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Holiday Rentals near Duck Walk Vineyards

231 Montauk Hwy, Water Mill, Southampton, New York 11976-2639
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    Travellers to Water Mill are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 46 Rentals in Water Mill
    Waterfront Southampton Gem!  Sailboat On Grounds - Travertine patio and Hot Tub1 / 10
    (1)Very good
    0.6 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    1.0 miles from Duck Walk Vineyards
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2.8 miles from Duck Walk Vineyards
    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    1.9 miles from Duck Walk Vineyards
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the expansive deck with heated pool. The open floor plan makes this home perfect for entertaining. This home is situated on .75 of an acre of property that backs up to a private...
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    Water Mill, Southampton
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    2.8 miles from Duck Walk Vineyards
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Comfortable, clean & modern house with 2 bedrooms and 2 bathrooms. Recent renovation includes new central AC system. New deck. Wide-open acre with beautiful gardens. Near horse farms. Fabulous 20 x 50 salt water pool (heated). Gas BBQ. Expansive decks. Convenient location - close to towns of...
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    Water Mill, Southampton
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Hamptons Lofty Beach Barn - Pet Friendly1 / 29
    (2)Excellent
    1.5 miles from Duck Walk Vineyards
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 10 June 2019
    We have stayed at this property twice. It’s feels like our very own home away from home. We brought two sets of children here and enjoyed our own adult time while the kids...
    Reviewed 10 June 2019
    We booked this house for a family getaway. Amazing property. Very family friendly, plenty of space for the adults and kids to spread out. The house is very well decorated and...
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    About this property
    Lofty beach barn! decorated 3,000sf property with high-end furnishings and pool. Authentic Post and Beam Barn house located in the picturesque town of Water Mill in Southampton, NY. The area is home to the world famous Coopers Beach, Duck Walk Vineyard, Wolffer Estates, Hampton Classic, Water...
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    0.6 miles from Duck Walk Vineyards
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lower Seven Ponds Haven This charming Water Mill home has been remodeled from top to bottom, showcases a clean and crisp decor and is the ideal location for your next getaway to the Hamptons. The home features a spacious kitchen complete with high-end appliances, perfect for preparing meals. Off...
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    1.2 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer in this fully renovated family home, rich with Hamptons history, on a quiet cul-de-sac. This 3-bed, 3-bath home with sparkling full-sized pool was the first on the block, and still sits on 1 full acre of land. 1.1 miles from quaint downtown Southampton where you can enjoy morning espresso,...
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3.0 miles from Duck Walk Vineyards
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Grill
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    • Porch
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    Pet friendly
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    Smoking allowed
    About this property
    Classy 5000sf - Total Privacy - Close to all - Designed by Celeb Architect Description Elegantly furnished Hampton's Home in beautiful Water Mill designed by Celebrity Architect Bruce Nagel. Located in the heart of Southampton, minutes away from Southampton Village, Bridgehampton Sag Harbor....
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    Water Mill, Southampton
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
    2.9 miles from Duck Walk Vineyards
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're fleeing the city for the summer or simply looking for a peaceful Northeast getaway, this Southampton vacation rental is a quintessential family destination. Complete with 3 bedrooms and 3.5 baths, your crew can enjoy their desired privacy before coming together for fun poolside...
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Charming Water Mill Getaway1 / 15
    (17)Excellent
    1.0 miles from Duck Walk Vineyards
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Soak up the beautiful light of this peaceful natural setting. Great location.1 / 36
    (5)Excellent
    1.2 miles from Duck Walk Vineyards
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    2.9 miles from Duck Walk Vineyards
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.7 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.6 miles from Duck Walk Vineyards
    10 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    • Hot Tub
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    • DVD Player
    • Air Conditioning
    • Sauna
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    Water Mill, Southampton
    Holiday Rental House - 10 Bedrooms, 11 Bathrooms, Sleeps 22
    0.5 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.8 miles from Duck Walk Vineyards
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    0.8 miles from Duck Walk Vineyards
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    OVERSIZED BEACH HOUSES ON FIELDS OF GREEN1 / 41
    (12)Excellent
    2.2 miles from Duck Walk Vineyards
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Water Mill, Southampton
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    1.4 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Water Mill Heart of the Hamptons with Pool - 5 Minutes to Ocean Beaches1 / 12
    (1)Excellent
    2.1 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4.3 miles from Duck Walk Vineyards
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3.8 miles from Duck Walk Vineyards
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    Water Mill, Southampton
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    1.2 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    About this property
    Bike to the village and the beach from this relaxing and comfortable ranch retreat on almost a full acre. Three bedrooms and two full baths on the main floor, with finished basement and third full bathroom. Large chef’s kitchen with subzero refrigerator and enormous deck and backyard with heated...
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    0.3 miles from Duck Walk Vineyards
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    2.2 miles from Duck Walk Vineyards
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    0.2 miles from Duck Walk Vineyards
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    2.1 miles from Duck Walk Vineyards
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.4 miles from Duck Walk Vineyards
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.1 / 41
    (3)Very good
    4.7 miles from Duck Walk Vineyards
    7 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 7 Bedrooms, 10 Bathrooms, Sleeps 16
    New Listing: Sunset Bayview, Master Suite with Private Balcony, Private Gated Re1 / 50
    (2)Excellent
    4.0 miles from Duck Walk Vineyards
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    HAMPTONS PRIVATE BEACH GETAWAY.  400 ft walk to private beach + swimming area.1 / 15
    (3)Excellent
    4.6 miles from Duck Walk Vineyards
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Water Mill, Southampton
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.8 miles from Duck Walk Vineyards
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE OF THE GREAT PECONIC BAY, with 180 degree views. The newly renovated and newly furnished (indoor as well as out) with all white interior consists of an open kitchen, living and dining area which lead to french doors, opening out to the beachside stone...
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    Southampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.3 miles from Duck Walk Vineyards
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    About this property
    Mint-renovated and newly decorated Southampton Village home offers a sunny living room, eat-in chef's kitchen and four bedrooms with two baths. Subzero and Wolf appliances, Waterworks fixtures, Cararra marble throughout. Enjoy the summer in our fully-fenced backyard sitting by the heated Gunite...
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    Southampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    2.9 miles from Duck Walk Vineyards
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    This home is perfectly located in Southampton. It has 4 bedrooms and sleeps 10. If you have been wanting to visit the Hamptons this house is the perfect choice since it’s perfectly located in the heart of the Hamptons. Just a three minute drive to the village and 5 min drive to the famous Coopers...
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    Southampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    3.0 miles from Duck Walk Vineyards
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Southampton, Luxury 4 Bed 2 Bath home with pool, minutes to everything! New 25 x 50 Salt Generated Pool, no maintenance and much easier on the eyes! 3 Minutes to Private Beach! Free Parking, NO Beach Passes needed! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2.5 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    A double-height living room welcomes you to a warm and open space with a fireplace and floor to ceiling windows. The main level also features a den, renovated kitchen, dining room with beamed ceilings, and full bathroom. The second floor features a master suite as well as 2 guest bedrooms which...
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    Bridgehampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sprawling Southampton home with pool & jacuzzi room for entire family1 / 40
    (3)Excellent
    1.7 miles from Duck Walk Vineyards
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    Reviewed 28 June 2018
    This was everything we wanted. The space was big enough to fit my family of 6 and 3 guests very comfortably. We LOVED the pool area with the hot tub and pool house. We...
    Reviewed 10 July 2017
    Great location and close to town. Pool and Jacuzzi are beautiful. Would definitely recommend to anyone looking for a nice weekend out east.
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    About this property
    Beautiful Southampton home located in the heart of the Hamptons. Very private with a large pool and jacuzzi. Just a three minute drive to the village with all the wonderful restaurants, clubs and small beaches and town! Very private with a large pool and large Jacuzzi. The house sleeps 14 and...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    3.2 miles from Duck Walk Vineyards
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Housekeeping Included
    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre nature preserve on park-like grounds in Southampton. House is located steps to water (300 feet), bike ride along scenic roadway to private bay sunsets and only 4 miles from the world-class ocean beaches of...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
    2.1 miles from Duck Walk Vineyards
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your private Southampton retreat awaits at this charming home nestled in a lush, tree-lined garden. This 4-bed, 3-bath vacation rental is well-appointed with sleeping arrangements for 8, a private gunite pool, and an ornately designed landscape. As you lounge in this pristine, stylishly decorated,...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2.7 miles from Duck Walk Vineyards
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully updated and renovated condo in Southampton; Great location ! 15 Minute bike Ride to beaches ! Two miles into the village , bars and shops ; QUIET home! Downstairs features a spacious eat in kitchen; better than a hotel with everything the Hamptons has to offer just around the corner! We have...
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    Location Information
    Southampton, Hamptons
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    3.2 miles from Duck Walk Vineyards
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Terrace
    • Balcony
    • Parking
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly updated 4 bedroom 2 bathroom house in Sag Harbor ! Stroll to town, restaurants, shops, cafés, Washer/dryer, central heat/AC, wrap around deck, outdoor gas grill, new appliances, 2 queen beds 2 twin beds, high end linens towels ect, plenty of cooking/kitchen utensils, flat screen cable tv,...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.7 miles from Duck Walk Vineyards
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home is located on quiet road in Village of Southampton. A ten minute stroll to Main St. where there is wide choice of stores and restaurants. One mile from Ocean Beaches. The garden is gated and large and pool and deck wonderfully private. House design is open, tastefully furnished and well...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.9 miles from Duck Walk Vineyards
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other traveller has booked this property
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    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfectly located in the town of Southampton. The house is nestled in a quiet park-like setting with a private tree-lined yard. You will have all the privacy you want. Enjoy a beautiful built in pool with jacuzzi. The home is clean, stylishly decorated. This home is centrally located...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    2.5 miles from Duck Walk Vineyards
    4 Bedrooms, 10 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Patio
    • Children's Pool
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bishops Pond is a new high-end condo development in Southampton Village. The clubhouse offers a pool, fitness center, billiards, outdoor tennis court, and more. This beautiful and comfortable second floor level home located on the far south east corner of the development is exquisitely decorated,...
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    Location Information
    Southampton, Hamptons
    Holiday Rental House - 4 Bedrooms, 10 Bathrooms, Sleeps 8
    2.8 miles from Duck Walk Vineyards
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large open 2 story unit with all brand new appliances and brand new furniture throughout the condo with a brand new 60' flat screen TV. The condo comes with an extra large master bedroom, and beautiful walk in closet and a nice size master bathroom. The second bedroom comes with a beautiful full...
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    Location Information
    Southampton, Hamptons
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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