Wainscott Chalets

Find vacation rentals that suit your style

Check prices for these dates

No exact matches found, but these alternatives could be just right

Recommended hotels in Wainscott

1. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
$239 nightly
The price is $273
Dec 6 - Dec 7
Total with taxes and fees
The Sagaponack

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

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
$1,741 nightly
The price is $1,989
Nov 12 - Nov 13
Total with taxes and fees
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

3. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (351 reviews)
"the place is great. the location was excellent for the film festival. The room itself was very roomy clean cute little balcony. I will book it again for the festival."
United States
Tina
$168 nightly
The price is $192
Nov 19 - Nov 20
Total with taxes and fees
East Hampton House Resort

4. The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very good, (182 reviews)
"lovely hotel - would stay again but would ask for a back room as the noise from the very busy road is constant. Otherwise awesome amenities, loved that you had a ghd hairdryer and straighteners. Every where smelt divine! Breakfast was lovely and a decent coffee."
Australia
Clara
$212 nightly
The price is $242
Nov 12 - Nov 13
Total with taxes and fees
The Maidstone

5. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (686 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
$219 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
Sag Harbor Inn

6. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (105 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
$296 nightly
The price is $338
Nov 8 - Nov 9
Total with taxes and fees
A Room At The Beach

7. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (210 reviews)
"Great place, convenient location, very friendly staff"
United States
Erika
$231 nightly
The price is $264
Dec 6 - Dec 7
Total with taxes and fees
Journey East Hampton

8. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
$299 nightly
The price is $342
Nov 9 - Nov 10
Total with taxes and fees
Bridgehampton Inn

9. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (172 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
$356 nightly
The price is $464
Nov 30 - Dec 1
Total with taxes and fees
The 1770 House Restaurant & Inn

10. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (134 reviews)
"Good location"
Canada
Josie
$368 nightly
The price is $419
Nov 19 - Nov 20
Total with taxes and fees
The Huntting Inn

11. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
$303 nightly
The price is $346
Dec 6 - Dec 7
Total with taxes and fees
Faraway Sag Harbor

12. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (90 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
$411 nightly
The price is $470
Nov 8 - Nov 9
Total with taxes and fees
Mill House Inn

13. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
$414 nightly
The price is $473
Nov 9 - Nov 10
Total with taxes and fees
Charming Accommodations in the Hamptons

14. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (165 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
$591 nightly
The price is $678
Nov 14 - Nov 15
Total with taxes and fees
Topping Rose House

15. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (518 reviews)
"You can't find a nicer owner, or a more laid back conveniently located spot"
United States
Eric
$137 nightly
The price is $154
Nov 6 - Nov 7
Total with taxes and fees
Hamlet Inn

16. Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (601 reviews)
"First time staying there, loved it. Great location, shuttle to beach, good times!"
United States
Kevin
$214 nightly
The price is $245
Nov 6 - Nov 7
Total with taxes and fees
Southampton Inn

17. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
$144 nightly
The price is $164
Dec 6 - Dec 7
Total with taxes and fees
The Bentley Hotel Southampton

18. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,000 reviews)
"Lots of parking, rooms were clean and smelt nice"
United States
miranda
$128 nightly
The price is $146
Dec 6 - Dec 7
Total with taxes and fees
The Atlantic Hotel

19. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
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.
$1,227 nightly
The price is $1,288
Nov 8 - Nov 9
Total with taxes and fees
Year round Jacuzzi - Blackberry East Hampton Home

20. EHP Resort & Marina

EHP Resort & Marina
3.5 star property
East Hampton
8.0 out of 10, Very good, (11 reviews)
"just what we were looking for ! perfect"
United States
theresa
$633 nightly
The price is $723
Nov 8 - Nov 9
Total with taxes and fees
EHP Resort & Marina
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.

Learn more about Wainscott

Tucked between East Hampton and Bridgehampton, this Hamptons hamlet offers pristine beaches with gentle waves perfect for families. Rent bikes to explore Wainscott's farm stands selling local produce, then visit nearby Sag Harbor for boutique shopping and waterfront dining.

A coastal landscape with a beach, ocean waves, and a sunset sky.

Top reviews in Wainscott

Explore a world of travel with Expedia