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Wainscott Woods Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Wainscott Woods vacation rentals

Property grounds

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

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is ￥45,252
￥93,243 total
includes taxes & fees
Sep 27 - Sep 28
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Coffee/tea maker, fridge, microwave, oven

2. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥38,901
￥85,081 total
includes taxes & fees
Sep 9 - Sep 10
Charming Accommodations in the Hamptons
Property grounds

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,D28-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (5 reviews)
"It was a really great experience! We barbecued and made a camp fire. Took a walk on the beach. Played in the playground. The pizza and breakfast sandwiches in the café were delicious! We will definitely be coming back!"
United States
Brian F.
The price is ￥34,125
￥53,684 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,D28-CedarPt, East Hampton, NY
Condo | Terrace/patio

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is ￥46,343
￥67,102 total
includes taxes & fees
Sep 27 - Sep 28
Cliffside Resort Condominiums
Outdoor pool, a heated pool

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is ￥107,867
￥200,153 total
includes taxes & fees
Sep 7 - Sep 8
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Flat-screen TV

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is ￥47,615
￥54,400 total
includes taxes & fees
Sep 13 - Sep 14
North Fork Resort
Coffee/tea maker, fridge, microwave, oven

8. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is ￥117,180
￥215,149 total
includes taxes & fees
Sep 15 - Sep 16
Work and Play Special! Extended Stay Discount
Beach

9. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥30,962
￥66,394 total
includes taxes & fees
Sep 7 - Sep 8
Beach Block Hideaway
Exterior

10. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"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...
United States
Emily t.
The price is ￥46,840
￥97,415 total
includes taxes & fees
Sep 13 - Sep 14
Lovely studio with AC in charming Sag Harbor
Iron/ironing board, WiFi (free), individually decorated

11. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is ￥24,698
￥32,535 total
includes taxes & fees
Oct 4 - Oct 5
Windward Shores Ocean Resort
Outdoor dining

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

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"great experience"
United States
Jordan
The price is ￥55,573
￥93,244 total
includes taxes & fees
Sep 7 - Sep 8
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Terrace/patio

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

Safari Tent Glamping,S3-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"The store was great and the upgrades were perfect. The pizza was excellent and hope to be back soon"
United States
Joseph
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S3-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,S11-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Our tent was spacious and the bed was very comfortable with an incredible view of the harbor. Dave and Lee were very gracious and helpful. We especially enjoyed the Camp Store and the delicious omelets. Plus - how quiet and peaceful it was!"
United States
Lee
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S11-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
1 bedroom, bed sheets

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

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is ￥34,125
￥53,684 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.4 out of 10, Exceptional, (6 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
The price is ￥34,125
￥51,689 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
Dining

20. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ￥67,958
￥272,964 total
includes taxes & fees
Sep 8 - Sep 9
BlackBerry Private home with jacuzzi yearlong
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 Woods Hotel Reviews

Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Had a wonderful time and the room has great amenities and modern bathroom"
Andrea 2-night trip
Posted 2 hours ago
Ocean Surf Resort

Find out more about Wainscott Woods

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

  • View our selection of featured holiday rentals in Wainscott Woods
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Look no further and take a look at our great range of rental properties in Wainscott Woods!

Frequently asked questions

Can I find a vacation rental in Wainscott Woods?

Yes, we have vacation rentals near the most popular attractions in Wainscott Woods, or you can go with a secluded option if you want a relaxing place to stay.

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

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental near Wainscott Woods is equipped with a barbecue grill, 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 vacation rentals are there in Wainscott Woods?

With 18 Expedia vacation rentals, you're sure to find just the right place for your Wainscott Woods stay.

What’s there to see and do in Wainscott Woods?

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 Georgica Beach. Wolffer Estates Vineyard and The Jewish Center of the Hamptons are a couple of places you'll find in the larger area.

What’s a vacation rental in Wainscott Woods like?

A vacation rental is a private property you can stay in for a couple of days or more in Wainscott Woods. Vacation rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.