Wainscott Woods Vacation Rentals

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Our top choices for Wainscott Woods vacation rentals

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ¥232,616
¥303,654 total
includes taxes & fees
Jan 28 - Jan 29
Cozy 5 Bedroom With Wi-fi And Air Condition

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,287 reviews)
"The room was clean and nice. Breakfast was good and the service was great. The pool and Jacuzzi was nice and clean. We would definetly stay again. "
United States
Athena
The price is ¥21,396
¥27,466 total
includes taxes & fees
Feb 4 - Feb 5
Montauk Manor

Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is ¥8,564
¥70,266 total
includes taxes & fees
Jan 29 - Jan 30
Seabreeze #3: Cozy Cottage by the beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is ¥652,726
¥1,137,271 total
includes taxes & fees
Jan 28 - Jan 29
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ¥700,650
¥994,036 total
includes taxes & fees
Jan 30 - Jan 31
Sag Harbor Water View w Dock 1.5ml from town

Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids

Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
The price is ¥21,798
¥107,218 total
includes taxes & fees
Feb 1 - Feb 2
Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is ¥186,739
¥226,150 total
includes taxes & fees
Jan 31 - Feb 1
Canoe Place Waterfront Residences

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (23 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ¥15,283
¥205,470 total
includes taxes & fees
Jan 28 - Jan 29
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ¥23,355
¥197,459 total
includes taxes & fees
Jan 28 - Jan 29
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ¥15,283
¥150,973 total
includes taxes & fees
Feb 22 - Feb 23
Blackberry: Private home with jacuzzi year-round

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is ¥176,122
¥245,868 total
includes taxes & fees
Jan 28 - Jan 29
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥18,370
¥30,866 total
includes taxes & fees
Jan 28 - Jan 29
American Beech in Greenport - Petite King Room 7

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is ¥21,798
¥98,734 total
includes taxes & fees
Feb 1 - Feb 2
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ¥39,364
¥84,479 total
includes taxes & fees
Feb 8 - Feb 9
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

White Studio Apt w/ Balcony, Tub & Ocean view!

White Studio Apt w/ Balcony, Tub & Ocean view!
Napeague
8.0 out of 10, Very Good, (1 review)
The price is ¥68,508
¥130,757 total
includes taxes & fees
Jan 28 - Jan 29
White Studio Apt w/ Balcony, Tub & Ocean view!

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ¥11,578
¥73,548 total
includes taxes & fees
Feb 3 - Feb 4
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ¥185,244
¥240,743 total
includes taxes & fees
Jan 29 - Jan 30
Cozy Hamptons Escape 3BR Minutes From Beach!

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ¥617,480
¥992,775 total
includes taxes & fees
Feb 10 - Feb 11
Spacious 5-bedroom house with water views and 2 houses from the bay.

Newly Renovated Sag Harbor Beach House with Pool

Newly Renovated Sag Harbor Beach House with Pool
Sag Harbor
The price is ¥69,181
¥140,770 total
includes taxes & fees
Feb 2 - Feb 3
Newly Renovated Sag Harbor Beach House with Pool
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

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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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.

What are some of the best vacation rentals that Wainscott Woods has to offer?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This vacation home near Wainscott Woods offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Wainscott Woods?

With 18 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.