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Wainscott Holiday Rentals

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Holiday Rentals in Wainscott

Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

8.0 out of 10, Very good, (1)
The price is NZ$1,424
includes taxes & fees
29 July - 30 July
Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is NZ$2,516
includes taxes & fees
3 Aug - 4 Aug
Cozy quiet gem, private & fenced in backyard

Bay Access Cottage + Pilates Gym

2.0 star property
The price is NZ$876
includes taxes & fees
31 July - 1 Aug
Bay Access Cottage + Pilates Gym

East Hampton slice of heaven with heated pool and 3 minute drive to village.

9.2 out of 10, Wonderful, (19)
"We loved the simple « ranch » layout with an architectural twist and the beautiful swimming pool And we really appreciated all the little attentions and touches that made our stay feel like a real vacation! Thank you Dorothy!"
East Hampton slice of heaven with heated pool and 3 minute drive to village.

Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

10.0 out of 10, Exceptional, (8)
"Great location and amenities. "
The price is NZ$5,088
includes taxes & fees
22 July - 23 July
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

east hampton getaway

The price is NZ$3,005
includes taxes & fees
2 Aug - 3 Aug
east hampton getaway

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (4)
"We spent an awesome week at Ray’s house. The pictures were completely accurate and it was so easy to communicate with Ray (and his helpful assistant). Super comfortable beds and great linens. We were traveling with 3 young kids and he went above and beyond - put up a fence around the pool, had a travel crib, high chair and some silicone plates/cups. The location was great. An easy walk to town and the bay beach. Makes a huge difference during high season with all the traffic. Would definitely...
The price is NZ$8,096
includes taxes & fees
1 Aug - 2 Aug
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (8)
"Great place! Great communication with property owner!"
The price is NZ$1,051
includes taxes & fees
28 July - 29 July
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Sag Harbor Water View w Dock 1.5ml from town

The price is NZ$11,524
includes taxes & fees
22 July - 23 July
Sag Harbor Water View w Dock 1.5ml from town

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

The price is NZ$10,821
includes taxes & fees
25 July - 26 July
Spacious 5-bedroom house with water views and 2 houses from the bay.

Stunning Southampton Village Modern Home

The price is NZ$27,858
includes taxes & fees
21 July - 22 July
Stunning Southampton Village Modern Home

Gorgeous & modern Sag Harbor house, walk to bay beach

The price is NZ$4,331
includes taxes & fees
17 Aug - 18 Aug
Gorgeous & modern Sag Harbor house, walk to bay beach

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

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is NZ$3,972
includes taxes & fees
1 Aug - 2 Aug
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Village gem walk to Main Street fenced in property

8.8 out of 10, Excellent, (3)
"Second year at this lovely house for the 4th of July extended weekend. The hosts are responsive and helpful, and the house is exactly what you need for 2-3 people. Very clean, nicely decorated, kitchen was nicely stocked. It is in a great location. Easily able to walk into town for shopping or dining."
The price is NZ$1,932
includes taxes & fees
31 July - 1 Aug
Village gem walk to Main Street fenced in property

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
The price is NZ$3,180
includes taxes & fees
23 July - 24 July
Charming Village home in the heart of Southampton

Minutes from the beach, brand new 4 bedroom

The price is NZ$2,453
includes taxes & fees
21 July - 22 July
Minutes from the beach, brand new 4 bedroom

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is NZ$688
includes taxes & fees
22 July - 23 July
American Beech in Greenport NY - King Suite 1

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is NZ$684
includes taxes & fees
4 Aug - 5 Aug
American Beech in Greenport - Petite King Room 7

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is NZ$728
includes taxes & fees
4 Aug - 5 Aug
American Beech - King Suite 2

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
The price is NZ$841
includes taxes & fees
5 Aug - 6 Aug
American Beech - Deluxe King Suite 14
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

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?

Hamptons Retreat: This holiday home rental outside of Wainscott offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 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 balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Wainscott?

Expedia has 37 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.