Title: Top Guest Houses in Town of Southampton in 2025 | Expedia.ca [Town of Southampton Hotels](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations)[Vacation Rentals in Town of Southampton](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations)[Town of Southampton Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Car-Rental-Destinations)[Town of Southampton Vacations](https://expedia.ca/Town-Of-Southampton.d553248635976437144.Destination-Travel-Guides) ![Southampton showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94099-Southampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Town of Southampton ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Southampton ![](https://mediaim.expedia.com/destination/1/b36422dc0aa4ed723a732b05906384be.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Riverhead [](https://expedia.ca/Riverhead-Guest-Houses.d5993-aaGuestHouses.Travel-Guide-Accommodation) ![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.ca/Southampton-Guest-Houses.d6782-aaGuestHouses.Travel-Guide-Accommodation) ![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.ca/Sag-Harbor-Guest-Houses.d154327-aaGuestHouses.Travel-Guide-Accommodation) ![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.ca/Hampton-Bays-Guest-Houses.d183681-aaGuestHouses.Travel-Guide-Accommodation) ![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.ca/Bridgehampton-Guest-Houses.d6130684-aaGuestHouses.Travel-Guide-Accommodation) ![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.ca/Water-Mill-Guest-Houses.d3000351347-aaGuestHouses.Travel-Guide-Accommodation) ## Featured Guest Houses in Town of Southampton ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/a37c2d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/949a0d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/ae2cccbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton's Vacation Inn Hampton Bays 9.0/10 Wonderful (325) "Pleasant stay. Quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerrie [](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22®ionId=553248635976437144&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southampton-Guest-Houses.d553248635976437144-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southampton-Guest-Houses.d553248635976437144-aaGuestHouses.Travel-Guide-Accommodation) ## Top Town of Southampton Hotel Reviews ![Hamlet Inn](//images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Booked last minute and arrived late in the evening. Adorable property and room was cozy. Beds very comfortable. Will definitely return. Would have like to use the fire pit area but on limited time. Denise at the front desk was very accommodating and shared map along with beach tips to watch the sun come up. " [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![The Hampton Maid](//images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "Rooms were very clean; bathroom was modern; the bed is comfortable; the linens are high quality. We like the beach towels and the robes in the room. We like room service and the front porch overlooking the pool (which could be heated). We will be back." [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "It was clean and the staff was very nice they " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Budget Host East End Hotel in Riverhead](//images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg) ### Budget Host East End Hotel in Riverhead 10/10 Excellent "Very nice room for the price. Very clean, clean bed sheets, nice pillows and good mattress. Definitely will stay again." [](https://expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information) ![Canoe Place Inn and Cottages](//images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/aa9cc8cf_y.jpg) ### Canoe Place Inn and Cottages 10/10 Excellent "Perfect get away " [](https://expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Perfect " [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Sag Harbor Inn](//images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! " [](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![ Hampton's Vacation Inn](//images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77_y.jpg) ### Hampton's Vacation Inn 10/10 Excellent " didn't have a kitchen. parking was fine and convenient." [](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Harpoon House](//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.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ## Find out more about Town of Southampton ## Town of Southampton Guest Houses information | Number of reviews | 323 | | --- | --- | | Accommodation | 2 Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Agawam Park](https://www.expedia.ca/Agawam-Park-Hotels.0-l6064501-0.Travel-Guide-Filter-Hotels) - [Hotels near Cooper's Beach](https://www.expedia.ca/Coopers-Beach-Hotels.0-l6326842-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in East Quogue](https://www.expedia.ca/East-Quogue-Cabins.d6125932-aaCabins.Travel-Guide-Accommodation) - [Boutique Hotels in East Quogue](https://www.expedia.ca/East-Quogue-Hotels-Boutique-Hotel.0-0-d6125932-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in East Quogue](https://www.expedia.ca/East-Quogue-Hotels-Luxury-Hotel.0-0-d6125932-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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[Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Cooper's Beach](https://www.expedia.ca/Coopers-Beach-Southampton.d6326842.Vacation-Attraction) - [Visit East Quogue](https://www.expedia.ca/East-Quogue.dx6125932) - [Hampton Bays Vacations](https://www.expedia.ca/Hampton-Bays.d183681.Destination-Travel-Guides) - [Visit Hampton Bays](https://www.expedia.ca/Hampton-Bays.dx183681) - [Ponquogue Beach](https://www.expedia.ca/Ponquogue-Beach-Hampton-Bays.d6327142.Vacation-Attraction) - [Visit Shinnecock Hills](https://www.expedia.ca/Shinnecock-Hills.dx553248634998586593) - [Shinnecock Nation Cultural Center and Museum](https://www.expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction) - [Visit Shinnecock Reservation](https://www.expedia.ca/Shinnecock-Reservation.dx553248634998728494) - [Southampton Arts Center](https://www.expedia.ca/Southampton-Arts-Center-Southampton.d553248629501562732.Vacation-Attraction) - [Southampton Vacations](https://www.expedia.ca/Southampton.d6782.Destination-Travel-Guides) - [Visit Southampton](https://www.expedia.ca/Southampton.dx6782) - [Car rental Hampton Bays](https://www.expedia.ca/Car-Rentals-In-Hampton-Bays.d183681.Car-Rental-Guide) - [Dollar Rent A Car Rental Cars in South Fork](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-South-Fork.d553248635976197738-c43.Car-Rental-Guide-Suppliers) - [Standard Car Rentals in South Fork](https://www.expedia.ca/Standard-Car-Rentals-In-South-Fork.d553248635976197738-tStandard.Car-Rental-Guide-Class) - [East Quogue Vacation Rentals](https://www.expedia.ca/East-Quogue-Vacation-Rentals.d6125932.Travel-Guide-VacationRentals) - [Hampton Bays Vacation Rentals](https://www.expedia.ca/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals) - [Things to do in East Quogue](https://www.expedia.ca/Things-To-Do-In-East-Quogue.d6125932.Travel-Guide-Activities) - [Things to do in South Fork](https://www.expedia.ca/Things-To-Do-In-South-Fork.d553248635976197738.Travel-Guide-Activities) - [Things to do in Southampton](https://www.expedia.ca/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities) - [Book Guest Houses in Town of Southampton on Expedia.com](https://www.expedia.com/Town-Of-Southampton-Guest-Houses.d553248635976437144-aaGuestHouses.Travel-Guide-Accommodation)