
Holiday rentals in Litchfield County
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Top-rated holiday rentals in Litchfield County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Litchfield County holiday rentals
Other great holiday rentals in Litchfield County
Guest favourite

Home in Warren
5 out of 5 average rating, 17 reviewsMagical Woodland Getaway
Top guest favourite

Guest suite in Plymouth
4.93 out of 5 average rating, 61 reviewsSecluded | Cozy | Nature
Top guest favourite

Guest suite in Watertown
5 out of 5 average rating, 74 reviewsPrivate King suite w/ separate entry-Walk to Taft!
Top guest favourite

Home in Washington
4.96 out of 5 average rating, 56 reviewsLake View Cottage
Top guest favourite

Home in Litchfield
5 out of 5 average rating, 37 reviewsSpacious Country Comfort
Superhost

Home in Litchfield
4.89 out of 5 average rating, 55 reviewsWoodland Country Retreat-Pool+FirePit-nearWineries
Guest favourite

Home in Litchfield
5 out of 5 average rating, 51 reviewsThe Main Farmhouse at Gray Rock Farm
Top guest favourite

Home in Warren
4.97 out of 5 average rating, 31 reviewsFarm Valley Cottage + 60 ft Pool
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
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- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Rentals with a kayak Litchfield County
- Cabin rentals Litchfield County
- Rentals with breakfast Litchfield County
- Rentals with pools Litchfield County
- Rentals with outdoor seating Litchfield County
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- Pet-friendly rentals Litchfield County
- Rentals with lake access Litchfield County
- Family-friendly rentals Litchfield County
- Bed and breakfasts Litchfield County
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- Rentals with a patio Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with a firepit Litchfield County
- Farm stay rentals Litchfield County
- House rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Family-friendly rentals 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
- Seaside Beach
- Sherwood Island State Park
- Calf Pasture Beach
- Brownstone Adventure Sports Park
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Wildemere Beach
- Kent Falls State Park
- Norman Rockwell Museum
- Catamount Mountain Ski Resort
- Bayview Beach
- Anchor Beach