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Search results; Over 1,000 homes in Sag Harbor

Top guest favourite
Flat in Sag Harbor
Updated apartment in historic village home
1 bedroom, 2 beds, 1 private bathroom
4–9 Oct
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4.98 out of 5 average rating, 237 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, 260 reviews
Guest favourite
Room in Sag Harbor
Charming Sag Harbor Village Room
1 king bed, 2 bathrooms
8–13 Sept
4.9 out of 5 average rating, 70 reviews
Home in Sag Harbor
Striking Waterfront 3 Bedroom on Sag Harbor Cove
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
New place to stay
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
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
Room in Southampton
Southampton Splash House
1 king bed, 1 bathroom
21–26 Aug
New place to stay
Top guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century Retreat
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 81 reviews
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, 199 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
Home in Southampton
Charming House In The Village
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Sag Harbor
Sag Harbor Village 3 Bedroom Gem
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Wainscott
Charming Wainscott Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Village Waterfront Cottage
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.91 out of 5 average rating, 11 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
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
Top guest favourite
Home in Sag Harbor
Sag Harbor Summer House
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 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
Flat in Sag Harbor
Sag Harbor Village water view
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
New place to stay