A coastal landscape with a beach, ocean waves, and a sunset sky.

Wainscott Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Wainscott holiday rentals

Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is S$419
includes taxes & fees
15 Jun - 16 Jun
North Fork Resort
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (256 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is S$336
includes taxes & fees
14 Jun - 15 Jun
Cliffside Resort Condominiums
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,357 reviews)
"Had a wonderful stay"
United States
Meghan
The price is S$640
includes taxes & fees
18 Jun - 19 Jun
Montauk Manor
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (316 reviews)
"Nice homey room"
United States
Andrew
The price is S$422
includes taxes & fees
25 Jun - 26 Jun
Windward Shores Ocean Resort
Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (241 reviews)
"Very close to beach"
United States
Rabia
The price is S$501
includes taxes & fees
14 Jun - 15 Jun
Driftwood Resort
Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (284 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is S$647
includes taxes & fees
17 Jun - 18 Jun
The Surf Club
Bathroom

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (427 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is S$338
includes taxes & fees
15 Jun - 16 Jun
Montauk Oceanside Suites
Living area

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is S$1,260
includes taxes & fees
15 Jun - 16 Jun
Offshore Spa & Residences
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

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

8/10 Good
"Excellent value. Very clean. Great service and friendly staff. Room has thin walls."
Monique 3-night trip
Posted 4 hours ago
Beachcomber Resort at Montauk

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.

How many holiday rentals are there in Wainscott?

Expedia has 39 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.