TOP Hotels with Swimming Pool in Oak Bluffs, MA for 2026

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

Summercamp : Resort located near Inkwell Beach. Offers 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. Morgan Hotel : Hotel located near Cape Cod Beaches. Provides daily, a pool and free self parking. 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.

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

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Our top choices for Oak Bluffs hotels with a pool

Mansion House Inn And Spa

Vineyard Haven

Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.

₹62,161 total

includes taxes & fees

23 Aug - 24 Aug

Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

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

₹20,953 total

includes taxes & fees

9 Aug - 10 Aug

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.

₹18,802 total

includes taxes & fees

29 Jul - 30 Jul

Inn on the Square

Falmouth

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

₹26,444 total

includes taxes & fees

24 Aug - 25 Aug

Lamberts Cove Inn

Vineyard Haven

Escape to a private beachside haven with a seasonal pool, where comfort meets coastal charm and nature's serenity awaits you.

₹63,007 total

includes taxes & fees

26 Jul - 27 Jul

Classic Double Room | Bathroom | Combined shower/bathtub, free toiletries, hair dryer, towels

Mariner Motel

Falmouth

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

₹18,678 total

includes taxes & fees

24 Aug - 25 Aug

Outdoor pool, open 8:00 AM to 8:00 PM, pool loungers

Faraway Martha's Vineyard

Edgartown

Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.

₹122,320 total

includes taxes & fees

24 Aug - 25 Aug

Iris Hotel Cape Cod

Falmouth

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

₹25,310 total

includes taxes & fees

17 Aug - 18 Aug

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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

Iris Hotel Cape Cod

8/10 Good

"Nice room. beds and pillows were very comfortable. Bathrooms needs to be updated as well and better towels. bathroom was SO dark ."

Falmouth Inn

8/10 Good

"The Inn offered a nice, clean, reasonably priced and safe place to stay overnight as I awaited taking an early morning ferry to Martha's Vineyard from Woods Hole (which was only 5 miles from the Inn). The morning breakfast that comes with the stay was nice too. Nothing fancy but good variety --egg patties, sausage links, muffins, mini bagels, breads for toast, cereal, bananas, diced fruit cups, and a waffle maker along with juices, coffee, tea."

The Bridgeway

10/10 Excellent

"Great stay from start to finish. Room was clean and modern. Room was very spacious and great deal! Room had everything we needed from cups to silverware to napkins. We were very satisfied with the property and the peacefulness that came with it. The pool and hot tub was a plus and was well maintained. We will definitely be spending more weekends on our next visit to the cape. Very affordable and very good stay! No issues or complaints to be honest."

Frequently asked questions

What are some accommodation options with pools in Oak Bluffs?

Summercamp: Resort located near Inkwell Beach. Offers 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. Morgan Hotel: Hotel located near Cape Cod Beaches. Provides daily, a pool and free self parking. 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.

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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