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Wainscott Woods Holiday Rentals

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Holiday Rentals in Wainscott Woods

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is NZ$1,947
includes taxes & fees
14 July - 15 July
Cozy quiet gem, private & fenced in backyard

East Hampton slice of heaven with heated pool and 3 minute drive to village.

9.2 out of 10, Wonderful, (19)
"We loved the simple « ranch » layout with an architectural twist and the beautiful swimming pool And we really appreciated all the little attentions and touches that made our stay feel like a real vacation! Thank you Dorothy!"
The price is NZ$3,550
includes taxes & fees
4 Aug - 5 Aug
East Hampton slice of heaven with heated pool and 3 minute drive to village.

Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

10.0 out of 10, Exceptional, (8)
"Great location and amenities. "
The price is NZ$5,807
includes taxes & fees
22 July - 23 July
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

east hampton getaway

The price is NZ$3,312
includes taxes & fees
2 Aug - 3 Aug
east hampton getaway

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

2.0 star property
8.0 out of 10, Very good, (6)
"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! "
The price is NZ$1,196
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (8)
"Great place! Great communication with property owner!"
The price is NZ$870
includes taxes & fees
15 July - 16 July
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Private Bridgehampton home with Pool.

10.0 out of 10, Exceptional, (4)
"The house and property were so nice. We have a 10 and 11 year old. They played outside or were swimming in the pool the entire time. It's close to great shopping and beaches. It was a very relaxing and enjoyable long weekend. Everything was perfect!"
The price is NZ$3,419
includes taxes & fees
14 July - 15 July
Private Bridgehampton home with Pool.

Sag Harbor Water View w Dock

The price is NZ$11,000
includes taxes & fees
21 July - 22 July
Sag Harbor Water View w Dock

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is NZ$10,137
includes taxes & fees
21 July - 22 July
Spacious 5-bedroom house with water views and 2 houses from the bay.

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

10.0 out of 10, Exceptional, (2)
"The property was exactly as posted. The host was great, super helpful and responsive. The pool was awesome for the kids. It was private and a wonderful stay in Sag Harbor. The town was cute and close. We would definitely stay again ! Thanks so much!"
The price is NZ$2,063
includes taxes & fees
20 July - 21 July
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Stunning Southampton Village Modern Home

The price is NZ$27,611
includes taxes & fees
14 July - 15 July
Stunning Southampton Village Modern Home

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is NZ$4,377
includes taxes & fees
1 Aug - 2 Aug
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Village gem walk to Main Street fenced in property

8.8 out of 10, Excellent, (3)
"Second year at this lovely house for the 4th of July extended weekend. The hosts are responsive and helpful, and the house is exactly what you need for 2-3 people. Very clean, nicely decorated, kitchen was nicely stocked. It is in a great location. Easily able to walk into town for shopping or dining."
The price is NZ$1,941
includes taxes & fees
27 July - 28 July
Village gem walk to Main Street fenced in property

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
The price is NZ$3,184
includes taxes & fees
14 July - 15 July
Charming Village home in the heart of Southampton

Minutes from the beach, brand new 4 bedroom

The price is NZ$2,434
includes taxes & fees
14 July - 15 July
Minutes from the beach, brand new 4 bedroom

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is NZ$662
includes taxes & fees
14 July - 15 July
American Beech in Greenport - Petite King Room 7

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
The price is NZ$835
includes taxes & fees
15 July - 16 July
American Beech - Deluxe King Suite 14

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is NZ$723
includes taxes & fees
4 Aug - 5 Aug
American Beech - King Suite 2

American Beech - Deluxe King 5

8.6 out of 10, Excellent, (4)
"I thoroughly enjoyed my stay. I was upgraded before arriving at the hotel and was very pleased with my stay. The staff were kind and accommodating, I will definitely return."
The price is NZ$683
includes taxes & fees
22 July - 23 July
American Beech - Deluxe King 5

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is NZ$683
includes taxes & fees
14 July - 15 July
American Beech in Greenport NY - King Suite 1
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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Frequently asked questions

Can I find a holiday rental in Wainscott Woods?

Yes, there are holiday rentals close to the most popular sights in Wainscott Woods, or you can select a more secluded option if you're looking for a relaxing stay.

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

Hamptons Retreat: This holiday home rental outside of Wainscott Woods offers an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Wainscott Woods?

With 19 Expedia holiday rentals, you're guaranteed 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 Railroad Museum of Long Island, 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 wider area.

What’s a holiday rental in Wainscott Woods like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wainscott Woods. Holiday rentals offer amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.