Title: Dukes County Vacation Home Rentals from CA $1,702: Search Top Private Vacation Homes for Rent | 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) # Dukes County Vacation Rentals ## 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 In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976433219&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Private-Vacation-Homes.d140231-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/fba3c9b4b13b4579ac695704158dbe65.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Edgartown [](https://expedia.ca/Edgartown-Private-Vacation-Homes.d10752-aaPrivateVacationHomes.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-Private-Vacation-Homes.d6213-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/92660841fb017fb68076d67660f760a8.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chilmark [](https://expedia.ca/Chilmark-Private-Vacation-Homes.d6135676-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/023e79550410b2cf16d9b4926fe2bf6a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Aquinnah [](https://expedia.ca/Aquinnah-Private-Vacation-Homes.d553248634998599060-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Featured Vacation Homes in Dukes County ![Beach](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/11aa19af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/2743c156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/8770ae26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35390000/35381500/35381442/7f8278de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy getaway in a central location w/ a full kitchen & furnished deck Oak Bluffs 6.8/10 (23) "The furniture and amenities provided were good" [](https://www.expedia.ca/Oak-Bluffs-Hotels-Cozy-Getaway-In-A-Central-Location-W-A-Full-Kitchen-Furnished-Deck.h35381442.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/bb406a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/a4dd4f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/7d765850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33650000/33644400/33644369/c669ebe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026! Oak Bluffs 10/10 Exceptional (71) "Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Modern.h33644369.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/2a366c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/741437ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/b8b9588b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76260000/76252500/76252485/df408bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome West Tisbury 8.8/10 Excellent (33) "The peaceful woodland setting is just beautiful! Enjoyed a quiet stay in this spacious one bedroom house. The porch wraps around entire house and gave our morning coffee and breakfast a very special vacation feel." [](https://www.expedia.ca/Vineyard-Haven-Hotels-Uniquely-Designed-Island-Retreat-With-Fast-WiFi-Private-WD-Dogs-Welcome.h76252485.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33500100/33500028/474ecd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33500100/33500028/ab445f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33500100/33500028/564cfd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33500100/33500028/eaca18d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Loft Historic Center Oak Bluffs Oak Bluffs 9.6/10 Exceptional (44) "Outstanding experience!!!" [](https://www.expedia.ca/Oak-Bluffs-Hotels-Luxury-Loft-Historic-Center-Oak-Bluffs.h33500028.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34400000/34394500/34394474/93e866af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34400000/34394500/34394474/e73d61e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34400000/34394500/34394474/fcc31359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34400000/34394500/34394474/71168071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Kept Secret Retreat for Adults with Water & Golf Course Views! Oak Bluffs 10/10 Exceptional (38) "The home was beautiful and very well appointed. Easily accommodated our group of 8 adults with room to spare. Minor complaint is that there could’ve been a few more towels available, but the washer and dryer took care of that." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Best-Kept-Secret-Retreat-For-Adults-With-Water-Golf-Course-Views.h34394474.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33490000/33485000/33484999/d5d600fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33485000/33484999/w799h599x0y0-3d8d2baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33485000/33484999/9f0b2bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33485000/33484999/w799h599x0y0-9040a520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction Edgartown home with AC, new furnishings, o/d shower, bike path. Edgartown 10/10 Exceptional (147) "Lovely home, well stocked" [](https://www.expedia.ca/Edgartown-Hotels-Newly-Constructed-Home-Wair-Stay-3-Nights-AND-Receive-ONE-Free-1015-515.h33484999.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72400000/72396600/72396519/a6d85fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/73000000/72400000/72396600/72396519/91761144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72400000/72396600/72396519/f8f7ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/73000000/72400000/72396600/72396519/caf98694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches Katama 9.4/10 Exceptional (62) "Loved the area and the peacefulness" [](https://www.expedia.ca/Edgartown-Hotels-Charming-Home-With-Deck.h72396519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/ce6e4469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/057c470c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/57fc35ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/23000000/22140000/22130600/22130502/7c4a0470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs Oak Bluffs 6.4/10 (31) "The weather was perfect and our crew made the best of our trip." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Tranquil.h22130502.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/acf9512c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/01b70ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/76fe1a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/1925ab75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MOST CHIC SPOT! Your Martha's Vineyard Getaway! Oak Bluffs 10/10 Exceptional (7) "Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful." CA $772 CA $1,702 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) ![TV, DVD player, books](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/42c94b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/18c0ec5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/f1f5545c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/117000000/116540000/116536200/116536158/697d3f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious colonial home close to town with AC, porches, & W/D Oak Bluffs 9.4/10 Exceptional (6) "We had such a great stay here. Very clean and super close to town. We would definitely stay here again. Thanks!" [](https://www.expedia.ca/Oak-Bluffs-Hotels-Spacious-Colonial-Home-Close-To-Town-With-AC.h116536158.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/295105a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/2f74c48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/c102f438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/79000000/78300000/78299400/78299322/5b0d8de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Costal Corner - Martha's Vineyard Katama 10/10 Exceptional (4) "This property was great for our golf trip. The 3 bedrooms were exceptional " [](https://www.expedia.ca/Edgartown-Hotels-The-Costal-Corner-Marthas-Vineyard.h78299322.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92760000/92753000/92752934/17d8fd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92760000/92753000/92752934/ed8078b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92760000/92753000/92752934/01a314c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92760000/92753000/92752934/4f9550c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious home for entertaining, centrally located to beach, ferry, and airport. Edgartown 10/10 Exceptional (4) "We loved this home, its amenities and how easy the process was! We would recommend it to anyone!! Thank you!" [](https://www.expedia.ca/Edgartown-Hotels-Spacious-Home-For-Entertaining.h92752934.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/f58b28c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/a3407226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/90-439a458f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34003600/34003570/866c3be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS Oak Bluffs 9.6/10 Exceptional (31) "We had such a wonderful stay. Thank you." [](https://www.expedia.ca/Oak-Bluffs-Hotels-CHARMING-HISTORIC-ISLAND-HOME-WEEKLY-RENTAL-OAK-BLUFFS.h34003570.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74550000/74549700/74549673/8c00ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74550000/74549700/74549673/6eb4f5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74550000/74549700/74549673/52e6ef76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74550000/74549700/74549673/c4975fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sanctuary House: An ocean-view farmhouse retreat West Tisbury 10/10 Exceptional (34) "Beautiful ocean views, comfy beds, and a fully equipped kitchen: What more could you ask for? Our stay at Sanctuary Farmhouse was simply perfect." [](https://www.expedia.ca/Vineyard-Haven-Hotels-Sanctuary-House-An-Ocean-View-Farmhouse-Retreat-Family-And-Pet-Friendly.h74549673.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112099300/112099263/w1566h1175x8y9-53607590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/113000000/112100000/112099300/112099263/28d50374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112100000/112099300/112099263/93c953f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112100000/112099300/112099263/3b909013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass West Tisbury 10/10 Exceptional (2) "We had a wonderful stay at this house. We really enjoyed the location and beach pass to Lambert’s Cove. The host was response and friendly. The house was very cute and had plenty of space for all of us. " [](https://www.expedia.ca/Vineyard-Haven-Hotels-Spacious-5-Bedroom-Secluded-House-In-West-Tisbury-Lambert-Coves-Beach-Pass.h112099263.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38440000/38434100/38434067/ee8484df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/39000000/38440000/38434100/38434067/e926247d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38440000/38434100/38434067/c2f823d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38440000/38434100/38434067/06ca8493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage 3/4 mile from Oak Bluffs harbor Oak Bluffs 9.8/10 Exceptional (50) "Stayed here with 3 friends as we were running the marathon. Better than the photos! So cute, everything was thoughtfully set up, we had anything we needed and having a washer dryer was a huge bonus! Flexible check in as well. Secluded, but easily walkable to many great places to eat and shop. Would 100% stay here again, highly recommend." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Cozy-Cottage-34-Mile-From-Oak-Bluffs-Harbor.h38434067.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/90000000/89300000/89293500/89293427/3f37e3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89300000/89293500/89293427/bd86e560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89300000/89293500/89293427/1f7c0aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89300000/89293500/89293427/6ad6ab66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family friendly, walking distance to town, harbor, shops, restaurants, beaches Oak Bluffs 9.2/10 Wonderful (18) "We had a terrific time in Oak Bluffs. Very easy walk to Circuit Ave. Would definitely stay again." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Family-Friendly.h89293427.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/26b3697a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/2b11a64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/0f2c84af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/d2ce477c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. Chilmark 10/10 Exceptional (23) "Nice place and very compact Good location, nice view" [](https://www.expedia.ca/Chilmark-Hotels-Menemsha-Pond-Views-Access-Mid-Century-Renovated-Beach-House-Dogs-Welcome.h74236409.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117100000/117099800/117099748/745857d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117100000/117099800/117099748/1eafbe59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/118000000/117100000/117099800/117099748/270c4c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117100000/117099800/117099748/8960a8aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming home with walkable beach, large yard, deck, fire pit, and A/C Oak Bluffs [](https://www.expedia.ca/Oak-Bluffs-Hotels-Charming-Home-With-Walkable-Beach.h117099748.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103800000/103796600/103796556/a8408112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103800000/103796600/103796556/w469h683x286y0-cb342363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103800000/103796600/103796556/9675e65f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, printers](https://images.trvl-media.com/lodging/104000000/103800000/103796600/103796556/daf655af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oak Bluff's Victorian Walk to Town & Beaches Oak Bluffs 10/10 Exceptional (7) "Perfect place for our family of 10. Everyone had their own space yet there was room to congregate & play games. The wrap around porch was delightful as well as the large table in the yard for eating al fresco. We hired a professional photographer & there were beautiful spots all over the porch & yard. We would definitely choose this house again!" [](https://www.expedia.ca/Oak-Bluffs-Hotels-Oak-Bluffs-Victorian-Walk-To-Town-Beaches.h103796556.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=2025-10-31&endDate=2025-11-01®ionId=553248635976433219&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Private-Vacation-Homes.d553248635976433219-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDukes-County-Private-Vacation-Homes.d553248635976433219-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Dukes County Hotel Reviews ![Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/12200/12163/d9e8dd7b_y.jpg) ### Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel 10/10 Excellent "Parking safe. Rooms was very clean. " [](https://expedia.ca/Edgartown-Hotels-Edgar-Hotel-Marthas-Vineyard.h12163.Hotel-Information) ![Pequot Hotel](//images.trvl-media.com/lodging/10000000/9790000/9780600/9780586/0c92aeab_y.jpg) ### Pequot Hotel 10/10 Excellent "Location was perfect No TV reception.. and room was small but comfortable" [](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 "Excellent ADA room. Very spacious. Lovely balcony with great view. Rooftop view was fantastic. Staff was extremely helpful. Excellent location. I would definitely stay here again" [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![The Edgartown Inn, The Edgartown Collection](//images.trvl-media.com/lodging/49000000/48570000/48565900/48565819/03276ffe_y.jpg) ### The Edgartown Inn, The Edgartown Collection 10/10 Excellent "We had a 3rd floor room with a balcony that we could see the ocean from. It was lovely. The staff was so helpful and friendly. But the chocolate chip cookies with sea salt were amazing!! Pastries and coffee in the morning was a nice treat too. We could walk to all the restaurants and shops." [](https://expedia.ca/Edgartown-Hotels-Edgartown-Inn.h48565819.Hotel-Information) ![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 "Clean, safe, friendly, and a.good value." [](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 "Newly renovated hotel in the heart of the Oaks Bluff harbor town. Walkable to everything. Very kid friendly with a game room and huge front porch to watch all the boats and people. " [](https://expedia.ca/Oak-Bluffs-Hotels-Summercamp.h10058501.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 "Wonderful hotel in a great location. Quiet and quaint. " [](https://expedia.ca/Edgartown-Hotels-The-Christopher.h10551578.Hotel-Information) ![The Harborside Inn](//images.trvl-media.com/lodging/7000000/6790000/6781100/6781011/585aaacb_y.jpg) ### The Harborside Inn 10/10 Excellent "Gorgeous view of the water " [](https://expedia.ca/Edgartown-Hotels-The-Harborside-Inn.h6781011.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 "Wesley made our stay even more enjoyable by going over the top with restaurant recommendations, transportation and even having breakfast packed up for my early departure from the hotel. The property is in a perfect location for a great visit to Edgartown. Can’t wait to go back!" [](https://expedia.ca/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information) ## Find out more about Dukes County ## Dukes County Vacation Homes information | Number of reviews | 433 | | --- | --- | | Accommodation | 427 Vacation Homes | | Lowest Price | CA $1,702 | | Highest Price | CA $1,702 | ## 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) - [5 Star Hotels in Chappaquiddick Island](https://www.expedia.ca/5Star-Chappaquiddick-Island-Hotels.s50-0-d6287412.Travel-Guide-Filter-Hotels) - [Farmstay in Chappaquiddick Island](https://www.expedia.ca/Chappaquiddick-Island-Agritourism.d6287412-aaAgritourism.Travel-Guide-Accommodation) - 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