Title: Hamptons Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Hamptons Travel Guide](https://expedia.ca/Hamptons.dx6056452)[Hotels in Hamptons](https://expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)[Vacation Rentals in Hamptons](https://expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)[Flights to Hamptons](https://expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)[Things to do in Hamptons](https://expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)[Hamptons Car Rentals](https://expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide)[Hamptons Vacation Packages](https://expedia.ca/Hamptons.d6056452.Destination-Travel-Guides) ![East Hampton which includes heritage elements and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252639-East-Hampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hamptons Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Hamptons Vacation Homes ![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) ![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 detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/9a2f74fc.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! " CA $245 CA $563 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Dining](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/3368cbed.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) ![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!!" CA $4,185 CA $8,191 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.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/b061fa88.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 $6,275 CA $8,886 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.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) ![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) ![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 $5,578 CA $8,944 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information) ![Smart TV, fireplace, computer monitors, printers](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/a7ab8c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/4a07f854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/66b0cea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/423d6e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedrooms! 4 Min to the Beach! HEATED POOL! Westhampton Beach 10/10 Exceptional (2) "awesome house and awesome host" CA $2,782 CA $4,077 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Westhampton-Beach-Hotels-5-Bedrooms-4-Min-To-The-Beach-HEATED-POOL.h115137583.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) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34005300/34005296/8c3e97ad.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) ![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) ### 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 $2,804 CA $4,888 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/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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/511f61bd.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 $627 CA $1,547 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.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) ![Property grounds](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/d0d2900f.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) ![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) ### 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 $2,018 CA $2,901 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) ![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) ![Pool](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-467ebb28.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) ### Cozy 5 Bedroom With Wi-fi And Air Condition Wainscott CA $1,852 CA $2,355 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/dd2c9d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/b0fe18a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/2a21783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/5c24c4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr Westhampton Beach 10/10 Exceptional (191) "Had a lovely relaxing time with family and friends. Very convenient and great size." CA $1,109 CA $1,780 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.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) ![Interior](https://images.trvl-media.com/lodging/101000000/100190000/100189900/100189851/23fac05c.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) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100190000/100189900/100189851/deb90fbe.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." CA $481 CA $924 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/East-Hampton-Hotels-Modern-3BR-2BA-Home-W-Patio-Outdoor-Salt-Pool.h100189851.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) ![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) ![Interior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/44648b41.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 $1,811 CA $2,892 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.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) ![Exterior](https://images.trvl-media.com/lodging/83000000/82880000/82871100/82871054/367e9ae6.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) ![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 $572 CA $1,466 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Southampton-Hotels-Charming-Cottage-Close-To-Main-Street.h82871054.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) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120330000/120323800/120323745/c7d609b7.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) ![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) ### Gorgeous 5-Bedroom House in East Hampton East Hampton CA $3,486 CA $6,686 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/East-Hampton-Hotels-Spacious-5-Bedroom-House-With-Pool.h120323745.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) ![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) ![Living area](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/82837070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/120000000/119994200/119994127/209f5204.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 $1,464 CA $2,305 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/East-Quogue-Hotels-Tranquil-4-Bedroom-House-With-AC-In-East-Quogue-Heated-Pool-Covered-Patio.h119994127.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/53aab435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/6fccc75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/f9f66e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/ffda393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Insta-worthy Couples Retreat: Perfect for romantic getaway! Old Lyme 9.6/10 Exceptional (51) "Great stay, charming cottage, hope to return" CA $144 CA $362 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Mystic-New-London-Hotels-Seaside-Beach-Bungalow-At-Hawks-Nest.h52069712.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/1c55c50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/5860a5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/d4679987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/ca71fb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks Waterford 10/10 Exceptional (9) "Open concept home beautiful with private yard space. It was perfect for our stay" CA $135 CA $507 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/bdf0ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/069535cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/cebba0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/6a501be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Vacation home. Close to The Hamptons Shirley 10/10 Exceptional (3) "good time" CA $477 CA $895 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/119000000/118580000/118574500/118574466/w2697h1526x0y0-88061861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/119000000/118580000/118574500/118574466/ec99ba21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118580000/118574500/118574466/dcd1f049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118580000/118574500/118574466/8a1b2b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### “THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach. Mastic Beach 10/10 Exceptional (2) "Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. " CA $314 CA $439 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Mastic-Beach-Hotels-THE-GOOSE-A-Charming-2-Bedroom-Bungalow-With-WiFi-And-AC-In-Mastic-Beach.h118574466.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/9c8f5b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/e738d4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88250000/88242900/88242863/eda634ed.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/89000000/88250000/88242900/88242863/ccec8913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY Rocky Point 10/10 Exceptional (22) "Pet friendly " CA $390 CA $784 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Rocky-Point-Hotels-Homelike.h88242863.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=2025-10-22&endDate=2025-10-23®ionId=6056452&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FHamptons-Private-Vacation-Homes.d6056452-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHamptons-Private-Vacation-Homes.d6056452-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Hamptons Hotel Reviews ![Hamlet Inn](//images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Location was convenient between the places we wanted to go visit." [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.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 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) ![The Hampton Maid](//images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "Love this place " [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Bayview Resort](//images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "Drinks on the pier were lovely!" [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "I arrived late night for check-in. The staff text arranged for checking me in ahead of time and left a nice breakfast for me for the morning. Thank you!" [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Baron's Cove](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg) ### Baron's Cove 10/10 Excellent "Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings. " [](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![Windward Shores Ocean Resort](//images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21_y.jpg) ### Windward Shores Ocean Resort 10/10 Excellent "The non ocean view rooms are fabulous. I’m sure the ocean side ones are great. " [](https://expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ![Sea Haven Resort Motel](//images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/96167988_y.jpg) ### Sea Haven Resort Motel 10/10 Excellent "fine" [](https://expedia.ca/Southampton-Hotels-Sea-Haven-Resort-Motel.h8439546.Hotel-Information) ## Find out more about Hamptons ## Hamptons Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Sag Harbor](https://www.expedia.ca/3Star-Sag-Harbor-Hotels.s30-0-d154327.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Sag Harbor](https://www.expedia.ca/4Star-Sag-Harbor-Hotels.s40-0-d154327.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sag Harbor](https://www.expedia.ca/5Star-Sag-Harbor-Hotels.s50-0-d154327.Travel-Guide-Filter-Hotels) - 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