Title: Wainscott Vacation Rentals from $152: Search Short-Term Rentals | Expedia.com

[Wainscott Travel Guide](https://expedia.com/Wainscott.dx6046784)[Hotels in Wainscott](https://expedia.com/Wainscott-Hotels.d6046784.Travel-Guide-Hotels)[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)

![Amerikanischer Strand auf Long Island bei New York](https://images.trvl-media.com/place/6046784/20a21c13-09f9-4231-8e0a-98fb1f8c34ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046784/20a21c13-09f9-4231-8e0a-98fb1f8c34ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6046784&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wainscott vacation rentals

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-6196bd68.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)

### Vacation Home in Wainscott

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

$1,707 nightly

$1,950 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Premium Tent, 1 Queen Bed | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/fe9ed1d3.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 in Greenport

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

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

$288 nightly

$329 total

Apr 1 - Apr 2

Total with taxes and fees

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

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

![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.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)

### Aparthotel in Montauk

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

9.2/10

Wonderful

(1,299 reviews)

"Nice pool, great restaurant "

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

April

$133 nightly

$152 total

Mar 16 - Mar 17

Total with taxes and fees

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

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

![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Napeague

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

8.8/10

Excellent

(308 reviews)

"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."

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

Jerry

$167 nightly

$190 total

Mar 3 - Mar 4

Total with taxes and fees

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

![One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Ocean view | Beach/ocean view](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/173765ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/0ca01820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Downtown Montauk

[](https://www.expedia.com/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

$579 nightly

$662 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/a7865a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/1a85badf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/bcbeb24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/32000000/31140000/31139800/31139776/5eaf08e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Aquebogue

[](https://www.expedia.com/Aquebogue-Hotels-4th-Of-6-Premier-Waterfront-Vacation-Rentals-On-Long-Island-NY-In-Wine-Country-Of-Famed-North-Fork.h31139776.Hotel-Information)

9.8/10

Exceptional

(19 reviews)

"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."

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

Richard C.

$785 nightly

$798 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Aquebogue-Hotels-4th-Of-6-Premier-Waterfront-Vacation-Rentals-On-Long-Island-NY-In-Wine-Country-Of-Famed-North-Fork.h31139776.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/76a0ec07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/b4081022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/w993h1280x143y0-78873ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88740000/88730600/88730550/w1330h900x18y0-56561db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Hampton North

[](https://www.expedia.com/East-Hampton-Hotels-Designer-East-Hampton-Farmhouse.h88730550.Hotel-Information)

$682 nightly

$727 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/East-Hampton-Hotels-Designer-East-Hampton-Farmhouse.h88730550.Hotel-Information)

![Apartment | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/bb08fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Living area | TV](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/96bd8561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/026ba813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/563d3eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Montauk

[](https://www.expedia.com/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information)

8.6/10

Excellent

(420 reviews)

"Great spot- walkable and nice accommodations! "

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

Lesley

$146 nightly

$166 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/w1440h957x0y3-4708a518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/28ef29e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/907ffc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/9392204d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-Gorgeous-Greenport-Beach-House-Right-On-The-Sound-Breathtaking-Views.h95352098.Hotel-Information)

9.6/10

Exceptional

(10 reviews)

"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"

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

Carine J.

$761 nightly

$869 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Gorgeous-Greenport-Beach-House-Right-On-The-Sound-Breathtaking-Views.h95352098.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/9304004e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/e51e1447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/4ee29ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/6f587bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

[](https://www.expedia.com/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."

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

Michael L.

$562 nightly

$642 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/3063b965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/96f2554e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/w1179h1286x0y13-cf797d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/be5ccde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

[](https://www.expedia.com/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

9.2/10

Wonderful

(5 reviews)

"Great place. It's exactly like the listing! Would stay again!"

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

Taylor H.

$1,366 nightly

$1,561 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/7251e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/fdd8564b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/30220c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/676d68a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"

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

Beth R.

$473 nightly

$540 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/165550bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/124d45d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/6a96971c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/ee30d2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information)

9.6/10

Exceptional

(10 reviews)

"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "

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

Laura B.

$472 nightly

$539 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenport

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

9.0/10

Wonderful

(4 reviews)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

$174 nightly

$199 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/fd75b88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, printers](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/b2376911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/d3e54f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/c7d609b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Hampton

[](https://www.expedia.com/East-Hampton-Hotels-Gorgeous-5-Bedroom-House-In-East-Hampton.h120323745.Hotel-Information)

$2,559 nightly

$2,924 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/East-Hampton-Hotels-Gorgeous-5-Bedroom-House-In-East-Hampton.h120323745.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/777d29d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/93dc69f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/c4ddd562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/5a3a43d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Greenport

[](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information)

10/10

Exceptional

(1 review)

"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"

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

Jeannette M.

$562 nightly

$642 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/c1360527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/b56aaa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/5b429221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/fed3485d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Laurel

[](https://www.expedia.com/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

10/10

Exceptional

(1 review)

$743 nightly

$849 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/03f472a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/c3191410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/42ec910a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/9db42ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southampton

[](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information)

10/10

Exceptional

(3 reviews)

"perfect for families"

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

Okito H.

$971 nightly

$1,109 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/44648b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/7ee4af6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/b305c77f.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/33000000/32210000/32202800/32202785/27df0d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southampton

[](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

9.2/10

Wonderful

(11 reviews)

"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."

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

Harry V.

$923 nightly

$1,054 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&regionId=6046784&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

[](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=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME)

Cottages

[](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=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE)

Condos

[](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=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO)

Aparthotels

[](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=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APART_HOTEL)

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=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT)

Villas

[](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=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA)

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## Top Wainscott Hotel Reviews

![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg)

### The Sagaponack

10/10 Excellent

"Enjoyed our stay. Clean room , temperature in room was cozy, bed was comfortable and snack bar in main house was a nice touch."

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

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Nice "

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

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"The hotel was exceptional! We love staying at soundview during the winter months! "

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

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Greatest "

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

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Fantastic stay. Excellent service. Perfect location. Wonderful breakfast."

[](https://expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Aqua by American Beech - Adults Only](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/deb420de_y.jpg)

### Aqua by American Beech - Adults Only

10/10 Excellent

"Excellent!!"

[](https://expedia.com/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information)

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

### Offshore Montauk

10/10 Excellent

"The view was beautiful and room was spotless. Robert assisted us to all we needed . Great spot and will definitely book it once again ! "

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

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Clean and spacious room"

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

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg)

### Montauk Manor

10/10 Excellent

"Room was very nice "

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

## Find out more about Wainscott

**Everything you need to know about Wainscott vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wainscott vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wainscott vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Wainscott vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Wainscott. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wainscott in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Wainscott rentals**

At Expedia, we put the best Wainscott vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wainscott rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wainscott vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wainscott. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Wainscott

### Trending destinations on Expedia.com

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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Wainscott ](https://expedia.com/Wainscott-Private-Vacation-Homes.d6046784-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Wainscott ](https://expedia.com/Wainscott-Apartments.d6046784-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Wainscott ](https://expedia.com/Wainscott-Cottages.d6046784-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Wainscott ](https://expedia.com/Wainscott-Condos.d6046784-aaCondos.Travel-Guide-Accommodation)
- [Villas in Wainscott ](https://expedia.com/Wainscott-Villas.d6046784-aaVillas.Travel-Guide-Accommodation)
- [B&B in Wainscott ](https://expedia.com/Wainscott-Bed-And-Breakfast.d6046784-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Wainscott ](https://expedia.com/Wainscott-Motels.d6046784-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Wainscott ](https://expedia.com/Wainscott-RV-Parks.d6046784-aaRVParks.Travel-Guide-Accommodation)
- [Farmstay in Wainscott ](https://expedia.com/Wainscott-Agritourism.d6046784-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Wainscott ](https://expedia.com/Wainscott-Apart-Hotels.d6046784-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Wainscott ](https://expedia.com/Wainscott-Resorts.d6046784-aaResorts.Travel-Guide-Accommodation)
- [Inns in Wainscott ](https://expedia.com/Wainscott-Inns.d6046784-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Wainscott ](https://expedia.com/Wainscott-Guest-Houses.d6046784-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Wainscott ](https://expedia.com/Wainscott-Cabins.d6046784-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Wainscott ](https://expedia.com/Wainscott-Chalets.d6046784-aaChalets.Travel-Guide-Accommodation)
- [Hostels in Wainscott ](https://expedia.com/Wainscott-Hostels.d6046784-aaHostels.Travel-Guide-Accommodation)
- [Houseboats in Wainscott ](https://expedia.com/Wainscott-Houseboats.d6046784-aaHouseboats.Travel-Guide-Accommodation)
- [Condo Resorts in Wainscott ](https://expedia.com/Wainscott-Condominium-Resort.d6046784-aaCondominiumResort.Travel-Guide-Accommodation)
- [Residences in Wainscott ](https://expedia.com/Wainscott-Residences.d6046784-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Wainscott?

### What's the top vacation rental that Wainscott has to offer?

### How many vacation rentals are there in Wainscott?

### What can I see and do in Wainscott?

### What are vacation rentals like in Wainscott?

### Expedia's Latest Trends

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Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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