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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Wainscott vacation homes

A kitchen with a central island, white cabinetry, and a brick accent wall.

1. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is ￥134,005
￥318,355 total
includes taxes & fees
Nov 11 - Nov 12
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

2. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is ￥44,905
￥88,029 total
includes taxes & fees
Nov 8 - Nov 9
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 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 ￥15,162
￥217,896 total
includes taxes & fees
Nov 8 - Nov 9
Year round Jacuzzi - Blackberry East Hampton Home
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

4. 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 ￥17,726
￥84,517 total
includes taxes & fees
Nov 2 - Nov 3
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

5. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is ￥82,626
￥170,905 total
includes taxes & fees
Nov 2 - Nov 3
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

6. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is ￥117,839
￥218,517 total
includes taxes & fees
Nov 3 - Nov 4
Spacious house in East Hampton with heated pool + WFH
A covered patio with outdoor furniture, a door, and a view of a residential area.

7. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is ￥13,471
￥36,273 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

8. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (51 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥14,968
￥38,162 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Vista
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

9. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is ￥70,902
￥158,411 total
includes taxes & fees
Nov 2 - Nov 3
Minutes from the beach, brand new 4 bedroom
A wooden house with a front porch, white railings, and a double door.

10. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is ￥336,832
￥437,117 total
includes taxes & fees
Nov 3 - Nov 4
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is ￥19,416
￥191,979 total
includes taxes & fees
Nov 8 - Nov 9
Beachfront Jacuzzi All Year - Black Swan Home
A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

12. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥30,724
￥67,503 total
includes taxes & fees
Nov 3 - Nov 4
Beach Block Hideaway
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

13. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥20,562
￥54,814 total
includes taxes & fees
Nov 2 - Nov 3
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A patio area with wicker chairs and a table, surrounded by gravel and plants.

14. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is ￥31,354
￥45,725 total
includes taxes & fees
Nov 3 - Nov 4
American Beech in Greenport - Petite King Room 7
A modern living room with a sofa, armchairs, a coffee table, and a TV.

15. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is ￥78,780
￥175,875 total
includes taxes & fees
Nov 2 - Nov 3
Minutes from the beach, brand new 3 bedroom
A hot tub with a checkered roof structure and surrounding greenery.

16. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ￥13,092
￥276,178 total
includes taxes & fees
Nov 3 - Nov 4
Jacuzzi year-round - Villa Luz Private Home
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

17. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is ￥141,662
￥219,813 total
includes taxes & fees
Nov 2 - Nov 3
Newly Renovated Pristine Southampton Colonial
A dining area with a round table and chairs, surrounded by bookshelves filled with books and decorative items.

18. 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, (16 reviews)
"A great place to stay in Southampton!"
United States
Sarah
The price is ￥336,139
￥431,411 total
includes taxes & fees
Nov 2 - Nov 3
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

19. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is ￥42,541
￥86,045 total
includes taxes & fees
Nov 3 - Nov 4
Immaculate Waterfront 2 bedroom!
A modern dining area with a wooden table, white chairs, and a chandelier.

20. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (8 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 ￥39,705
￥88,925 total
includes taxes & fees
Nov 10 - Nov 11
Northfork Townhouse walk to all
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 Blue Hotel

Montauk Blue Hotel

8/10 Good
"Hard to get to beach but understandable"
carol 1-night trip
Posted 19 hours ago
Montauk Blue Hotel

Find out more about Wainscott

Wainscott Vacation Homes information

Number of reviews
279
Accommodation
1132 Vacation Homes
Lowest Price
￥36,273
Highest Price
￥437,117