Title: Best Condo Resort Rental Wainscott, NY for from $105 | Expedia.com

[Wainscott Travel Guide](https://expedia.com/Wainscott.dx6046784)[Hotels in Wainscott](https://expedia.com/Wainscott-Hotels.d6046784.Travel-Guide-Hotels)[Vacation Rentals in Wainscott](https://expedia.com/Wainscott-Vacation-Rentals.d6046784.Travel-Guide-VacationRentals)[Flights to Wainscott](https://expedia.com/Cheap-Flights-To-Wainscott.d6046784.Travel-Guide-Flights)[Things to do in Wainscott](https://expedia.com/Things-To-Do-In-Wainscott.d6046784.Travel-Guide-Activities)[Car Rentals in Wainscott](https://expedia.com/Car-Rentals-In-Wainscott.d6046784.Car-Rental-Guide)[Wainscott Vacation Packages](https://expedia.com/Wainscott.d6046784.Destination-Travel-Guides)

![sunset on the beach in the Hamptons with a cotton candy colored sky](https://images.trvl-media.com/place/6046784/eb8cf0c2-3217-4929-a355-324d4230b4a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046784/eb8cf0c2-3217-4929-a355-324d4230b4a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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

## Recommended hotels in Wainscott

![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/2f7aacee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/18d5c2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sagaponack

[](https://www.expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

Wainscott

8.8/10

Excellent

(237 reviews)

"Really comfortable stay - wonderful property, staff and amenities."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Anne

$185 nightly

$207 total

Apr 26 - Apr 27

Total with taxes and fees

[](https://www.expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/ba8e29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/74678c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/2b5114d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32400000/32391300/32391262/ceb2192e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private, Charming, Lovely Farmhouse in Wainscott, East Hampton 

[](https://www.expedia.com/Wainscott-Hotels-Private.h32391262.Hotel-Information)

Wainscott

10/10

Exceptional

(112 reviews)

"Very clean rooms! Great place to stay! Great area and privacy! Host was wonderful. Would stay there again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DAVID K.

$970 nightly

$1,108 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Wainscott-Hotels-Private.h32391262.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/b309a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/f417f407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 King Bed | Hypo-allergenic bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/278d5c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/a2d322f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wainscott Woods Retreat

[](https://www.expedia.com/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

Wainscott

7.0/10

Good

(9 reviews)

"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivan

$479 nightly

$548 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-297b69ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w906h683x58y0-bc7fef2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-eb7cd670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, internet](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w904h683x60y0-a596b0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 5 Bedroom With Wi-fi And Air Condition

[](https://www.expedia.com/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information)

Wainscott

$1,707 nightly

$1,950 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/85851742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8ac37006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hamlet Inn

[](https://www.expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

Southampton

8.6/10

Excellent

(466 reviews)

"Great place. Beautiful property. Friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amie

$143 nightly

$160 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/147e40ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/f90ba663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/ee8b7737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/1bb00541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shorewood Inn

[](https://www.expedia.com/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information)

Riverhead

8.4/10

Very Good

(731 reviews)

"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

$92 nightly

$105 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/b6fd2c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/c13777f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/bceb4bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/44a547d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua by American Beech - Superior King

[](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech-Superior-King.h71987631.Hotel-Information)

Aquebogue

10/10

Exceptional

(5 reviews)

"Had the best stay! Will be back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$299 nightly

$342 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech-Superior-King.h71987631.Hotel-Information)

![Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/f0c0c2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property map](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/b50e5baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/724b2312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e632266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Fork Cottages & RV Resort

[](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

Greenport

8.6/10

Excellent

(11 reviews)

"great place to stay, clean and quiet....loved it"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Darlin

$201 nightly

$230 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/8e8b533e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/02d43dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/94dc59bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9630000/9622400/9622352/55ec9e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Resort Inn

[](https://www.expedia.com/Montauk-Hotels-Ocean-Resort-Inn.h9622352.Hotel-Information)

Downtown Montauk

9.6/10

Exceptional

(487 reviews)

"Great friendly start, excellent location and lovely place to stay "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Phillip

$125 nightly

$143 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-Ocean-Resort-Inn.h9622352.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/11000000/10450000/10449600/10449505/57f46df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10450000/10449600/10449505/859942ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10450000/10449600/10449505/bbfe6924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Terrace/patio](https://images.trvl-media.com/lodging/11000000/10450000/10449600/10449505/bf9e4083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Plum Resort

[](https://www.expedia.com/Montauk-Hotels-Beach-Plum-Resort.h10449505.Hotel-Information)

Montauk

9.0/10

Wonderful

(159 reviews)

"Nice place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

$198 nightly

$227 total

Apr 30 - May 1

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-Beach-Plum-Resort.h10449505.Hotel-Information)

![Condo | Terrace/patio](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/f965a09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/a48d2d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/c4e4571c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/0090e01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

[](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

Greenport

9.0/10

Wonderful

(249 reviews)

"Great stay - beautiful place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

$182 nightly

$208 total

Apr 29 - Apr 30

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/7a155d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/c614d2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![El Presidente | View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/0404b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Montauk

[](https://www.expedia.com/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

Montauk

9.4/10

Exceptional

(122 reviews)

"Hotel was beautiful !!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erica

$260 nightly

$297 total

Apr 16 - Apr 17

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/96395fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Bays Hotel on Main

[](https://www.expedia.com/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information)

Hampton Bays

7.2/10

Good

(72 reviews)

"Loved the 2 bar options on the property."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$141 nightly

$162 total

Apr 22 - Apr 23

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking | Premium bedding, minibar, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/8dd4e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/d6ac52f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

[](https://www.expedia.com/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

Greenport

9.2/10

Wonderful

(299 reviews)

"Quiet yet situated right in the heart of Greenport."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew

$324 nightly

$370 total

Apr 22 - Apr 23

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Living area | Flat-screen TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/90ac61e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shoals Suites and Slips

[](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

Southold

9.4/10

Exceptional

(257 reviews)

"Great stay, will definitely go again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ANTONIO J

$179 nightly

$201 total

Apr 22 - Apr 23

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![West Studio Queen and Full | Living area | TV](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/fcfe3def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windward Shores Ocean Resort

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

Napeague

8.8/10

Excellent

(310 reviews)

"Amazing stay! Place was perfect and staff was so friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

$172 nightly

$197 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/51c09638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/358b2eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/c0fb0848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/7f9527c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze #4: Charming Cottage Footsteps to Beach

[](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information)

Hampton Bays

8.8/10

Excellent

(3 reviews)

"Great stay. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Weston B.

$556 nightly

$597 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987644/09001f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987644/711fd693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987644/d4955f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987644/f940658a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua by American Beech - Rooftop Suite

[](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech-Rooftop-Suite.h71987644.Hotel-Information)

Aquebogue

10/10

Exceptional

(1 review)

"Quick stay after a day at the wineries. Location is is set in a beautiful quiet area and the view is just amazing. The staff could truly not be any better, any request or issue was dealt with in literally a minute. Room was perfect, clean and made you feel at home with anything you needed. Will definitely be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerrold H.

$386 nightly

$441 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech-Rooftop-Suite.h71987644.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/ec2516ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/aa464430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

[](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

Montauk

9.2/10

Wonderful

(1,312 reviews)

"Great property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brian

$168 nightly

$192 total

Apr 22 - Apr 23

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/d295eb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/c5b3ea42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bentley Hotel Southampton

[](https://www.expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

Southampton

9.6/10

Exceptional

(457 reviews)

"We loved our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlotte

$136 nightly

$155 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

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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## Find vacation rentals that suit your style

Private vacation homes

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Condos

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Villas

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Aparthotels

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Apartments

[](https://www.expedia.com/Hotel-Search?destination=Wainscott%2C+New+York%2C+United+States+of+America&regionId=6046784&latLong=40.936768%2C-72.242859&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APARTMENT)

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## Top Wainscott Hotel Reviews

![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e_y.jpg)

### The Sagaponack

10/10 Excellent

"."

[](https://expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8_y.jpg)

### Montauk Manor

8/10 Good

"Hotel indoor pool and hot tub were exceptional. Very cool vibes inside the hotel. Prime location in Montauk and great facility with helpful staff working there. Had a first floor room which was nice but wish it was a floor or two up for personal reasons. Nice family trip to Montauk and loved it for first timer. "

[](https://expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4_y.jpg)

### Southampton Inn

10/10 Excellent

"Hotel is clean and welcoming. Great location "

[](https://expedia.com/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c_y.jpg)

### Sound View Greenport

8/10 Good

"Bathroom very clean. Staff is super friendly. Ate at the restaurant and it was delicious. "

[](https://expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"WE HAD A LOVELY WEEKEND. SERVICE WAS EXCELLENT. "

[](https://expedia.com/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg)

### Offshore Montauk

6/10 Okay

"Imagine a Super 8 motel or even something lower‑level that just put in new furniture and a new bathroom, but everything else stayed the same. It’s really not worth this price, to be honest. The rooms are clean but actually very small, and the hotel isn’t on the beach, there’s a dune and a road in between. Very bad insulation, you can hear people and their TVs from the rooms next to you."

[](https://expedia.com/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg)

### Sag Harbor Inn

10/10 Excellent

"Wonderful experience from beginning to the end. Our check in was friendly, fast and easy efficient . Ethan and John were amazing. Room "

[](https://expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Beautiful property near a picturesque town. I would definitely recommend. I’d love to return soon! "

[](https://expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Kenny's Tipperary Inn](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg)

### Kenny's Tipperary Inn

8/10 Good

"Clean room. Older furniture and mattress. Housekeeping staff very nice."

[](https://expedia.com/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information)

## Find out more about Wainscott

## Wainscott Condo Resorts information

| Number of reviews | 5,204           |
| ----------------- | --------------- |
| Accommodation     | 0 Condo Resorts |
| Lowest Price      | $105            |
| Highest Price     | $1,950          |

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- [Hotels near East Hampton ](https://www.expedia.com/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels)

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- [Flights from Trenton (TTN) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/ttn/hto/trenton-to-east-hampton)
- [Flights from New Orleans (MSY) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/msy/hto/new-orleans-to-east-hampton)
- [Flights from Indianapolis (IND) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/ind/hto/indianapolis-to-east-hampton)
- [Flights from Kansas City (MCI) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/mci/hto/kansas-city-to-east-hampton)
- [Flights from Ithaca (ITH) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/ith/hto/ithaca-to-east-hampton)
- [Flights from Las Vegas (LAS) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/las/hto/las-vegas-to-east-hampton)
- [Flights from Portland (PDX) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/pdx/hto/portland-to-east-hampton)
- [Flights from Burlington (BTV) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/btv/hto/burlington-to-east-hampton)
- [Flights from Wilmington (ILM) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/ilm/hto/wilmington-to-east-hampton)
- [Flights from Dallas (DAL) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/dal/hto/dallas-to-east-hampton)
- [Flights from Newburgh (SWF) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/swf/hto/newburgh-to-east-hampton)
- [Flights from Provincetown (PVC) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/pvc/hto/provincetown-to-east-hampton)
- [Flights from Greenville (GSP) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/gsp/hto/greenville-to-east-hampton)
- [Flights from Milwaukee (MKE) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/mke/hto/milwaukee-to-east-hampton)
- [Flights from Louisville (SDF) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/sdf/hto/louisville-to-east-hampton)
- [Flights from Columbus (LCK) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/lck/hto/columbus-to-east-hampton)
- [Flights from Allentown (ABE) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/abe/hto/allentown-to-east-hampton)
- [Flights from Sarasota (SRQ) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/srq/hto/sarasota-to-east-hampton)
- [Flights from Harrisburg (MDT) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/mdt/hto/harrisburg-to-east-hampton)
- [Flights from Manchester (MHT) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/mht/hto/manchester-to-east-hampton)
- [Flights from Grand Rapids (GRR) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/grr/hto/grand-rapids-to-east-hampton)
- [Flights from Wilkes-Barre (AVP) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/avp/hto/wilkes-barre-to-east-hampton)
- [Flights from Farmingdale (FRG) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/frg/hto/farmingdale-to-east-hampton)
- [Flights from Asheville (AVL) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/avl/hto/asheville-to-east-hampton)
- [Flights from Des Moines (DSM) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/dsm/hto/des-moines-to-east-hampton)
- [Flights from London (LHR) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/lhr/hto/london-to-east-hampton)
- [Flights from Princeton (PCT) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/pct/hto/princeton-to-east-hampton)
- [Flights from Newport News (PHF) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/phf/hto/newport-news-to-east-hampton)
- [Flights from Watertown (ART) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/art/hto/watertown-to-east-hampton)
- [Flights from Fort Myers (RSW) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/rsw/hto/fort-myers-to-east-hampton)
- [Flights from State College (SCE) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/sce/hto/state-college-to-east-hampton)
- [Flights from Burbank (BUR) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/bur/hto/burbank-to-east-hampton)
- [Flights from Tampa (TPA) to East Hampton (HTO) ](https://www.expedia.com/lp/flights/tpa/hto/tampa-to-east-hampton)

- [Georgica Beach ](https://www.expedia.com/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction)

- [Car rentals near Wainscott Woods ](https://www.expedia.com/Car-Rentals-In-Wainscott-Woods.d553248635976471516.Car-Rental-Guide)
- [Enterprise Rental Cars in East Hampton ](https://www.expedia.com/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers)
- [Car rental Wainscott Airport (HTO) ](https://www.expedia.com/Car-Rentals-In-East-Hampton.d6069886.Car-Rental-Guide)