD)
VRBO
From $691 per night (USD)
VRBO
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 $691 per night (USD)
VRBO
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 $163 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 $163 per night (USD)
Expedia
$Wander Lakefront Retreat sleeps 6, w\/Lake view, 3 Bedrooms$
From $824 per night (USD)
VRBO
Wander Lakefront Retreat sleeps 6, w\/Lake view, 3 Bedrooms
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 $824 per night (USD)
VRBO
From $220 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 $220 per night (USD)
VRBO
$Watertown Home w\/ Yard: 1 Mi to Echo Lake Park!$
From $297 per night (USD)
VRBO
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)
VRBO
$Private Room\/Sunny\/Clean\/Peace\/SelfCheckIn$
From $607 per night (USD)
Expedia
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 $607 per night (USD)
Expedia
From $216 per night (USD)
VRBO
3-bedroom house in fantastic Sharon with WiFi, overlooking nature preserve
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Sharon, this quaint house offers 3 bedrooms - 1 queen bed and 2 twin beds. With heating, WiFi, and AC, guests ...
From $216 per night (USD)
VRBO
From $453 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 $453 per night (USD)
Expedia
$Spacious 5-bedroom house in lake community, fireplace, hot tub, washer\/dryer$
From $690 per night (USD)
VRBO
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)
VRBO
From $253 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 $253 per night (USD)
VRBO
From $281 per night (USD)
VRBO
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 $281 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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 $213 per night (USD)
Expedia
From $486 per night (USD)
VRBO
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 $486 per night (USD)
VRBO
$Charming 2-bedroom lake house in Plymouth w\/ waterfront - Pet friendly!$
From $230 per night (USD)
Expedia
Charming 2-bedroom lake house in Plymouth w\/ waterfront - Pet friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your dream getaway on the shores of Fall Mountain Lake! This beautiful 2-bed, 2-bath Colonial combines cozy i ...
From $230 per night (USD)
Expedia
From $379 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 $379 per night (USD)
VRBO
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 $678 per night (USD)
VRBO
LITCHFIELD HILLS - WOODBURY SEASONAL LAKESIDE RENTAL- ANTIQUE TRAIL CAPITAL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SEASONAL RENTAL This true waterfront property sits on the West Shore of beautiful and tranquil Lake Quassapaug which ho ...
From $678 per night (USD)
VRBO
From $923 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 $923 per night (USD)
VRBO
From $34923 per night (USD)
VRBO
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 $34923 per night (USD)
VRBO
From $258 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 $258 per night (USD)
Expedia
From $725 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 $725 per night (USD)
VRBO
From $337 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 $337 per night (USD)
VRBO
From $2401 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 $2401 per night (USD)
VRBO
From $359 per night (USD)
Expedia
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 full 2 twins , queen futon and do ...
From $359 per night (USD)
Expedia
From $602 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 $602 per night (USD)
VRBO
From $527 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 $527 per night (USD)
VRBO
From $1447 per night (USD)
VRBO
Beautiful Farmhouse on 14 Acres
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Originally built in 1790, this farmhouse is the perfect mix of old world charm and modern convenience. Nestled just outs ...
From $1447 per night (USD)
VRBO
From $315 per night (USD)
Expedia
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 $315 per night (USD)
Expedia
From $282 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 $282 per night (USD)
VRBO
$100% WASHINGTON! PoshPadsCT \SUNNY RIDGE\ 8-BR Estate, Heated Pool, BBQ, Magical$
From $1466 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 $1466 per night (USD)
VRBO
From $529 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 $529 per night (USD)
VRBO
$BEST TOWN ROXBURY! PoshPadsCT \PAINTER - POOL\ 1.5Hrs NYC, Mint, Ski, Fires, BBQ$
From $968 per night (USD)
VRBO
BEST TOWN ROXBURY! PoshPadsCT \"PAINTER - POOL\" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Roxbury & Washington are the best country rural retreats within 2 hours of NYC - the best restaurants, shopping, land pr ...
From $968 per night (USD)
VRBO
From $366 per night (USD)
VRBO
2023-2024 Academic Listing Connecticut Farm House With Breathtaking Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Monthly rental for the 2023-2024 academic calendar from September 6, 2023 through the May 31, 2024. Fully renovated 191 ...
From $366 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Waterfront modern cottage. Great getaway- it's a fantastic winter retreat!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This sun-filled, modern home is directly on Long Meadow Pond, a lovely, quiet freshwater lake. Enjoy beautiful views all ...
From $322 per night (USD)
VRBO

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Results: 377 Rentals