Wainscott Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wainscott vacation rentals

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ¥232,616
¥300,808 total
includes taxes & fees
Jan 26 - Jan 27
Cozy 5 Bedroom With Wi-fi And Air Condition

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,286 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 ¥21,580
¥27,703 total
includes taxes & fees
Feb 4 - Feb 5
Montauk Manor

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 ¥8,564
¥70,266 total
includes taxes & fees
Jan 29 - Jan 30
Seabreeze #3: Cozy Cottage by the beach

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 ¥652,726
¥1,151,858 total
includes taxes & fees
Jan 26 - Jan 27
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

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 ¥15,414
¥208,129 total
includes taxes & fees
Jan 26 - Jan 27
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

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 ¥15,414
¥152,273 total
includes taxes & fees
Feb 8 - Feb 9
Blackberry: Private home with jacuzzi year-round

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 ¥23,355
¥198,169 total
includes taxes & fees
Jan 26 - Jan 27
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

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 ¥21,798
¥98,734 total
includes taxes & fees
Feb 1 - Feb 2
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

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 ¥18,528
¥31,308 total
includes taxes & fees
Jan 27 - Jan 28
American Beech in Greenport - Petite King Room 7

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 ¥39,704
¥84,854 total
includes taxes & fees
Jan 28 - Jan 29
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

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 ¥21,798
¥107,218 total
includes taxes & fees
Feb 1 - Feb 2
Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids

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 ¥700,650
¥979,095 total
includes taxes & fees
Jan 28 - Jan 29
Sag Harbor Water View w Dock 1.5ml from town

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 ¥622,800
¥1,000,438 total
includes taxes & fees
Jan 30 - Jan 31
Spacious 5-bedroom house with water views and 2 houses from the bay.

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 ¥11,678
¥74,715 total
includes taxes & fees
Feb 3 - Feb 4
Seabreeze #4: Charming Cottage Footsteps to the Beach

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 ¥186,739
¥226,150 total
includes taxes & fees
Jan 31 - Feb 1
Canoe Place Waterfront Residences

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 ¥46,710
¥132,172 total
includes taxes & fees
Feb 16 - Feb 17
Beach cottage, private road, private beach, private mooring, private parking.

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 ¥68,508
¥130,757 total
includes taxes & fees
Jan 28 - Jan 29
White Studio Apt w/ Balcony, Tub & Ocean view!

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 ¥177,640
¥247,096 total
includes taxes & fees
Jan 26 - Jan 27
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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 ¥40,638
¥88,410 total
includes taxes & fees
Jan 26 - Jan 27
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wainscott Hotel Reviews

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
  • Use the map to find apartments and other holiday homes in the Wainscott neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wainscott while they last

Look no further and take a look at our great range of rental properties in Wainscott!

Frequently asked questions

Can I find vacation rentals in Wainscott?

Yes, we have vacation rentals near well known points of interest in Wainscott, or you can choose a 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 coffeehouses during your trip.

What's the top vacation rental that Wainscott has to offer?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This vacation home rental near Wainscott offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Wainscott?

Expedia has 38 vacation 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 larger area, you’ll find Georgica Beach and Wolffer Estates Vineyard.

What are vacation rentals like in Wainscott?

Vacation rentals are privately owned properties you can book for a short or long stay in Wainscott. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.