Title: Hampton Bays Vacation Home Rentals from CA $428: Search Top Private Vacation Homes for Rent | Expedia.ca [Hampton Bays Travel Guide](https://expedia.ca/Hampton-Bays.dx183681)[Hotels in Hampton Bays](https://expedia.ca/Hampton-Bays-Hotels.d183681.Travel-Guide-Hotels)[Vacation Rentals in Hampton Bays](https://expedia.ca/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals)[Hampton Bays Car Rentals](https://expedia.ca/Car-Rentals-In-Hampton-Bays.d183681.Car-Rental-Guide)[Hampton Bays Vacation Packages](https://expedia.ca/Hampton-Bays.d183681.Destination-Travel-Guides) ![Ponquogue Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252796-Hampton-Bays.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hampton Bays 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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Hampton Bays Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/47172b27.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) ![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) ### Private completely fenced in property. Near beach 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 " CA $218 CA $1,863 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.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) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4bd4eab0.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 $499 CA $2,136 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/73104486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/7977ff38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/17153fd5_edited_c39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/85b5ebee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach Mastic 10/10 Exceptional (4) "Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!" CA $126 CA $257 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Mastic-Hotels-Charming-1-Bedroom-Apartment-20-Minutes-From-The-Hamptons-10-Minutes-From-Beach.h116876666.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/224a4ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/e28c0449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/8b6fc0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/632888f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Story Beach Waterview, 3 KING bed, golf putting green! Shirley 10/10 Exceptional (21) "The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! " CA $282 CA $910 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Shirley-Hotels-3-Story-Beach-Waterview.h89752461.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121470000/121464700/121464661/8d04c13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/122000000/121470000/121464700/121464661/5ea823a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121470000/121464700/121464661/8389b695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121470000/121464700/121464661/eba75891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy and Modern 2-bedroom apartment in lovely Yaphank Yaphank CA $202 CA $335 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Yaphank-Hotels-Cozy-And-Modern-2-Bedroom-Apartment-In-Lovely-Yaphank.h121464661.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 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) ![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) ### 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 $222 CA $538 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.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) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118580000/118574500/118574466/d8f54b73.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) ![Marina](https://images.trvl-media.com/lodging/119000000/118580000/118574500/118574466/ec99ba21.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 (4) "The property was very relaxing, clean, and well stocked, and the hosts were incredibly accommodating!" CA $316 CA $442 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Mastic-Beach-Hotels-THE-GOOSE-A-Charming-2-Bedroom-Bungalow-With-WiFi-And-AC-In-Mastic-Beach.h118574466.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) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/441cf856.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 $4,213 CA $8,168 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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/a53b6f84.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 $1,274 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.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) ![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) ![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) ### Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY Rocky Point 10/10 Exceptional (22) "Pet friendly " CA $393 CA $789 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Rocky-Point-Hotels-Homelike.h88242863.Hotel-Information) ![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h742x19y0-50746f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1169h768x0y0-20f93b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1134h757x18y5-04d00f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h693x19y0-54cefabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC Calverton 8.4/10 Very good (7) "prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. " CA $701 CA $1,266 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Calverton-Hotels-Spacious-5-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e500d985.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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.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 $428 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/bf53ce9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/9fcec15b_edited_9ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/101e7863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69730000/69725000/69724977/74a32c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hottub, ⛳️, htd pool, Sauna, Basketball Mastic 10/10 Exceptional (27) "Stayed here for my wedding weekends and absolutely loved the house! Very spacious and beautiful yard! Had so much fun " CA $449 CA $1,778 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Shirley-Hotels-Beautiful-House.h69724977.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) ![6 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/35000000/34010000/34005300/34005296/36030f26.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) ![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 (45) "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 $2,734 CA $4,805 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Water-Mill-Hotels-6-Bedroom-Bridgehampton-Estate.h34005296.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) ![Interior](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/d26d882e.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 $6,319 CA $8,978 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.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) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/6a501be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/70b7a4d9.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) ### Modern Vacation home. Close to The Hamptons Shirley 10/10 Exceptional (3) "good time" CA $480 CA $902 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92320000/92313900/92313832/dfcce752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92320000/92313900/92313832/40fd1d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92320000/92313900/92313832/5f500ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92320000/92313900/92313832/7990882d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Stay Shirley 10/10 Exceptional (6) "Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!" CA $417 CA $788 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Shirley-Hotels-Tranquil-Stay.h92313832.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/aeb85212.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 $5,614 CA $9,080 total includes taxes & fees Nov 1 - Nov 2 [](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/114000000/113100000/113098300/113098265/10ef3e76.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) ![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 $842 CA $1,628 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Southold-Hotels-Magic-Place.h113098265.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114770000/114767000/114766954/32c06742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114770000/114767000/114766954/32a94467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114770000/114767000/114766954/0da371e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114767000/114766954/345c45cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront designer retreat | Stunning Sunsets! 5 minutes to the beach! Shirley CA $430 CA $828 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Shirley-Hotels-Waterfront-Designer-Retreat-W-Sunsets-Just-5-Minutes-To-The-Beach.h114766954.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=2025-10-29&endDate=2025-10-30®ionId=183681&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%2FHampton-Bays-Private-Vacation-Homes.d183681-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHampton-Bays-Private-Vacation-Homes.d183681-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Hampton Bays Hotel Reviews ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "Really clean and new!" [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.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 "Nice spot" [](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 "Property was very welcoming thanx for having me" [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Hilton Garden Inn Riverhead](//images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "Great atmosphere. Friendly service. Great room. A pleasure to stay here!" [](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Ocean View Terrace Inn](//images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/48143ae8_y.jpg) ### Ocean View Terrace Inn 10/10 Excellent "This place was very nice and quiet. " [](https://expedia.ca/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.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) ![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) ![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) ![Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14 ](//images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/77505e11_y.jpg) ### Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14 10/10 Excellent "Pool and hot tub were clean. Fire pit and tennis courts were great. House was very spacious." [](https://expedia.ca/Hampton-Bays-Hotels-Southampton-Estate.h29849423.Hotel-Information) ## Find out more about Hampton Bays ## Hampton Bays Vacation Homes information | Number of reviews | 174 | | --- | --- | | Accommodation | 1685 Vacation Homes | | Lowest Price | CA $428 | | Highest Price | CA $9,080 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Flanders](https://www.expedia.ca/3Star-Flanders-Hotels.s30-0-d3000475689.Travel-Guide-Filter-Hotels) - [Hotels near Agawam Park](https://www.expedia.ca/Agawam-Park-Hotels.0-l6064501-0.Travel-Guide-Filter-Hotels) - [Hotels near Cooper's Beach](https://www.expedia.ca/Coopers-Beach-Hotels.0-l6326842-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Town of Southampton](https://www.expedia.ca/Destinations-In-Town-Of-Southampton-Beach-Hotel.0-0-d553248635976437144-tBeachHotel.Hotel-Filter-Destinations) - [Luxury Hotels in Town of Southampton](https://www.expedia.ca/Destinations-In-Town-Of-Southampton-Luxury-Hotel.0-0-d553248635976437144-tLuxuryHotel.Hotel-Filter-Destinations) - [Pet-Friendly Hotels in Town of Southampton](https://www.expedia.ca/Destinations-In-Town-Of-Southampton-Pet-Friendly-Hotel.0-0-d553248635976437144-tPetfriendlyHotel.Hotel-Filter-Destinations) - [Town of Southampton Hotels](https://www.expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations) - [Cabin Rentals in East Quogue](https://www.expedia.ca/East-Quogue-Cabins.d6125932-aaCabins.Travel-Guide-Accommodation) - [Boutique Hotels in East Quogue](https://www.expedia.ca/East-Quogue-Hotels-Boutique-Hotel.0-0-d6125932-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in East Quogue](https://www.expedia.ca/East-Quogue-Hotels-Luxury-Hotel.0-0-d6125932-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in East Quogue](https://www.expedia.ca/East-Quogue-Hotels-Pet-Friendly-Hotel.0-0-d6125932-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [East Quogue Hotels](https://www.expedia.ca/East-Quogue-Hotels.d6125932.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) - [Farmstay in Flanders](https://www.expedia.ca/Flanders-Agritourism.d3000475689-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Flanders](https://www.expedia.ca/Flanders-Apart-Hotels.d3000475689-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Flanders](https://www.expedia.ca/Flanders-Bed-And-Breakfast.d3000475689-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Flanders](https://www.expedia.ca/Flanders-Chalets.d3000475689-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Flanders](https://www.expedia.ca/Flanders-Hotels-Cheap-Hotels.0-0-d3000475689-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Flanders](https://www.expedia.ca/Flanders-Hotels-Luxury-Hotel.0-0-d3000475689-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Flanders Hotels](https://www.expedia.ca/Flanders-Hotels.d3000475689.Travel-Guide-Hotels) - [Inns in Flanders](https://www.expedia.ca/Flanders-Inns.d3000475689-aaInns.Travel-Guide-Accommodation) - [Resorts in Flanders](https://www.expedia.ca/Flanders-Resort-Hotels.d3000475689-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Francis S. 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