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 : Hotel located near Cape Cod Beaches. Features a snack bar/deli, an indoor pool and free self parking. Pequot Hotel : Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. The Island Inn on Martha's Vineyard : Hotel, 1-minute walk from Main Street Hyannis. Features free self parking, a seasonal outdoor pool and flat-screen televisions. Morgan Hotel : Hotel located near Cape Cod Beaches. Features daily, a pool and free self parking.

A row of colorful, historic houses with a central path.

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Our top choices for Oak Bluffs hotels with a pool

The Island Inn on Martha's Vineyard

Oak Bluffs

Experience island charm with a refreshing seasonal pool and tennis courts at this serene Martha's Vineyard retreat.

Rp13.728.274 total

includes taxes & fees

29 Jun - 30 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.

Rp3.414.687 total

includes taxes & fees

1 Jul - 2 Jul

Iris Hotel Cape Cod

Falmouth

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

Rp4.512.581 total

includes taxes & fees

1 Jul - 2 Jul

Hampton Inn Cape Cod Canal

Buzzards Bay

Escape to a year-round pool paradise with cosy loungers at this Art Deco canal hotel.

Rp4.524.477 total

includes taxes & fees

12 Jul - 13 Jul

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

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

Rp3.851.609 total

includes taxes & fees

12 Jul - 13 Jul

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Falmouth Heights Motor Lodge

Falmouth Heights

Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.

Rp5.107.412 total

includes taxes & fees

30 Jun - 1 Jul

Mariner Motel

Falmouth

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

Rp3.056.239 total

includes taxes & fees

29 Jun - 30 Jun

Inn on the Square

Falmouth

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

Rp4.470.185 total

includes taxes & fees

29 Jun - 30 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

"It was good and we had a great time"

Sea Crest Beach Resort

10/10 Excellent

"Lovely property on the beach which was fantastic and why we choose to visit Staff was very courteous and professional. The toilet seats in our one bedroom suite were old and stained. They can easily be replaced. The light fixture in one bathroom was falling apart also an easy fix that won't cost much. I had a problem which was not the fault of anyone on the property. It was caused by a third party but, the manager listened to me respectfully, was empathetic, explained what happened and how to avoid it in the future. He waived our resort fees for our stay and offered us free breakfast. I was very impressed by him."

Harbor View Hotel

10/10 Excellent

"Property was Beautiful. Only downside was there is no Elevator in the area we stayed which was a pain being on 3rd floor with a baby/carrage etc. My fault for not checking ahead of time but other than that the place was great. Close walking distance to downtown Edgartown. Staff was very friendly and accomodating."

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: Hotel located near Cape Cod Beaches. Features a snack bar/deli, an indoor pool and free self parking. Pequot Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. The Island Inn on Martha's Vineyard: Hotel, 1-minute walk from Main Street Hyannis. Features free self parking, a seasonal outdoor pool and flat-screen televisions. Morgan Hotel: Hotel located near Cape Cod Beaches. Features daily, a pool and free self parking.

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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