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

Filter

Popular Areas

From $471 per night (USD)
VRBO
Historic Colonial...Close to Village Green
Bedrooms:
2
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)
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 ...
Click For Pricing
Expedia
From $288 per night (USD)
VRBO
Charming 1870 cape cottage in Litchfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
A beautifully renovated cottage just minutes away from Bantam and Litchfield, this is the perfect getaway for a couple o ...
From $288 per night (USD)
VRBO
From $282 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 $282 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the Beauty of Roxbury, Connecticut Unwind in the hills at this peaceful and private loft nestled above a barn ...
From $188 per night (USD)
VRBO
From $582 per night (USD)
Expedia
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 $582 per night (USD)
Expedia
From $1405 per night (USD)
VRBO
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 $1405 per night (USD)
VRBO
From $338 per night (USD)
Expedia
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 $338 per night (USD)
Expedia
From $240 per night (USD)
VRBO
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 $240 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Fickle Fox Farm. Daffodils are popping their heads up, summer is coming!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Newly renovated three bedroom, two and half bath home on 6 bucolic acres in Canaan Valley, CT. Spend lazy summer days i ...
From $479 per night (USD)
Expedia
From $768 per night (USD)
VRBO
6-Acre Luxurious Country Home with Goddess Point Lookout
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Set atop a beautiful lookout, this exquisite Woodbury home warmly welcomes you for your next vacation stay. The perfect ...
From $768 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $163 per night (USD)
VRBO
Charming 2-bedroom country cottage bordering on land trust in Washington, CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Country cottage nestled in nature, bordering on land trust. Private and tucked back from the road. Spacious open kitchen ...
From $163 per night (USD)
VRBO
From $1173 per night (USD)
Expedia
Oak Manor, a luxurious property on 6,6 acres.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
High End Estate like property. Come enjoy this beautiful property located at 250 Westledge Drive, Torrington, CT and i ...
From $1173 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $312 per night (USD)
VRBO
Historic Country Retreat in Litchfield County
Bedrooms:
2
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
From $743 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 $743 per night (USD)
VRBO
From $327 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 $327 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $1213 per night (USD)
VRBO
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Bedrooms:
3
Bathrooms:
6
Sleeps:
20
Discover Lakeside Oasis, a charming lakeside retreat on 2 private acres between Lake Lillinonah and Candlewood Lake, sle ...
From $1213 per night (USD)
VRBO
Click For Pricing
Expedia
The Kent Collection - The Victorian - Whole House
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Built in 1890 and fully renovated in 2022, The Victorian is a spacious, elegant, and character-rich setting for family r ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Spacious 4-bedroom house on riverfront; walk to delightful Washington, CT
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming, spacious 4BR, 1900 sqft riverfront home at end of dead-end road on 3 acres with a deep swimming hole, shady tr ...
Click For Pricing
VRBO
From $469 per night (USD)
VRBO
Historic 2 bed home nestled in nature, 10min to downtown Litchfield CT.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in quaint Litchfield, enjoy what this historic 1760, 2-bedroom home has to offer. With 1 king bed and 1 queen be ...
From $469 per night (USD)
VRBO
Click For Pricing
VRBO
Tinker Hill by Cuvee | New Preston, CT
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
Nestled on a sprawling eleven-acre estate in the picturesque countryside of Connecticut, this property is a testament to ...
Click For Pricing
VRBO
Click For Pricing
VRBO
Charming 3-bedroom house with WiFi, AC and salt water pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Your home away from home in Woodbury with 3 charming bedrooms. This welcoming house features 1 king bed and 2 queen beds ...
Click For Pricing
VRBO
Click For Pricing
VRBO
Unique 4-bedroom house with stunning views, close to all in fantastic Cornwall
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Located in Cornwall, this house is a dream. Owned by 2 architects, it blends the historic old stone cottage with an exci ...
Click For Pricing
VRBO
From $390 per night (USD)
VRBO
Perfect cabin getaway. 5mins from hiking trails & lake Waramaug
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The perfect getaway cabin. Our 3 bedroom is great for couples, families or a group of friends. Newly renovated and has ...
From $390 per night (USD)
VRBO
From $2334 per night (USD)
VRBO
Stunning Retreat on 62 Acres, 7000 sq ft, Pool and Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Stunning and exceptionally private log cabin retreat located in the center of 62 Acres of wooded land. The driveway is a ...
From $2334 per night (USD)
VRBO
$BEST TOWN WASHINGTON! \Kielwasser\ PoshPadsCT Ski, Pool, 4 FPs, Bikes, Orchards$
From $1578 per night (USD)
VRBO
BEST TOWN WASHINGTON! \"Kielwasser\" PoshPadsCT Ski, Pool, 4 FPs, Bikes, Orchards
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1578 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Litchfield Hills Estate with a Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modernized mid-century home that is a perfect secluded getaway just 2 hours from NYC. Located in Sharon, CT in Litchfie ...
From $1000 per night (USD)
VRBO
$BEST LOCATION! PoshPadsCT\PAINTER HILL4BR\ Hot Tub Spa, BBQ, Ski,Hike,1.5HrsNYC$
From $995 per night (USD)
VRBO
BEST LOCATION! PoshPadsCT\"PAINTER HILL4BR\" Hot Tub Spa, BBQ, Ski,Hike,1.5HrsNYC
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Roxbury & Washington are the best country rural retreats within 2 hours of NYC - the best restaurants, shopping, land pr ...
From $995 per night (USD)
VRBO
From $557 per night (USD)
VRBO
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)
VRBO
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
From $566 per night (USD)
VRBO
Luxurious, modernist barn in peaceful northwestern Connecticut - private swim!
Bedrooms:
3
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 $566 per night (USD)
VRBO
$BEST TOWN WASHINGTON! PoshPadsCT \CALHOUN 3-4BR\ 2Hrs NYC, Ski, Views,25-Acres$
From $1106 per night (USD)
VRBO
BEST TOWN WASHINGTON! PoshPadsCT \"CALHOUN 3-4BR\" 2Hrs NYC, Ski, Views,25-Acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Washington is the best country rural retreat within 2 hours of NYC - the best restaurants, shopping, land preserves, Lak ...
From $1106 per night (USD)
VRBO
From $617 per night (USD)
VRBO
Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
Bedrooms:
2
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 $617 per night (USD)
VRBO
From $742 per night (USD)
VRBO
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)
VRBO
From $768 per night (USD)
VRBO
Bright and Sunny Direct Waterfront with Private Sandy Beach - Price Reduced!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This contemporary and fully equipped home is modern with an open floor plan. It sits on the picturesque west shoreline o ...
From $768 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Quiet Historic Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Step back in time and experience the charm of a colonial cottage with a history as rich as the rolling hills of Litchfie ...
From $198 per night (USD)
VRBO
From $461 per night (USD)
VRBO
The Art House: 5-Acre, Private Getaway with Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated on 5 acres, "The Art House" is the perfect place for those looking to relax and unwind, as well as to explore a ...
From $461 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Beautiful brook-side log cabin on 3 private acres - 2 bed, 1.5 bath, entire home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fall asleep to the sound of the rushing brook in this beautifully restored, 2 bedroom, 1.5 bath log home. The cabin sits ...
From $286 per night (USD)
VRBO
$Tranquil Litchfield Connecticut Retreat\.$
From $322 per night (USD)
VRBO
Tranquil Litchfield Connecticut Retreat\".
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our charming two-bedroom, one-bathroom property nestled on a spacious half-acre lot in the picturesque town o ...
From $322 per night (USD)
VRBO
From $710 per night (USD)
VRBO
VillaRosa-Mohawk Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Views and nature abound in this little piece of paradise. Sit back, relax and enjoy all that Litchfield County has to of ...
From $710 per night (USD)
VRBO
From $701 per night (USD)
VRBO
Charming lakeside cottage and guest cottage with spectacular views
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
*** WE WILL NOT BE RENTING FOR THE SUMMER SEASON AT THIS TIME*** Charming 3-bedroom lakefront furnished cabin and 2-bed ...
From $701 per night (USD)
VRBO
Click For Pricing
Expedia
1700s Farmhouse with Modern Amenities and Comfort. Pool, Hot Tub, Views.
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
This home provides the perfect mix of 1700s farmhouse charm with modern upgrades to accommodate your every need. There ...
Click For Pricing
Expedia
From $563 per night (USD)
VRBO
Lakefront Oasis - Kayaks - Hot Tub - Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to Candlewood Shore – Your Ultimate Lakefront Getaway Escape to the tranquility of Candlewood Lake at this beaut ...
From $563 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Litchfield Modern Farmhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This newly renovated farmhouse is complete with a gorgeous kitchen, new bathrooms and spacious bedrooms. A perfect spaci ...
From $335 per night (USD)
Expedia
From $2951 per night (USD)
VRBO
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Bedrooms:
6
Bathrooms:
7
Sleeps:
17
3650 Sq. Ft. | 7 Bedroom Plus Bonus Room | Sleeps 17 | Direct Waterfront Unwind at this stunning, direct waterfront, r ...
From $2951 per night (USD)
VRBO
From $209 per night (USD)
Expedia
This is Room sharing property we only listed the master bedroom and bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 fireplace we have to make you feel cozy .A center kitchen that I guess can cook .the house is located in the heart of ...
From $209 per night (USD)
Expedia
Click For Pricing
VRBO
Stylish Comfort in a Stunning Country Setting
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Modern, stylishly updated Litchfield County home on 18 acres overlooks stunning views of the Litchfield hills. Gorgeous ...
Click For Pricing
VRBO
From $315 per night (USD)
Expedia
Cozy Modern Farm Haus 2 Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Stay over night for a show at the Warner, hike at White Memorial, Ski at Mohawk or go local antiquing. Relax alone or wi ...
From $315 per night (USD)
Expedia
From $1032 per night (USD)
VRBO
Expansive, Five Bedroom House with Pool. Ideal for Multiple Family Travel
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Expansive 4.5 bed, 4.5 bathroom cape centrally located on a quiet street, one mile from the Mayflower Inn & Spa. House ...
From $1032 per night (USD)
VRBO
From $591 per night (USD)
VRBO
6 BR 'CAMP' House on Twin Lakes - Epic Historic Property
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
The perfect home for your big group or family, with a charming history! This beautiful, spacious vacation home was forme ...
From $591 per night (USD)
VRBO
From $1262 per night (USD)
VRBO
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Stillwater Immaculate waterfront home nestled in the Litchfield hills w/ tons of amenities and a private sandy beac ...
From $1262 per night (USD)
VRBO
From $1237 per night (USD)
Expedia
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Enjoy year-round activities at this authentic 5,100 SQ FT Swiss Chalet with 220v Tesla charger and Super Internet 1.1 Gb ...
From $1237 per night (USD)
Expedia
From $542 per night (USD)
VRBO
BEAUTIFUL TWIN LAKES RENTAL - Weekly or Seasonal Term Available
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
So much more than just a beautiful house on a lake!! This is a beautiful cottage situated on an epic property directly o ...
From $542 per night (USD)
VRBO
From $109 per night (USD)
VRBO
Small Town Stay- Stroll to Local Shops/Dining/Taft
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This getaway is small enough to feel cozy, yet with amenities you want. What’s more is its convenient location to main s ...
From $109 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to the Irondale Manor, an 1870s farmhouse with modern touches. While only half a mile from Millerton's Main St, ...
From $591 per night (USD)
VRBO
Click For Pricing
Expedia
Relaxing summer getaway with sunset views near lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this serene summer rental on a private road. Sip ice tea on the balcony or dine al fresco with spectacular sunset ...
Click For Pricing
Expedia
From $382 per night (USD)
VRBO
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to an oasis of calm in the middle of nature within commuting distance of NY (1.30 hour drive and 20 mins to Metr ...
From $382 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Make lifelong memories at this New England Quintessential Country Getaway
Bedrooms:
2
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 $397 per night (USD)
Expedia
From $556 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 $556 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Charming 3-bedroom house in Candlewood Isle lake community- 2 week minimum stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This property has plenty of space to spread out with a large deck overlooking a sloped property with lake views. You rea ...
From $377 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Spacious 3-bedroom Apartment Near School!
Bedrooms:
2
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)
VRBO
From $446 per night (USD)
VRBO
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 $446 per night (USD)
VRBO
From $672 per night (USD)
VRBO
Direct Lakefront Home on Lake Lillinonah with Elevator Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Direct lakefront 3100 sq ft. home built in 2006 on exclusive Lake Lillinonah. This spacious and picturesque home is onl ...
From $672 per night (USD)
VRBO
From $1741 per night (USD)
Expedia
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Bedrooms:
3
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 $1741 per night (USD)
Expedia
From $421 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 $421 per night (USD)
VRBO
From $746 per night (USD)
VRBO
Luxurious Mountain Retreat - Private 40-Acre Family Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Enjoy total privacy at this cozy mountain home on 40 acres, just minutes from ski resorts and charming shops. With floo ...
From $746 per night (USD)
VRBO
From $595 per night (USD)
VRBO
Antique Farmhouse Totally Restored
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
This rambling farmhouse has a balanced mix of meticulous restoration with an eccentric flair. Undermountain Farm is a ho ...
From $595 per night (USD)
VRBO
From $1766 per night (USD)
VRBO
Candlewood Lake - Amazing Views, Waterfront & Water Access
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Newly-renovated house on Candlewood Lake, 1.5 hrs from NYC. Amazing views of the lake, complete privacy, waterfront, acc ...
From $1766 per night (USD)
VRBO
From $891 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 $891 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Gorgeous Luxury Farmhouse in the Hudson Valley New York
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Light, bright and airy, this immaculate new farm home boasts 2 bedrooms and 2.5 baths. Nestled into rolling hills of Ups ...
From $560 per night (USD)
VRBO
From $1898 per night (USD)
VRBO
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Bedrooms:
6
Bathrooms:
7
Sleeps:
18
On two acres, our stunning lakefront retreat is perfect for group gatherings, corporate retreats, and family reunions. ...
From $1898 per night (USD)
VRBO
Click For Pricing
Expedia
New Fairfield Vacation Rental w/ Lake Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relaxed living awaits at this charming 1-bedroom, 1-bathroom vacation rental apartment in New Fairfield, CT. Located jus ...
Click For Pricing
Expedia
From $596 per night (USD)
VRBO
Remodeled, Family-Friendly Home in Private Community on Candlewood Lake
Bedrooms:
3
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 $596 per night (USD)
VRBO
Click For Pricing
Expedia
Round house of Millerton
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The wonderful Roundhouse of Millerton cares for sustainability and environmental impact (if booking doesn't work, feel f ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Walk to Downtown: Pet-Friendly Millerton Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
WFH Friendly | 12 Mi to Metro North Rail to NYC (Wassaic Train Station) | Fall Leaf Peeping Fall in love with Millerton ...
Click For Pricing
VRBO
From $338 per night (USD)
Expedia
Hiking Trails On-Site: Wooded New Millford Escape!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Tranquil Setting | Designer Renovation | Near Candlewood Lake Community Adventure and relaxation await at this vacation ...
From $338 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Family friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
1
Babbling brooks,great food, cafe,or trailhead that leads to serene views. What's a great spot for a quick walk?. Nice ...
From $225 per night (USD)
VRBO
From $509 per night (USD)
VRBO
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)
VRBO
From $433 per night (USD)
VRBO
Beautiful lakefront summer house with hot tub and private dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy your summer at this beautiful lakefront house with private hot tub and dock! Enjoy beautiful views from the livin ...
From $433 per night (USD)
VRBO
From $691 per night (USD)
Expedia
Romantic and Secluded Berkshire's Gem
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Beautiful log cabin in the middle of private 5 acres of woods with all of the 21st-century amenities. We are 5 minutes a ...
From $691 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Ashley Falls Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
About this space The home is set back from the road in a quiet rural neighborhood, nestled among stately pines. There is ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Waterbury Home: Playground & Porch Swing
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Looking to relax in a homey environment? Then this 4-bedroom, 1.5-bathroom vacation rental is just the place for you and ...
Click For Pricing
Expedia
From $407 per night (USD)
VRBO
Ashley Falls Home w/ Fire Pit: Hike & Ski!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Game Room | 2,734 Sq Ft | ~6 Mi to Campbell Falls State Park Whether you’re chasing waterfalls in the summer, leaf-peep ...
From $407 per night (USD)
VRBO
Click For Pricing
Expedia
New Fairfield Vacation Rental w/ Lake Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the Connecticut countryside when you stay at 'Anthony's Hill,' a New Fairfield vacation rental! This 3-bedroo ...
Click For Pricing
Expedia
From $361 per night (USD)
VRBO
Modern Ranch Retreat in Hudson Valley
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover a contemporary and recently renovated retreat in the charming village of Millerton, NY. You can relax in this i ...
From $361 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Cozy family and pet friendly 3BR Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Relax with the whole family at this peaceful place to stay just steps from Heritage Village and close to the town center ...
From $401 per night (USD)
VRBO
From $251 per night (USD)
VRBO
The Blue Elm - A Historic Berkshire Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Blue Elm - a cozy and historic Berkshire getaway located in Ashley Falls, MA. Set on 3.5 tranquil acres, ...
From $251 per night (USD)
VRBO
Click For Pricing
Expedia
Candlewood Lake Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This property shares a unique waterfront with one other tenant. This rental is a studio apartment with a kitchen, bathr ...
Click For Pricing
Expedia
From $2017 per night (USD)
VRBO
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
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 $2017 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lake, beach, clubhouse, basketball, tennis, marina and playground all within a 5 minute walk. Located in Candlewood Isl ...
From $400 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Lovely cottage on quiet country road in Millerton, New York, on 23 acres.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our lovely 1810 cottage, on a quiet road is bright, cozy, and comfortable. We have two bedrooms, with artwork and books, ...
From $240 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Charming Guesthouse in scenic CT town. Bikes, kayaks, firepit, beach pass.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy and private studio in attached guest house on 3 bucolic acres w/ pond. Self check-in with private entrance and keyp ...
From $125 per night (USD)
VRBO
From $343 per night (USD)
VRBO
5 min walk to private beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Longview Lakehouse! We are located in a private lake community on Candlewood Lake in Brookfield, CT. Access t ...
From $343 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Lakeside Home w/Private Beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Spectacular family retreat in private community on beautiful Candlewood Lake. Enjoy magnificent views of the lake, surro ...
Click For Pricing
Expedia

Search Your Destination Now!

Litchfield Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 398 Rentals