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Search results; Over 1,000 homes in Sag Harbor

Top guest favourite
Cottage in Sag Harbor
Charming Cottage in Historic Sag Harbor
1 bedroom, 1 bed, 1 private bathroom
7–12 Sept
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5.0 out of 5 average rating, 73 reviews
Top guest favourite
Room in Sag Harbor
Sag Harbor Home, Perfect for the Solo Traveler
2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 259 reviews
Guest favourite
Room in Sag Harbor
Charming Sag Harbor Village Room
1 king bed, 2 bathrooms
19–24 Aug
4.9 out of 5 average rating, 70 reviews
Top guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms, 3 queen beds, No bathroom
20–25 Sept
5.0 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Sag Harbor
Updated apartment in historic village home
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 237 reviews
Top guest favourite
Home in East Hampton
Bay Access Cottage + Pilates Gym
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 68 reviews
Guest favourite
Home in East Hampton
Wainscott Vacation Home
3 bedrooms, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 24 reviews
Home in East Hampton
Simple, Happy Place in East Hampton
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
New place to stay
Top guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 198 reviews
Top guest favourite
Room in Sag Harbor
Room 3, best view over the bay
1 bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Sag Harbor
Barefoot Bliss | Quiet Family Retreat Heated Pool
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
4.91 out of 5 average rating, 201 reviews
Top guest favourite
Room in Southampton
Private suite at Pine Springs, Southampton, NY
2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Wainscott
Charming Wainscott Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Mattituck
Modern farmhouse w/ pool, beach, horses and winery
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.93 out of 5 average rating, 134 reviews
Top guest favourite
Home in Sag Harbor
Blissful retreat in Sag Harbor
3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Flat in Sag Harbor
Sag Harbor Village water view
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
New place to stay
Top guest favourite
Room in Southampton
Private Hamptons Suite | 5 Min to U.S. Open
1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Southampton
Master Bedroom&Bath. Pond front. Heavenly Sunset
1 king bed, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Water Mill
Water Mill Retreat
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 12 reviews