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Top 10 Oak Bluffs hotels and places to stay

Luxurious Cottage - walk to the beach! Brand new listing!
10.0 out of 10, Exceptional, (1)
"Great location, quiet setting, comfortable and cozy, nicely decorated space, with a good spot to sit outdoors and grill up some dinner, It all looks very new. The few logistical questions we had were quickly answered. Charming spot for two--we hope to go back."
The price is CA $246
CA $770 total
includes taxes & fees
May 15 - May 16
Luxurious Cottage - walk to the beach! Brand new listing!
The Christopher, The Edgartown Collection
3.0 star property
9.8 out of 10, Exceptional, (149)
"The Christopher is in the heart of Edgartown…Ellen is so personable and professional! The property and our room were beautiful! I highly recommend this Inn… "
The price is CA $394
CA $432 total
includes taxes & fees
May 12 - May 13
The Christopher, The Edgartown Collection
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.8 out of 10, Exceptional, (36)
"Great location, lots of amenities - pool, fire pits, tennis courts, nearby restaurant. Communication for checking was excellent."
Romantic seaside getaway with pool & tennis courts - dog-friendly
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Green Harbor Resort
3.0 star property
9.6 out of 10, Exceptional, (263)
"Gorgeous property, rooms, and staff. Lovely place with views of the ocean from every window."
The price is CA $204
CA $260 total
includes taxes & fees
May 16 - May 17
Green Harbor Resort
The Lightkeepers Inn
3.0 star property
9.6 out of 10, Exceptional, (151)
"None"
The price is CA $354
CA $389 total
includes taxes & fees
May 28 - May 29
The Lightkeepers Inn
Frederick William House
3.5 star property
9.6 out of 10, Exceptional, (212)
"Jeanette is a wonderful host. Friendly and welcoming. Delicious continental breakfast. Beautiful rooms. The room had a gas fireplace as well as a skylight in the bathroom. Close to downtown and the ferry. Looking forward to returning there again. "
The price is CA $233
CA $266 total
includes taxes & fees
May 12 - May 13
Frederick William House
The Attleboro House
2.5 star property
9.6 out of 10, Exceptional, (50)
"Beautiful Gingerbread House, Lovingly managed, it’s quite simple accommodation but it’s clean and in a great location. We will return! Cool drinks available in the entrance, kind staff, relaxed and easy going feel. Perfect place to chill out. The view over the sea is great too. Lovely front terrace. Thank you for being so welcoming! We stayed in July 2023. "
The price is CA $258
CA $289 total
includes taxes & fees
May 16 - May 17
The Attleboro House
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
9.6 out of 10, Exceptional, (68)
"A lovely spot, quiet spot, yet right in the center of everything. Could not have been happier. I’d definitely stay again."
The price is CA $615
CA $994 total
includes taxes & fees
May 12 - May 13
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Anchor In Distinctive Waterfront Lodging
3.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location right on the bay. Plenty of parking. Nice rooms. Friendly staff."
The price is CA $217
CA $303 total
includes taxes & fees
May 16 - May 17
Anchor In Distinctive Waterfront Lodging
Pequot Hotel
3.0 star property
9.4 out of 10, Exceptional, (442)
"Charming, convenient, and comfortable. Staff is very friendly and accommodating. Breakfast has variety and is tasty. We would stay here again."
The price is CA $217
CA $243 total
includes taxes & fees
May 12 - May 13
Pequot Hotel
AutoCamp Cape Cod
3.5 star property
9.2 out of 10, Wonderful, (143)
"We loved our first visit to Autocamp and won’t be our last. Peter and the rest of the staff were all super friendly and helpful. Weather in April can be iffy, but we were lucky enough to enjoy a good day on the bike path. "
The price is CA $245
CA $328 total
includes taxes & fees
May 28 - May 29
AutoCamp Cape Cod
Lamberts Cove Inn
3.5 star property
9.2 out of 10, Wonderful, (45)
"Great hospitality. Very homey! Comfortable beds with good aesthetic. "
The price is CA $409
CA $457 total
includes taxes & fees
May 12 - May 13
Lamberts Cove Inn
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
9.2 out of 10, Wonderful, (39)
"This room is misleading and the upkeep was shaby. There is not room for 4 people and 2 dogs in this room, it is two full sized beds and small. The screen door was busted out and never repaired and there were electrical issues. Vacasa nor VRBO nor Expedia were of any help. i would not recommend this to anyone, even if desperate."
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
Courtyard Resort
3.0 star property
9.0 out of 10, Wonderful, (17)
"so good we even did not swim. fridge kichen constant hot water, can open door to balcony"
The price is CA $185
CA $212 total
includes taxes & fees
May 15 - May 16
Courtyard Resort
InnSeason Resorts HarborWalk
2.5 star property
9.0 out of 10, Wonderful, (246)
"Its was very nice, the only thing it was very noisy when we have neigbords. We could ear them talk and laught.. otherwise than that it was a nice expérience "
InnSeason Resorts HarborWalk
Vineyard Harbor Motel
2.5 star property
9.0 out of 10, Wonderful, (283)
"Great location on water by ferry and bus. Useful small kitchens. Shared deck. Walls thin. Could use blackout curtains. Helpful staff. Rocco’s pizza and Black Dog Tavern close and good! Be aware VH does not sell booze in town except in bars and restaurant. Must go to other towns to purchase. Great trip!"
Vineyard Harbor Motel
Cape Cod Harbor House Inn
2.5 star property
9.0 out of 10, Wonderful, (194)
"The staff is very helpful."
The price is CA $135
CA $155 total
includes taxes & fees
May 15 - May 16
Cape Cod Harbor House Inn
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (281)
"Good "
The price is CA $270
CA $309 total
includes taxes & fees
May 22 - May 23
The Club at New Seabury
Courtyard By Marriott Cape Cod Hyannis
3.0 star property
8.8 out of 10, Excellent, (390)
"Great place to stay in Hyannis. Friendly staff and clean."
The price is CA $224
CA $257 total
includes taxes & fees
May 12 - May 13
Courtyard By Marriott Cape Cod Hyannis
Private bedroom with private bath near Old Silver Beach Falmouth
8.8 out of 10, Excellent, (13)
"Lovely accommodating host"
The price is CA $103
CA $227 total
includes taxes & fees
May 12 - May 13
Private bedroom with private bath near Old Silver Beach Falmouth
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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.

Frequently asked questions

What's the best place to stay in Oak Bluffs?

The Attleboro House is a favorite property for Expedia customers. This hotel offers free WiFi, and is a short 11-minute walk from Inkwell Beach. Other favorite options based on reviews include Summercamp and Morgan Hotel. See all available top hotels, or vacation rentals in Oak Bluffs.

What are some of the best vacation rentals that Oak Bluffs has to offer?

Harbor-view home with seasonal hot tub, kayaks & fireplace - walk to beach: Located near Oak Bluffs, this vacation home rental is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a spa tub. See all vacation rentals in Oak Bluffs.

If I need to cancel my hotel reservation in Oak Bluffs, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Oak Bluffs.

Where can I learn more about changing or cancelling my trip to Oak Bluffs?

For more information about picking new dates or cancelling your trip to Oak Bluffs, go to https://www.expedia.com/service/.

What's the best accommodation for a budget-friendly stay in Oak Bluffs?

Based on reviews, The Nashua House Hotel is a popular 2.5-star guesthouse for our travelers looking for an economical choice, and features free WiFi and free bottled water. View all budget hotels in Oak Bluffs.

What's the best place to stay when traveling with kids to Oak Bluffs?

MV Surfside Hotel is a hotel with free WiFi and it's a top choice on Expedia for families. Other good choices to stay with the kids include Summercamp and Narragansett House. Attractions in the area like Cape Cod Children's Museum and Chilmark Chocolates are also fun for kids of all ages. Find more child-friendly accommodations in Oak Bluffs.

What's the best place to stay for couples in Oak Bluffs?

Madison Inn is a favorite guesthouse for couples, and features flat-screen TVs and free WiFi. See all romantic hotels in Oak Bluffs.

What is the favorite LGBTQ-friendly place to stay in Oak Bluffs?

Summercamp is a top LGBTQ-friendly hotel that features free WiFi and a snack bar/deli. MV Surfside Hotel is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Oak Bluffs.

What's the best pet-friendly hotel in Oak Bluffs?

MV Surfside Hotel is a top hotel for people traveling with their pets, and offers free newspapers and free WiFi for its human guests. See more pet-friendly hotel accommodations in Oak Bluffs.

Where is the best hotel to stay near Inkwell Beach?

Adjacent to Inkwell Beach, Pequot Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and free parking. Another good option is Summercamp, located just 0.5 mi (0.8 km) away.

What about the best place to stay close to Oak Bluffs Harbor?

One of the top choices for your stay is Summercamp, located next to Oak Bluffs Harbor, and this 3.5-star hotel offers a snack bar/deli and free WiFi. MV Surfside Hotel and The Attleboro House are two other good choices in the immediate area.

What's the best place for a beach vacation in Oak Bluffs?

Summercamp is a top beach hotel offering free WiFi and a snack bar, located within a short 6-minute walk of Oak Bluffs Town Beach. See more stays near the beach in Oak Bluffs.

What are some accommodations with pools in Oak Bluffs?

Sea Crest Beach Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool, and a private beach. Harbor View Hotel and Mansion House Inn And Spa are a couple of other choices that feature an onsite pool. View all hotels with pools in Oak Bluffs.

What is the best spa hotel in Oak Bluffs?
What's the best hotel for staying near Barnstable Municipal Airport (HYA)?

Cape Sands Inn is a popular property, featuring free breakfast and an outdoor pool. It's located a short 1.5 mi (2.4 km) from Barnstable Municipal Airport. Other good choices close to the airport are Hyannis Inn and Hyannis Travel Inn.

What is staying in Oak Bluffs like?

Visitors to Oak Bluffs are sure to enjoy the beaches, shopping, and wineries. Tourists can also enjoy the city's local tours and seafood restaurants. In Oak Bluffs, there are 393 hotels and other accommodations to choose from. Find out more about Oak Bluffs.

What should I see while I'm in Oak Bluffs?

Landmarks like Trinity Park Tabernacle, Flying Horses Carousel, and East Chop Light might be worth a visit. Natural beauty is on display at Oak Bluffs Town Beach, Inkwell Beach, and Ocean Park. Wine tasting is a great activity, and Oak Bluffs Harbor is one place to visit. Check out what more to see and do in Expedia's Oak Bluffs guide.

What's the weather like in Oak Bluffs?

The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.