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Wainscott Holiday Rentals

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Holiday Rentals in Wainscott

Front of property – evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1014)
"It’s a great place to stay, with beautiful views"
The price is S$285
per night
6 May - 7 May
Montauk Manor
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (179)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is S$438
per night
6 May - 7 May
Cliffside Resort Condominiums
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (233)
"Everything was just as described!"
The price is S$266
per night
6 May - 7 May
Windward Shores Ocean Resort
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Private kitchen
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (180)
"Literally 1 minute walk to the sands. Clean and friendly environment. Would definitely coming back for short getaways. "
The price is S$258
per night
7 May - 8 May
Driftwood Resort
On the beach, white sand
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (218)
"Very nice location and nice condo"
The price is S$399
per night
6 May - 7 May
The Surf Club
Private kitchen
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (292)
"Only wish it was more affordable in the summer to take my family. Besides that, clean, confortable, very pleasant."
The price is S$230
per night
22 May - 23 May
Montauk Oceanside Suites
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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.

Other types of properties in Wainscott you may be interested in

Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (414)
"Very nice "
The price is S$360
per night
6 May - 7 May
Sag Harbor Inn
Front of property – evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1014)
"It’s a great place to stay, with beautiful views"
The price is S$285
per night
6 May - 7 May
Montauk Manor
Front of property
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (91)
"The best was incredibly comfy the staff was so nice and over all I couldn’t have found a better place to stay"
The price is S$317
per night
6 May - 7 May
The Wainscott Inn
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.

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 34 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.

Recent reviews of Wainscott properties
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