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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
27 Sept – 2 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, 258 reviews
Guest favourite
Room in Sag Harbor
Charming Sag Harbor Village Room
1 king bed, 2 bathrooms
17–22 Aug
4.9 out of 5 average rating, 69 reviews
Top guest favourite
Flat in Sag Harbor
PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
1 bedroom, 1 king bed, 1 bathroom
1–6 Feb
4.94 out of 5 average rating, 155 reviews
Top guest favourite
Room in Southampton
Top SINGLE Quaint Room Southampton Village
2 single beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 140 reviews
Top guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms, 3 queen beds, No bathroom
6–11 Sept
5.0 out of 5 average rating, 98 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, 196 reviews
Guest favourite
Home in East Hampton
¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 49 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 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
Place to stay in Shelter Island
Casual Island Getaway - Walk to the Beach
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 149 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
Flat in Sagaponack
Hamptons Elegant and Comfortable Apartment
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 93 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
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, 5 reviews
Top guest favourite
Room in Southampton
Perfect in SH ~ Private Room Near Village Center
1 queen bed, 1.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 175 reviews
Guest favourite
Cottage in Sag Harbor
Sag Harbor Retreat
2 bedrooms, 4 single beds, 1 bathroom
7–12 Sept
4.84 out of 5 average rating, 82 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, 25 reviews
Top guest favourite
Cottage in Sag Harbor
Hamptons Waterfront Getaway – Stylish & Serene
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 18 reviews