
Holiday rentals 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

Home in Fairfield
4.96 out of 5 average rating, 28 reviewsOnce a Pond - time and stress slow down.
Top guest favourite

Guest suite in Weston
5 out of 5 average rating, 43 reviewsAugust Dates Open! Private Suite 5 Min to Westport
Top guest favourite

Guest house in South Salem
4.94 out of 5 average rating, 287 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Guest favourite

Home in New Fairfield
4.97 out of 5 average rating, 76 reviewsHilltop Retreat- Lakefront with Dock
Guest favourite

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

Home in Newtown
4.99 out of 5 average rating, 98 reviewsComfortable home away from home- near everything
Top guest favourite

Guest house in Bedford Hills
5 out of 5 average rating, 50 reviewsThe Perch, a luxe cottage with pool 1h from NYC
Guest favourite

Guest house in Redding
4.93 out of 5 average rating, 57 reviewsThe Cottage in Redding
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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- Philadelphia Holiday rentals
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- South Jersey Holiday rentals
- Washington Holiday rentals
- Rentals with an EV charger Fairfield County
- Fitness-friendly rentals Fairfield County
- Rentals with pools Fairfield County
- Rentals with a patio Fairfield County
- Guest house rentals Fairfield County
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- Rentals with a fireplace Fairfield County
- Hotel rentals Fairfield County
- Flat rentals Fairfield County
- Family-friendly rentals Fairfield County
- Rentals with outdoor seating Fairfield County
- Bed and breakfasts Fairfield County
- Rentals with a washing machine and dryer Fairfield County
- Rentals with a firepit Fairfield County
- Waterfront rentals Fairfield County
- Villa rentals Fairfield County
- House rentals Fairfield County
- Rentals with breakfast Fairfield County
- Smoking-friendly rentals Fairfield County
- Cottage rentals Fairfield County
- Rentals with lake access Fairfield County
- Rentals with a hot tub Fairfield County
- Cabin rentals Fairfield County
- Rentals with a kayak Fairfield County
- Rentals with a cinema Fairfield County
- Apartment rentals Fairfield County
- Beachfront rentals Fairfield County
- Family-friendly rentals Fairfield County
- Rentals with beach access Fairfield County
- Pet-friendly rentals Fairfield County
- Farm stay 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
- MetLife Stadium
- Rye Beach
- Citi Field
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art
- Rye Playland Beach
- Robert Moses State Park
- TPC River Highlands