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Compare 17 B&B in Oak Bluffs with updated reviews, rates, and availability.

The Christopher, The Edgartown Collection
Front of property
The Christopher, The Edgartown Collection
3.0 star property
9.8 out of 10, Exceptional, (196)
"Lovely hotel in Edgartown. Beautifully appointed rooms and common areas. Good breakfast. Walkable to nice restaurants."
The Christopher, The Edgartown Collection
Frederick William House
Front of property
Frederick William House
3.5 star property
9.6 out of 10, Exceptional, (244)
"It was a cute B&B. The owner was not there when we arrived but I left her a message and she called back and gave me walking directions to the ferry to Martha’s Vineyard. She also recommended a great restaurant for dinner. The dining room fir breakfast was nice and she gave us information about the house and neighborhood. The outside was nice with tables and would be nice in the summer."
The price is AED 658
AED 753 total
includes taxes & fees
14 Dec - 15 Dec
Frederick William House
Inn on the Sound
Beach
Inn on the Sound
3.5 star property
9.8 out of 10, Exceptional, (184)
"This is a perfect getaway . "
The price is AED 1,062
AED 1,215 total
includes taxes & fees
15 Nov - 16 Nov
Inn on the Sound
The Palmer House Inn
Exterior
The Palmer House Inn
3.5 star property
9.6 out of 10, Exceptional, (168)
"Nice place to stay"
The price is AED 629
AED 720 total
includes taxes & fees
9 Dec - 10 Dec
The Palmer House Inn
Sea Street Inn
Front of property
Sea Street Inn
4.0 star property
10.0 out of 10, Exceptional, (39)
"Very homey feeling, beds were so cozy and clean , breakfast was spectacular and staff made you feel special."
The price is AED 845
AED 967 total
includes taxes & fees
17 Nov - 18 Nov
Sea Street Inn
Captain David Kelley House Bed & Breakfast
Garden
Captain David Kelley House Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (40)
"We highly recommend Captain David Kelly’s B&B. We had a wonderful time. Tom and Rick are the perfect hosts. They make their guests feel very welcomed. Clean, quiet and cosy. Breakfast is over the top served with a smile . Highly recommend. 11 out of 10"
Captain David Kelley House Bed & Breakfast
Long Dell Inn
Room
Long Dell Inn
3.5 star property
9.4 out of 10, Exceptional, (178)
"Mark and Donna were very accommodating hosts. Helpful with suggestions and directions. Breakfast was both delicious and sustaining. I tend to ask a lot of questions about folks lives. All of them were answered with patience, humor and kindness. Great stay."
Long Dell Inn
Woods Hole Inn
Exterior
Woods Hole Inn
3.5 star property
10.0 out of 10, Exceptional, (1)
"So welcoming and felt like home. From warm breakfast and great coffee, to super comfortable bed and a great nights sleep. Staff was absolutely friendly and helpful in answering our questions and giving guidance and recommendations for our trip into Martha’s Vineyard. I’m sure we’ll be back! "
Woods Hole Inn
Narragansett House
Front of property
Narragansett House
2.5 star property
8.8 out of 10, Excellent, (47)
"very clean and very helpful staff. breakfast only continental not very good for celiacs. stairs not good for older people"
Narragansett House
The Dexter
Room
The Dexter
3.0 star property
The Dexter
welcome home with pool in centerville!
Exterior
welcome home with pool in centerville!
welcome home with pool in centerville!
Captain Lawrence Inn
Boating
Captain Lawrence Inn
3.5 star property
8.8 out of 10, Excellent, (64)
"We arrived at the inn at 5pm and were told there was no electricity due to the storm the day before. The power had been off for 14 hours at that time. We came back after dinner and there was still no power. I'm sympathetic to their plight, but If the owners had told us about this many hours sooner we would have had time to find another place to stay, but by then we stopped at two places that were fully booked and finally decided to drive back to our home in Boston."
Captain Lawrence Inn
Simmons Homestead Inn
Exterior
Simmons Homestead Inn
3.5 star property
6.6 out of 10, (15)
"Innkeeper-of-sorts Bill is the sort of host all innkeepers and hoteliers should aspire to be. Encyclopedically knowledgeable about all things Hyannis AND Cape Cod, he provides invaluable guidance on how to best spend one’s time. The setting is also superb, in a quiet enclave away from the teeming town."
Simmons Homestead Inn
Crocker Inn
Front of property
Crocker Inn
3.0 star property
Crocker Inn
The 1720 House
Exterior
The 1720 House
2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House
Wood Duck Inn
Exterior
Wood Duck Inn
3.0 star property
9.6 out of 10, Exceptional, (5)
"The Innkeeper was a gem! The place needs a very good cleaning and I would rent a car the next time I stay there. You are about 2-3 miles from any restaurants, groceries etc"
Wood Duck Inn
The Little B&B in Aquinnah
Property grounds
The Little B&B in Aquinnah
2.0 star property
The Little B&B in Aquinnah
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.
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Other property types in Oak Bluffs

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
8.4 out of 10, Very Good, (33)
"Perfect escape for three actors coming from a project with an unexpected few days off. We booked last minute and were thrilled to be able to have some things so centrally located"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Romantic seaside getaway with pool & tennis courts - dog-friendly
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.6 out of 10, Exceptional, (42)
"Nice inn with comfortable and clean units. Not spectacular, but it's one of the few affordable places on the island. Some people might be put off by the location, a mile south of Oaks Bluff. But it's got Noman's, a great restaurant with live music, and it's right on the bus line. Also you can walk 15 minutes to the beach. Units not soundproof, you can here some noise from your neighbors. Great pool and tennis courts."
Romantic seaside getaway with pool & tennis courts - dog-friendly
Luxury home with private pool & foosball - near 3 towns & many beaches
Luxury home with private pool & foosball - near 3 towns & many beaches
8.6 out of 10, Excellent, (36)
"I recently stayed in this lovely OB home with my family. It was me and 9 other people, and there was plenty of room for everyone. The photos are accurate. The pool was clean and heated. The house is located in a private, wooded area but conveniently located to OB, Edgartown, the airport and beaches. The interior/furniture were so cozy. The house came equipped with enough plates, dishes, pots, pans, utensil, towels, etc. It would be helpful if the house came with a book of instructions, so we'd...
Luxury home with private pool & foosball - near 3 towns & many beaches
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

Searching for B&Bs in Oak Bluffs?
Whether you’re traveling with your family and want a friendly place to stay, or you’re a solo traveler hoping to make some connections, B&Bs can be a great choice for many travelers. During your time in Oak Bluffs, you might want to spend some time strolling along the water at Oak Bluffs Town Beach and Inkwell Beach.
How do you know if a B&B is the right choice for you?
Every B&B has a unique charm. Whether it’s a picturesque garden or a sunlit breakfast nook, the tiny details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Oak Bluffs?
Below are some well-liked B&Bs in the surrounding area: Narragansett House: 19 rooms. 0.2 mi (0.4 km) from the heart of Oak Bluffs. Enjoy the local cuisine breakfast and deli. Frederick William House: 6 rooms. 8.4 mi (13.5 km) from the downtown core. Enjoy the soaking bathtubs and deli. The Christopher, The Edgartown Collection: 15 rooms. Situated 5.2 mi (8.3 km) from the heart of Oak Bluffs. Enjoy the unique décor and patio area. Inn on the Sound: 10 rooms. 6.5 mi (10.4 km) from the heart of downtown. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. Located 7.6 mi (12.3 km) from the core of Oak Bluffs. Enjoy the free full breakfast and unique décor.
When should I stay at a B&B in Oak Bluffs?
When you’re planning your trip to Oak Bluffs, be sure to take into account the year-round temperatures. 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.
What is there to do in Oak Bluffs?
Travelers enjoy Oak Bluffs for its wineries and shopping. When you want to spend some time in the great outdoors, Ocean Park and Oak Bluffs Town Beach are some notable spots. You might put Circuit Avenue and Flying Horses Carousel on your list if you want to see more of the area.
How can I get to and around Oak Bluffs?
You can map out your trip in and around Oak Bluffs ahead of time with these transportation options. Fly into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is located 5.2 mi (8.3 km) away from the heart of the city. Otherwise, look for flights into Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away. If you’d like to explore around the area, you may want a rental car for your journey.