Title: Southampton Vacation Rentals from $1,109: Search Short-Term Rentals | Expedia.com [Southampton Travel Guide](https://expedia.com/Southampton.dx6782)[Hotels in Southampton](https://expedia.com/Southampton-Hotels.d6782.Travel-Guide-Hotels)[Flights to Southampton](https://expedia.com/Cheap-Flights-To-Southampton.d6782.Travel-Guide-Flights)[Things to do in Southampton](https://expedia.com/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities)[Car Rentals in Southampton](https://expedia.com/Car-Rentals-In-Southampton.d6782.Car-Rental-Guide)[Southampton Vacation Packages](https://expedia.com/Southampton.d6782.Destination-Travel-Guides) ![Southampton](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southampton vacation rentals ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Shores Ocean Resort [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) Napeague 8.8/10 Excellent (305 reviews) "Quiet place, went off season, cooked all meals in the room, good home base to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry $156 nightly $178 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.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.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06®ionId=6782&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6782) ## Find vacation rentals that suit your style Cottages [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America®ionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=HOUSE_BOAT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthampton-Vacation-Rentals.d6782.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthampton-Vacation-Rentals.d6782.Travel-Guide-VacationRentals) ## Top Southampton Hotel Reviews ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Great place to stay" [](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Southampton Long Island Hotel](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4848cd3d_y.jpg) ### Southampton Long Island Hotel 10/10 Excellent "I had to stay one night only, for a short business trip and I am glad i found this place. I was not expecting the most luxury nor up to date hotel after reading some reviews but as long as it was clean i was satisfied. Well, i booked the small room and i was very pleased, it was immaculately clean, the sheets were super soft, and all pressed. This will be my regular place every time I need to travel to this area. I am.glad I found it and i didn't break the bank to stay in The Hamptons. " [](https://expedia.com/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg) ### Southampton Inn 10/10 Excellent "just a nice comfy feeling " [](https://expedia.com/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Clean hotel and conveniently located! " [](https://expedia.com/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Hamptons Modern Retreat NEW CONS](https://images.trvl-media.com/lodging/90000000/89370000/89365700/89365612/0fd04051_y.jpg) ### Hamptons Modern Retreat NEW CONS 10/10 Excellent "Josh was an incredible host. The property is very beautiful and extremely clean. Close to the beach and all the restaurants. We will definitely be coming back. I’ve shared the house with all of my closest friends and family so they can book it when they come up. Thank you , Josh! " [](https://expedia.com/Southampton-Hotels-Hamptons-Modern-Retreat-NEW-CONS.h89365612.Hotel-Information) ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Nice getaway spot in Southampton. Friendly staff. Well situated to may local points of interest. " [](https://expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/3f96c073_y.jpg) ### Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open... 10/10 Excellent "Beautiful home and grounds, perfect for our extended family gathering over Thanksgiving! " [](https://expedia.com/Southampton-Hotels-Quintessential-Hamptons-Home-With-6-Bedrooms.h73756793.Hotel-Information) ![Harpoon House](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0_y.jpg) ### Harpoon House 10/10 Excellent "We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended. " [](https://expedia.com/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ![COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...](https://images.trvl-media.com/lodging/43000000/42260000/42251100/42251052/9f37eb71_y.jpg) ### COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE... 10/10 Excellent "Weather didnt cooperate but we brought along games & crafts to keep all busy." [](https://expedia.com/Southampton-Hotels-COLONIAL-COMPOUND-WITH-OVERSIZED-LIVING-ROOMS.h42251052.Hotel-Information) ## Find out more about Southampton **Everything you need to know about Southampton vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southampton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southampton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Southampton vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Southampton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southampton in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $1,109 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Southampton rentals** At Expedia, we put the best Southampton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Southampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southampton vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Southampton ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Vacation Homes in Southampton ](https://expedia.com/Southampton-Private-Vacation-Homes.d6782-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Southampton ](https://expedia.com/Southampton-Cottages.d6782-aaCottages.Travel-Guide-Accommodation) - [Villas in Southampton ](https://expedia.com/Southampton-Villas.d6782-aaVillas.Travel-Guide-Accommodation) - [Apartments in Southampton ](https://expedia.com/Southampton-Apartments.d6782-aaApartments.Travel-Guide-Accommodation) - [B&B in Southampton ](https://expedia.com/Southampton-Bed-And-Breakfast.d6782-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Southampton ](https://expedia.com/Southampton-Condos.d6782-aaCondos.Travel-Guide-Accommodation) - [Motels in Southampton ](https://expedia.com/Southampton-Motels.d6782-aaMotels.Travel-Guide-Accommodation) - [Cabin Rentals in Southampton ](https://expedia.com/Southampton-Cabins.d6782-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Southampton? 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