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Top Oak Bluffs Beach Resorts & Hotels

Madison Inn
18 Kennebeck Avenue Oak Bluffs MA
Free WiFi in public areas, a terrace, and a snack bar/deli are available at this guesthouse. A lobby fireplace, a library, and luggage storage are also on ...
9.8/10 Exceptional! (80 reviews)
Travelers like: close to beach, sun loungers, beach umbrellas, beach towels
Travelers say...
Oak Bluffs is beautiful, the Inn was lovely. Enjoyed my stay
Reviewed on Nov 14, 2025

The Oak Bluffs Inn
64 Circuit Ave Oak Bluffs MA
Free WiFi in public areas, a terrace, and a garden are available at this guesthouse. A picnic area and concierge services are also provided.
9.6/10 Exceptional! (11 reviews)
Travelers like: close to beach, beach towels
Travelers say...
Such a beautiful, unique spot. Great location, I'll definitely be back.
Reviewed on Oct 28, 2018

Summercamp
70 Lake Avenue Oak Bluffs MA
$197 nightly
The price is $220 total per night from May 20 to May 21
$220 total
May 20 - May 21
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
9.2/10 Wonderful! (1,002 reviews)
We loved the ambiance and friendly staff who also gave us great information. The location is also great. I wish they were able to do food. My kiddo loved the ping pong table, what a fun element. Very relaxed and lovely place to stay thank you.
Reviewed on Apr 24, 2026

Narragansett House
46 Narragansett Av. Oak Bluffs MA
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace, ...
8.8/10 Excellent! (47 reviews)
very clean and very helpful staff. breakfast only continental not very good for celiacs. stairs not good for older people
Reviewed on Sep 16, 2019

MV Surfside Hotel
7 Oak Bluffs Avenue Oak Bluffs MA
$144 nightly
The price is $161 total per night from Apr 28 to Apr 29
$161 total
Apr 28 - Apr 29
Total with taxes and fees
This hotel features self parking and a garden. Luggage storage is also provided.
8.8/10 Excellent! (831 reviews)
Travelers like: close to beach, sun loungers, beach umbrellas, beach towels
Travelers say...
We needed to switch rooms because the bed was very uncomfortable. They were very nice about moving us and the new room was great
Reviewed on Apr 26, 2026

Pequot Hotel
19 Pequot Avenue Oak Bluffs MA
$159 nightly
The price is $178 total per night from May 3 to May 4
$178 total
May 3 - May 4
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
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.
Beach Condos in Oak Bluffs

New Seabury Cape Condo + Pool & Beach Escape
Mashpee MA
$304 nightly
The price is $348 total per night from May 17 to May 18
$348 total
May 17 - May 18
Total with taxes and fees
10/10 Exceptional! (79 reviews)
Beach Villas in Oak Bluffs

Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.
Barnstable MA
$1,729 nightly
The price is $1,979 total per night from May 24 to May 25
$1,979 total
May 24 - May 25
Total with taxes and fees
10/10 Exceptional! (1 review)
Your Oak Bluffs Beach Hotel Guide
Oak Bluffs Hotels on the Beach with the Amenities You Want
Oak Bluffs Beach Hotels with a Pool
- Island Inn on Martha's Vineyard is a 3.00 star hotel and previous guests rate it 4.00 out of 5.
- Holiday Inn Cape Cod-Falmouth is a 3.00 star hotel and previous guests rate it 3.70 out of 5.
- Harbor View Hotel is a 3.50 star hotel and previous guests rate it 4.30 out of 5.
Oak Bluffs Beach Hotels with Free Breakfast
- Captain Tom Lawrence House Inn is a 3.50 star hotel with a guest rating of 4.40 out of 5.
- The Coonamessett is a 3.50 star hotel with a guest rating of 4.10 out of 5.
- Anchor In Distinctive Waterfront Lodging is a 3.00 star hotel with a guest rating of 4.60 out of 5.
Pet-friendly Beach Hotels in Oak Bluffs
- Simmons Homestead Inn is a 3.50 star hotel with a guest rating of 2.90 out of 5.
- Mansion House Inn And Spa is a 3.50 star hotel with a guest rating of 4.70 out of 5.
- Cape Codder Resort and Spa is a 3.00 star hotel with a guest rating of 3.90 out of 5.
Oak Bluffs Beach Hotels with Restaurants
- Inn on the Square is a 3.50 star hotel with a guest rating of 4.00 out of 5.
- Clarion Inn Martha's Vineyard is a 3.00 star hotel with a guest rating of 4.20 out of 5.
- Hyannis Harbor Hotel is a 3.50 star hotel with a guest rating of 4.40 out of 5.
What are the cheapest hotels on the beach in Oak Bluffs
- Sea Crest Beach Hotel - Book Now
- This North Falmouth hotel is on the beach, 0 mi (0.1 km) from Old Silver Beach, and within 6 mi (10 km) of Wood Neck Beach and Cataumet Arts Center. Falmouth Museums on the Green and College Light Opera Company are also within 6 mi (10 km).
- 3.00 star rating.
- Frederick William House - Book Now
- Located in the heart of Falmouth, this bed & breakfast is within 2 mi (3 km) of Falmouth Museums on the Green, College Light Opera Company, and Highfield Hall. Wood Neck Beach and Island Queen Ferry are also within 3 mi (5 km).
- 3.50 star rating.
- The Ashley Inn - Book Now
- Situated near the beach, this bed & breakfast is within a 5-minute walk of Old Whaling Church, Vincent House Museum, and Martha's Vineyard Museum. Edgartown Public Library and Edgartown Lighthouse are also within 1 mi (2 km).
- 3.00 star rating.
What’s better than a beautiful Oak Bluffs hotel near the beach? Finding that hotel for a deal! Check out our amazing deals on stunning Oak Bluffs beach hotel properties to find exactly what you’re looking for on your next trip to Oak Bluffs.
Cheapest Oak Bluffs Beach Hotels by Star Rating
Cheapest 4 Star Oak Bluffs Hotels on the Beach
- Vineyard Square Hotel & Suites: has a guest rating of 4.50 out of 5 stars.
- High Pointe Inn: has a guest rating of 5.00 out of 5 stars.
Cheapest 3 Star Oak Bluffs Hotels on the Beach
- Sea Crest Beach Hotel: has a guest rating of 4.10 out of 5 stars.
- The Oak Bluffs Inn: has a guest rating of 4.70 out of 5 stars.
- The Ashley Inn: has a guest rating of 4.30 out of 5 stars.
Best Oceanfront Hotels in Oak Bluffs, According to Traveler Reviews
- Book High Pointe Inn, which has a guest rating of 5.00 out of 5 stars.
- Book Captain David Kelley House Bed & Breakfast, which has a guest rating of 5.00 out of 5 stars.
- Book Thorncroft Inn, which has a guest rating of 4.90 out of 5 stars.
Popular Beach Stays in Oak Bluffs
Recent Oak Bluffs Hotel Reviews By Fellow Wanderers

MV Surfside Hotel
4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"We needed to switch rooms because the bed was very uncomfortable. They were very nice about moving us and the new room was great "
A verified traveler stayed at MV Surfside Hotel
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