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Check prices for these dates

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

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (197)
"We had a great experience. The bed was comfy, amazing view for sunrise, water pressure in the shower was great and stayed nice and hot. The staff was super nice. The whole set up was super cute, warm and welcoming. The cookies, oh the cookies 😍so so good! Breakfast was also delicious! "
The price is SAR 821
SAR 940 total
includes taxes & fees
29 Mar - 30 Mar
Inn on the Sound

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (253)
"Amazing experience, beautiful & clean. Loved the cuteness of the room! Thank you for a wonderful time. We will definitely be returning! "
The price is SAR 535
SAR 612 total
includes taxes & fees
17 Mar - 18 Mar
Frederick William House

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (173)
"Enjoy a flashback to one of many old Victorian houses I used to live in. Love the books by authors the rooms are named after. Nice twist. I loved that the family works there. "
The price is SAR 671
SAR 768 total
includes taxes & fees
30 Mar - 31 Mar
The Palmer House Inn

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (197)
"Lovely hotel in Edgartown. Beautifully appointed rooms and common areas. Good breakfast. Walkable to nice restaurants."
The Christopher, The Edgartown Collection

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 SAR 820
SAR 938 total
includes taxes & fees
4 Mar - 5 Mar
Sea Street Inn

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

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

welcome home with pool in centerville!

welcome home with pool in centerville!

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

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

Crocker Inn

3.0 star property
Crocker Inn

The 1720 House

2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House

The Dexter

3.0 star property
The Dexter

Captain Lawrence Inn

3.5 star property
9.0 out of 10, Wonderful, (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

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

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

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10.0 out of 10, Exceptional, (34)
"This is the second year in a row that we have stayed in this home. We just love it so much. It has everything you need which makes packing much easier. Owners are great. We hope to stay again."
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.6 out of 10, Exceptional, (78)
"This apartment was a great location to walk to the shops and restaurants in Oak Bluffs. We typically don't rent 1 bed/1 bath properties but we would rent this one again. It was very large and very clean and comfortable. The morning sun, coming in from over the ocean was beautiful each morning and we could sit out on the balcony with our coffee and people watch. We rented a car, only to explore the rest of the island and that, too, was a convenient walk, less than a block away. All in all,...
The price is SAR 1,125
SAR 2,003 total
includes taxes & fees
4 Mar - 5 Mar
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Make Lasting Memories In This Adorable Vineyard Cottage!

9.8 out of 10, Exceptional, (140)
"This place is exactly as described and pictured on the website. Cute, clean, quiet cul de sac. All appliances in working order. Lori, the property manager was communicative, promptly and happily addressing all questions. I would definitely go back. :)"
Make Lasting Memories In This Adorable Vineyard Cottage!
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: 5 rooms. 8.4 mi (13.5 km) from the downtown core. Enjoy the soaking bathtubs and deli. Inn on the Sound: 10 rooms. Situated 6.5 mi (10.4 km) from the heart of Oak Bluffs. Enjoy the free full breakfast and library. The Christopher, The Edgartown Collection: 15 rooms. 5.2 mi (8.3 km) from the heart of downtown. Enjoy the unique décor and patio area. 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, Oak Bluffs Town Beach and Inkwell Beach are some notable spots. You might put Circuit Avenue and Oak Bluffs Harbor 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.