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 cottage rentals in Long Island
Cottage rentals with a hot tub
Cottage in Ledyard
4.9 out of 5 average rating, 144 reviewsWaterfront cottage overhanging the water!
29 Jan – 5 Feb
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
17–24 Dec
Cottage in Port Jefferson
4.8 out of 5 average rating, 265 reviewsThe Hilltop Harborview
7–14 Jan
Cottage in Greenwood Lake
4.86 out of 5 average rating, 138 reviewsCozy Cottage | HotTub & Family Rm | 1H fr NYC
23 Feb – 2 Mar
Cottage in Highland Lakes
4.97 out of 5 average rating, 268 reviewsThe Mountaintop Lakehouse that Time Forgot.
19–26 Nov
Cottage in Southampton
4.85 out of 5 average rating, 13 reviewsSPA DEPARTURES NEAR THE SEA
6–13 Mar
Cottage in Bridgehampton
5.0 out of 5 average rating, 50 reviewsBridgehampton Cottage Close to Town, South of HWY
Cottage in Old Lyme
4.79 out of 5 average rating, 168 reviewsPrivate Beach Cottage
11–18 Aug
Pet-friendly cottage rentals
Cottage in Redding
4.93 out of 5 average rating, 232 reviewsCozy Cottage by the pond
6–13 Jun
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
6–13 Sept
Cottage in East Lyme
4.97 out of 5 average rating, 236 reviewsYour Nest Near The Beach
31 Aug – 7 Sept
Cottage in Monroe
5.0 out of 5 average rating, 129 reviewsCozy Lake Cabin
9–16 Oct
Cottage in Highlands
4.86 out of 5 average rating, 120 reviewsRomantic Escape With Private Beach by Oceanhomes
7–14 Mar
Cottage in Groton
4.99 out of 5 average rating, 150 reviewsMind Over Mystic Cottage
6–13 Sept
Cottage in Groton
4.95 out of 5 average rating, 273 reviewsRestored Historic Schoolhouse, Mystic River Views
12–19 Sept
Cottage in Montauk
4.91 out of 5 average rating, 141 reviewsMontauk Cottage Escape
3–10 Sept
Private cottage rentals
Cottage in Chester
4.98 out of 5 average rating, 229 reviewsUpdated cottage "Beriozka" on Cedar Lake
9–16 Dec
Cottage in Westhampton Beach
4.93 out of 5 average rating, 147 reviewsCool Tiny Cottage Artist Loft!
24–31 Mar
Cottage in South Kingstown
4.93 out of 5 average rating, 107 reviewsThe Snug Cottage: Walk to Water-Newly Renovated
9–16 Sept
Cottage in West Milford
4.98 out of 5 average rating, 280 reviewsLakefront Getaway : Mountain & Lake views
1–8 Aug
Cottage in Riverhead
4.85 out of 5 average rating, 130 reviewsAffordable Wine Country Cozy Cottage
16–23 Jul
Cottage in Kings Park
4.78 out of 5 average rating, 145 reviewsCozy Riverside Cottage
23–30 Jun
Cottage in Montauk
4.87 out of 5 average rating, 217 reviewsWaterfront Cottage, Fort Pond MTK
1–8 Feb
Cottage in Miller Place
4.98 out of 5 average rating, 85 reviewsCozy Country Cottage #4
2–9 Nov
Destinations to explore
- New City Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- New Haven Holiday rentals
- Jersey Shore Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
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