Wainscott Vacation Rentals from ￥25,053: Search Short-Term Rentals

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Our top choices for Wainscott vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!

Wainscott

Leigh E.

￥360,746 total

includes taxes & fees

Oct 14 - Oct 15

2. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Robert R.

￥99,774 total

includes taxes & fees

Oct 1 - Oct 2

3. Charming Accommodations in the Hamptons

Sag Harbor

￥82,310 total

includes taxes & fees

Sep 16 - Sep 17

4. Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Sag Harbor

Nadja B.

￥220,606 total

includes taxes & fees

Sep 16 - Sep 17

5. Heated Pool through October, Outdoor Fireplace & Basement Arcade, Great for Kids

East Hampton North

￥176,776 total

includes taxes & fees

Oct 8 - Oct 9

Iron/ironing board, WiFi (free), individually decorated

6. Windward Shores Ocean Resort

Napeague

Gaurang J

￥25,053 total

includes taxes & fees

Oct 15 - Oct 16

7. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

East Hampton

￥50,006 total

includes taxes & fees

Sep 20 - Sep 21

8. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

East Hampton

Christina V.

￥45,707 total

includes taxes & fees

Sep 16 - Sep 17

9. BlackBerry Private home with jacuzzi yearlong

East Hampton

Suzanne R.

￥198,265 total

includes taxes & fees

Sep 16 - Sep 17

10. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

￥171,114 total

includes taxes & fees

Sep 16 - Sep 17

11. Work and Play Special! Extended Stay Discount

Shelter Island

Kathleen Andrews K.

￥204,458 total

includes taxes & fees

Sep 16 - Sep 17

12. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Sag Harbor

￥296,770 total

includes taxes & fees

Sep 16 - Sep 17

13. North Fork Resort

Greenport

Harold

￥52,631 total

includes taxes & fees

Sep 21 - Sep 22

14. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Southampton

Melissa

￥637,887 total

includes taxes & fees

Oct 4 - Oct 5

15. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...

Emily t.

￥84,242 total

includes taxes & fees

Sep 16 - Sep 17

16. Cliffside Resort Condominiums

Greenport

Christine

￥64,668 total

includes taxes & fees

Oct 5 - Oct 6

17. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...

Anonymous traveler

￥70,716 total

includes taxes & fees

Sep 20 - Sep 21

18. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Southampton

Jordan

￥90,208 total

includes taxes & fees

Sep 20 - Sep 21

19. Safari Tent Glamping,D28-CedarPt, East Hampton, NY

East Hampton

Brian F.

￥47,638 total

includes taxes & fees

Sep 17 - Sep 18

20. Safari Tent Glamping,S3-CedarPt, East Hampton, NY

East Hampton

Joseph

￥45,707 total

includes taxes & fees

Sep 17 - Sep 18

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Top Wainscott Hotel Reviews

Sound View Greenport

10/10 Excellent

"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."

Ocean Surf Resort

10/10 Excellent

"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."

Zey Hotel

10/10 Excellent

"My Husband Phil & I had the Best Stay. Very Quaint Hotel, just a couple of blocks from waterfront.Absolutely spotless, so many sitting areas, Coffee, tea water and ice available 24-7. Our room was spotless, decorated so well. We also had a balcony. James and all staff were so Pleasant and so accommodating. Can't wait to return for another stay. Thank you James .. Phil & Jenn"

Find out more about Wainscott

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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?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This vacation home rental near Wainscott is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals are there in Wainscott?

Expedia has 38 vacation rentals for your stay in Wainscott.

What can I see and do in Wainscott?

Explore the area and family-friendly sights such as Children's Museum of The East End, 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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Check prices for these dates

Our top choices for Wainscott vacation rentals

1. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!

2. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

3. Charming Accommodations in the Hamptons

4. Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

5. Heated Pool through October, Outdoor Fireplace & Basement Arcade, Great for Kids

6. Windward Shores Ocean Resort

7. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

8. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

9. BlackBerry Private home with jacuzzi yearlong

10. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

11. Work and Play Special! Extended Stay Discount

12. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

13. North Fork Resort

14. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

15. Lovely studio with AC in charming Sag Harbor

16. Cliffside Resort Condominiums

17. Seabreeze #3 Cozy Cottage steps to the beach

18. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

19. Safari Tent Glamping,D28-CedarPt, East Hampton, NY

20. Safari Tent Glamping,S3-CedarPt, East Hampton, NY

Find vacation rentals that suit your style

Top Wainscott Hotel Reviews

Sound View Greenport

Montauk Blue Hotel

Ocean Surf Resort

Sun N Sound

North Fork Resort

Zey Hotel

Gurney's Montauk Resort & Seawater Spa

Faraway Sag Harbor

Kenny's Tipperary Inn

Find out more about Wainscott

Frequently asked questions

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