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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

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

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (256)
"The place was amazingly beautiful, very clean, they were very organized, we arrived late and they left a note in the front desk with information, that was good. The only thing we would it want to know in anticipation is about the “free breakfast” because it was only “Fruits, some pastry, juice, water and coffee”, it you wanted to have eggs or anything else you had to pay $20 the plate, so technically it wasn’t fully free. Other than that the place is amazing and I highly recommend it. "
The price is AED 424
AED 486 total
includes taxes & fees
14 Apr - 15 Apr
Frederick William House
The Christopher, The Edgartown Collection
Front of property

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 price is AED 2,005
AED 2,240 total
includes taxes & fees
10 May - 11 May
The Christopher, The Edgartown Collection
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (200)
"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 AED 988
AED 1,131 total
includes taxes & fees
7 May - 8 May
Inn on the Sound
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (174)
"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 AED 745
AED 853 total
includes taxes & fees
13 Apr - 14 Apr
The Palmer House Inn
Sea Street Inn
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated

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 950
AED 1,088 total
includes taxes & fees
10 Apr - 11 Apr
Sea Street Inn
Long Dell Inn
Exterior

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."
The price is AED 804
AED 921 total
includes taxes & fees
27 Apr - 28 Apr
Long Dell Inn
Captain David Kelley House Bed & Breakfast
Garden

Captain David Kelley House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (41)
"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
Narragansett House
Exterior

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
welcome home with pool in centerville!
Pool

welcome home with pool in centerville!

welcome home with pool in centerville!
Simmons Homestead Inn
Aerial view

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
The Dexter
Deluxe Single Room | Free WiFi

The Dexter

3.0 star property
The Dexter
Captain Lawrence Inn
Beach nearby

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
Crocker Inn
Deluxe Room, 1 King Bed | Individually decorated, iron/ironing board, free WiFi

Crocker Inn

3.0 star property
Crocker Inn
The Little B&B in Aquinnah
Free daily self-serve breakfast

The Little B&B in Aquinnah

2.0 star property
The Little B&B in Aquinnah
The 1720 House
Children's area

The 1720 House

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

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

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 AED 1,102
AED 1,969 total
includes taxes & fees
10 Apr - 11 Apr
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Dining

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
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Terrace/patio

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (19)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
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. 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, 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.