Title: Oak Bluffs Vacation Home Rentals from CA $692: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Oak Bluffs](https://expedia.ca/Oak-Bluffs-Hotels.d140231.Travel-Guide-Hotels)[Vacation Rentals in Oak Bluffs](https://expedia.ca/Oak-Bluffs-Vacation-Rentals.d140231.Travel-Guide-VacationRentals)[Flights to Oak Bluffs](https://expedia.ca/Cheap-Flights-To-Oak-Bluffs.d140231.Travel-Guide-Flights)[Oak Bluffs Car Rentals](https://expedia.ca/Car-Rentals-In-Oak-Bluffs.d140231.Car-Rental-Guide)[Oak Bluffs Vacation Packages](https://expedia.ca/Oak-Bluffs.d140231.Destination-Travel-Guides) ![The 318 whimsical Victorian cottages found in Oak Bluffs on Martha's Vineyard are an exceptionally well-preserved collection of Methodist camp meeting houses. Laced with fanciful gingerbread details in an array of shapes and colors, they also happen to be the most adorable homes we have ever laid eyes on.](https://images.trvl-media.com/place/140231/eaca3372-14b1-4409-acee-53b7d57ebaf7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by William Keller ![](https://images.trvl-media.com/place/140231/eaca3372-14b1-4409-acee-53b7d57ebaf7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=140231&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oak Bluffs vacation homes ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/c76c5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/f9457118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/b46dfa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A NOSTALGIC SPACE! Your Martha's Vineyard Getaway! [](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) Oak Bluffs 9.4/10 Exceptional (3 reviews) "This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis R. CA $486 CA $1,241 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.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/f4a7a012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483278/b5bfe5f0.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) ### MOST CHIC SPOT! Your Martha's Vineyard Getaway! [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) Oak Bluffs 10/10 Exceptional (7 reviews) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Swathanthra M. CA $764 CA $1,683 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Oak-Bluffs-Hotels-MOST-CHIC-SPOT-Your-Marthas-Vineyard-Getaway.h48483278.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/21c6868f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/3ce2d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/84488e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/16f1bd01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Hyannis Retreat Near Beaches & Downtown [](https://www.expedia.ca/Hyannis-Hotels-Cozy-Hyannis-Retreat-Near-Beaches-Downtown.h124831075.Hotel-Information) Barnstable CA $183 CA $587 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hyannis-Hotels-Cozy-Hyannis-Retreat-Near-Beaches-Downtown.h124831075.Hotel-Information) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/8a6bd89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/aef25d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/04fb6552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/51000000/50890000/50881400/50881359/c69cb904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seashell Cove - Martha's Vineyard [](https://www.expedia.ca/Edgartown-Hotels-The-Seashell-Cove.h50881359.Hotel-Information) Katama 9.8/10 Exceptional (24 reviews) "Property was perfectly kept and very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve D. CA $348 CA $796 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Edgartown-Hotels-The-Seashell-Cove.h50881359.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/4dca0890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/6d9e4743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/e304be6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/e3989985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Falmouth Oasis [](https://www.expedia.ca/East-Falmouth-Hotels-Falmouth-Oasis.h118951248.Hotel-Information) Falmouth CA $200 CA $607 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/East-Falmouth-Hotels-Falmouth-Oasis.h118951248.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/1d878353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paper towels](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/6c6d9efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paper towels](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/2028ac80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/07959f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC [](https://www.expedia.ca/Hyannis-Hotels-Cape-Diem-All-New-15m-To-Criagville.h114470524.Hotel-Information) Barnstable 10/10 Exceptional (4 reviews) "Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim C. CA $367 CA $933 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Hyannis-Hotels-Cape-Diem-All-New-15m-To-Criagville.h114470524.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/446ec9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7664efea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/850adf08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Located Steps Away To Main Street And .7 Miles From Surf Drive Beach [](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information) Falmouth 10/10 Exceptional (212 reviews) "Nicely furnished and very comfortable. Very private, yet convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John H. CA $225 CA $692 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/612cae04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/251d715a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/289f35a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102450000/102447400/102447329/c8de4671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Escape in Hatchville – Sleeps 6 + Dogs! [](https://www.expedia.ca/East-Falmouth-Hotels-Spring-Escape-In-Hatchville-Sleeps-6-Dogs.h102447329.Hotel-Information) Falmouth 10/10 Exceptional (11 reviews) "Enjoyed our stay. Everything was clean and well kept. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn S. CA $401 CA $1,024 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/East-Falmouth-Hotels-Spring-Escape-In-Hatchville-Sleeps-6-Dogs.h102447329.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/e40e33d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paper towels](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/ffd9d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/6e458dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114970000/114967000/114966969/473d0722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Hideaway in Cape Cod [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Hideaway-In-Cape-Cod.h114966969.Hotel-Information) Barnstable 10/10 Exceptional (2 reviews) "Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hunter W. CA $494 CA $869 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Hideaway-In-Cape-Cod.h114966969.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/788e32c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/65670827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/6c9a2670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112180000/112175100/112175052/42559515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake ! [](https://www.expedia.ca/Cotuit-Hotels-Lakefront-Stunning-Cape-Cod-Views-W-Private-Lake-Beach-Acre-Land-On-The-Lake.h112175052.Hotel-Information) Barnstable 10/10 Exceptional (1 review) "My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madilynn B. CA $656 CA $1,540 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Cotuit-Hotels-Lakefront-Stunning-Cape-Cod-Views-W-Private-Lake-Beach-Acre-Land-On-The-Lake.h112175052.Hotel-Information) ![Family House, Private Bathroom, Pool View | Lounge](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/d6ef30c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, Private Bathroom, Pool View | Garden](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/9bd5f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, Private Bathroom, Pool View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/67634136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, Private Bathroom, Pool View | Lounge](https://images.trvl-media.com/lodging/120000000/119380000/119374000/119373964/f2591e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sal's Place [](https://www.expedia.ca/Hyannis-Hotels-Sals-Place.h119373964.Hotel-Information) Hyannis CA $556 CA $803 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Hyannis-Hotels-Sals-Place.h119373964.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/9c00f554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/d4100beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/af5b9d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/558e9473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!! [](https://www.expedia.ca/Centerville-Hotels-New-Construction-Craigville-Beach.h37685249.Hotel-Information) Barnstable 10/10 Exceptional (31 reviews) "It was a great stay and clean home. Recommend people to stay here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charbel T. CA $695 CA $1,362 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Centerville-Hotels-New-Construction-Craigville-Beach.h37685249.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/50be1c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/047b0b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/d4dde069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112140000/112137900/112137835/51e9acfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Lake House for Large Groups w Private Acre+ short path to Lake [](https://www.expedia.ca/Cotuit-Hotels-Spacious-Lake-House-For-Large-Groups-W-Private-Acre-Short-Path-To-Lake.h112137835.Hotel-Information) Barnstable 8.0/10 Very good (5 reviews) "Had a great stay here - the hosts were flexible with our early check in and made the whole trip a smooth process! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ally D. CA $688 CA $1,580 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Cotuit-Hotels-Spacious-Lake-House-For-Large-Groups-W-Private-Acre-Short-Path-To-Lake.h112137835.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/2886fe6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/w1006h683x0y0-5fe89fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/0bccb78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87140000/87138100/87138001/d0836dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach [](https://www.expedia.ca/Mashpee-Hotels-Spacious-Coastal-New-Seabury-Home-Kayak-Launch-Across-Street-Walk-To-Beach.h87138001.Hotel-Information) New Seabury 10/10 Exceptional (8 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron Q. CA $874 CA $1,596 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Mashpee-Hotels-Spacious-Coastal-New-Seabury-Home-Kayak-Launch-Across-Street-Walk-To-Beach.h87138001.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f462c27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/f7474205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/9c21b73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/dbe99d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town! [](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information) Tisbury 10/10 Exceptional (16 reviews) "We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer T. CA $695 CA $1,507 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/f35f8567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/9218d955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/02ffb52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102852300/102852293/aee30659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beach Estate, Panoramic Ocean Views, 5700 sqft [](https://www.expedia.ca/Mattapoisett-Hotels-The-Beachfront-Estate.h102852293.Hotel-Information) Mattapoisett 9.8/10 Exceptional (8 reviews) "Great stay! Great property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz A. CA $907 CA $2,414 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Mattapoisett-Hotels-The-Beachfront-Estate.h102852293.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/f11c73df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/771e8631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/b9ac9568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/117000000/116720000/116716200/116716176/3366a959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sal's Place-Close to Tourism, Private Yard, Pool! [](https://www.expedia.ca/Hyannis-Hotels-Sals-Place-With-Pool.h116716176.Hotel-Information) Barnstable CA $556 CA $723 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Hyannis-Hotels-Sals-Place-With-Pool.h116716176.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132184/w799h599x1y1-63997eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player, music library](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132184/cb631ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132184/b9468b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132184/w799h599x1y1-f17bd4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best! [](https://www.expedia.ca/Edgartown-Hotels-Charming-Chappaquiddick-Retreat-Steps-From-Private-Beach-Edgartowns-Best.h27132184.Hotel-Information) Edgartown 9.8/10 Exceptional (16 reviews) "The hosts are excellent people, great communicators who want VBRO guests to have an outstanding experience. Chappy is a wonderful retreat from the rest of the world. That is my only word of caution, it requires a ferry to eat out or shop. Otherwise this is a great place to read write meditate beach and let go of everyday worries. It has a higher price tag because your paying for a premium location, guest service experience and higher quality accomodation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SparkleCappy CA $983 CA $1,468 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Edgartown-Hotels-Charming-Chappaquiddick-Retreat-Steps-From-Private-Beach-Edgartowns-Best.h27132184.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691300/120691227/ea86c777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/121000000/120700000/120691300/120691227/2a21b056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120700000/120691300/120691227/35769b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691300/120691227/764a70c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Cod Escape at Casa de Leo! [](https://www.expedia.ca/East-Falmouth-Hotels-Cape-Cod-Escape-At-Casa-De-Leo.h120691227.Hotel-Information) Falmouth CA $844 CA $2,007 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/East-Falmouth-Hotels-Cape-Cod-Escape-At-Casa-De-Leo.h120691227.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=2026-01-31&endDate=2026-02-01®ionId=140231&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Oak+Bluffs%2C+Massachusetts%2C+United+States+of+America®ionId=140231&latLong=41.454281%2C-70.561974&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Oak+Bluffs%2C+Massachusetts%2C+United+States+of+America®ionId=140231&latLong=41.454281%2C-70.561974&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Oak+Bluffs%2C+Massachusetts%2C+United+States+of+America®ionId=140231&latLong=41.454281%2C-70.561974&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Oak+Bluffs%2C+Massachusetts%2C+United+States+of+America®ionId=140231&latLong=41.454281%2C-70.561974&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Oak+Bluffs%2C+Massachusetts%2C+United+States+of+America®ionId=140231&latLong=41.454281%2C-70.561974&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Oak+Bluffs%2C+Massachusetts%2C+United+States+of+America®ionId=140231&latLong=41.454281%2C-70.561974&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN) ![](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%2FOak-Bluffs-Private-Vacation-Homes.d140231-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOak-Bluffs-Private-Vacation-Homes.d140231-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Oak Bluffs Hotel Reviews ![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "My favorite place to stay on the Island! " [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Hampton Inn Cape Cod Canal](https://images.trvl-media.com/lodging/38000000/37810000/37804900/37804876/1afa32b7_y.jpg) ### Hampton Inn Cape Cod Canal 10/10 Excellent "Check in was easy. The girl at the desk gave us a king sized bed looking at the parking lot. I then went back to the desk and asked the women, who just started the new shift if i could have a king sized bed overlooking the canel. She said she would check to see if there were any other king size room available. She was very accommodating and found a room on the 4 th floor with the same king sized bed and we were very happy with the change. Room was very clean and spacious. Beautiful bathroom. Thank you...........Dee H " [](https://expedia.ca/Buzzards-Bay-Hotels-Hampton-Inn-Cape-Cod-Canal.h37804876.Hotel-Information) ![Falmouth Tides ](https://images.trvl-media.com/lodging/70000000/69380000/69374600/69374512/3742adf6_y.jpg) ### Falmouth Tides 10/10 Excellent "The girl who works at from desck is amazing! The hotel is very good, clean, new and the landscape is gorgeous!" [](https://expedia.ca/Falmouth-Hotels-Falmouth-Tides-Motel.h69374512.Hotel-Information) ![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg) ### The Coonamessett 10/10 Excellent "Everything was great. Just very bummed that tbe bar was closed.we planned to get a bite and drink after a function we went to lime we did the year before. So we did have to drive" [](https://expedia.ca/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information) ![Sea Crest Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/25600/25567/19fd0067_y.jpg) ### Sea Crest Beach Resort 10/10 Excellent "Great location." [](https://expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) ![Iris Hotel Cape Cod ](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190_y.jpg) ### Iris Hotel Cape Cod 10/10 Excellent "The room was clean and spacious, the bed was so comfortable and the staff is so friendly and kind" [](https://expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![Falmouth Inn](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg) ### Falmouth Inn 10/10 Excellent "Room was clean. Staff was friendly " [](https://expedia.ca/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information) ![Admiralty Inn & Suites - a Red Collection Hotel](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/64d1c0e2_y.jpg) ### Admiralty Inn & Suites - a Red Collection Hotel 10/10 Excellent "Heat wasn’t working even after switching rooms but other than that it was a great stay." [](https://expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "The best staff abd it was clean and beautiful " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ## Find out more about Oak Bluffs ## Oak Bluffs Vacation Homes information | Number of reviews | 314 | | ----------------- | ------------------- | | Accommodation | 1299 Vacation Homes | | Lowest Price | CA $692 | | Highest Price | CA $2,414 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Chappaquiddick Graveyard ](https://www.expedia.ca/Chappaquiddick-Graveyard-Hotels.0-l553248621532666100-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in East Chop ](https://www.expedia.ca/East-Chop-Condos.d553248635976384731-aaCondos.Travel-Guide-Accommodation) - 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