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Search results; Over 1,000 homes in Sag Harbor

Guest favorite
This Sag Harbor guesthouse puts you a walk from a sandy bay beach
1 bedroom, 1 bed, 1 shared bath
Sep 1 – 6
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4.89 out of 5 average rating, 84 reviews
Top guest favorite
Private room
Wake to coffee in this Buckminster Fuller dome home’s loft in Wainscott
4.96 out of 5 average rating, 257 reviews, 2 beds, 1 bath
Aug 30 – Sep 4
Guest favorite
This Wainscott home backs up to a nature preserve, with a pool and hot tub for you
4.91 out of 5 average rating, 201 reviews, 3 bedrooms, 4 beds, 2.5 baths
Sep 2 – 7
Guest favorite
This Sag Harbor home gives you a saltwater pool, fire pit, and a 5-minute walk to the beach
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 5 beds, 3 baths
Sep 27 – Oct 2
Top guest favorite
This renovated Sag Harbor apartment puts you a 4-minute walk from Main Street
4.98 out of 5 average rating, 237 reviews, 1 bedroom, 2 beds, 1 bath
Sep 6 – 11
Guest favorite
This Wainscott home gives you a saltwater pool and hot tub on a private half-acre
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 3 baths
Sep 14 – 19
Guest favorite
Private room
This historic 1790 Sag Harbor home gives you a private room a 3-minute walk to Main Street
4.9 out of 5 average rating, 69 reviews, 1 king bed, 2 baths
Aug 16 – 21
Top guest favorite
This Wainscott home gives you a heated pool, fire pit, and gourmet kitchen
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 1.5 baths
Sep 8 – 13
Top guest favorite
This Sag Harbor apartment gives you a private entrance, shared pool, and hammock
4.94 out of 5 average rating, 155 reviews, 1 bedroom, 1 bed, 1 bath
Feb 1 – 6
Top guest favorite
This waterfront Sag Harbor cottage gives you direct bay access and designer interiors
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 8 – 13
Guest favorite
This Wainscott house gives you a pool, outdoor fireplace, and 4 private acres
4.94 out of 5 average rating, 49 reviews, 4 bedrooms, 5 beds, 2.5 baths
Sep 13 – 18
Guest favorite
This Sag Harbor beach cottage puts you a 3-minute walk from Circle Beach
4.96 out of 5 average rating, 48 reviews, 1 bedroom, 1 bed, 1 bath
Aug 31 – Sep 5
Top guest favorite
This midcentury Suffolk County cottage gives you bay access and a Pilates gym
5.0 out of 5 average rating, 68 reviews, 2 bedrooms, 4 beds, 1 bath
Sep 20 – 25
Guest favorite
This Wainscott cottage gives you sunset farmland views and a deck for dinner at dusk
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 31 – Sep 5
This sun-filled North Haven house gives you a heated pool, spa, and fire pit
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 3 baths
Aug 12 – 17
Top guest favorite
Bed and breakfast
Look out over the bay from this beachfront Sag Harbor B&B room
5.0 out of 5 average rating, 36 reviews, 1 bed, 1 bath
Sep 13 – 18
Guest favorite
This Sag Harbor house gives you a fire pit, outdoor kitchen, and private backyard
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 21 – 26
This modern Sag Harbor house gives you over 2 acres and an outdoor fireplace
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2.5 baths
Sep 12 – 19
Top guest favorite
This contemporary Bridgehampton house gives you a heated pool and screened porch
4.94 out of 5 average rating, 332 reviews, 5 bedrooms, 7 beds, 4 baths
Aug 12 – 17