
House holiday rentals in Litchfield County
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Top-rated house rentals in Litchfield County
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Holiday rentals for every style
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Popular amenities for house rentals in Litchfield County
House rentals with a pool

Private Hudson Valley Country Retreat

Zoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT

Litchfield Modern Farmhouse

Cozy private retreat

Country retreat on 4 private acres

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis

Woodland Country Retreat-Pool+FirePit-nearWineries
Weekly house rentals

Bantam Beauty: Surrounded By Nature!

Longpond Farm House and Loft

Hilltop Retreat- Lakefront with Dock

4 Bedroom Home Tucked Away in Litchfield Hills

Spacious Country Comfort

Soulful Hideaway w/ Lake Access & Nature Calm

The Main Farmhouse at Gray Rock Farm

The Doctor’s 1781 House on the Litchfield Green
Private house rentals

Curated Contemporary for lakes, forest & ski hills

Lakefront Escape | Private Dock Hot Tub & Views

Waterfront oasis in heart of Berkshires

Peaceful Lakefront Oasis in Litchfield County

Gunn Brook Mountain House

Private Woodland Sanctuary—3 mins to a lake beach!

Berkshires Black Abbey

Lake Country Farmhouse
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- Cabin rentals Litchfield County
- Rentals with a kayak Litchfield County
- Rentals with outdoor seating Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with lake access Litchfield County
- Rentals with breakfast Litchfield County
- Bed and breakfasts Litchfield County
- Beachfront rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with a patio Litchfield County
- Guest house rentals Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Cottage rentals Litchfield County
- Rentals with beach access Litchfield County
- Private suite rentals Litchfield County
- Rentals with a firepit Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Farm stay rentals Litchfield County
- Family-friendly rentals Litchfield County
- Rentals with pools Litchfield County
- House rentals Connecticut
- House rentals United States
- Yale University
- Fairfield Beach
- Six Flags New England
- Walnut Public Beach
- Thunder Ridge Ski Area
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Woodmont Beach
- Jennings Beach
- Bash Bish Falls State Park
- Wildemere Beach
- Seaside Beach
- Hudson Highlands State Park
- Sherwood Island State Park
- Bushnell Park
- Bayview Beach
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Fort Trumbull Beach
- Calf Pasture Beach
- Wintonbury Hills Golf Course
- Norman Rockwell Museum