Title: Town of Southampton Vacation Home Rentals from CA $524: Search Top Private Vacation Homes for Rent | Expedia.ca [Town of Southampton Hotels](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations)[Vacation Rentals in Town of Southampton](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations)[Town of Southampton Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Car-Rental-Destinations)[Town of Southampton Vacations](https://expedia.ca/Town-Of-Southampton.d553248635976437144.Destination-Travel-Guides) ![Southampton showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94099-Southampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Town of Southampton Vacation Rentals ## Compare and save ![](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=553248635976437144&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=553248635976437144&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=553248635976437144&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=553248635976437144&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Vacation Homes in Town of Southampton ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/e4971697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/450c8832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/9505cc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/0d122984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available Sag Harbor 10/10 Exceptional (89) "Great house with awesome backyard, host responsive and very easy to work with! Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kilee B. [](https://www.expedia.ca/Sagaponack-Hotels-Summer-2025-Now-Available-Wolffer-Vineyard-Close.h28067732.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57190000/57184700/57184623/c1d9f364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57190000/57184700/57184623/fb94ffb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57190000/57184700/57184623/0b87ffc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57190000/57184700/57184623/835026a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms Eastport 9.6/10 Exceptional (34) "We had a amazing stay and plan to come back next July again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina G. [](https://www.expedia.ca/Eastport-Hotels-Newly-Redesigned-9-Bedroom-Mansion-With-A-Pool.h57184623.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ae5634ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/a543eee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/850fe737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom! Hampton Bays 9.6/10 Exceptional (141) "Perfect property to hangout and stay entertained for hours" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryder I. [](https://www.expedia.ca/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/3f96c073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/a350d755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/17681f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/a388b822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open... Southampton 9.8/10 Exceptional (17) "Had an amazing stay here and would definitely recommend to others!! Only issue was the heat did not work in certain areas. House and backyard / pool area was spacious and beautiful. Perfect for large groups. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shelby h. [](https://www.expedia.ca/Southampton-Hotels-Quintessential-Hamptons-Home-With-6-Bedrooms.h73756793.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582469/68a38974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582469/44c345b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582469/w1139h742x0y0-0ea96df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582469/w1104h756x0y8-d5ab3ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in Hampton Bays... Hampton Bays 9.8/10 Exceptional (76) " Very clean a little dated but excellent location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina J. [](https://www.expedia.ca/Hampton-Bays-Hotels-Relax-In-Hampton-Bays.h34582469.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) ![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) ### 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 $524 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/102000000/101880000/101877700/101877657/05048f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/67d18d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/aa35e14f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/70e808a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping Southampton 9.8/10 Exceptional (32) "Wonderful outdoor space and great pool. Host was responsive and property was close to all things needed and wanted! Great rental for families." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia Fox M. [](https://www.expedia.ca/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/b6546ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/a9e60b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/b7c7c436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/5129cc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach Westhampton Beach 10/10 Exceptional (101) "Very responsive host (Esther was amazing!) and the whole family really enjoyed the property - inside and out!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine H. [](https://www.expedia.ca/Westhampton-Beach-Hotels-Hamptons-Haven-Family-FunHeated-Pool.h27411101.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111490000/111488100/111488027/c89fd4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/112000000/111490000/111488100/111488027/0f2f0985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/112000000/111490000/111488100/111488027/cb26872a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111490000/111488100/111488027/efb7489b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families Southampton 9.6/10 Exceptional (7) "Loved it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) debra sue k. [](https://www.expedia.ca/Southampton-Hotels-Cozy-Southampton-Home-With-Private-Pool.h111488027.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/2fba1db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/f01eb3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/80abe6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/6e2d8c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Bridgehampton home with Pool. Sag Harbor 10/10 Exceptional (4) "The house and property were so nice. We have a 10 and 11 year old. They played outside or were swimming in the pool the entire time. It's close to great shopping and beaches. It was a very relaxing and enjoyable long weekend. Everything was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather M. [](https://www.expedia.ca/Bridgehampton-Hotels-Private-Bridgehampton-Home-With-Pool.h34991072.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) ![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/5c24c4a6.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) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/87ec4f33.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 (192) "House was more then I can imagine , host was great , house literally have anything you forgot at home . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isiah L. [](https://www.expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/77505e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/718d3f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/a30f4a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/137634e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14 Hampton Bays 9.4/10 Exceptional (74) "As always everything was excellent, This is our third stay at this property and we are booked for 2026" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael R. [](https://www.expedia.ca/Hampton-Bays-Hotels-Southampton-Estate.h29849423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/b3459743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/2f629380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/625fcc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114460000/114459200/114459121/b5403df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Sag Harbor Escape, Moments from the Water and Long Beach to View... Sag Harbor 8.0/10 Very good (3) "Great location and comfortable stay, amazing sheets.Ended up buying for my home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David Y. [](https://www.expedia.ca/Sag-Harbor-Hotels-Modern-Sag-Harbor-Escape.h114459121.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/eb0bd645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/6006ccd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/c039c765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/5e1474a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer getaway East Quogue 9.0/10 Wonderful (14) "Perfect location for a family holiday " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Olaf U. [](https://www.expedia.ca/East-Quogue-Hotels-Summer-Getaway.h71184656.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/82652573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/90-08dc2267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/90-fec9eab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/f7ebad34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special! Hampton Bays 9.8/10 Exceptional (19) "We had a wonderful stay here with our family. Great location, right on the beach, looking forward to returning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle D. [](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Waterfront-On-Peconic-Bay-In-Hampton-Bays-Southampton-Fall-Special.h36769395.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) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/66b0cea3.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) ![Smart TV, fireplace, computer monitors, printers](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/234b7a12.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. CA $2,792 CA $4,090 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Westhampton-Beach-Hotels-5-Bedrooms-4-Min-To-The-Beach-HEATED-POOL.h115137583.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/7b76c8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/7d546d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/5c391207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/b7955c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion Near the Bay. 7 bedrooms! Chef’s kitchen. Southampton 9.8/10 Exceptional (54) "Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary B. [](https://www.expedia.ca/Southampton-Hotels-Mansion-Near-The-Bay-7-Bedrooms-Chefs-Kitchen.h49166266.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) ![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 (3) "perfect for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Okito H. CA $630 CA $1,534 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.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) ![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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madelyn G. [](https://www.expedia.ca/Water-Mill-Hotels-6-Bedroom-Bridgehampton-Estate.h34005296.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/121000000/120250000/120242600/120242501/74ea4ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120250000/120242600/120242501/88ef4a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120242600/120242501/8a143b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120250000/120242600/120242501/a7a59d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Southampton Getaway with Heated Pool & Seamless Indoor-Outdoor Living Southampton 10/10 Exceptional (1) "Great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophia C. [](https://www.expedia.ca/Southampton-Hotels-Chic-Southampton-Getaway-With-Heated-Pool-Seamless-Indoor-Outdoor-Living.h120242501.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=2025-11-09&endDate=2025-11-10®ionId=553248635976437144&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%2FTown-Of-Southampton-Private-Vacation-Homes.d553248635976437144-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southampton-Private-Vacation-Homes.d553248635976437144-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Town of Southampton Hotel Reviews ![ Hampton's Vacation Inn](//images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77_y.jpg) ### Hampton's Vacation Inn 10/10 Excellent " didn't have a kitchen. parking was fine and convenient." [](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.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) ![The Hampton Maid](//images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "The room was spotless with beautiful relaxing decor. The outdoor patio area was so nice with the outdoor fireplace." [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.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) ![Hampton Bays Hotel on Main](//images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3_y.jpg) ### Hampton Bays Hotel on Main 10/10 Excellent "Loved the 2 bar options on the property." [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) ![Hamlet Inn](//images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "This was the perfect place to stay right down the street from Stony Brook University. We like that this hotel was small and we parked right outside of our room. Everything was clean and neatly organized. Plenty of towels and toiletries. It was the perfect hotel for one night so that I didn't have to drive to my conference at SBU in the morning. It would be a nice place for a weekend as well. The staff was very pleasant and welcoming. " [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Great stay overall. Only suggestion would be to put a light on the side of the building. " [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Bayview Resort](//images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "We love this place. We immediately felt home. Accommodating and helpful. What else can we ask for. :) Though Expedia should do better as a 3rd party by communicating to customers specific conditions and amenities. We are so lucky that Bayview Resort help us a lot. :) Grateful that this weekend was restful and safe. " [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Southampton Inn](//images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg) ### Southampton Inn 10/10 Excellent "Such a great location!" [](https://expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ## Find out more about Town of Southampton ## Town of Southampton Vacation Homes information | Number of reviews | 793 | | --- | --- | | Accommodation | 856 Vacation Homes | | Lowest Price | CA $524 | | Highest Price | CA $4,090 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [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) - [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) - 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