Oak Bluffs

Travel Guide

A row of colorful, historic houses with a central path.
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
A row of colorful Victorian-style houses with blue and yellow trim, a tree with white blossoms, and a paved street.
A rocky shoreline at sunset with a calm sea reflecting the colors of the sky.
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is €633 per night from 22 Jul to 23 Jul
€633
22 Jul - 23 Jul
includes taxes & fees
Stay at this beach hotel in Oak Bluffs. Enjoy free Wi-Fi, parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,004 reviews)
"Beautiful property with incredible harbor views; perfect location to everything in Oak Bluffs. Staff and amenities were lovely! 10/10 would recommend and absolutely return."

Reviewed on 14 Jul 2026

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is €331 per night from 19 Jul to 20 Jul
€331
19 Jul - 20 Jul
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 their reviews. Popular attractions ...
8.8/10 Excellent! (864 reviews)
"All around great experience"

Reviewed on 13 Jul 2026

MV Surfside Hotel
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue Oak Bluffs MA
The price is €411 per night from 23 Jul to 24 Jul
€411
23 Jul - 24 Jul
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.4/10 Exceptional! (603 reviews)
"Property close to beach and clean. Staff helpful and polite."

Reviewed on 15 Jul 2026

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

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

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy a water park, a garden and cable/satellite TV service. Popular attractions Oak Bluffs Harbor and Inkwell Beach ...
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Quaint, ranch style home in Oak Bluffs with central air

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy a garden, balconies and an in-room coffee maker. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located ...
8/10 Very good! (4 reviews)
"Arrived in town early and reached out to see if an early check in was possible, the answer was no. Drove by the property and the property was just being cleaned. The home is old and extremely outdated. Shower curtains moldy and old and don't cost much to replace. Utensils as simple as a fork, non ..."

Reviewed on 8 Jul 2026

Quaint, ranch style home in Oak Bluffs with central air
Bright old-world cottage with two porches & large yard - walk to town & beaches

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

Oak Bluffs MA
Stay at this holiday home in Oak Bluffs. Enjoy balconies, cable/satellite TV service and an in-room coffee maker. Popular attractions Oak Bluffs Harbor and Inkwell ...
8/10 Very good! (1 review)
"The cottage met our expectations and provides a good value for the money. My wife and I were a little unsure about the double beds but the mattresses were comfortable we slept just fine. The mini splits worked great to quickly cool the spaces and provides nice ambient noise for sleeping. The house ..."

Reviewed on 29 Jun 2026

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

Stay near popular Oak Bluffs attractions

Things to do

Explore a world of travel with Expedia