Wainscott Vacation Rentals

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Our top choices for Wainscott vacation rentals

$1,685 nightly
The price is $1,925
Mar 21 - Mar 22
Total with taxes and fees
Cozy 5 Bedroom With Wi-fi And Air Condition
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$222 nightly
The price is $254
Apr 5 - Apr 6
Total with taxes and fees
North Fork Cottages & RV Resort

Aparthotel in Napeague

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
$167 nightly
The price is $190
Mar 22 - Mar 23
Total with taxes and fees
Windward Shores Ocean Resort

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,305 reviews)
"Great property "
United States
brian
$168 nightly
The price is $192
Apr 6 - Apr 7
Total with taxes and fees
Montauk Manor

Aparthotel in Greenport

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
$211 nightly
The price is $241
Apr 5 - Apr 6
Total with taxes and fees
Cliffside Resort Condominiums
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$229 nightly
The price is $262
Mar 22 - Mar 23
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
$620 nightly
The price is $660
Mar 25 - Mar 26
Total with taxes and fees
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool

Vacation Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
$510 nightly
The price is $582
Mar 22 - Mar 23
Total with taxes and fees
Renovated Townhouse walk to all

Vacation Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
$514 nightly
The price is $587
Mar 22 - Mar 23
Total with taxes and fees
Northfork Townhouse walk to all

Aparthotel in Downtown Montauk

Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
$146 nightly
The price is $166
Mar 23 - Mar 24
Total with taxes and fees
Montauk Oceanside Suites
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
$881 nightly
The price is $975
Mar 23 - Mar 24
Total with taxes and fees
Black Swan Beachfront Home with Jacuzzi year round
$729 nightly
The price is $777
Apr 1 - Apr 2
Total with taxes and fees
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
$785 nightly
The price is $798
Mar 21 - Mar 22
Total with taxes and fees
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
$953 nightly
The price is $1,089
Mar 22 - Mar 23
Total with taxes and fees
Minutes from the beach, brand new 4 bedroom

Aparthotel in Montauk

The Surf Club
3.5 star property
8.6 out of 10, Excellent, (280 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
$264 nightly
The price is $301
Apr 15 - Apr 16
Total with taxes and fees
The Surf Club
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.
$631 nightly
The price is $696
Mar 22 - Mar 23
Total with taxes and fees
BlackBerry Private home with jacuzzi yearlong

Condo in Downtown Montauk

Offshore Residences
4.5 star property
10.0 out of 10, Exceptional, (1 review)
$594 nightly
The price is $679
Mar 23 - Mar 24
Total with taxes and fees
Offshore Residences
10.0 out of 10, Exceptional, (1 review)
$340 nightly
The price is $378
Mar 25 - Mar 26
Total with taxes and fees
Seabreeze 3 Cozy cottage by the beach
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.
$808 nightly
The price is $892
Mar 29 - Mar 30
Total with taxes and fees
Villa Luz Cozy Family Home with Jacuzzi year round
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.
$613 nightly
The price is $700
Mar 25 - Mar 26
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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 Hotel Reviews

Find out more about Wainscott

Everything you need to know about Wainscott vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wainscott vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wainscott vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wainscott vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wainscott. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wainscott in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $166 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wainscott rentals

At Expedia, we put the best Wainscott vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wainscott rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wainscott vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wainscott. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Wainscott?

Yes, we have vacation rentals near well known points of interest in Wainscott, or you can choose a 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 coffeehouses during your trip.

What's the top vacation rental that Wainscott has to offer?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This vacation home rental near Wainscott is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease 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?

Expedia has 39 vacation 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 larger area, you’ll find Georgica Beach and Wolffer Estates Vineyard.

What are vacation rentals like in Wainscott?

Vacation rentals are privately owned properties you can book for a short or long stay in Wainscott. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.