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Wainscott Woods Vacation Rentals

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Oct 4 - Oct 5
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Vacation Rentals in Wainscott Woods

Windward Shores Ocean Resort
Living area

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (296)
"Very nice & affordable "
Windward Shores Ocean Resort
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1252)
"Beautiful grounds, excellent staff"
The price is P17,187
P20,770 total
includes taxes & fees
Oct 24 - Oct 25
Montauk Manor
Montauk Oceanside Suites
Private kitchen

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (414)
"We loved it, suite size was great! "
The price is P7,875
P9,626 total
includes taxes & fees
Oct 20 - Oct 21
Montauk Oceanside Suites
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (241)
"Great view of the water and nice amenities with the beach and pool."
The price is P12,955
P17,316 total
includes taxes & fees
Nov 2 - Nov 3
Cliffside Resort Condominiums
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (278)
"Very close walk to the beach great for little ones "
The Surf Club
Driftwood Resort
Private kitchen

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
The price is P8,330
P11,403 total
includes taxes & fees
Oct 13 - Oct 14
Driftwood Resort
Offshore Residences
Living area

Offshore Residences

4.5 star property
The price is P30,613
P41,587 total
includes taxes & fees
Oct 6 - Oct 7
Offshore 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 Woods Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Looks can be deceiving. The outside of the the Bentley reminds me of a motel, almost like a Schitt's Creek type (2 floors, walk-up stairs to get to the 2nd floor, etc.) But, I was pleasantly supprised by the room we stayed in. It was a suite and very clean and spacious. The Staff were so friendly and the area surrounding the pool looked really nice as. well. Oh yeah, each room has a record player, don't forget to bring your vinyl. But if you don't bring your own, the hotel has some vinyl records to borrow. Although the pricing seemed a bit high for off-season, I would definitely recommend this hotel."
Rob 1-night trip
Posted 3 days ago
The Bentley Hotel Southampton

Find out more about Wainscott Woods

Find out more about Wainscott Woods

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

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

Frequently asked questions

Can I find a vacation rental in Wainscott Woods?

Yes, we have vacation rentals near the most popular attractions in Wainscott Woods, or you can go with a secluded option if you want a relaxing place to stay.

How many vacation rentals are there in Wainscott Woods?

With 17 Expedia vacation rentals, you're sure to find just the right place for your Wainscott Woods stay.

What’s there to see and do in Wainscott Woods?

Explore the area and family-friendly sights such as Railroad Museum of Long Island, or get out into nature at a spot like Georgica Beach. Wolffer Estates Vineyard and The Jewish Center of the Hamptons are a couple of places you'll find in the larger area.

What’s a vacation rental in Wainscott Woods like?

A vacation rental is a private property you can stay in for a couple of days or more in Wainscott Woods. Vacation rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.