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

Home in Woodstock
4.97 out of 5 average rating, 34 reviewsSerene Lakefront Retreat
Guest favourite

Flat in Woodstock
5 out of 5 average rating, 10 reviewsQuiet Corner Studio
Guest favourite

Flat in Ashford
4.96 out of 5 average rating, 180 reviewsOn The Run Farm
Guest favourite

Flat in Mansfield
4.97 out of 5 average rating, 302 reviewsGreen Energy Ecohaven
Top guest favourite

Home in Hampton
5 out of 5 average rating, 35 reviewsConnecticut Country Escape
Guest favourite

Flat in Woodstock
4.88 out of 5 average rating, 49 reviewsWoodstock Red Barn | Private Apt in Idyllic Town
Top guest favourite

Guest house in Brooklyn
5 out of 5 average rating, 13 reviewsHistoric Railroad Caboose - Unique CT Farm Escape
Guest favourite

Home in Killingly
4.93 out of 5 average rating, 46 reviews3 bedroom cottage on Beautiful Alexander's Lake
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Mount Pocono Holiday rentals
- Flat rentals Windham County
- Rentals with pools Windham County
- Rentals with a firepit Windham County
- Rentals with a washing machine and dryer Windham County
- Rentals with a fireplace Windham County
- Rentals with lake access Windham County
- Rentals with a kayak Windham County
- Waterfront rentals Windham County
- House rentals Windham County
- Family-friendly rentals Windham County
- Family-friendly rentals Windham County
- Pet-friendly rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with a patio Windham County
- Rentals with breakfast Windham County
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- Ocean Beach Park
- Brown University
- Giants Neck Beach
- Clinton Town Beach
- Fenway Beach
- East Beach
- Goddard Memorial State Park
- Mount Southington Ski Area
- Walnut Hill Park
- Shuttle Meadow Country Club
- Dinosaur State Park
- West Wharf
- TPC River Highlands
- Brownstone Adventure Sports Park
- Circle Beach
- Surf Club
- Hammonasset Beach State Park
- Chalker Beach
- Truman Beach
- West Beach
- Plum Bank Beach
- Cove Beach
- Coral Sands Beach
- Stannard Beach