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Wainscott Vacation Rentals

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Vacation Rentals in Wainscott

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1219)
"Great hotel"
The price is CA $632
CA $749 total
includes taxes & fees
Aug 26 - Aug 27
Montauk Manor

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (264)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is CA $615
CA $777 total
includes taxes & fees
Jul 27 - Jul 28
The Surf Club

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (396)
"Loved it, amazing area & spacious room. "
The price is CA $350
CA $414 total
includes taxes & fees
Jul 27 - Jul 28
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (289)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is CA $587
CA $700 total
includes taxes & fees
Jul 27 - Jul 28
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (228)
"Very nice, clean and cosy place! Highly recommend!"
The price is CA $461
CA $586 total
includes taxes & fees
Jul 27 - Jul 28
Cliffside Resort Condominiums

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

8.6 out of 10, Excellent, (25)
"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!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (226)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is CA $708
CA $854 total
includes taxes & fees
Jul 28 - Jul 29
Driftwood Resort

Canoe Place Waterfront Residences

4.0 star property
Canoe Place Waterfront Residences

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (9)
"Great place! Great communication with property owner!"
The price is CA $472
CA $859 total
includes taxes & fees
Jul 28 - Jul 29
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Hamptons Retreat

Hamptons Retreat

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.6 out of 10, Exceptional, (131)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (70)
"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!"
Fairy Tale Guest Cottage in Magic Garden by Pool

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (90)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

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

10.0 out of 10, Exceptional, (18)
"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."
Walk to town, Bike to beach, Private pool oasis !

Southampton cozy cottage by the beach

The price is CA $307
CA $847 total
includes taxes & fees
Jul 29 - Jul 30
Southampton cozy cottage by the beach

Perfect Mid-Century Private Waterfront East Hampton Retreat!

10.0 out of 10, Exceptional, (79)
"Very nice and relaxing stay in Springs! "
Perfect Mid-Century Private Waterfront East Hampton Retreat!

Amazing Location 2-bedroom Townhouse - Sleeps 8

10.0 out of 10, Exceptional, (23)
"Amazing location, wonderful and thoughtful hosts, and clean/beautiful beach condo. It was perfect for our family getaway!"
Amazing Location 2-bedroom Townhouse - Sleeps 8

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (67)
"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "
MONTAUK MANOR-DELUXE STUDIO APARTMENT

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.4 out of 10, Exceptional, (35)
"we had a lovely stay in this apartment! it was very spacious and comfortable. The pull out couch was also surprisingly very comfy! Mark and Nancy were very responsive and helpful. "
The price is CA $381
CA $811 total
includes taxes & fees
Aug 7 - Aug 8
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
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

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?

Hamptons Retreat: 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 4 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 balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Wainscott?

Expedia has 37 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.