Cottage holiday rentals in Long Island
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Top-rated cottage rentals in Long Island
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island cottage rentals
Cottage rentals with a hot tub
Cottage in East Hampton
5 out of 5 average rating, 3 reviewsEast Hampton: Close to The Village and The Beach
Cottage in Greenwood Lake
4.85 out of 5 average rating, 176 reviewsCozy Cottage | HotTub & Family Rm | 1H fr NYC
Cottage in Southampton
4.96 out of 5 average rating, 175 reviewsSecluded Southampton Cottage w/Pool & Spa
Cottage in Amagansett
4.86 out of 5 average rating, 21 reviews4 Br Beach House; Short Walk to Beach!
Cottage in Highland Lakes
4.97 out of 5 average rating, 297 reviewsThe Mountaintop Lakehouse that Time Forgot.
Cottage in Bellport
4.93 out of 5 average rating, 27 reviewsRenovated Historic Cottage w/ Pool Bellport Vllage
Cottage in Bridgehampton
4.97 out of 5 average rating, 68 reviewsBridgehampton Cottage Close to Town, South of HWY
Cottage in Cold Spring
4.8 out of 5 average rating, 173 reviewsCozy Country Cottage Spa/Fireplace/Enclosed Yard
Pet-friendly cottage rentals
Cottage in Vernon Township
4.94 out of 5 average rating, 185 reviewsRustic Chic Lake view cottage 50 miles from NYC
Cottage in Shelter Island
4.96 out of 5 average rating, 103 reviews3 Bedroom Cottage Gem
Cottage in Guilford
4.93 out of 5 average rating, 263 reviewsCharm + location. Walk to beach, town, & harbor.
Cottage in Fairfield
4.97 out of 5 average rating, 119 reviewsCharming Fairfield Cottage By The Sea
Cottage in Montauk
4.92 out of 5 average rating, 156 reviewsMontauk Cottage Escape
Cottage in Southampton
4.97 out of 5 average rating, 119 reviewsCharming Southampton Light filled Cottage
Cottage in South Salem
4.95 out of 5 average rating, 214 reviewsPrivate cottage in horse country &1 hour from NYC!
Cottage in Philipstown
4.99 out of 5 average rating, 190 reviewsModern Country Cottage by Bear Mountain
Private cottage rentals
Cottage in Mohegan Lake
4.92 out of 5 average rating, 186 reviewsThe Pearl of Westchester
Cottage in East Hampton
4.9 out of 5 average rating, 133 reviewsEast Hampton Fisherman’s Cottage with Secret Room
Cottage in Brentwood
4.98 out of 5 average rating, 43 reviewsThe Comfy Cottage
Cottage in Calverton
4.98 out of 5 average rating, 103 reviewsRiverhead Farmhouse
Cottage in Weston
4.99 out of 5 average rating, 70 reviewsThe River Loft
Cottage in Remsenburg-Speonk
5 out of 5 average rating, 11 reviewsNewly built cottage near the bay and hamptons
Cottage in Middletown
4.94 out of 5 average rating, 128 reviewsCozy Cottage Retreat on North Jersey Shore
Cottage in Branford
4.99 out of 5 average rating, 138 reviewsShoreline Treasure in Lanphiers Cove
Destinations to explore
- Rentals with a home theatre Long Island
- Rentals with a fireplace Long Island
- Rentals with an accessible height bed Long Island
- Bed and breakfasts Long Island
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- Bungalow rentals Long Island
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- Serviced apartment rentals Long Island
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- Villa rentals Long Island
- Rentals with an EV charger Long Island
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- Rentals with lake access Long Island
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- Rentals with an accessible height toilet Long Island
- Luxury rentals Long Island
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- Things to do Long Island
- Art and culture Long Island
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- Nature and outdoors Long Island
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