
Holiday houses in Fairfield County
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Top-rated holiday rentals in Fairfield 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 Fairfield County holiday rentals
Other great holiday rentals in Fairfield County
Guest favourite

Guest suite in Ridgefield
5 out of 5 average rating, 14 reviewsHeart Historic Ridgefield Studio w/ Kitchenette
Top Guest favourite

Home in Danbury
4.98 out of 5 average rating, 96 reviewsLakeview Estate - Chef's Kitchen - NYC Getaway
Top Guest favourite

Home in Westport
5 out of 5 average rating, 57 reviewsWestport Deco HAUS /5 min to Town /10 min to Beach
Superhost

Guesthouse in Pound Ridge
5 out of 5 average rating, 16 reviewsRenovated guesthouse on private 7 acre property
Top Guest favourite

Cabin in Easton
4.98 out of 5 average rating, 50 reviewsScandinavian designer 2 bed cabin in the woods
Top Guest favourite

Apartment in Fairfield
5 out of 5 average rating, 79 reviewsBright, private 1,000 sq. ft. 1-Bedroom Apartment
Top Guest favourite

Guesthouse in Newtown
4.98 out of 5 average rating, 65 reviewsGuest Suite at Wisteria Gardens
Top Guest favourite

Home in Trumbull
5 out of 5 average rating, 36 reviewsCozy, updated single family in Fairfield County
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
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- Boston Holiday rentals
- South Jersey Holiday rentals
- Washington Holiday rentals
- Rentals with a patio Fairfield County
- Rentals with lake access Fairfield County
- Cabin rentals Fairfield County
- Condo rentals Fairfield County
- Pet-friendly rentals Fairfield County
- Rentals with a home theatre Fairfield County
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- Villa rentals Fairfield County
- Smoking-friendly rentals Fairfield County
- Rentals with a kayak Fairfield County
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- Guesthouse rentals Fairfield County
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- Rentals with a fire pit Fairfield County
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- Farmstay rentals Fairfield County
- Rentals with outdoor seating Fairfield County
- Rentals with a hot tub Fairfield County
- Rentals with a fireplace Fairfield County
- House rentals Fairfield County
- Fitness-friendly rentals Fairfield County
- Rentals with pools Fairfield County
- Hotel rentals Fairfield County
- Bed and breakfasts Fairfield County
- Rentals with a washing machine and dryer Fairfield County
- Private suite rentals Fairfield County
- Rentals with breakfast Fairfield County
- Family-friendly rentals Fairfield County
- Rentals with an EV charger Fairfield County
- Beachfront rentals Fairfield County
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Rockefeller Center
- Bronx Zoo
- The Metropolitan Museum of Art
- Rye Playland Beach
- Robert Moses State Park
- TPC River Highlands