Litchfield Area, Connecticut Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Litchfield Area, Connecticut on RentalSaver.com!

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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 $293 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 $293 per night (USD)
VRBO
From $216 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 $216 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Charming Home with Fireplace and Indoor Pool in Sharon, CT
Bedrooms:
2
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 $546 per night (USD)
Expedia
From $403 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 $403 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Cozy Cottage in Historic Norfolk
Bedrooms:
1
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 $244 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Lakefront Cottage in Connecticut - Hot Tub, Fire Pit, Game Room - Fall Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy 2BR/2BA lakefront cottage with hot tub, fire pit, and game room. Perfect fall retreat with foliage views, lake acce ...
From $253 per night (USD)
VRBO
From $1868 per night (USD)
Expedia
Upmarket Country Retreat, Washington, Connecticut
Bedrooms:
3
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 $1868 per night (USD)
Expedia
From $376 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 $376 per night (USD)
VRBO
From $228 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 $228 per night (USD)
Expedia
From $821 per night (USD)
VRBO
The Full Candlewood Lake Experience
Bedrooms:
2
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 $397 per night (USD)
Expedia
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
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 $397 per night (USD)
Expedia
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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 ...
Click For Pricing
VRBO
From $531 per night (USD)
Expedia
Charming 3-bedroom lakehouse in Winchester with WiFi and AC
Bedrooms:
1
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 $531 per night (USD)
Expedia
From $143 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 $143 per night (USD)
VRBO
From $564 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 $564 per night (USD)
VRBO
From $374 per night (USD)
VRBO
The Farm Retreat House
Bedrooms:
2
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 $374 per night (USD)
VRBO
From $1058 per night (USD)
Expedia
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 $1058 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Escape to this peaceful private home nestled in the heart of Barkhamsted's scenic woodlands, offering the perfect blend ...
From $409 per night (USD)
VRBO
From $1261 per night (USD)
Expedia
Modern 4BD Farmhouse in Litchfield w/ heated saltwater pool & jacuzzi, AC, WiFi
Bedrooms:
2
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 $1261 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $506 per night (USD)
VRBO
Lakefront Oasis with Spectacular Views – 3BR, 3BA, Sleeps 6, private swim dock.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this beautifully remodeled 4-season lakefront home, offering stunning panoramic views of the serene clear wate ...
From $506 per night (USD)
VRBO
From $639 per night (USD)
VRBO
New Lake Area Ski Season RentalWoodridge Lake, Near Litchfield and Mohawk Mtn
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Available for the long weekend or the full ski season! Available as soon as October 20, Christmas Week, Monteven monthly ...
From $639 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Cozy Lake House - Salisbury/Lakeville
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Near the charming towns of Salisbury and Lakeville, and within walking distance of Hotchkiss and Indian Mountain School, ...
From $348 per night (USD)
Expedia
From $572 per night (USD)
VRBO
A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perched on a small hill overlooking a picturesque New England town, this design-lover's retreat is a magical escape to e ...
From $572 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Woodland A-Frame
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your peaceful woodland retreat in Sharon, CT. This recently renovated, light-filled A-frame is nestled on 16 ...
From $334 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy a peaceful stay at this 2-bedroom apartment water front . Free three kayak is only 10 minutes from the water fall ...
From $288 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Riverfront Paradise with Stylish Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stylish, newly renovated 900 sq. ft. one-room cottage overlooking pond and Housatonic River in scenic fly fishing estat ...
From $246 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the charm of Litchfield, Connecticut, and unwind in this beautifully designed guest suite, where modern luxury ...
From $232 per night (USD)
VRBO
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Expedia
The Kent Collection - The Victorian - Whole House
Bedrooms:
5
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 ...
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Expedia
From $341 per night (USD)
VRBO
Renovated Apartment on Main St.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy small-town charm in the heart of Salisbury at this newly renovated apartment, designed by AIA award-winning archit ...
From $341 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Dome Escape in Nature w/ Deck: 3 Mi to Kent Falls
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dog Friendly w/ Fee | Dedicated Workspace | Near Farmers Markets Discover a one-of-a-kind retreat in Connecticut's Litc ...
From $357 per night (USD)
VRBO
From $757 per night (USD)
VRBO
Luxurious Private 5-Bedroom House with Sweeping Lake Views and Beach Access
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Perched on a hill with breathtaking lake views, this luxurious spacious retreat is just minutes from Lake Waramaug. Enjo ...
From $757 per night (USD)
VRBO
From $423 per night (USD)
VRBO
Quaint & Historic 1760 Home Nestled In Nature, 10min to downtown Litchfield CT.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in a charming pocket of Litchfield, enjoy what this historic 1760, 2-bedroom home has to offer. With 1 king bed ...
From $423 per night (USD)
VRBO
From $1214 per night (USD)
VRBO
Whispering Estate Guest House - A Romantic Countryside Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2-bedroom guesthouse on the grounds of Whispering Estate. Perfect for couples, families, or bridal parties. Enjo ...
From $1214 per night (USD)
VRBO
$\nWhispering Estate – A Romantic Countryside Escape$
From $15201 per night (USD)
Expedia
\nWhispering Estate – A Romantic Countryside Escape
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Welcome to Whispering Estate, a stunning country retreat set on 70 private, manicured acres in the heart of Litchfield C ...
From $15201 per night (USD)
Expedia
From $9477 per night (USD)
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 ...
From $9477 per night (USD)
VRBO
From $804 per night (USD)
Expedia
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 ...
From $804 per night (USD)
Expedia
From $816 per night (USD)
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 ...
From $816 per night (USD)
VRBO
From $427 per night (USD)
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 ...
From $427 per night (USD)
VRBO
From $741 per night (USD)
VRBO
Pool, Game Room, Movie Theater, Private Dock
Bedrooms:
5
Bathrooms:
4
Sleeps:
16
Escape to this serene Candlewood Lake home, available exclusively for mid-term rentals. This lakefront retreat features ...
From $741 per night (USD)
VRBO
From $978 per night (USD)
Expedia
Secluded Architectural gem in the heart of Roxbury - Modern, Chic & Dreamy Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Architectural Luxury Retreat in Roxbury — Designer Berm Home on 8 Secluded Acres with Heated Pool & Garden Oasis Tucked ...
From $978 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Cozy barn apartment in country setting in charming Litchfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
You will feel right at home in this bright and cozy guesthouse barn apartment. Bucolic setting with small country kitch ...
From $302 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy a peaceful stay at this 4-bedroom house in Litchfield. The bedrooms feature 3 queen beds and 1 twin bed, perfect f ...
From $341 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Charming 2-bedroom apartment in the center of historic Litchfield
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unique two bedroom, second-story apartment in gorgeous Litchfield town center. Enjoy an easy stroll from your apartment ...
From $206 per night (USD)
VRBO
From $806 per night (USD)
VRBO
Hilltop Hideaway • Hot Tub, Views & Nature Trails
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Escape to the Berkshires and discover Hilltop Hideaway, a spacious 4-bedroom guesthouse perched atop a scenic hill in So ...
From $806 per night (USD)
VRBO
From $649 per night (USD)
VRBO
Copper Kettle Farm - newly renovated farmhouse with spectacular views
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Welcome to Copper Kettle Farm in southern Berkshire County, Massachusetts. This newly renovated farmhouse is designed fo ...
From $649 per night (USD)
VRBO
From $688 per night (USD)
Expedia
Relaxing Getaway by Lake Waramaug
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience your own 5-acre oasis of tranquility and country charm. Our 4 bedroom, 3.5-bathroom (2 en-suite) home feature ...
From $688 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Cozy cottage with AC and lake access in charming Connecticut suburb.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Watertown, enjoy what this 2-bedroom recently recottage has to offer. With 2 queen beds and a cozy living roo ...
From $191 per night (USD)
VRBO
From $307 per night (USD)
VRBO
2-bedroom 2nd floor suite in Kent with pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Discover this charming 2-bedroom gem in Kent. This terrific suite features 1 king bed, 1 queen bed, and 1 sofa bed, perf ...
From $307 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Cozy Guest House on 15 Acres
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to our charming guest house nestled on 15 acres of beautiful land. Our cozy retreat features two bedrooms, a larg ...
From $259 per night (USD)
VRBO
From $709 per night (USD)
VRBO
Longpond Farm House and Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Longpond Cellars & Farms Main First Floor and Loft are 2 separate apartments in one building. The Main floor h ...
From $709 per night (USD)
VRBO
From $455 per night (USD)
VRBO
Cottage in the woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Our Cottage in the woods has spectacular views into the forest, with a short walk to the lake side of Longpond. ...
From $455 per night (USD)
VRBO
From $1457 per night (USD)
VRBO
Longpond Cellars and Farms 40Acre Estate
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Longpond Cellars and Farms is a perfect place for an extended family or small group stay. Set on 40 acres of r ...
From $1457 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Charming 3-bedroom cabin with WiFi, AC in lovely Litchfield
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautifully renovated 3-bedroom, 2-bathroom cabin is just 5 minutes from charming Litchfield, Connecticut, offering ...
From $304 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Private Classy 2nd Flr 3 Bed Apt Near Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to this cozy, beautifully restored apartment that blends vintage charm with modern artistic touches. Enjoy handc ...
From $195 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Haus Oak Haus, a cozy cabin-style retreat in Torrington, CT. Just under a mile from historic downtown, this m ...
From $189 per night (USD)
VRBO
From $312 per night (USD)
VRBO
2 Mi to Town: Home w/ Patio & Yard in Waterbury!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet Neighborhood | Furnished Elegant Sunroom | Outdoor Entertainment Space Whether you’re in town to visit loved ones ...
From $312 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Charming Historic Farmhouse in Northwest Connecticut
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy a charming getaway in this historic New England home built in 1767. Nestled on 30 wooded acres with private hiking ...
From $294 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Cabin w/ fire pit, close to Ski Catamount, Butternut Ski, Great Barrington
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hillside Haus is a modern chalet on 4 private wooded acres close to Catamount Mountain & Ski Butternut. Enjoy soaring ce ...
From $313 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Lakeville Lodge with Private Pool – Walkable to Lake, Restaurants, & Salisbury!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Lakeville Lodge – a rare-find Connecticut retreat for families & couples conveniently nestled in the foothill ...
From $469 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Charming Country Home in Sharon, CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Convenience at it's best in this cozy home in the Litchfield Hills - directly next to Sharon Hospital and a 5-minute wal ...
From $107 per night (USD)
Expedia
From $1073 per night (USD)
VRBO
Lakefront Escape on Highland
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Make unforgettable memories at this one-of-a-kind, family-friendly lakehouse. Set on a private shoreline, it offers the ...
From $1073 per night (USD)
VRBO

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Litchfield Area Rentals

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Results: 363 Rentals