Compare Wainscott Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Wainscott

Hampton Private Retreat - last minute offer June 23-

Hampton Private Retreat - last minute offer June 23-

Southampton NY
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town

Greenport NY
$1,345 nightly
The price is $1,537 total per night
$1,537 total
Jul 15 - Jul 16
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Luxurious 8 Bedroom Retreat with Pool East Hampton

Luxurious 8 Bedroom Retreat with Pool East Hampton

Hamptons NY
Guests staying at this villa enjoy an indoor pool, a hot tub, and a garden. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA

Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA

Southampton NY
At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Live on the Water: Dock, Beach, Boat, Kayak & Fish

Live on the Water: Dock, Beach, Boat, Kayak & Fish

Southampton NY
Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this family-friendly villa include barbecue grills and a garden.
Hot Tub
Kitchen
PinkWood PlayHouse

PinkWood PlayHouse

4 out of 5
24 Woodpink Dr East Hampton NY
Guests of this villa enjoy free WiFi in public areas, a hot tub, and a seasonal outdoor pool. If you plan to drive, free parking is available. Additional amenities include barbecue grills and a picnic area.
Pool
Hot Tub
Iconic Charles Moore Springs home with dock and our home is pet-friendly

Iconic Charles Moore Springs home with dock and our home is pet-friendly

East Hampton NY
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Washer
Dryer
Villa Direen Modern East Hampton Villa

Villa Direen Modern East Hampton Villa

3.5 out of 5
137 Stephen Hands Path East Hampton NY
Guests staying at this villa can enjoy an outdoor pool, a garden, and a picnic area. You can take advantage of free parking, along with an airport shuttle (available on request) for USD 200 per vehicle. This villa also has barbecue grills.
Pool
Washer
Villa Flasses

Villa Flasses

3 out of 5
94 Spring Pond Ln Southampton NY
Guests staying at this villa can enjoy an outdoor pool, a garden, and barbecue grills. There's free parking, and an airport shuttle (available on request) for USD 200 per vehicle. This villa also has a picnic area.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Wainscott
View all properties
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.

Hotel Options in Wainscott

    The Sagaponack

    The Sagaponack

    3720 Montauk Hwy Wainscott NY
    $549 nightly
    The price is $620 total per night from Jul 20 to Jul 21
    $620 total
    Jul 20 - Jul 21
    Total with taxes and fees
    8.8/10 Excellent! (273 reviews)
    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $1,095 nightly
    The price is $1,251 total per night from Jul 5 to Jul 6
    $1,251 total
    Jul 5 - Jul 6
    Total with taxes and fees
    8.4/10 Very Good! (817 reviews)
    Offshore Montauk

    Offshore Montauk

    71 S Emerson Ave Montauk NY
    $660 nightly
    The price is $754 total per night from Jul 20 to Jul 21
    $754 total
    Jul 20 - Jul 21
    Total with taxes and fees
    9.2/10 Wonderful! (146 reviews)

Luxury Villas

Book luxury villas in Wainscott
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Wainscott. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Wainscott, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Wainscott
You won’t have a problem finding your own space in Wainscott. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Wainscott on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Wainscott rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Wainscott Villas essential information

Accommodation
33 Villas
Lowest Price
$620
Highest Price
$1,537
Popular accommodation
Hampton Private Retreat - last minute offer June 23-, New Construction Greenport Pool House - 3 Blocks from Town, Luxurious 8 Bedroom Retreat with Pool East Hampton, Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA, Live on the Water: Dock, Beach, Boat, Kayak & Fish, PinkWood PlayHouse, Iconic Charles Moore Springs home with dock and our home is pet-friendly, Villa Direen Modern East Hampton Villa, Villa Flasses

More to Explore