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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 16 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, (257)
"A cozy place for a few nights."
The price is AED 443
AED 507 total
includes taxes & fees
20 May - 21 May
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)
"Fantastic stay!"
The price is AED 1,109
AED 1,239 total
includes taxes & fees
5 May - 6 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, (201)
"Beautiful location, comfort, quiet, restful, super food, extremely clean, yet very accessible to the coastal beauty and attractions."
The price is AED 1,062
AED 1,215 total
includes taxes & fees
4 May - 5 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)
"Nice place to stay"
The price is AED 965
AED 1,105 total
includes taxes & fees
5 May - 6 May
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 993
AED 1,136 total
includes taxes & fees
4 May - 5 May
Sea Street Inn
Long Dell Inn
Exterior

Long Dell Inn

3.5 star property
9.4 out of 10, Exceptional, (178)
"Great location and awesome breakfast’s "
The price is AED 804
AED 921 total
includes taxes & fees
4 May - 5 May
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)
"Are stay was amazing we had such a great time."
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)
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)
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

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)
"This property is quite dated, with older furniture and finishes (paint was constantly peeling off the coffee table, old carpeting, etc.). There was also an unpleasant odor coming from the sink through our whole stay. Important to note that the property is not really walkable to Oak Bluffs or any beaches without walking on very busy roads (riding bikes to Oak Bluffs was a pretty easy trip). Overall, there are better options on MV for this price point."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Fridge, microwave, oven, stovetop

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

10.0 out of 10, Exceptional, (8)
"Great stay in MV. The unit has beautiful ocean views."
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
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)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
The price is AED 1,653
AED 2,671 total
includes taxes & fees
4 May - 5 May
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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, Ocean Park and Oak Bluffs Town 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.