Title: Hamptons Guest Houses | Expedia.ca [Hamptons Travel Guide](https://expedia.ca/Hamptons.dx6056452)[Hotels in Hamptons](https://expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)[Vacation Rentals in Hamptons](https://expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)[Flights to Hamptons](https://expedia.ca/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)[Things to do in Hamptons](https://expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)[Hamptons Car Rentals](https://expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide)[Hamptons Vacation Packages](https://expedia.ca/Hamptons.d6056452.Destination-Travel-Guides) ![East Hampton which includes heritage elements and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252639-East-Hampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Hamptons ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6056452&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Hamptons Guest Houses ![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/11000000/10220000/10211600/10211593/6142ad8a.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 (317) "A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street." CA $176 CA $202 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/5a24caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/3da43463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/7abafcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/a79f88d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New and Modern Bridgehampton Accommodations Bridgehampton 9.6/10 Exceptional (15) "Had a great stay here with a small group. Host was very accommodating and responsive. " CA $246 CA $614 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information) ![Water view](https://images.trvl-media.com/lodging/38000000/37080000/37077800/37077707/8fc63f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cottage, 1 King Bed with Sofa bed, Non Smoking (Nantucket) | Water view](https://images.trvl-media.com/lodging/38000000/37080000/37077800/37077707/dd5aea8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, minibar, individually decorated, individually furnished](https://images.trvl-media.com/lodging/38000000/37080000/37077800/37077707/234ade1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cottage, 1 King Bed with Sofa bed, Non Smoking (Martha's Vineyard) | Balcony](https://images.trvl-media.com/lodging/38000000/37080000/37077800/37077707/d7ec8e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor View Landing West Mystic 10/10 Exceptional (123) "One of the most unique plainly awesome places we’ve stayed. A MUST revisit. " CA $315 CA $362 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Mystic-New-London-Hotels-Harbor-View-Landing.h37077707.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27310000/27308400/27308381/bf5ef067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honora Sullivan](https://images.trvl-media.com/lodging/28000000/27310000/27308400/27308381/d1d295ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Kathryn Sullivan](https://images.trvl-media.com/lodging/28000000/27310000/27308400/27308381/a7424dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![William Earl](https://images.trvl-media.com/lodging/28000000/27310000/27308400/27308381/16b71381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dodge Cottage Block Island 9.2/10 Wonderful (101) "It was a very relaxing and nice place to stay" CA $282 CA $326 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Block-Island-Hotels-Dodge-Cottage.h27308381.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/51be5ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/8cc5044d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/fdb9f048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/d7311f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House on Chase Creek The Heights 9.4/10 Exceptional (77) " This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! " CA $259 CA $296 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/014e6d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/2b2e6709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/697309a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room, Private Bathroom, Pool View (Penthouse Bedroom B)](https://images.trvl-media.com/lodging/36000000/35060000/35057300/35057208/50f52589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madison Fire Island Pines Sayville 8.8/10 Excellent (50) "Great place " CA $258 CA $294 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sayville-Hotels-The-Madison-Fire-Island-Pines.h35057208.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10610000/10608300/10608211/6fca78ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room](https://images.trvl-media.com/lodging/11000000/10610000/10608300/10608211/8056076a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Bathroom](https://images.trvl-media.com/lodging/11000000/10610000/10608300/10608211/354f194a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Balcony | Balcony](https://images.trvl-media.com/lodging/11000000/10610000/10608300/10608211/3b0079bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Old Harbor Block Island 7.4/10 Good (65) "Janell at the front desk made my stay wonderful. She is a very friendly, warm person--very personable and inquisitive if everything is OK." [](https://www.expedia.ca/Block-Island-Hotels-The-Inn-At-Old-Harbor.h10608211.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/28000000/27310000/27308200/27308148/d8ade21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 3: Queen bed, queen pullout, private bath](https://images.trvl-media.com/lodging/28000000/27310000/27308200/27308148/c202c2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/28000000/27310000/27308200/27308148/4b46e533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 5: Queen bed, twin day bed, private bath](https://images.trvl-media.com/lodging/28000000/27310000/27308200/27308148/6ba7e3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hendrickson House Block Island 9.2/10 Wonderful (68) "Great location if you like staying in town!" [](https://www.expedia.ca/Block-Island-Hotels-The-Hendrickson-House.h27308148.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=2025-10-26&endDate=2025-10-27®ionId=6056452&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%2FHamptons-Guest-Houses.d6056452-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHamptons-Guest-Houses.d6056452-aaGuestHouses.Travel-Guide-Accommodation) ## Top Hamptons Hotel Reviews ![Ocean Vista Resort](//images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba_y.jpg) ### Ocean Vista Resort 10/10 Excellent "Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back." [](https://expedia.ca/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.Hotel-Information) ![Hamlet Inn](//images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Location was convenient between the places we wanted to go visit." [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Perfect oceanfront with straight on view. Room newly renovated and exceptionally clean. " [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Clean and cute" [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.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 "Clean room!!" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Hampton Maid](//images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "Love this place " [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Bayview Resort](//images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "Drinks on the pier were lovely!" [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Baron's Cove](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg) ### Baron's Cove 10/10 Excellent "Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings. " [](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![Windward Shores Ocean Resort](//images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21_y.jpg) ### Windward Shores Ocean Resort 10/10 Excellent "The non ocean view rooms are fabulous. I’m sure the ocean side ones are great. " [](https://expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ## Find out more about Hamptons ## Hamptons Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### What is the nightly rate for a guest house in Hamptons? > Rates for Hamptons guest houses vary, but travelers can find great-value prices with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Hamptons guest houses tend to be higher. Remember to also use our filters to sort prices from low to high. ### What's the difference between a Hamptons guest house and a B&B? > A guest house in Hamptons is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Sag Harbor](https://www.expedia.ca/3Star-Sag-Harbor-Hotels.s30-0-d154327.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Sag Harbor](https://www.expedia.ca/4Star-Sag-Harbor-Hotels.s40-0-d154327.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sag Harbor](https://www.expedia.ca/5Star-Sag-Harbor-Hotels.s50-0-d154327.Travel-Guide-Filter-Hotels) - [Bay Point Hotels](https://www.expedia.ca/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels) - [B&B in Bridgehampton](https://www.expedia.ca/Bridgehampton-Bed-And-Breakfast.d6130684-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Bridgehampton](https://www.expedia.ca/Bridgehampton-Hotels-Beach-Hotel.0-0-d6130684-tBeachHotel.Travel-Guide-Filter-Hotels) - 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