Lodging Image

Search Holiday Rentals in Wainscott Woods

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Wainscott Woods holiday rentals

Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (23 reviews)
"Great stay & great staff!"
United States
James
The price is ฿17,509
฿20,004 total
includes taxes & fees
6 Jul - 7 Jul
North Fork Resort
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (257 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is ฿8,214
฿10,807 total
includes taxes & fees
30 Jun - 1 Jul
Cliffside Resort Condominiums
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,358 reviews)
"Had a wonderful stay"
United States
Meghan
Montauk Manor
Apartment | Bathroom | Combined shower/bathtub, hair dryer, towels

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (429 reviews)
"Clean. Great location to beach and town."
United States
Cheryl
The price is ฿7,761
฿9,223 total
includes taxes & fees
22 Jun - 23 Jun
Montauk Oceanside Suites
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 ฿14,041
฿16,933 total
includes taxes & fees
6 Jul - 7 Jul
Windward Shores Ocean Resort
Apartment | 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 ฿9,870
฿12,344 total
includes taxes & fees
24 Jun - 25 Jun
Driftwood Resort
Apartment | Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (285 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is ฿13,630
฿17,353 total
includes taxes & fees
22 Jun - 23 Jun
The Surf Club
Exterior

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is ฿21,579
฿28,395 total
includes taxes & fees
22 Jun - 23 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wainscott Woods Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The Soundview is an absolutely lovely place ! The rooms are comfortable, the views are spectacular… the staff are wonderful! The piano bar is terrific and the food and drinks so yummy! The only thing I would add to room is a microwave as we had left over food from bar and wanted to heat up and could not . Other than that, all was literally perfect ! We happened to also have perfect weather June16-18th ! We will be back! XO ❤️"
Tanya 2-night trip
Posted 1 hour ago
Sound View Greenport

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:

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

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

Frequently asked questions

Can I find a holiday rental in Wainscott Woods?

Yes, there are holiday rentals close to the most popular sights in Wainscott Woods, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Wainscott Woods?

With 19 Expedia holiday rentals, you're guaranteed 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 East End Seaport Maritime Museum, or get out into nature at a spot like The Hamptons Beaches. Wolffer Estates Vineyard and Georgica Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Wainscott Woods like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wainscott Woods. Holiday rentals offer amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.