Title: Wainscott Vacation Home Rentals from CA $414: 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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-19&endDate=2025-12-21&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w907h683x59y0-59a3d8e5.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 $1,858 CA $2,410 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.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) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/02ffbf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/3f78326f.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) ### Year-Round Private Jacuzzi / Peaceful Fenced Yard Hampon Bays 9.6/10 Exceptional (22) "The house was very spacious and beautiful! The pool and patio were the major highlights. Pool was crystal clear and clean. We enjoyed our stay so much and hope to be back. Owner was very responsive with our questions " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackie S. CA $105 CA $1,713 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.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) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/809e0319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/a53b6f84.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) ### Cozy quiet gem, private & fenced in backyard East Hampton 9.4/10 Exceptional (3) "Perfect stay outside of the hustle and bustle of Manhattan. The house offered just what we needed a refugee from the city. With plenty of comfortable rooms for the six of us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shakirah S. CA $105 CA $1,219 total includes taxes & fees Oct 28 - Oct 29 [](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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/b0e8e3c1.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) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/200490ea.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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James S. CA $220 CA $523 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.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) ![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) ![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) ### 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!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie M. CA $3,779 CA $7,671 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) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.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) ### American Beech in Greenport - Petite King Room 7 Greenport 9.0/10 Wonderful (4) "Great job " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) emilio CA $278 CA $414 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.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) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/126bef9e.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) ### Spacious 5-bedroom house with water views and 2 houses from the bay. Sag Harbor CA $5,595 CA $9,004 total includes taxes & fees Oct 30 - Oct 31 [](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/93000000/92510000/92502500/92502496/f20bc122.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) ![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) ![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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hanna M. CA $279 CA $1,871 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/a12114d7.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) ### Beautifully farmhouse Southold 10/10 Exceptional (3) "good experience" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $839 CA $1,622 total includes taxes & fees Oct 27 - Oct 28 [](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) ![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) ![5 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/24362044.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) ### Work and Play Special! Extended Stay Discount Shelter Island 10/10 Exceptional (52) "Really great property, had a relaxing lovely time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nava S. CA $1,008 CA $1,863 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) ![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/b8434d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/02a1d23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/305503f3.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) ### Immaculate Waterfront 2 bedroom! Hampton Bays 10/10 Exceptional (5) "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. CA $455 CA $903 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.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) ![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) ![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) ![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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz H. CA $630 CA $1,116 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/511f61bd.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/105000000/104830000/104820900/104820817/0defc87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes from the beach, brand new 4 bedroom Southampton 10/10 Exceptional (3) "perfect for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Okito H. CA $629 CA $1,552 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737078/w1418h960x22y0-482743f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737078/d81673c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737078/5cec0bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737078/6e731fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northfork Townhouse walk to all Greenport CA $309 CA $683 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Greenport-Hotels-Northfork-Townhouse-Walk-To-All.h121737078.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737072/20c27498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737072/481e31d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737072/7932472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121737100/121737072/576a5c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northfork Townhouse-walk to all/Newly Renovated Greenport West CA $343 CA $727 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Greenport-Hotels-Northfork-Townhouse-Walk-To-AllNewly-Renovated.h121737072.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/df4a82cb.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William H. CA $2,024 CA $2,939 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.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) ![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) ![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) ### Sag Harbor Water View w Dock 1.5ml from town Bay Point CA $6,295 CA $8,940 total includes taxes & fees Oct 27 - Oct 28 [](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/121000000/120330000/120323800/120323745/67252411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/w1290h674x0y46-74aec749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/77f41bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/5deae3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 5-Bedroom House in East Hampton East Hampton CA $3,077 CA $6,158 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/East-Hampton-Hotels-Spacious-5-Bedroom-House-With-Pool.h120323745.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/117000000/116900000/116897300/116897268/a9ccdce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116900000/116897300/116897268/70b1ae99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116900000/116897300/116897268/7b2e56e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116900000/116897300/116897268/851d1542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamptons Getaway 3 Bed 2 Bath with Hot Tub Hampton Bays 10/10 Exceptional (4) "House was a perfect combination of comfort, location and peacefulness. Nice back porch for socializing. Close by walking paths to Bay and short drive to experience Hampton Bay community - including beaches, coffee shops and local eateries" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime D. [](https://www.expedia.ca/Hampton-Bays-Hotels-Hamptons-Getaway-3-Bed-2-Bath-With-Hot-Tub.h116897268.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/df52c5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/82837070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/d549b5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/823ad6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil 4-bedroom house with AC in East Quogue. Covered patio. East Quogue CA $1,470 CA $2,314 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/East-Quogue-Hotels-Tranquil-4-Bedroom-House-With-AC-In-East-Quogue-Heated-Pool-Covered-Patio.h119994127.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=2025-11-08&endDate=2025-11-09®ionId=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 ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Breakfast and the Halyard restaurant are top shelf. A few quirks with our room(s) - no cable service, a locked bathroom door that couldn’t be opened, and a dead bolt that didn’t work- but the staff were helpful and accommodating and did everything they could to make things right." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Hero Beach Club](//images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/77f9f5ea_y.jpg) ### Hero Beach Club 10/10 Excellent "We liked the location and the staff was very accommodating with our schedule." [](https://expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Great place to spend a few days , clean and has everything you need for a comfortable stay ! Located great ! " [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Sag Harbor Inn](//images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "Staff was extremely friendly. Continental breakfast with great options. Location was walkable to downtown area. Will definitely stay here the next time I visit Sag Harbor. " [](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Zey Hotel](//images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg) ### Zey Hotel 10/10 Excellent "Hotel is centrally located in town. Staff was welcoming and warm. Free parking being the building. Lots of places to relax. " [](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg) ### Offshore Montauk 10/10 Excellent "The check in process was seamless. " [](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.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 "It was very spacious!" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 10/10 Excellent "Great location, great service, very clean." [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Wainscott Woods Retreat](//images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/61e9bea3_y.jpg) ### Wainscott Woods Retreat 10/10 Excellent "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." [](https://expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information) ## Find out more about Wainscott ## Wainscott Vacation Homes information | Number of reviews | 133 | | --- | --- | | Accommodation | 1643 Vacation Homes | | Lowest Price | CA $414 | | Highest Price | CA $9,004 | ## 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) - 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[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)