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Results: 322 Rentals

  • Hamptons home with heated pool.
    From $955 per night (USD)

    VRBO

    Hamptons home with heated pool.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    A contemporary house set on 1.2 acres and located a 12 min drive to Sag Harbor and Southampton Villages. Amenities inclu ...

    From $955 per night (USD)

    VRBO

    Details
  • Southampton House Heated Pool
    From $805 per night (USD)

    VRBO

    Southampton House Heated Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Just minutes from Southampton Village, Sag Harbor, Water Mill, Long Beach and more. Heated pool and 3 outdoor living spa ...

    From $805 per night (USD)

    VRBO

    Details
  • Equidistant between Sag Harbor and Bridgehampton
    From $2826 per night (USD)

    VRBO

    Equidistant between Sag Harbor and Bridgehampton

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful light filled Hamptons retreat. Chef’s kitchen and large great room make this an easy summer home for entertain ...

    From $2826 per night (USD)

    VRBO

    Details
  • Gorgeous Four Bedroom Home in Sag Harbor with Pool\/water access
    From $1150 per night (USD)

    VRBO

    Gorgeous Four Bedroom Home in Sag Harbor with Pool\/water access

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Beautiful, recently renovated home with tons of natural light, heated pool and water access to Peconic Bay at the end of ...

    From $1150 per night (USD)

    VRBO

    Details
  • New house with Tennis, basketball, GYM, heated pool and Spa
    From $7233 per night (USD)

    VRBO

    New house with Tennis, basketball, GYM, heated pool and Spa

    Bedrooms:
    8
    Bathrooms:
    7
    Sleeps:
    17

    Secluded luxury newly constructed house nested atop a knoll in a 5.2 acres wooded area perfectly located between Sag Har ...

    From $7233 per night (USD)

    VRBO

    Details
  • Beautifully renovated historic home in Sag Harbor Village.  Walk to Everything.
    Click For Pricing

    Expedia

    Beautifully renovated historic home in Sag Harbor Village. Walk to Everything.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Beautifully restored home in the heart of Sag Harbor Village. Steps from Main Street restaurants, shops, and marinas. ...

    Click For Pricing

    Expedia

    Details
  • Waterfront 2BR Rare Village Rooftop Penthouse
    From $342 per night (USD)

    VRBO

    Waterfront 2BR Rare Village Rooftop Penthouse

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Never-lived-in, 2 BR 3 Bath waterfront, rooftop Penthouse condo with huge 600 sq ft deck in the heart of the village! En ...

    From $342 per night (USD)

    VRBO

    Details
  • Brand New 2Br Sag Harbor Townhouse
    From $242 per night (USD)

    VRBO

    Brand New 2Br Sag Harbor Townhouse

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy a stylish experience at this centrally-located townhome. Right in the heart of downtown Sag Harbor within walking ...

    From $242 per night (USD)

    VRBO

    Details
  • Water Mill Hilltop with pool and tennis
    From $2029 per night (USD)

    VRBO

    Water Mill Hilltop with pool and tennis

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    12

    This spacious two-story traditional is located privately and secluded on a landscaped 2.10-acre property in Water Mill. ...

    From $2029 per night (USD)

    VRBO

    Details
  • Sag Harbor Village Fully Updated Historic Home
    From $1542 per night (USD)

    VRBO

    Sag Harbor Village Fully Updated Historic Home

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully updated historic home ideally located in the Village of Sag Harbor with a five minute walk to downtown shops ...

    From $1542 per night (USD)

    VRBO

    Details
  • Modern Designer Home - 1 mile to Sag Harbor Town\n
    From $2185 per night (USD)

    VRBO

    Modern Designer Home - 1 mile to Sag Harbor Town\n

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Newly built and completely designed. This home is a true oasis in the perfect location just one mile to Sag Harbor Town. ...

    From $2185 per night (USD)

    VRBO

    Details
  • PERFECT COTTAGE WITH POOL IN SAG HARBOR VILLAGE
    From $660 per night (USD)

    VRBO

    PERFECT COTTAGE WITH POOL IN SAG HARBOR VILLAGE

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Well-designed and appointed. Tasteful. This 3 bedroom, 3 bath house is pristine and perfect in the village of Sag Harbor ...

    From $660 per night (USD)

    VRBO

    Details
  • Modern Southampton \/ Watermill Home
    From $2628 per night (USD)

    VRBO

    Modern Southampton \/ Watermill Home

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    8

    Centrally located between Southampton and Sag Harbor villages and close to bay beaches, this recently completed modern a ...

    From $2628 per night (USD)

    VRBO

    Details
  • Room3 best  waterfront view +bikes+kayaks
    From $169 per night (USD)

    VRBO

    Room3 best waterfront view +bikes+kayaks

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming room with shared bath in the heart of the historic village. Free bikes and kayaks and a healthy breakfast. The ...

    From $169 per night (USD)

    VRBO

    Details
  • sunset bikes and kayaks in the village
    From $190 per night (USD)

    VRBO

    sunset bikes and kayaks in the village

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming location within walking distance of the shops and restaurants. Helpful hosts with local knowledge. Your host, t ...

    From $190 per night (USD)

    VRBO

    Details
  • Room 1 queen bed on waterfront + bikes and kayaks
    From $164 per night (USD)

    VRBO

    Room 1 queen bed on waterfront + bikes and kayaks

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Historic waterfront home in historic Sag Harbor. Walking distance to restaurants and shops. free Bikes and kayaks. Large ...

    From $164 per night (USD)

    VRBO

    Details
  • Large Room w use of pool\/tennis in Spacious home
    From $787 per night (USD)

    VRBO

    Large Room w use of pool\/tennis in Spacious home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This spacious contemporary home is comfortable and fun. Your bedroom is large and has a bathroom. The house has a grea ...

    From $787 per night (USD)

    VRBO

    Details
  • BRAND NEW Modern 4 BR\/3BA w\/pool in waterfront community.
    From $940 per night (USD)

    VRBO

    BRAND NEW Modern 4 BR\/3BA w\/pool in waterfront community.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This home boasts a stunning chef's kitchen complete with stainless appliances, marble counter-tops, and a large island w ...

    From $940 per night (USD)

    VRBO

    Details
  • Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass!
    From $1011 per night (USD)

    VRBO

    Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    ​The house has four bedrooms -- two large bedrooms each with king beds, and two standard bedrooms, one with two twins, a ...

    From $1011 per night (USD)

    VRBO

    Details
  • Sun-filled 3-bedroom in a quiet setting
    From $508 per night (USD)

    VRBO

    Sun-filled 3-bedroom in a quiet setting

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Our North Haven home is the perfect place to relax and unwind, or to take a break from the city and work from a quiet re ...

    From $508 per night (USD)

    VRBO

    Details
  • Sunny Sag Harbor Retreat with Pool
    Click For Pricing

    VRBO

    Sunny Sag Harbor Retreat with Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Relax in this charming, bright, well-equipped house just 1 mile from Sag Harbor Village and bay beaches and 5 miles from ...

    Click For Pricing

    VRBO

    Details
  • Brand New Luxury Modern Santuary in Sag Harbor with Pond Views
    From $1293 per night (USD)

    VRBO

    Brand New Luxury Modern Santuary in Sag Harbor with Pond Views

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Brand New Luxury Sanctuary in Sag Harbor, home to an Award winning Architect, this three story modern home, built in 201 ...

    From $1293 per night (USD)

    VRBO

    Details