Wainscott Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Wainscott holiday rentals

Living area

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is HK$11,649
HK$15,064 total
includes taxes & fees
26 Jan - 27 Jan
Cozy 5 Bedroom With Wi-fi And Air Condition
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,284 reviews)
"We had a great stay at the Montauk Manor to celebrate my birthday. The room was nice, really comfortable bed and loved the kitchenette. The best part was the view of the sunset in the evening. We enjoyed the restaurant on site as well, Monte’s at the Manor. The heated indoor pool and jacuzzi were perfect, especially due to the cold weather outside. Definitely will return!"
United States
Christine
The price is HK$1,081
HK$1,387 total
includes taxes & fees
4 Feb - 5 Feb
Montauk Manor
Smart TV

Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$429
HK$3,519 total
includes taxes & fees
29 Jan - 30 Jan
Seabreeze #3: Cozy Cottage by the beach
Smart TV, fireplace, ping pong, books

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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 HK$32,687
HK$57,682 total
includes taxes & fees
26 Jan - 27 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Outdoor dining

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (23 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$772
HK$10,422 total
includes taxes & fees
26 Jan - 27 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Fridge, microwave, oven, stovetop

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
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 HK$772
HK$7,625 total
includes taxes & fees
8 Feb - 9 Feb
Blackberry: Private home with jacuzzi year-round
Terrace/patio

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is HK$1,170
HK$9,924 total
includes taxes & fees
26 Jan - 27 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
TV, fireplace, stereo, offices

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is HK$1,092
HK$4,944 total
includes taxes & fees
1 Feb - 2 Feb
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$928
HK$1,568 total
includes taxes & fees
26 Jan - 27 Jan
American Beech in Greenport - Petite King Room 7
Smart TV, books

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is HK$2,027
HK$4,401 total
includes taxes & fees
27 Jan - 28 Jan
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Pool

Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids

Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
The price is HK$1,092
HK$5,369 total
includes taxes & fees
1 Feb - 2 Feb
Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids
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 HK$35,087
HK$49,030 total
includes taxes & fees
27 Jan - 28 Jan
Sag Harbor Water View w Dock 1.5ml from town
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 HK$31,188
HK$49,360 total
includes taxes & fees
28 Jan - 29 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$585
HK$3,741 total
includes taxes & fees
3 Feb - 4 Feb
Seabreeze #4: Charming Cottage Footsteps to the Beach
Private kitchen

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$9,351
HK$11,325 total
includes taxes & fees
31 Jan - 1 Feb
Canoe Place Waterfront Residences
On the beach, sun-loungers, beach towels

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
Laurel
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,339
HK$6,619 total
includes taxes & fees
16 Feb - 17 Feb
Beach cottage, private road, private beach, private mooring, private parking.
WiFi

White Studio Apt w/ Balcony, Tub & Ocean view!

White Studio Apt w/ Balcony, Tub & Ocean view!
Napeague
8.0 out of 10, Very good, (1 review)
The price is HK$3,431
HK$6,548 total
includes taxes & fees
28 Jan - 29 Jan
White Studio Apt w/ Balcony, Tub & Ocean view!
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 HK$8,896
HK$12,374 total
includes taxes & fees
26 Jan - 27 Jan
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
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 HK$2,035
HK$4,427 total
includes taxes & fees
26 Jan - 27 Jan
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

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Room was great. Clean and comfortable. Glad I found this place and will be back. "
jason 1-night trip
Posted 3 days ago
The Shoals Suites and Slips

Find out more about Wainscott

Search for holiday rentals in Wainscott on Expedia! You can easily find your home rentals, villas, holiday apartments in Wainscott using one of the methods below:

  • View our selection of featured holiday rentals in Wainscott
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Look no further and take a look at our great range of rental properties in Wainscott!

Frequently asked questions

Can I find holiday rentals in Wainscott?

Yes, there are holiday rentals close to the most popular sights in Wainscott, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Wainscott. Make sure you have time to check out the bars and coffee shops during your trip.

What are some of the best holiday rentals that Wainscott has to offer?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This holiday home rental outside of Wainscott offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Wainscott?

Expedia has 38 holiday rentals for your stay in Wainscott.

What can I see and do in Wainscott?

Explore the area and family-friendly sights such as Railroad Museum of Long Island, or get out into nature at a spot like The Hamptons Beaches. In the wider area, you’ll find Georgica Beach and Wolffer Estates Vineyard.

What are holiday rentals like in Wainscott?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wainscott. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.