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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

Our top choices for Wainscott vacation homes

Living area

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is AED 5,487
AED 7,163 total
includes taxes & fees
21 May - 22 May
Cozy 5 Bedroom With Wi-fi And Air Condition
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 768
AED 1,167 total
includes taxes & fees
21 May - 22 May
American Beech in Greenport - Petite King Room 7
Dining

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is AED 1,322
AED 2,589 total
includes taxes & fees
21 May - 22 May
Northfork Townhouse walk to all
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (16 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is AED 1,186
AED 5,357 total
includes taxes & fees
26 May - 27 May
Black Swan Beachfront Home with Jacuzzi year round
Smart TV, fireplace

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
Renovated Townhouse walk to all
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is AED 1,572
AED 5,156 total
includes taxes & fees
25 May - 26 May
BlackBerry Private home with jacuzzi yearlong
Terrace/patio

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (18 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is AED 1,837
AED 3,118 total
includes taxes & fees
1 Jun - 2 Jun
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Smart TV, fireplace, stereo

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
The price is AED 3,421
AED 6,385 total
includes taxes & fees
21 May - 22 May
Minutes from the beach, brand new 4 bedroom
Outdoor dining

Villa Luz Cozy Family Home with Jacuzzi year round

Villa Luz Cozy Family Home with Jacuzzi year round
Hampon Bays
9.6 out of 10, Exceptional, (24 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AED 1,183
AED 7,072 total
includes taxes & fees
21 May - 22 May
Villa Luz Cozy Family Home with Jacuzzi year round
Interior

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is AED 3,673
AED 4,792 total
includes taxes & fees
21 May - 22 May
Cozy Hamptons Escape 3BR Minutes From Beach!
4 bedrooms, free WiFi

Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (3 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveler
The price is AED 2,758
AED 4,939 total
includes taxes & fees
15 Jun - 16 Jun
Hamptons Tiana Bay Oasis
Smart TV, fireplace, table tennis, books

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AED 9,917
AED 16,534 total
includes taxes & fees
31 May - 1 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Smart TV, fireplace

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is AED 14,692
AED 23,940 total
includes taxes & fees
24 May - 25 May
Spacious 5-bedroom house with water views and 2 houses from the bay.
Interior

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is AED 16,529
AED 23,391 total
includes taxes & fees
27 May - 28 May
Sag Harbor Water View w Dock 1.5ml from town
Living area

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
The price is AED 4,049
AED 7,077 total
includes taxes & fees
21 May - 22 May
Minutes from the beach, brand new 3 bedroom
Property grounds

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is AED 7,764
AED 10,572 total
includes taxes & fees
21 May - 22 May
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Terrace/patio

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
The price is AED 14,056
AED 21,350 total
includes taxes & fees
27 May - 28 May
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Smart TV, fireplace

Chic Hamptons Home near beach!

Chic Hamptons Home near beach!
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful trip to Hamptons Bay and this house was a perfect fit for 2 families with kids ages 2-12. The house is beautifully updated, comfortable beds and very clean. The yard is great! Communication was great, my only suggestion is find out the WiFi ahead as our reception was very spotty without it. Great stay!"
United States
Sara D.
The price is AED 6,593
AED 9,929 total
includes taxes & fees
14 Jun - 15 Jun
Chic Hamptons Home near beach!
Interior

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is AED 14,325
AED 20,080 total
includes taxes & fees
15 Jun - 16 Jun
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Outdoor pool, a heated pool

Stunning House: Tennis & Pool in Southampton Estate section

Stunning House: Tennis & Pool in Southampton Estate section
Southampton
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and very hospitable owners. Would be happy to stay here again. Excellent for a large family. "
United States
Robert P.
The price is AED 12,856
AED 21,565 total
includes taxes & fees
31 May - 1 Jun
Stunning House: Tennis & Pool in Southampton Estate section
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wainscott Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Great view!"
Nicki 1-night trip
Posted 4 hours ago
Montauk Yacht Club