Wainscott Vacation Rentals from ￥32,342: Search Short-Term Rentals

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

Escape to Sag Harbor : This vacation home rental near Wainscott offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 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 patio, a garden, and a pool table so you can immerse yourself in your vacation.

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Vacation Rentals in Wainscott

"Love the view / shuttle that takes you to restaurants / shopping "

￥79,333 total

includes taxes & fees

Jul 7 - Jul 8

"Easy checking in and out Easy access few steps to beach from first floor unit "

￥58,422 total

includes taxes & fees

Jul 9 - Jul 10

"Quiet, relaxing place to stay, great access to the beach and town!"

￥63,377 total

includes taxes & fees

Jul 8 - Jul 9

Apartment | Private kitchen | Fridge, microwave, stovetop

"great place to stay"

￥43,687 total

includes taxes & fees

Jul 7 - Jul 8

"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "

￥43,228 total

includes taxes & fees

Jul 7 - Jul 8

Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils

"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."

￥70,262 total

includes taxes & fees

Jul 7 - Jul 8

"Amazing house and location!! Would stay again "

"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"

"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...

"Great time"

"Stayed here over Thanksgiving. Beautiful house, well appointed, great location. The Hamptons at Thanksgiving are very vibrant. Highly recommend a stay here. "

Microwave, oven, stovetop, coffee/tea maker

"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."

"We were pleased with our stay. The house was very clean. My contact with the property manager were great. Would stay again."

￥137,492 total

includes taxes & fees

Jul 27 - Jul 28

"Great house, kitchen is well equipped which made dining in very easy. Loved the pool and backyard."

"We had a fantastic stay! The home was exactly as described — clean and very comfortable. The location was perfect. We loved being close to town. Communication was smooth and easy — Frank was quick to respond. We’d absolutely stay here again and recommend it to anyone visiting the area! "

￥103,822 total

includes taxes & fees

Aug 5 - Aug 6

Beach nearby, sun loungers, beach towels

"Super clean, beautiful water views and great location. Would definitely recommend and would stay again."

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Find out more about Wainscott

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

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Look no further and take a look at our great range of rental properties in Wainscott!

Recent reviews of Wainscott properties

5/5 Excellent

"Great place to stay and very walkable to town. Also plenty of free parking."

A verified traveler stayed at Sag Harbor Inn

Posted 1 day ago

5/5 Excellent

"My only complaint is that the pool for children is very far from the main pool and beach. The property did not advertise the separate pools and it was a bummer as I had my 16 year old daughter with me who did not want to go to a pool with small children yet she was refused at the adult pool. "

A verified traveler stayed at Montauk Yacht Club

Posted 4 days ago

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?

Escape to Sag Harbor: This vacation home rental near Wainscott offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 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 patio, a garden, and a pool table so you can immerse yourself in your vacation.

How many vacation rentals are there in Wainscott?

Expedia has 34 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.

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Wainscott Vacation Rentals

Check prices for these dates

Vacation Rentals in Wainscott

Montauk Manor

Windward Shores Ocean Resort

The Surf Club

Montauk Oceanside Suites

Cliffside Resort Condominiums

Driftwood Resort

Canoe Place Waterfront Residences

Escape to Sag Harbor

Fairy Tale Guest Cottage in Magic Garden by Pool

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Private Beach Community in East Hampton! Pool, HotTub, Trampoline & Pirate Ship!

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

Charming East Hampton Home, private yard with fenced in pool, perfect for...

Walk to town, Bike to beach, Private pool oasis !

Lovely North Fork Beach Cottage (2 BR/2 bath)!

Southampton cozy cottage by the beach

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

Newly Renovated Montauk Condo with Ocean Views!

Find out more about Wainscott

Recent reviews of Wainscott properties

Sag Harbor Inn

The Harbor Front Inn

Beachcomber Resort at Montauk

Marram

Offshore Montauk

Montauk Yacht Club

Montauk Manor

The Atlantic Hotel

Montauk Blue Hotel

Frequently asked questions