Wainscott Vacation Rentals from $164: Search Short-Term Rentals

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Our top choices for Wainscott vacation rentals

Vacation Home in Wainscott

$1,691 nightly

Mar 7 - Mar 8

Total with taxes and fees

Individually decorated, individually furnished, iron/ironing board

Aparthotel in Napeague

Jerry

$167 nightly

Mar 8 - Mar 9

Total with taxes and fees

Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

Cottage in Greenport

Darlin

$251 nightly

Apr 5 - Apr 6

Total with taxes and fees

Aparthotel in Montauk

April

$143 nightly

Mar 23 - Mar 24

Total with taxes and fees

Vacation Home in East Hampton North

$647 nightly

Mar 15 - Mar 16

Total with taxes and fees

Vacation Home in Greenport

Parent From The Heart, Inc. E.

$176 nightly

Mar 8 - Mar 9

Total with taxes and fees

Apartment | Iron/ironing board, free WiFi

Aparthotel in Downtown Montauk

Lesley

$146 nightly

Mar 11 - Mar 12

Total with taxes and fees

Aparthotel in Greenport

Rebecca

$211 nightly

Mar 22 - Mar 23

Total with taxes and fees

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Top Wainscott Hotel Reviews

Hamlet Inn

8/10 Good

"The room was too cold and heat not enough to warm it up"

Gurney's Montauk Resort & Seawater Spa

8/10 Good

"I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly disappointed to get a call on our check In day to tell us the indoor pool could not be used. That was literally what we wanted to do for the weekend was relax at the pool and eat and drink. I booked the trips weeks prior so to get a call the day of saying we can’t use to pool during our stay was truly disappointing. They waived the resort fee for the inconvenience, otherwise the weekend was great. "

Offshore Montauk

4/10 Poor

"Their spa service which was advertised on their hotel website was closed. The rooms had no closet, no security lockbox to hide your valuables. The fridge was a tiny flimsy plastic box that could fit four beers - I’ve never seen anything like it. No complementary water bottles were provided. Their “beverage station” was just coffee - there were no tea options. Towel service was provided by a man in bubble jacket - although nice - handing me over a huge set of towels with his bare naked hands - no gloves - it was just an unsanitary situation. I paid for a room with a view of the ocean and you just get a slither of a view of the ocean due to a huge sand dune blocking your view. There is no real ocean view. Because the room wasn’t so big and there’s no closet, the cushions for the balcony chairs were stowed away in the corner of the room- taking up a good amount of real estate. The room was newly renovated and clean. The shower was nice. The toilet paper holder was flimsy, so the toilet paper kept falling onto the floor. There was no ice machine, but there would be no place to put the ice or save the ice anyway because the fridge was so small. ThaThere parking lot is paved with rocks - so we couldn’t even park in them because there was snow and you could get stuck in it. The overall experience I would describe as half-assed. You can tell nothing was well thought out. I wouldn’t come back here again."

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 $164 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.

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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.

Wainscott Vacation Rentals

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Our top choices for Wainscott vacation rentals

Vacation Home in Wainscott

Aparthotel in Napeague

Cottage in Greenport

Aparthotel in Montauk

Vacation Home in East Hampton North

Vacation Home in Greenport

Aparthotel in Downtown Montauk

Aparthotel in Greenport

Vacation Home in Greenport

Vacation Home in Hampton Bays

Vacation Home in Greenport

Vacation Home in Southampton

Vacation Home in Southampton

Cottage in Aquebogue

Cottage in Greenport

Condo in Downtown Montauk

Vacation Home in Laurel

Vacation Home in Bay Point

Vacation Home in Sag Harbor

Vacation Home in Water Mill

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Top Wainscott Hotel Reviews

Hamlet Inn

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