Wainscott Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Wainscott has to offer?

The Hampton Sack a cheerful relaxing beach cottage : This holiday home rental outside of Wainscott is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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In two weeks

In two months

In three months

In four months

Our top choices for Wainscott holiday rentals

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

Bridgehampton

HK$4,943 total

includes taxes & fees

7 Sept - 8 Sept

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

East Hampton

"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...

Malika

HK$2,554 total

includes taxes & fees

16 Aug - 17 Aug

3. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

East Hampton

Brian

HK$2,652 total

includes taxes & fees

19 Aug - 20 Aug

East Hampton North

"We have just returned from an amazing summer experience in East Hampton! From the minute I secured the booking to checkout, everything was perfectly smooth! The house was so wonderful, every design detail and amenity…. It was truly like the best of all possible creature comforts…. Fully stocked kitchen, incredible fire pit for late evening s’mores, extraordinary huge pool, patio with outdoor speakers, and enough indoor space meticulously designed and decorated that proved our dream vacation...

GINA W.

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

East Hampton

Joseph

HK$2,554 total

includes taxes & fees

16 Aug - 17 Aug

12. Safari Tent Glamping,D30-CedarPt, East Hampton, NY

East Hampton

Bibek

HK$2,652 total

includes taxes & fees

16 Aug - 17 Aug

13. Safari Tent Glamping,S8-CedarPt, East Hampton, NY

East Hampton

Christopher

HK$2,554 total

includes taxes & fees

7 Sept - 8 Sept

14. Safari Tent Glamping,D26-CedarPt, East Hampton, NY

East Hampton

Melissa

HK$2,652 total

includes taxes & fees

7 Sept - 8 Sept

15. Safari Tent Glamping,S1-CedarPt, East Hampton, NY

East Hampton

Bonnie

HK$2,554 total

includes taxes & fees

16 Aug - 17 Aug

16. Safari Tent Glamping,D29-CedarPt, East Hampton, NY

East Hampton

Aurelia

HK$2,652 total

includes taxes & fees

16 Aug - 17 Aug

17. Safari Tent Glamping,S11-CedarPt, East Hampton, NY

East Hampton

Lee

HK$2,554 total

includes taxes & fees

7 Sept - 8 Sept

Coffee/tea maker, fridge, microwave, oven

18. Charming Accommodations in the Hamptons

Sag Harbor

HK$5,736 total

includes taxes & fees

12 Aug - 13 Aug

19. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

East Hampton

Matthew

HK$2,554 total

includes taxes & fees

7 Sept - 8 Sept

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

East Hampton

HK$2,554 total

includes taxes & fees

7 Sept - 8 Sept

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Top Wainscott Hotel Reviews

Montauk Yacht Club

10/10 Excellent

"Everything was perfect!!!!!!"

Marram

8/10 Good

"We love marram and come every year. That being said their rooms really need improvements for the price you’re paying. They’re pretty terrible. We had the beach front garden Suite and it was very rundown and dirty. The steam shower did not work and neither did the refrigerator. I really wish you could walk out from the room to the beach, which I thought you could, and which is why I paid the amount I did for it, but it is completely fenced off. I also really wish that they had better food choices for children. The food at Matador is outstanding, but it’s really strictly for adults. Lastly, I would love if they had a lifeguard on site. The ocean can get pretty rough and we wound up hiring our own private lifeguard for ease of mind"

The Bentley Hotel Southampton

10/10 Excellent

"Peace, My Bentley hotel experience was superb! The staff is very hospitable, friendly, helpful, courteous and professional. The suite was very nice. I love the fact that you have to go through two securely locked, solid doors in order to get inside. I also loved the lay out, including the fact that there is a outdoor sitting area in the back which is connect to a big backyard. Although I did not get a chance to utilize much of the amenities, because I only stay one night, I plan on utilizing them the next time I visit. (smile)"

Offshore Montauk

10/10 Excellent

"Brilliant spacious room with balcony & very modern bathroom. Shower was great. Facilities were more than we expected with the sauna, gym & light therapy. Beach umbrellas, towels & loungers all provided & the swimming pool was lovely. Really handy they had a water fountain to fill up your water bottle. Highly recommend booking."

Beachcomber Resort at Montauk

10/10 Excellent

"We had a wonderful experience. Ashley at the front desk was 10/10. I had to extend our stay so I called her 200 miles offshore while catching a Swordfish and she made it fast and easy to extend my stay. Everyone was wonderful and the view we had was absolutely awesome!!! The kitchen and fridge was a wonderful thing to have as well! 10/10 stay!!"

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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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.

What are some of the best holiday rentals that Wainscott has to offer?

The Hampton Sack a cheerful relaxing beach cottage: This holiday home rental outside of Wainscott is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Wainscott?

Expedia has 39 holiday rentals for your stay in Wainscott.

What can I see and do in Wainscott?

Explore the area and family-friendly sights such as Sag Harbor Whaling and Historical Museum, 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

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

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

3. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

4. Lovely studio with AC in charming Sag Harbor

5. Safari Tent Glamping,S5-CedarPt, East Hampton, NY

6. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

7. Safari Tent Glamping,S6-CedarPt, East Hampton, NY

8. Safari Tent Glamping,S9-CedarPt, East Hampton, NY

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

10. East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

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

12. Safari Tent Glamping,D30-CedarPt, East Hampton, NY

13. Safari Tent Glamping,S8-CedarPt, East Hampton, NY

14. Safari Tent Glamping,D26-CedarPt, East Hampton, NY

15. Safari Tent Glamping,S1-CedarPt, East Hampton, NY

16. Safari Tent Glamping,D29-CedarPt, East Hampton, NY

17. Safari Tent Glamping,S11-CedarPt, East Hampton, NY

18. Charming Accommodations in the Hamptons

19. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

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

Find holiday rentals that suit your style

Top Wainscott Hotel Reviews

Montauk Yacht Club

The Pridwin Hotel

The Atlantic Hotel

Marram

The Bentley Hotel Southampton

Offshore Montauk

Zey Hotel

Beachcomber Resort at Montauk

Aqualina Inn Montauk

Find out more about Wainscott

Frequently asked questions

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