Title: Town of Southampton Vacation Rentals : Search Short-Term Rentals | Expedia.com [Town of Southampton Hotels](https://expedia.com/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations)[Town of Southampton Flights](https://expedia.com/Destinations-In-Town-Of-Southampton.d553248635976437144.Flight-Destinations)[Car Rentals in Town of Southampton](https://expedia.com/Destinations-In-Town-Of-Southampton.d553248635976437144.Car-Rental-Destinations)[Town of Southampton Vacations](https://expedia.com/Town-Of-Southampton.d553248635976437144.Destination-Travel-Guides) ![Great spot for a beach walk. ](https://images.trvl-media.com/place/6782/b6e614b2-14f5-47d9-aa08-1caf5422dfaa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jason Karas ![](https://images.trvl-media.com/place/6782/b6e614b2-14f5-47d9-aa08-1caf5422dfaa.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 ## Top Cities in Town of Southampton ![Southampton](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252515-Long-Island.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southampton [](https://expedia.com/Southampton-Vacation-Rentals.d6782.Travel-Guide-VacationRentals) ![Ponquogue Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252796-Hampton-Bays.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hampton Bays [](https://expedia.com/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals) ![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252775-Sag-Harbor.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sag Harbor [](https://expedia.com/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals) ![Long Island](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92798-Duck-Walk-Vineyard.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Water Mill [](https://expedia.com/Water-Mill-Vacation-Rentals.d3000351347.Travel-Guide-VacationRentals) ![](https://mediaim.expedia.com/destination/1/b36422dc0aa4ed723a732b05906384be.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Riverhead [](https://expedia.com/Riverhead-Vacation-Rentals.d5993.Travel-Guide-VacationRentals) ![Channing Daughters Winery](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252829-Bridgehampton.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bridgehampton [](https://expedia.com/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals) ## Our top choices for Town of Southampton vacation rentals ![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/3a21009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/df2ccd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/f8803a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/503155ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze #4: Charming Cottage Footsteps to the Beach [](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information) Hampton Bays 8.8/10 Excellent (3 reviews) "Great stay. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Weston B. $416 nightly $475 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/84a27bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/997596e4.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) ### Black Swan: Beachfront Home w/ Year-Round Jacuzzi [](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information) Hampton Bays 9.6/10 Exceptional (15 reviews) "Nice house. Photos and descriptions represent it very accurately. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Will K. $1,085 nightly $1,240 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/f7c4e75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/252d3a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/ceb7120d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/7d654429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer [](https://www.expedia.com/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information) Hampon Bays 9.6/10 Exceptional (23 reviews) "Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annie B. $1,170 nightly $1,337 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/9304004e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/4ee29ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/6f587bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/305503f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Immaculate Waterfront 2 bedroom! [](https://www.expedia.com/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information) Hampton Bays 10/10 Exceptional (5 reviews) "Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. $566 nightly $647 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/44648b41.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/33000000/32210000/32202800/32202785/27df0d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets! [](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information) Southampton 9.0/10 Wonderful (10 reviews) "Great location. Great host. Easy house, pool and private back yard. It's modest but has it all." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry V. $553 nightly $631 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/03f472a0.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/105000000/104830000/104820900/104820817/9db42ad9.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/c3191410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/42ec910a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes from the beach, brand new 4 bedroom [](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information) Southampton 10/10 Exceptional (3 reviews) "perfect for families" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Okito H. $971 nightly $1,109 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/3063b965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/ba457ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/be5ccde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/w1179h1286x0y13-cf797d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Hamptons Escape 3BR Minutes From Beach! [](https://www.expedia.com/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information) Hampton Bays 9.2/10 Wonderful (5 reviews) "Great place. It's exactly like the listing! Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taylor H. $1,371 nightly $1,566 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.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) ![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) ![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) ![Dining](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/4a07f854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedrooms! 4 Min to the Beach! HEATED POOL! [](https://www.expedia.com/Westhampton-Beach-Hotels-5-Bedrooms-4-Min-To-The-Beach-HEATED-POOL.h115137583.Hotel-Information) Westhampton Beach 10/10 Exceptional (2 reviews) "awesome house and awesome host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. $1,699 nightly $1,941 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Westhampton-Beach-Hotels-5-Bedrooms-4-Min-To-The-Beach-HEATED-POOL.h115137583.Hotel-Information) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/c520cfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/d4c45248.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/f04ef5e0.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) ### NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach [](https://www.expedia.com/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information) Water Mill 10/10 Exceptional (6 reviews) "Highly recommend everything from start to finish went smoothly and it was a great experience!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie M. $4,797 nightly $5,481 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/d26d882e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/10a94b38.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/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/4c26b39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Water View w Dock 1.5ml from town [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information) Bay Point $1,974 nightly $2,255 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/0ceaea9c.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/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/e2b82008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house with water views and 2 houses from the bay. [](https://www.expedia.com/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information) Sag Harbor $5,626 nightly $6,428 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information) ![Apartment | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/bb08fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen | Fridge, microwave, stovetop](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4604b12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/026ba813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area | TV](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/96bd8561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Oceanside Suites [](https://www.expedia.com/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information) Downtown Montauk 8.6/10 Excellent (420 reviews) "Great spot- walkable and nice accommodations! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesley $134 nightly $153 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/ec2516ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor [](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) Montauk 9.2/10 Wonderful (1,297 reviews) "Nice pool, great restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April $133 nightly $152 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![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) ![West Studio Queen and Full | Living area | TV](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/fcfe3def.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) ![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/2ca462c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/7d66373d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/30204b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/29b6a8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stern at Soundview · Beach+Ocean+Sunrise [](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) Old Lyme 10/10 Exceptional (3 reviews) "I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lylian $188 nightly $210 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/a654b98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom cottage with Grove Beach 🏖️ access. [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) Clinton 9.6/10 Exceptional (37 reviews) "Many local restaurants near by. Christy's for breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin H. $159 nightly $180 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/2ba6f7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/985b79b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/512e4780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/ecfc5d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Shore Studio in Mastic [](https://www.expedia.com/Mastic-Hotels-South-Shore-Studio-In-Mastic.h121054035.Hotel-Information) Mastic 10/10 Exceptional (3 reviews) "Great stay! Super comfy and clean😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ERIN $199 nightly $227 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Mastic-Hotels-South-Shore-Studio-In-Mastic.h121054035.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1021h679x8y7-bd3e4216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1018h695x16y32-f2872852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1023h681x14y26-c255a5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1019h679x11y27-7ee52eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious one Bedroom Apt with private entrance [](https://www.expedia.com/Centereach-Hotels-Spacious-One-Bedroom-Apt-With-Private-Entrance.h104411338.Hotel-Information) Centereach 7.8/10 Good (10 reviews) "My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NATALIE P. $301 nightly $343 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Centereach-Hotels-Spacious-One-Bedroom-Apt-With-Private-Entrance.h104411338.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) ![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.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) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Petite King Room 7 [](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) Greenport 9.0/10 Wonderful (4 reviews) "We thoroughly enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parent From The Heart, Inc. E. $175 nightly $200 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/55f80c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/37d2be8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/d8b3254e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102170000/102169900/102169883/487abbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JC Entire Apartment remodeled, close to Airport and Ferry [](https://www.expedia.com/Coram-Hotels-JC-Entire-Apartment-Remodeled.h102169883.Hotel-Information) Coram 10/10 Exceptional (3 reviews) "Would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine R. $176 nightly $201 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Coram-Hotels-JC-Entire-Apartment-Remodeled.h102169883.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=553248635976437144&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_553248635976437144) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America®ionId=553248635976437144&latLong=40.873154%2C-72.491895&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%2FDestinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations) ## Top Town of 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) ![Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available ](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/e4971697_y.jpg) ### Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available 10/10 Excellent "Jay was very thorough, responsive, and helpful in providing information about the house and the area. The house was spacious and clean with plenty of comfortable sleeping space for all 13 people in our group. All promised features (the hot tub, the video games, the gym equiptment, then kitchen appliances, the fire place) were working, clean, and in good condition. The property was lovely and I'm sure it's especially great in warm summer months. " [](https://expedia.com/Sagaponack-Hotels-Summer-2026-Now-Available-Grab-An-Amazing-Property-In-The-Heart-Of-The-Hamptons.h28067732.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) ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg) ### Topping Rose House 10/10 Excellent "Everything was excellent. The room was very clean and beautifully designed. Staff was accommodating and kind. They even helped me find a vase for t" [](https://expedia.com/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information) ![Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55_y.jpg) ### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom! 10/10 Excellent "We absolutely loved the place and had a great time. There was plenty of space for the kids to spread out and enjoyed the indoor fireplace. The sunrise views were amazing and it's always special to stay on the water. Communication with the owner was great. We hope to visit again." [](https://expedia.com/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.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) ![The Hampton Maid](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "Reception was welcoming and accommodating. The suite was clean, spacious and inviting. I truly enjoyed my time and the property. I would definitely return. " [](https://expedia.com/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ## Find out more about Town of Southampton ## Discover your perfect Town of Southampton vacation rental with Expedia #### How many vacation rentals are available in Town of Southampton? Expedia has plenty of vacation rentals to choose from in and around Town of Southampton, so you’re guaranteed to find the right one for you. #### How much is a vacation rental in Town of Southampton? The selection of Town of Southampton vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals! #### What type of vacation rental can I get in Town of Southampton? Vacation rentals in Town of Southampton come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Town of Southampton vacation rentals to suit everyone. #### Why should I choose a vacation rental in Town of Southampton? Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Southampton vacation rental often works out to be a fantastic, cost-effective option for [groups](https://www.expedia.com/lp/b/vr/large) and [families](https://www.expedia.com/lp/b/vr/family) visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. #### How do I find the best deal on a vacation rental in Town of Southampton? Find vacation rentals in Town of Southampton by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Southampton. #### What amenities are available in a vacation rental in Town of Southampton? The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a [swimming pool](https://www.expedia.com/lp/b/vr/private-pool) is more your thing. Of course, there’s always the treat of having [your own hot tub](https://www.expedia.com/lp/b/vr/hot-tub). Expedia has a vast range of amenities in Town of Southampton vacation rentals designed to suit every budget and trip type. #### When is the best time to stay in a vacation rental in Town of Southampton? Everytime is a great time to head to Town of Southampton! Staying in a Town of Southampton vacation rentals you will always find lots going on to keep you entertained. #### Why book a vacation rental with Expedia? Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Town of Southampton. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Town of Southampton vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Town of Southampton, you can save even more. #### Can I cancel my vacation rental through Expedia? Yes, you can cancel or change your Town of Southampton vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. 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