Name: Pequot Hotel
Price range: CA $401
Rating: 9.4

Summercamp

70 Lake Avenue Oak Bluffs MA

CA $533

CA $596 total

Jun 7 - Jun 8

includes taxes & fees

Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...

9.2/10 Wonderful! (1,008 reviews)

"Beautiful view of the harbor! Convenient to everything. Knowledgeable and friendly staff"

Reviewed on Jun 4, 2026

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA

CA $373

CA $430 total

Jun 15 - Jun 16

includes taxes & fees

Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...

8.8/10 Excellent! (841 reviews)

"Very nice, quaint hotel. Staff helped me with bags as I traveled solo. Everything was clean and smelled fresh."

Reviewed on May 25, 2026

Pequot Hotel

19 Pequot Avenue Oak Bluffs MA

CA $401

CA $448 total

Jun 8 - Jun 9

includes taxes & fees

Stay at this hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.4/10 Exceptional! (585 reviews)

"Very nice on all accounts."

Reviewed on Jun 4, 2026

See all 3,104 properties in 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.

Bright old-world cottage with two porches & large yard - walk to town & beaches

Oak Bluffs MA

Stay at this vacation home in Oak Bluffs. Enjoy balconies, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak ...

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs MA

Stay at this apartment in Oak Bluffs. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Inkwell Beach and Oak Bluffs Ferry ...

9.4/10 Exceptional! (88 reviews)

"Amazing location right in the heart of Oak Bluffs! Easy entry. Great balconies overlooking the ocean. Wonderful kitchen and great TV. Would absolutely stay here again!"

Reviewed on Aug 24, 2025

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA

Stay at this vacation home in Oak Bluffs. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak Bluffs Public Library ...

9.4/10 Exceptional! (3 reviews)

"1. Clean spacious house2. Need paint up grade in shower3. A few spiders showed up daily4. Outside front lawn needs landscaping 5. Would stay again."

Reviewed on Sep 3, 2025

See all properties in 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.

Popular places to visit

Inkwell Beach

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.

Oak Bluffs Harbor

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries.

Oak Bluffs Town Beach

If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.

Ocean Park

Ocean Park is just one of the places to see in Oak Bluffs, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its wineries.