Holiday Rentals Wainscott from ₹14,337: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Wainscott holiday rentals

North Fork Cottages & RV Resort

Greenport

Darlin

₹22,488 total

includes taxes & fees

12 May - 13 May

Montauk Manor

Montauk

melissa

₹22,103 total

includes taxes & fees

3 May - 4 May

Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Napeague

Heather

₹18,498 total

includes taxes & fees

28 Apr - 29 Apr

Cliffside Resort Condominiums

Greenport

Rosemaria

₹22,753 total

includes taxes & fees

28 Apr - 29 Apr

The Surf Club

Montauk

Erica

₹23,177 total

includes taxes & fees

12 May - 13 May

Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Downtown Montauk

Cheryl

₹14,337 total

includes taxes & fees

29 Apr - 30 Apr

Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Montauk

DongHo

₹19,812 total

includes taxes & fees

17 May - 18 May

One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Residences

Downtown Montauk

₹69,891 total

includes taxes & fees

26 Apr - 27 Apr

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Top Wainscott Hotel Reviews

The Shoals Suites and Slips

10/10 Excellent

"Beautiful "

The Sagaponack

8/10 Good

"The site manager was very helpful and responsive. When I noticed that the room wasn’t very clean and the bed sheets had hair from a previous guest, the manager quickly provided fresh sheets and a new blanket, which I really appreciated. However, the room itself could use some improvement. The shower floor was uneven with tiles that seemed to be erupting, and it was difficult to control the hot and cold water. The overall concept of the hotel was pretty cool and I liked the general vibe, but I would not choose the bungalow again. It was extremely noisy with cars passing by all night, which made it hard to sleep. With better cleaning, some maintenance on the bathroom, and improved soundproofing (or clearer information about noise levels in the bungalows), the stay could be much more comfortable."

Sound View Greenport

8/10 Good

"This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled here for a family wedding in mid-April. The wedding was initially set to begin at 3:30 PM; check-in time is 4:00 PM. When I tried to arrange an earlier check-in time in advance, I was told that I would just have to take my chances because the motel was unwilling to guarantee an early check-in unless I also stayed the night before the wedding or paid a high hourly fee (i.e., roughly 1/3 of the room rate per hour of early check-in). Given that a significant percentage of the overnight guests were there for the wedding, and that one of the four rooms I reserved was for an elderly relative of the couple, I was taken aback by the motel management's rigidity. Fortunately, the couple was able to push back the time of the ceremony to accommodate their guests because the motel would not do so."

Montauk Yacht Club

10/10 Excellent

"The Montauk Yacht Club is a beautiful and relaxing getaway with a true coastal luxury feel. The property is well-maintained, with scenic waterfront views that make the entire experience feel special and refreshing. The rooms are comfortable and thoughtfully designed, offering a clean and modern aesthetic. The Service is generally attentive, and the overall vibe is calm yet upscale without feeling overly formal. It’s a great place for a weekend escape or a special occasion, especially if you enjoy being near the water. Overall: A stylish, peaceful retreat with a strong vacation vibe."

Gurney's Montauk Resort & Seawater Spa

2/10 Terrible

"I checked in during a severe snowstorm and had to leave the hotel within 30 minutes due to the conditions. Despite barely using the room, I was charged $304.50 as a “service fee.” I later reached out to the hotel to request clarification and a possible adjustment, but I have not received any response to this day. I understand that policies may apply, but charging such a significant amount for a stay of less than an hour—especially under unavoidable weather conditions—feels unreasonable and disappointing. The lack of communication from the hotel only adds to the frustration. I would appreciate a proper explanation and a fair resolution."

Find out more about Wainscott

Holiday Rentals in Wainscott

Search for holiday rentals in Wainscott on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Wainscott using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Wainscott?

Yes, there are holiday rentals close to the most popular sights in Wainscott, or you can select a more 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 coffee shops during your trip.

How many holiday rentals are there in Wainscott?

Expedia has 40 holiday 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 wider area, you’ll find Georgica Beach and Wolffer Estates Vineyard.

What are holiday rentals like in Wainscott?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wainscott. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.

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Check prices for these dates

Our top choices for Wainscott holiday rentals

North Fork Cottages & RV Resort

Montauk Manor

Windward Shores Ocean Resort

Cliffside Resort Condominiums

The Surf Club

Montauk Oceanside Suites

Driftwood Resort

Offshore Residences

Find holiday rentals that suit your style

Top Wainscott Hotel Reviews

The Shoals Suites and Slips

The Sagaponack

The Harbor Front Inn

Sag Harbor Inn

Sound View Greenport

Montauk Yacht Club

Beach Plum Resort

Montauk Manor

Gurney's Montauk Resort & Seawater Spa

Find out more about Wainscott

Holiday Rentals in Wainscott

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Wainscott

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wainscott holiday rentals

North Fork Cottages & RV Resort

Montauk Manor

Windward Shores Ocean Resort

Cliffside Resort Condominiums

The Surf Club

Montauk Oceanside Suites

Driftwood Resort

Offshore Residences

Find holiday rentals that suit your style

Top Wainscott Hotel Reviews

The Shoals Suites and Slips

Find out more about Wainscott

Holiday Rentals in Wainscott

Frequently asked questions

Go further with the Expedia app