Find Hotels with a Pool in Oak Bluffs, MA

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Check availability on Oak Bluffs Hotels with a Pool

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Oak Bluffs Hotels with a Pool

Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 star property
Hyannis
7.0 out of 10, Good, (964)
"good stay for night"
United States
David
The price is SAR 232
SAR 303 total
includes taxes & fees
2 Jan - 3 January 2026
Hyannis Plaza Hotel
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village

Cape Cod Irish Village

3.5 star property
Hyannis
6.4 out of 10, (1003)
"Plenty of parking space, walking distance to shops & restaurants."
United States
FLOR
The price is SAR 479
SAR 549 total
includes taxes & fees
5 Dec - 6 Dec
Cape Cod Irish Village
Family House, Private Bathroom, Pool View | Terrace/patio
Sal's Place

Sal's Place

2.0 star property
Hyannis
The price is SAR 1,051
SAR 1,653 total
includes taxes & fees
18 Dec - 19 Dec
Sal's Place
Pool
Sal's Place-Close to Tourism, Private Yard, Pool!

Sal's Place-Close to Tourism, Private Yard, Pool!

Barnstable
The price is SAR 1,051
SAR 1,362 total
includes taxes & fees
5 Dec - 6 Dec
Sal's Place-Close to Tourism, Private Yard, Pool!
Seasonal outdoor pool, pool umbrellas
Harbor View Hotel

Harbor View Hotel

5.0 star property
Edgartown
8.8 out of 10, Excellent, (1002)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1011)
"amazing stay"
United States
Cristi
Faraway Martha's Vineyard
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas
The Club at New Seabury

The Club at New Seabury

3.5 star property
New Seabury
9.0 out of 10, Wonderful, (338)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The price is SAR 552
SAR 631 total
includes taxes & fees
7 Dec - 8 Dec
The Club at New Seabury
Outdoor pool
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

New Seabury
10.0 out of 10, Exceptional, (79)
"We were extremely happy with our stay. The condo was beautiful, had everything we needed. Looking forward to coming back again next year for a longer stay"
United States
Beth H.
The price is SAR 615
SAR 1,576 total
includes taxes & fees
27 Dec - 28 Dec
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Exterior
Cape Cod Escape at Casa de Leo!

Cape Cod Escape at Casa de Leo!

2.5 star property
Falmouth
The price is SAR 2,280
SAR 5,437 total
includes taxes & fees
7 Dec - 8 Dec
Cape Cod Escape at Casa de Leo!
Indoor pool
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1001)
"Clean, friendly staff, nice amenities, good location. Overall great stay!"
United States
Lisa
The price is SAR 652
SAR 784 total
includes taxes & fees
7 Dec - 8 Dec
Mansion House Inn And Spa
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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Top Oak Bluffs Hotel Reviews

Inn on the Square

Inn on the Square

10/10 Excellent
"The room was very clean and it was wonderful to have a restaurant onsite. It was only open for breakfast and lunch, but I had an excellent omlette. The staff at the Inn were professional and polite. I definitely would stay there again. The location is extremely convenient. Short walk to shops and restaurants."
Barbara 2-night trip
Posted 1 day ago
Inn on the Square

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Frequently asked questions

What are some accommodations with pools in Oak Bluffs?
Summercamp: Features 3 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Morgan Hotel: Offers sun loungers, a pool, and complimentary wireless internet access. Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: Offers complimentary wireless internet access, a communal pool, and kitchens. The Island Inn on Martha's Vineyard: Features a snack bar/deli, an indoor pool, and buffet. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.: Offers free self parking, a seasonal outdoor pool, and flat-screen televisions.
What is there to see and do in Oak Bluffs?
Surround yourself with nature at Ocean Park and Oak Bluffs Town Beach. During your stay, check out sights such as Circuit Avenue, Oak Bluffs Harbor, and Oak Bluffs Ferry Terminal. The beaches, wineries, and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Oak Bluffs?
Taking into account the local weather in Oak Bluffs is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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.