Title: Wainscott Vacation Home Rentals from CA $429: Search Top Private Vacation Homes for Rent | Expedia.ca

  

[Hotels in Wainscott](https://expedia.ca/Wainscott-Hotels.d6046784.Travel-Guide-Hotels)[Vacation Rentals in Wainscott](https://expedia.ca/Wainscott-Vacation-Rentals.d6046784.Travel-Guide-VacationRentals)[Wainscott Car Rentals](https://expedia.ca/Car-Rentals-In-Wainscott.d6046784.Car-Rental-Guide)[Wainscott Vacation Packages](https://expedia.ca/Wainscott.d6046784.Destination-Travel-Guides)

![](https://mediaim.expedia.com/destination/2/f54a09d2ea13aa6d589bee6eb9eaff7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Miriam Marcus

# Wainscott Vacation Rentals

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)

### 

Treat yourself

Sign in to save 10% or more on thousands of hotels

[Sign in](https://www.expedia.ca/login)

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Wainscott Vacation Homes

![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)

![Pool](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-467ebb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

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

Wainscott

CA $1,860

CA $2,381 total

includes taxes & fees

Oct 13 - Oct 14

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/aed266db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/809e0319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy quiet gem, private & fenced in backyard

East Hampton

9.4/10

Exceptional

(3)

"good times"

CA $139

CA $1,271 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/200490ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/618fa7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/b0e8e3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Bridgehampton

9.6/10

Exceptional

(15)

"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "

CA $246

CA $569 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/f6c15885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/b7d556ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/d416d8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Sag Harbor

CA $5,602

CA $9,043 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/47172b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/1483cc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/02ffbf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/6ca48340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private completely fenced in property. Near beach

Hampon Bays

9.6/10

Exceptional

(22)

"The place is in nice neighborhood and private entrance. It has all the amenities for a good staying. Definitely will stay again in the future."

CA $217

CA $1,859 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/b3f1fe2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/98c458f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/cee0fa4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/3368cbed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town

Water Mill

10/10

Exceptional

(6)

"Highly recommend everything from start to finish went smoothly and it was a great experience!!"

CA $4,202

CA $8,223 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.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)

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

![Exterior detail](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e69dbcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

Greenport

9.0/10

Wonderful

(4)

"Great job "

CA $279

CA $429 total

includes taxes & fees

Oct 13 - Oct 14

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

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100190000/100189900/100189851/99bc202c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100190000/100189900/100189851/deb90fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100190000/100189900/100189851/4fb91636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/101000000/100190000/100189900/100189851/0239f202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton North

10/10

Exceptional

(1)

"We were escaping NYC for the weekend and exploring real estate in the area. This house was absolutely beautiful and way bigger than we needed. Unfortunately it was rainy out and we really didn’t get to spend too much time in the house since we were driving around it looks like it has a beautiful property with a pool etc. so hopefully we can come back in the summer."

[](https://www.expedia.ca/East-Hampton-Hotels-Modern-3BR-2BA-Home-W-Patio-Outdoor-Salt-Pool.h100189851.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/f20bc122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8ea39820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/00b024ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private beach on a fenced in property sunset views

Hampton Bays

10/10

Exceptional

(12)

"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."

CA $497

CA $2,157 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/b061fa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/8f1986e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/f8c8a8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sag Harbor Water View w Dock 1.5ml from town

Bay Point

CA $6,303

CA $8,955 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34010000/34005300/34005296/w1163h764x0y0-2c7bc0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/35000000/34010000/34005300/34005296/f488ddfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34005300/34005296/cfaa160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34005300/34005296/8c3e97ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Water Mill

10/10

Exceptional

(44)

"Catherine was a great homeowner and made sure everything was organized prior to our arrival. She was very kind and easy to communicate with. She also was able to make sure we could have an early check in. "

CA $2,815

CA $4,907 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Water-Mill-Hotels-6-Bedroom-Bridgehampton-Estate.h34005296.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/w1035h701x17y0-8bcaee6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/680aee8b.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)

### Charming Northfork Townhouse- walk to all

Greenport

10/10

Exceptional

(5)

"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"

CA $476

CA $951 total

includes taxes & fees

Oct 15 - Oct 16

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/83000000/82880000/82871100/82871054/6ebfa18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82880000/82871100/82871054/fe5e1939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82880000/82871100/82871054/367e9ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82880000/82871100/82871054/9a036f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Village gem walk to Main Street fenced in property

Southampton

9.2/10

Wonderful

(5)

"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."

CA $574

CA $1,472 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Southampton-Hotels-Charming-Cottage-Close-To-Main-Street.h82871054.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/10ef3e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, printers](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/30fcbecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/5f36ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/52e5aba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully farmhouse

Southold

10/10

Exceptional

(3)

"good experience"

CA $840

CA $1,624 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Southold-Hotels-Magic-Place.h113098265.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/312e44f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/f2189685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/a1d1bd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Work and Play Special! Extended Stay Discount

Shelter Island

10/10

Exceptional

(52)

"The house was amazing ,clean and full of good energy.it had everything we needed for peaceful, relaxing getaway serenity now! "

CA $1,120

CA $2,011 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount-At-A-Hideaway-With-Stellar-Wifi.h39934446.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/bb644073.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/75000000/74200000/74196800/74196767/4bd3774d.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)

![Dining](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/107032d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Northfork Townhouse- walk to all/ newly renovated

Greenport

9.6/10

Exceptional

(9)

"The place was as advertised and in great walking distance to everything in town! "

CA $539

CA $1,034 total

includes taxes & fees

Oct 13 - Oct 14

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

![A heated pool](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/55e69dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, internet](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/861024c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/bce95391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/d0d2900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton

10/10

Exceptional

(15)

"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"

CA $2,027

CA $2,914 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.Hotel-Information)

![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/105000000/104830000/104820900/104820817/511f61bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/47cbdcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/e7a48081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Minutes from the beach, brand new 4 bedroom

Southampton

10/10

Exceptional

(2)

"Great convenient location. Perfect house for a group with plenty of bathrooms and king size beds. "

CA $630

CA $1,547 total

includes taxes & fees

Oct 14 - Oct 15

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

![Pool](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/ebb70869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/f9e71e35.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/c4e80e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Southampton

9.0/10

Wonderful

(10)

"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"

CA $1,637

CA $2,655 total

includes taxes & fees

Oct 15 - Oct 16

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

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/523bf7e0.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)

![Game room](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/302d0676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous 5-Bedroom House in East Hampton

East Hampton

CA $3,502

CA $6,754 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/East-Hampton-Hotels-Spacious-5-Bedroom-House-With-Pool.h120323745.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.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&regionId=6046784&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWainscott-Private-Vacation-Homes.d6046784-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWainscott-Private-Vacation-Homes.d6046784-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Wainscott Hotel Reviews

![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg)

### Montauk Yacht Club

10/10 Excellent

"Staffs were so kind. The place was peaceful and it is really a relaxing place to stay especially it is beach front"

[](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information)

![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg)

### Sea Crest Resort

10/10 Excellent

"Perfect oceanfront with straight on view. Room newly renovated and exceptionally clean. "

[](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information)

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

### The Shoals Suites and Slips

10/10 Excellent

"Great place, beautiful views! I’ll be back."

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

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

### The Sagaponack

10/10 Excellent

"Clean and cute"

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

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

### The Bentley Hotel Southampton

10/10 Excellent

"Clean room!!"

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

![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg)

### Offshore Montauk

10/10 Excellent

"Great place."

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

![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg)

### Greenporter Hotel

10/10 Excellent

"Great stay! Lovely people! Great area!"

[](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

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

### Sound View Greenport

10/10 Excellent

"Nice views on sunset"

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

![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg)

### Montauk Blue Hotel

10/10 Excellent

"Beach view is perfect "

[](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information)

## Find out more about Wainscott

## Wainscott Vacation Homes information

| Number of reviews | 175 |
| --- | --- |
| Accommodation | 1643 Vacation Homes |
| Lowest Price | CA $429 |
| Highest Price | CA $9,043 |

## Explore a world of travel with Expedia

-   Lodging
-   Flights
-   Packages
-   Cars
-   Vacation Rental
-   Other
-   More ways to book

-   [B&B in Bridgehampton](https://www.expedia.ca/Bridgehampton-Bed-And-Breakfast.d6130684-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Beach-Hotel.0-0-d6130684-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Boutique-Hotel.0-0-d6130684-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Cheap-Hotels.0-0-d6130684-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Luxury-Hotel.0-0-d6130684-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Pet-Friendly-Hotel.0-0-d6130684-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Winery Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Winery-Hotel.0-0-d6130684-tWineryHotel.Travel-Guide-Filter-Hotels)
-   [Bridgehampton Hotels](https://www.expedia.ca/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels)
-   [Inns in Bridgehampton](https://www.expedia.ca/Bridgehampton-Inns.d6130684-aaInns.Travel-Guide-Accommodation)
-   [Vacation Homes in Bridgehampton](https://www.expedia.ca/Bridgehampton-Private-Vacation-Homes.d6130684-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Resorts in Bridgehampton](https://www.expedia.ca/Bridgehampton-Resort-Hotels.d6130684-aaResortHotels.Travel-Guide-Accommodation)
-   [Farmstay in East Hampton](https://www.expedia.ca/East-Hampton-Agritourism.d1524-aaAgritourism.Travel-Guide-Accommodation)
-   [Hotels near East Hampton](https://www.expedia.ca/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels)
-   [B&B in East Hampton](https://www.expedia.ca/East-Hampton-Bed-And-Breakfast.d1524-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Castles in East Hampton](https://www.expedia.ca/East-Hampton-Castles.d1524-aaCastles.Travel-Guide-Accommodation)
-   [Guest Houses in East Hampton](https://www.expedia.ca/East-Hampton-Guest-Houses.d1524-aaGuestHouses.Travel-Guide-Accommodation)
-   [East Hampton Hotels](https://www.expedia.ca/East-Hampton-Hotels.d1524.Travel-Guide-Hotels)
-   [Lodges in East Hampton](https://www.expedia.ca/East-Hampton-Lodges.d1524-aaLodges.Travel-Guide-Accommodation)
-   [Hotels near East Hampton Main Beach](https://www.expedia.ca/East-Hampton-Main-Beach-Hotels.0-l6326946-0.Travel-Guide-Filter-Hotels)
-   [Motels in East Hampton](https://www.expedia.ca/East-Hampton-Motels.d1524-aaMotels.Travel-Guide-Accommodation)
-   [Resorts in East Hampton](https://www.expedia.ca/East-Hampton-Resort-Hotels.d1524-aaResortHotels.Travel-Guide-Accommodation)
-   [Condo Rentals in Egypt Lane Historic District](https://www.expedia.ca/Egypt-Lane-Historic-District-Condos.d6224090-aaCondos.Travel-Guide-Accommodation)
-   [Egypt Lane Historic District Hotels](https://www.expedia.ca/Egypt-Lane-Historic-District-Hotels.d6224090.Travel-Guide-Hotels)
-   [B&B in Fishers Island](https://www.expedia.ca/Fishers-Island-Bed-And-Breakfast.d1208-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Fishers Island](https://www.expedia.ca/Fishers-Island-Guest-Houses.d1208-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Fishers Island](https://www.expedia.ca/Fishers-Island-Inns.d1208-aaInns.Travel-Guide-Accommodation)
-   [Hotels near Georgica Beach](https://www.expedia.ca/Georgica-Beach-Hotels.0-l553248621554185025-0.Travel-Guide-Filter-Hotels)
-   [New York Hotels](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels)
-   [Houseboats in Pantigo Road Historic District](https://www.expedia.ca/Pantigo-Road-Historic-District-Houseboats.d6224134-aaHouseboats.Travel-Guide-Accommodation)
-   [Residences in Pantigo Road Historic District](https://www.expedia.ca/Pantigo-Road-Historic-District-Residences.d6224134-aaResidences.Travel-Guide-Accommodation)
-   [Apartments in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Apartments.d154327-aaApartments.Travel-Guide-Accommodation)
-   [B&B in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Bed-And-Breakfast.d154327-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Condo Resorts in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Condominium-Resort.d154327-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Condo Rentals in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Condos.d154327-aaCondos.Travel-Guide-Accommodation)
-   [Cottages in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation)
-   [Inns in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Inns.d154327-aaInns.Travel-Guide-Accommodation)
-   [Vacation Homes in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Private-Vacation-Homes.d154327-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [B&B in Sagaponack](https://www.expedia.ca/Sagaponack-Bed-And-Breakfast.d3000449529-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Sagaponack](https://www.expedia.ca/Sagaponack-Hotels-Beach-Hotel.0-0-d3000449529-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Sagaponack](https://www.expedia.ca/Sagaponack-Hotels-Luxury-Hotel.0-0-d3000449529-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Sagaponack Hotels](https://www.expedia.ca/Sagaponack-Hotels.d3000449529.Travel-Guide-Hotels)
-   [Inns in Sagaponack](https://www.expedia.ca/Sagaponack-Inns.d3000449529-aaInns.Travel-Guide-Accommodation)
-   [Resorts in Sagaponack](https://www.expedia.ca/Sagaponack-Resort-Hotels.d3000449529-aaResortHotels.Travel-Guide-Accommodation)
-   [Farmstay in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Agritourism.d553248634998945224-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Apart-Hotels.d553248634998945224-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Bed-And-Breakfast.d553248634998945224-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Guest-Houses.d553248634998945224-aaGuestHouses.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-Beach-Hotel.0-0-d553248634998945224-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-Boutique-Hotel.0-0-d553248634998945224-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Golf Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-Golf-Hotel.0-0-d553248634998945224-tGolfHotel.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-LGBT-Friendly-Hotel.0-0-d553248634998945224-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-Pet-Friendly-Hotel.0-0-d553248634998945224-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Village of East Hampton Hotels](https://www.expedia.ca/Village-Of-East-Hampton-Hotels.d553248634998945224.Travel-Guide-Hotels)
-   [Resorts in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Resort-Hotels.d553248634998945224-aaResortHotels.Travel-Guide-Accommodation)
-   [Wainscott Woods Hotels](https://www.expedia.ca/Wainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels)
-   [Vacation Homes in Wainscott Woods](https://www.expedia.ca/Wainscott-Woods-Private-Vacation-Homes.d553248635976471516-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Hotels near Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels)

-   [Flights to East Hampton](https://www.expedia.ca/Cheap-Flights-To-East-Hampton.d1524.Travel-Guide-Flights)
-   [Flights from East Hampton](https://www.expedia.ca/lp/flights/1524/flights-from-east-hampton)
-   [Flights from Bridgehampton](https://www.expedia.ca/lp/flights/6130684/flights-from-bridgehampton)
-   [Flights from Atlanta (ATL) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/atl/hto/atlanta-to-east-hampton)
-   [Flights from Buffalo (BUF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/buf/hto/buffalo-to-east-hampton)
-   [Flights from Chattanooga (CHA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/cha/hto/chattanooga-to-east-hampton)
-   [Flights from Washington (DCA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dca/hto/washington-to-east-hampton)
-   [Flights from Dallas (DFW) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/dfw/hto/dallas-to-east-hampton)
-   [Flights from Great Barrington (GBR) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/gbr/hto/great-barrington-to-east-hampton)
-   [Flights from New London (GON) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/gon/hto/new-london-to-east-hampton)
-   [Flights from New York (JFK) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/jfk/hto/new-york-to-east-hampton)
-   [Flights from Las Vegas (LAS) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/las/hto/las-vegas-to-east-hampton)
-   [Flights from Los Angeles (LAX) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lax/hto/los-angeles-to-east-hampton)
-   [Flights from New York (LGA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lga/hto/new-york-to-east-hampton)
-   [Flights from London (LON) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/lon/hto/london-to-east-hampton)
-   [Flights from Orlando (MCO) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/mco/hto/orlando-to-east-hampton)
-   [Flights from New Orleans (MSY) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/msy/hto/new-orleans-to-east-hampton)
-   [Flights from New York (NYC) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/nyc/hto/new-york-to-east-hampton)
-   [Flights from New York (NYS) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/nys/hto/new-york-to-east-hampton)
-   [Flights from Miami (OPF) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/opf/hto/miami-to-east-hampton)
-   [Flights from Plattsburgh (PBG) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/pbg/hto/plattsburgh-to-east-hampton)
-   [Flights from Fort Myers (RSW) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/rsw/hto/fort-myers-to-east-hampton)
-   [Flights from San Francisco (SFO) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/sfo/hto/san-francisco-to-east-hampton)
-   [Flights from Edmonton (YEA) to East Hampton (HTO)](https://www.expedia.ca/lp/flights/yea/hto/edmonton-to-east-hampton)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Visit Bridgehampton](https://www.expedia.ca/Bridgehampton.dx6130684)
-   [East Hampton Main Beach](https://www.expedia.ca/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction)
-   [East Hampton Vacations](https://www.expedia.ca/East-Hampton.d1524.Destination-Travel-Guides)
-   [Visit East Hampton](https://www.expedia.ca/East-Hampton.dx1524)
-   [Georgica Beach](https://www.expedia.ca/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction)
-   [Visit Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton.dx553248634998945224)
-   [Visit Wainscott Woods](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516)
-   [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction)

-   [Car rental Bridgehampton](https://www.expedia.ca/Car-Rentals-In-Bridgehampton.d6130684.Car-Rental-Guide)
-   [Car rental East Hampton](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d1524.Car-Rental-Guide)
-   [Rental cars East Hampton airport](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d6069886.Car-Rental-Guide)
-   [Enterprise Rental Cars in East Hampton](https://www.expedia.ca/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers)
-   [Hertz Rental Cars in East Hampton](https://www.expedia.ca/Hertz-Car-Rentals-In-East-Hampton.d6069886-c40.Car-Rental-Guide-Suppliers)

-   [Bridgehampton Vacation Rentals](https://www.expedia.ca/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals)
-   [East Hampton Vacation Rentals](https://www.expedia.ca/East-Hampton-Vacation-Rentals.d1524.Travel-Guide-VacationRentals)
-   [Sagaponack Vacation Rentals](https://www.expedia.ca/Sagaponack-Vacation-Rentals.d3000449529.Travel-Guide-VacationRentals)

-   [Things to do in Bridgehampton](https://www.expedia.ca/Things-To-Do-In-Bridgehampton.d6130684.Travel-Guide-Activities)
-   [Things to do in East Hampton](https://www.expedia.ca/Things-To-Do-In-East-Hampton.d1524.Travel-Guide-Activities)

-   [Book Vacation Homes in Wainscott on Expedia.com](https://www.expedia.com/Wainscott-Private-Vacation-Homes.d6046784-aaPrivateVacationHomes.Travel-Guide-Accommodation)