Litchfield Area Rentals
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 $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)Expedia
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)Expedia
From $195 per night (USD)VRBO
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)VRBO
From $189 per night (USD)Expedia
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)Expedia
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)Expedia
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)Expedia
From $107 per night (USD)VRBO
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)VRBO
From $1073 per night (USD)Expedia
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)Expedia