Find Hotels with a Pool in Oak Bluffs, MA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oak Bluffs Hotels with a Pool

Top Oak Bluffs Hotels with a Pool

Hyannis Inn
Indoor pool, open 9:00 AM to 8:30 PM, sun loungers

Hyannis Inn

2.0 star property
8.6 out of 10, Excellent, (1011)
"Great stay!"
Hyannis Inn
Admiralty Inn & Suites - a Red Collection Hotel
Indoor pool, seasonal outdoor pool

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
8.6 out of 10, Excellent, (275)
"Staff were very friendly, pool was nice, room was clean and comfortable. "
The price is ￥18,677
￥23,143 total
includes taxes & fees
Sep 2 - Sep 3
Admiralty Inn & Suites - a Red Collection Hotel
Falmouth Inn
Indoor pool

Falmouth Inn

2.0 star property
8.0 out of 10, Very Good, (1001)
"Excellent staff and service. "
The price is ￥20,616
￥25,802 total
includes taxes & fees
Sep 16 - Sep 17
Falmouth Inn
The Island Inn on Martha's Vineyard
Exterior

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (14)
"Great spot, very clean and convenient. "
The price is ￥28,212
￥58,993 total
includes taxes & fees
Sep 3 - Sep 4
The Island Inn on Martha's Vineyard
Island Inn - Queen Studio - 22F - Dog-friendly - Oak Bluffs, MA
Pool

Island Inn - Queen Studio - 22F - Dog-friendly - Oak Bluffs, MA

The price is ￥42,391
￥72,508 total
includes taxes & fees
Sep 3 - Sep 4
Island Inn - Queen Studio - 22F - Dog-friendly - Oak Bluffs, MA
Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA
Pool

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA

"We were not able to get into the two bedroom we had rented as a previous renter had destroyed it and repairs needed to be made. Instead they gave us a one bedroom for 3 people so my 89 year old father had to sleep on a sofa bed and enter our bedroom to use the bathroom. They gave us a different room the second night, but 2nd bedroom was not private and open to the kitchen and living room. We were on an island without a ferry ride back for 2 days, so had no other option. The staff tried to be...
The price is ￥53,872
￥87,633 total
includes taxes & fees
Sep 9 - Sep 10
Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA
Island Inn - Studio Suite - 19D - Oak Bluffs, MA
Pool

Island Inn - Studio Suite - 19D - Oak Bluffs, MA

10.0 out of 10, Exceptional, (1)
"Very pleasant experience. Enjoyed my visit to Martha's Vineyard. Will visit again."
The price is ￥76,244
￥116,077 total
includes taxes & fees
Aug 24 - Aug 25
Island Inn - Studio Suite - 19D - Oak Bluffs, MA
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Pool

Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA

9.0 out of 10, Wonderful, (2)
"Great location. Very nice property. The unit was clean but dated in a few areas. Overall, it was perfect for 4 of us visiting for the wknd. "
The price is ￥127,025
￥180,854 total
includes taxes & fees
Aug 19 - Aug 20
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Island Inn - Two Bedroom Suite - 2A - Dog-freindly - Oak Bluffs, MA
Pool

Island Inn - Two Bedroom Suite - 2A - Dog-freindly - Oak Bluffs, MA

The price is ￥53,872
￥86,975 total
includes taxes & fees
Sep 10 - Sep 11
Island Inn - Two Bedroom Suite - 2A - Dog-freindly - Oak Bluffs, MA
Island Inn - Studio Suite - 13D - Dog-friendly - Oak Bluffs, MA
Pool

Island Inn - Studio Suite - 13D - Dog-friendly - Oak Bluffs, MA

8.0 out of 10, Very Good, (1)
"Property is really nice, check in perfect, the room was spotless. On the downside, if you are staying in a unit that has a second floor. Stay on second floor. A couple checked on around 9pm above me and it sounded like elephants walking around till 2 am. Other than that really liked the place"
The price is ￥100,825
￥147,478 total
includes taxes & fees
Aug 18 - Aug 19
Island Inn - Studio Suite - 13D - Dog-friendly - Oak Bluffs, MA
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.

Top Oak Bluffs Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"I highly recommend it, I've been there for about 3 or 4 times, always very clean!"
Fernanda 1-night trip
Posted 2 days ago
Hyannis Plaza Hotel

Frequently asked questions

What are some accommodations with pools in Oak Bluffs?
Summercamp: Resort located near Inkwell Beach. Offers 3 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Island Inn on Martha's Vineyard: Features sun loungers, a pool, and complimentary wireless internet access.
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.