TOP Hotels with Pool in Oak Bluffs, MA for 2026

Q: What are some accommodation options with pools in Oak Bluffs?

Summercamp : Resort located near Inkwell Beach. Features 3 outdoor tennis courts, a seasonal outdoor pool and free self parking. MV Surfside Hotel : Features sunloungers, a pool and complimentary wireless Internet access. Pequot Hotel : Holiday home located near Inkwell Beach. Features sunloungers, a pool and kitchens. The Island Inn on Martha's Vineyard : Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Morgan Hotel : Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach.

Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.

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Our top choices for Oak Bluffs hotels with a pool

Iris Hotel Cape Cod

Falmouth

Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.

฿5,580 total

includes taxes & fees

3 Jun - 4 Jun

Falmouth Inn

Falmouth

Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.

฿5,077 total

includes taxes & fees

2 Jun - 3 Jun

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.

฿5,010 total

includes taxes & fees

7 Jun - 8 Jun

Inn on the Square

Falmouth

Sun-drenched days await at the indoor pool retreat where year-round swimming creates holiday bliss.

฿5,646 total

includes taxes & fees

1 Jun - 2 Jun

Green Harbor Waterfront Lodging

East Falmouth

Seasonal waterfront pool creates summer magic at this Cape Cod retreat with a garden terrace.

฿5,022 total

includes taxes & fees

3 Jun - 4 Jun

ShoreWay Acres Inn & Cape Cod Lodging

Falmouth

Splash into a refreshing escape at this inn with both indoor and seasonal outdoor pools just steps from the beach.

฿4,613 total

includes taxes & fees

1 Jun - 2 Jun

Mariner Motel

Falmouth

Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.

฿4,427 total

includes taxes & fees

1 Jun - 2 Jun

Sea Crest Beach Resort

North Falmouth

Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.

฿11,867 total

includes taxes & fees

4 Jun - 5 Jun

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Choose what matters most at hotels with a pool in Oak Bluffs

Breakfast included

Hot tub

Top Oak Bluffs Hotel Reviews

Hyannis Plaza Hotel

10/10 Excellent

"Great location on main street able to walk to many shops and restaurants"

Inn on the Square

8/10 Good

"We arrived at 5:30 pm and our room was still not ready. We were told that they were under new management as of the day we checked in. They were also not able to provide us with a key upon check-in so when we returned from dinner we had to walk all around the building to the front entrance to get into our room (without a key the other entrances were not accessible). We feel that we should not be charged the additional "facilities fee" for the inconveniences."

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent

"Loved the property and the staff. The room was very clean, the bed was very comfortable, the TV had all the channels we needed. They key card gave us an issue with deactivation. If you put it next to your phone in your pocket, it deactivates. The breakfast was better than expected for a “continental” style of breakfast. Overall, we had a great experience and we will go back"

Mansion House Inn And Spa

8/10 Good

"The property is close to the most upscale in that area. Ther is a need for some renovations. Very secured and parking is great. Parking is one of the reasons we choose to stay there, the staff are great and the views from the room are great. There is a need to offer better breakfast options and their new eco friendly air conditioning system is not customer friendly and is confusing how. It works. They need to rethink their HVAC System."

Harbor View Hotel

6/10 Okay

"The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets. "

Frequently asked questions

What are some accommodation options with pools in Oak Bluffs?

Summercamp: Resort located near Inkwell Beach. Features 3 outdoor tennis courts, a seasonal outdoor pool and free self parking. MV Surfside Hotel: Features sunloungers, a pool and complimentary wireless Internet access. Pequot Hotel: Holiday home located near Inkwell Beach. Features sunloungers, a pool and kitchens. The Island Inn on Martha's Vineyard: Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Morgan Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach.

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, visit 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 the local weather in Oak Bluffs into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.

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