
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
Get the amount of space that is right for you
Popular amenities for house rentals in Litchfield County
House rentals with a pool

Private Hudson Valley Country Retreat

Garden Level Suite with Beautiful Pool

Zoom In Lux 5*Washington "Calhoun 4BR" PoshPadsCT

Private apartment

Bright Mid-Century Modern Retreat-90 min from NYC

Country retreat on 4 private acres

Lakeview Expanse

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Weekly house rentals

Bantam Beauty: Surrounded By Nature!

Gunn Brook Mountain House

The Art House: 5-Acre Getaway w/ AC & Firepit

Litchfield country escape

Lake Country Farmhouse

4 Bedroom Home Tucked Away in Litchfield Hills

"Tranquil Litchfield Retreat"

Historic Charm
Private house rentals

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski

Lakefront Escape | Private Dock Hot Tub & Views

Lakeview Estate - Chef's Kitchen - NYC Getaway

Cheerful 2-bedroom house porch and fireplace

Hilltop Retreat- Lakefront with Dock

Charming Home in Litchfield County on a MAIN ROAD!

Jim & Pat’s Litchfield Hills Hideaway on 3 acres

Serenity in the Roxbury Woods!
Destinations to explore
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- The Hamptons Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Boston Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Rentals with breakfast Litchfield County
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- Rentals with beach access Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with pools Litchfield County
- Family-friendly rentals Litchfield County
- Farm stay rentals Litchfield County
- Family-friendly rentals Litchfield County
- Cottage rentals Litchfield County
- Rentals with a firepit Litchfield County
- Pet-friendly rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with outdoor seating Litchfield County
- Beachfront rentals Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with lake access Litchfield County
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- Fairfield Beach
- Yale University
- Six Flags New England
- TPC River Highlands
- Walnut Public Beach
- Woodmont Beach
- Jennings Beach
- Thunder Ridge Ski Area
- Taconic State Park
- Silver Sands Beach
- Bushnell Park
- Calf Pasture Beach
- Seaside Beach
- Sherwood Island State Park
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Wildemere Beach
- Bayview Beach
- Anchor Beach
- Norman Rockwell Museum