Title: Top Guest Houses in Dukes County in 2025 | Expedia.ca [Dukes County Hotels](https://expedia.ca/Destinations-In-Dukes-County.d553248635976433219.Hotel-Destinations)[Vacation Rentals in Dukes County](https://expedia.ca/Destinations-In-Dukes-County.d553248635976433219.Vacation-Rental-Destinations)[Dukes County Car Rentals](https://expedia.ca/Destinations-In-Dukes-County.d553248635976433219.Car-Rental-Destinations)[Dukes County Vacations](https://expedia.ca/Dukes-County.d553248635976433219.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/1f7bd483690a1cfef1a18b754a37d634.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Dukes County ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Dukes County ![](https://mediaim.expedia.com/destination/1/8bd66a7ae7636691016dd57f41ee8c80.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Oak Bluffs [](https://expedia.ca/Oak-Bluffs-Guest-Houses.d140231-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/fba3c9b4b13b4579ac695704158dbe65.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Edgartown [](https://expedia.ca/Edgartown-Guest-Houses.d10752-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5ecd8be58935086d813cc65b40cf23e9.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Vineyard Haven [](https://expedia.ca/Vineyard-Haven-Guest-Houses.d6213-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/92660841fb017fb68076d67660f760a8.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chilmark [](https://expedia.ca/Chilmark-Guest-Houses.d6135676-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/023e79550410b2cf16d9b4926fe2bf6a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Aquinnah [](https://expedia.ca/Aquinnah-Guest-Houses.d553248634998599060-aaGuestHouses.Travel-Guide-Accommodation) ## Featured Guest Houses in Dukes County ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d11aa513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 King Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/430aaed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d6b2594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/27eb2c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lightkeepers Inn Edgartown 9.4/10 Exceptional (199) "Location and neighborhood were quiet residential area outside of main tourist street. " CA $245 CA $274 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Edgartown-Hotels-The-Lightkeepers-Inn.h11172592.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9320000/9310600/9310545/0b290b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/10000000/9320000/9310600/9310545/899112a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/10000000/9320000/9310600/9310545/cfb17186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/10000000/9320000/9310600/9310545/541359a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Inn Oak Bluffs 9.8/10 Exceptional (77) "Our visit was very short on Martha's Vineyard, only two days and one night for a family of 4. We were very pleased with our stay at Madison Inn. It had a feeling of a bed and breakfast place. It was a cozy, clean, and centrally located inn with an amazing staff. The staff were attentive, helpful, and made us feel welcome. Everything was within a walking distance and easy to explore from where we stayed. Highly recommend this place." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Madison-Inn.h9310545.Hotel-Information) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/32000000/31440000/31431200/31431114/fcbf3b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31440000/31431200/31431114/73c054c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31440000/31431200/31431114/a2359590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31440000/31431200/31431114/2d1ef176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails Katama 10/10 Exceptional (59) "The perfect place to stay for a quiet getaway. The location was a quick walk to town and a short drive to the best spots on MV. Settling inside for a quiet rainy day was relaxing and cozy. Great communication with the owner and a pristine property definately want to come back! " [](https://www.expedia.ca/Edgartown-Hotels-Light-Filled-Romantic-Cottage-Close-To-Village.h31431114.Hotel-Information) ![Deluxe Room, 2 Bedrooms](https://images.trvl-media.com/lodging/11000000/10120000/10117900/10117802/1fd0502c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10120000/10117900/10117802/38cbbb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/11000000/10120000/10117900/10117802/50900682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10120000/10117900/10117802/6d82b124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oak Bluffs Inn Oak Bluffs 9.6/10 Exceptional (11) "Such a beautiful, unique spot. Great location, I'll definitely be back." [](https://www.expedia.ca/Oak-Bluffs-Hotels-The-Oak-Bluffs-Inn.h10117802.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=2025-10-11&endDate=2025-10-12®ionId=553248635976433219&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%2FDukes-County-Guest-Houses.d553248635976433219-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDukes-County-Guest-Houses.d553248635976433219-aaGuestHouses.Travel-Guide-Accommodation) ## Top Dukes County Hotel Reviews ![Vineyard Harbor Motel - Private Beach](//images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20_y.jpg) ### Vineyard Harbor Motel - Private Beach 10/10 Excellent "Excellent place, location and the front desk assistant (Spencer) was extremely friendly and helpful. He was one of the best hosts I have ever seen. Went above and beyond. " [](https://expedia.ca/Vineyard-Haven-Hotels-Vineyard-Harbor-Motel.h60384563.Hotel-Information) ![Summercamp](//images.trvl-media.com/lodging/11000000/10060000/10058600/10058501/4ff1c19a_y.jpg) ### Summercamp 10/10 Excellent "People at the front desk were amazing. Very nice exceptional service." [](https://expedia.ca/Oak-Bluffs-Hotels-Summercamp.h10058501.Hotel-Information) ![Morgan Hotel](//images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/df931c4d_y.jpg) ### Morgan Hotel 10/10 Excellent "It was good just no staff. " [](https://expedia.ca/Oak-Bluffs-Hotels-Hotel-Ginger.h39201680.Hotel-Information) ![The Richard, The Edgartown Collection](//images.trvl-media.com/lodging/24000000/23360000/23355800/23355763/93604c46_y.jpg) ### The Richard, The Edgartown Collection 10/10 Excellent "We had an excellent time celebrating our 25th Wedding anniversary on MV staying at the Richard. The host staff was amazing! We will plan to return again. Don & Paula Brabants" [](https://expedia.ca/Edgartown-Hotels-The-Richard.h23355763.Hotel-Information) ![The Attleboro House](//images.trvl-media.com/lodging/46000000/45280000/45272300/45272224/25d3ec44_y.jpg) ### The Attleboro House 10/10 Excellent "Lovely old house and the location was excellent. In the center of everything and close to free bus service for all over the island. Lovely and helpful owner. " [](https://expedia.ca/Oak-Bluffs-Hotels-The-Attleboro-House.h45272224.Hotel-Information) ![Vineyard Square Hotel & Suites](//images.trvl-media.com/lodging/1000000/700000/694900/694842/2026bafa_y.jpg) ### Vineyard Square Hotel & Suites 10/10 Excellent "Excellent location. Bikes available for use. Our balcony had view to water. Delicious breakfast, great variety of options. We will return." [](https://expedia.ca/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information) ![The Christopher, The Edgartown Collection](//images.trvl-media.com/lodging/11000000/10560000/10551600/10551578/903e67fc_y.jpg) ### The Christopher, The Edgartown Collection 10/10 Excellent "Beautiful property in an excellent location with short walk to dining, shopping, and harbor. The breakfasts were delicious. " [](https://expedia.ca/Edgartown-Hotels-The-Christopher.h10551578.Hotel-Information) ![Pequot Hotel](//images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/0c92aeab_y.jpg) ### Pequot Hotel 10/10 Excellent "Fabulous breakfast arrays, walking tour and music event on site, delightful lobby amenities. Great hotel!!" [](https://expedia.ca/Oak-Bluffs-Hotels-Pequot-Hotel.h9780586.Hotel-Information) ![Mansion House Inn And Spa](//images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Great hotel on the island with history" [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ## Find out more about Dukes County ## Dukes County Guest Houses information | Number of reviews | 331 | | --- | --- | | Accommodation | 4 Guest Houses | | Lowest Price | CA $274 | | Highest Price | CA $274 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [1 Star Hotels in Chappaquiddick Island](https://www.expedia.ca/1Star-Chappaquiddick-Island-Hotels.s10-0-d6287412.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chappaquiddick Island](https://www.expedia.ca/3Star-Chappaquiddick-Island-Hotels.s30-0-d6287412.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chappaquiddick Island](https://www.expedia.ca/4Star-Chappaquiddick-Island-Hotels.s40-0-d6287412.Travel-Guide-Filter-Hotels) - 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[Resorts in Vineyard Haven](https://www.expedia.ca/Vineyard-Haven-Resort-Hotels.d6213-aaResortHotels.Travel-Guide-Accommodation) - [Flights to Edgartown](https://www.expedia.ca/Cheap-Flights-To-Edgartown.d10752.Travel-Guide-Flights) - [Flights from Westfield (BAF) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/baf/mvy/westfield-to-vineyard-haven) - [Flights from Bangor (BGR) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/bgr/mvy/bangor-to-vineyard-haven) - [Flights from Boston (BOS) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/bos/mvy/boston-to-vineyard-haven) - [Flights from Buffalo (BUF) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/buf/mvy/buffalo-to-vineyard-haven) - [Flights from Caldwell (CDW) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/cdw/mvy/caldwell-to-vineyard-haven) - [Flights from Washington (DCA) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/dca/mvy/washington-to-vineyard-haven) - [Flights from Detroit (DTW) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/dtw/mvy/detroit-to-vineyard-haven) - 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[Flights from Halifax (YHZ) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yhz/mvy/halifax-to-vineyard-haven) - [Flights from Ottawa (YOW) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yow/mvy/ottawa-to-vineyard-haven) - [Flights from Comox (YQQ) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yqq/mvy/comox-to-vineyard-haven) - [Flights from Toronto (YTZ) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/ytz/mvy/toronto-to-vineyard-haven) - [Flights from Montreal (YUL) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yul/mvy/montreal-to-vineyard-haven) - [Flights from Vancouver (YVR) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yvr/mvy/vancouver-to-vineyard-haven) - [Flights from Winnipeg (YWG) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/ywg/mvy/winnipeg-to-vineyard-haven) - [Flights from Calgary (YYC) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yyc/mvy/calgary-to-vineyard-haven) - [Flights from Toronto (YYZ) to Vineyard Haven (MVY)](https://www.expedia.ca/lp/flights/yyz/mvy/toronto-to-vineyard-haven) - [Chappaquiddick Island Vacations](https://www.expedia.ca/Chappaquiddick-Island.d6287412.Destination-Travel-Guides) - [Visit Chappaquiddick Island](https://www.expedia.ca/Chappaquiddick-Island.dx6287412) - [Visit Katama](https://www.expedia.ca/Edgartown-Katama.dx553248635976473303) - [Inkwell Beach](https://www.expedia.ca/Inkwell-Beach-Oak-Bluffs.d6172306.Vacation-Attraction) - [Lighthouse Beach](https://www.expedia.ca/Lighthouse-Beach-Edgartown.d553248621532666158.Vacation-Attraction) - [Car rental Edgartown](https://www.expedia.ca/Car-Rentals-In-Edgartown.d10752.Car-Rental-Guide) - [Kk Leisure Rental Cars in Chappaquiddick Island](https://www.expedia.ca/KK-Leisure-Car-Rentals-In-Chappaquiddick-Island.d6287412-c1133.Car-Rental-Guide-Suppliers) - [Owners Rental Cars in Chappaquiddick Island](https://www.expedia.ca/Owners-Car-Rentals-In-Chappaquiddick-Island.d6287412-c1066.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Chappaquiddick Island](https://www.expedia.ca/Payless-Car-Rentals-In-Chappaquiddick-Island.d6287412-c38.Car-Rental-Guide-Suppliers) - [Record Rent A Car Rental Cars in Chappaquiddick Island](https://www.expedia.ca/Record-Rent-A-Car-Car-Rentals-In-Chappaquiddick-Island.d6287412-c30.Car-Rental-Guide-Suppliers) - [Book Guest Houses in Dukes County on Expedia.com](https://www.expedia.com/Dukes-County-Guest-Houses.d553248635976433219-aaGuestHouses.Travel-Guide-Accommodation)