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) ## Top Cities in Town of Southampton ![Southampton](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southampton [](https://expedia.com/Southampton-Vacation-Rentals.d6782.Travel-Guide-VacationRentals) ![Ponquogue Beach](https://images.trvl-media.com/place/6327142/d7bce28b-15f8-4afb-8fea-4056d8a9e353.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hampton Bays [](https://expedia.com/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals) ![A sweeping expanse of salt marsh on Long Island's south shore. Westhampton Beach, NY. Copy space.](https://images.trvl-media.com/place/6084385/f77b35a2-0661-42f3-85aa-028b1a8d681c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Westhampton Beach [](https://expedia.com/Westhampton-Beach-Vacation-Rentals.d6084385.Travel-Guide-VacationRentals) ![Sag Harbor](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sag Harbor [](https://expedia.com/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals) ![Drone view of a Golf Course in Riverhead Baiting Hallow Long Island New York](https://images.trvl-media.com/place/5993/9c10f2bf-9a53-44b3-8e16-542ddc2b6d45.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Riverhead [](https://expedia.com/Riverhead-Vacation-Rentals.d5993.Travel-Guide-VacationRentals) ![Channing Daughters Winery](https://images.trvl-media.com/place/6326836/502b5a7b-0e1c-4c32-bcff-94a364f27c90.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 ![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) ![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/305503f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/e51e1447.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 Mar 1 - Mar 2 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) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/b305c77f.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) ![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) ### 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 9.2/10 Wonderful (11 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. $471 nightly $538 total Mar 1 - Mar 2 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) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/42ec910a.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/105000000/104830000/104820900/104820817/47cbdcfe.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. $957 nightly $1,093 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/6d467d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/167fb5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/a7c4d35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92420000/92415900/92415894/d00906f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamptons apartment getaway [](https://www.expedia.com/East-Quogue-Hotels-Hamptons-Apartment-Getaway.h92415894.Hotel-Information) East Quogue 6.0/10 (3 reviews) "The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hilary K. $252 nightly $288 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/East-Quogue-Hotels-Hamptons-Apartment-Getaway.h92415894.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) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/96f2554e.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) ### 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. $1,356 nightly $1,549 total Mar 1 - Mar 2 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, 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) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/cee0fa4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/41d30343.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) ### NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock [](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) ![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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115140000/115137600/115137583/423d6e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Bedrooms! 4 Min to the Beach! HEATED POOL! [](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. $1,920 nightly $2,193 total Mar 1 - Mar 2 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](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) ![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) ![Pool](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/b7d556ca.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 $5,652 nightly $6,457 total Mar 4 - Mar 5 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) ![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) ![Dining](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/4c26b39e.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) ### 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 $1,999 nightly $2,284 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/85d04a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/eb388ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/e3540489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103100000/103095200/103095183/c66a667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floating Nest on Private River. Serene Views & Ultimate Relaxation [](https://www.expedia.com/Old-Lyme-Hotels-Floating-Nest-On-Private-River-Serene-Views-Ultimate-Relaxation.h103095183.Hotel-Information) Old Lyme $332 nightly $376 total Mar 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/Old-Lyme-Hotels-Floating-Nest-On-Private-River-Serene-Views-Ultimate-Relaxation.h103095183.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) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/aa464430.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) ### 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 16 - Mar 17 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) ![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) ![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) ### Windward Shores Ocean Resort [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) Napeague 8.8/10 Excellent (306 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 $167 nightly $190 total Mar 1 - Mar 2 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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/77ded06a.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) ![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 $189 nightly $212 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.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) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121060000/121054100/121054035/fe878138.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 Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Mastic-Hotels-South-Shore-Studio-In-Mastic.h121054035.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) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.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) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.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. $174 nightly $197 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/b2184623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/96f04021.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/90000000/89760000/89752500/89752461/e5f157f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89760000/89752500/89752461/34a27042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Story Beach Waterview, 3 KING bed, golf putting green! [](https://www.expedia.com/Shirley-Hotels-3-Story-Beach-Waterview.h89752461.Hotel-Information) Shirley 10/10 Exceptional (22 reviews) "The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Red F. $534 nightly $610 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Shirley-Hotels-3-Story-Beach-Waterview.h89752461.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/7751f798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/c42f5795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/508abed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77815300/77815241/12f8a01e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy king suite with kitchen and dining area. [](https://www.expedia.com/Coram-Hotels-Cozy-King-Suite-With-Kitchen-And-Dining-Area.h77815241.Hotel-Information) Coram 9.4/10 Exceptional (6 reviews) "Very clean and well kept property. Easy communication with ow er/manager" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tasia P. $230 nightly $263 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Coram-Hotels-Cozy-King-Suite-With-Kitchen-And-Dining-Area.h77815241.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) ![TV](https://images.trvl-media.com/lodging/105000000/104420000/104411400/104411338/w1022h681x73y40-47b895f7.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) "The host was extremely attentive to any questions or needs. Excellent and immediate communication. Good, quiet location between Islip airport and Port Jefferson. The size of the unit was very adequate for two people. Bathroom was clean and adequately stocked with towels and wash cloths.The reason for 2 stars is we thought the apartment was not very clean from floor to ceiling. This apartment has huge potential to be very cute. In my option, it needs an entire over haul." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russell R. $301 nightly $343 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Centereach-Hotels-Spacious-One-Bedroom-Apt-With-Private-Entrance.h104411338.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 | 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/563d3eb1.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 $146 nightly $166 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/cebba0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/80ce4755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/6f3a1a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Vacation home. Close to The Hamptons [](https://www.expedia.com/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information) Shirley 10/10 Exceptional (4 reviews) "5/5 I enjoyed my stay , very clean and spacious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Quywana F. $434 nightly $496 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.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=2026-03-14&endDate=2026-03-15®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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VACATION_HOME) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APART_HOTEL) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VILLA) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APARTMENT) 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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&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 "Nice " [](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/dd2c9d1c_y.jpg) ### WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr 10/10 Excellent "Mark was a great host. He is very responsive and helpful. The home itself is beautiful and fully stocked, we had everything we needed. It is located on a quiet street. It was a perfect winter weekend to celebrate our mom’s birthday. We are looking forward to going back again in the summer time! " [](https://expedia.com/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information) ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg) ### Topping Rose House 10/10 Excellent "Friendly staff . Nice room . Conveniently located " [](https://expedia.com/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information) ![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "Yes was clean and really wonderful. Comfortable bed too " [](https://expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.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) ![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg) ### Budget Host East End Hotel in Riverhead 10/10 Excellent "The room was clean with updated look that shows care was put into it. Shower had decent pressure and the in room temperature control was a huge plus. And strong wifi with cable too" [](https://expedia.com/Riverhead-Hotels-Budget-Host-East-End-Hotel-Riverhead.h1130479.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) ## 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. For more information, check out our Customer Service Portal and we’ll help you get everything sorted. ## Explore a world of travel with Expedia - Popular Town of Southampton Cities - All accommodation types in Town of Southampton - [Southampton Vacation Rentals ](https://expedia.com/Southampton-Vacation-Rentals.d6782.Travel-Guide-VacationRentals) - [Sag Harbor Vacation Rentals ](https://expedia.com/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals) - [Hampton Bays Vacation Rentals ](https://expedia.com/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals) - [Westhampton Beach Vacation Rentals ](https://expedia.com/Westhampton-Beach-Vacation-Rentals.d6084385.Travel-Guide-VacationRentals) - [Bridgehampton Vacation Rentals ](https://expedia.com/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals) - [East Quogue Vacation Rentals ](https://expedia.com/East-Quogue-Vacation-Rentals.d6125932.Travel-Guide-VacationRentals) - [Water Mill Vacation Rentals ](https://expedia.com/Water-Mill-Vacation-Rentals.d3000351347.Travel-Guide-VacationRentals) - [Westhampton Vacation Rentals ](https://expedia.com/Westhampton-Vacation-Rentals.d6140695.Travel-Guide-VacationRentals) - [Quogue Vacation Rentals ](https://expedia.com/Quogue-Vacation-Rentals.d183707.Travel-Guide-VacationRentals) - [Flanders Vacation Rentals ](https://expedia.com/Flanders-Vacation-Rentals.d3000475689.Travel-Guide-VacationRentals) - [Speonk Vacation Rentals ](https://expedia.com/Speonk-Vacation-Rentals.d553248635942949979.Travel-Guide-VacationRentals) - [Vacation Homes in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Private-Vacation-Homes.d553248635976437144-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Cottages.d553248635976437144-aaCottages.Travel-Guide-Accommodation) - [Apartments in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Apartments.d553248635976437144-aaApartments.Travel-Guide-Accommodation) - [Villas in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Villas.d553248635976437144-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Condos.d553248635976437144-aaCondos.Travel-Guide-Accommodation) - [Motels in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Motels.d553248635976437144-aaMotels.Travel-Guide-Accommodation) - [B&B in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Bed-And-Breakfast.d553248635976437144-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Aparthotels in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Apart-Hotels.d553248635976437144-aaApartHotels.Travel-Guide-Accommodation) - [Farmstay in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Agritourism.d553248635976437144-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Cabins.d553248635976437144-aaCabins.Travel-Guide-Accommodation) - [Inns in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Inns.d553248635976437144-aaInns.Travel-Guide-Accommodation) - [Guest Houses in Town of Southampton ](https://expedia.com/Town-Of-Southampton-Guest-Houses.d553248635976437144-aaGuestHouses.Travel-Guide-Accommodation)