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. 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. Features daily, a pool and free self parking. The Island Inn on Martha's Vineyard : Hotel, 1-minute walk from Main Street Hyannis. Offers 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

Hampton Inn Cape Cod Canal

Buzzards Bay

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

฿9,484 total

includes taxes & fees

19 Jul - 20 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.

฿7,265 total

includes taxes & fees

9 Aug - 10 Aug

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Sea Crest Beach Resort

North Falmouth

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

฿17,552 total

includes taxes & fees

26 Jul - 27 Jul

Quality Inn Bourne - Cape Cod

Buzzards Bay

Indoor swimming and water adventures await at this cape cod hotel with a serene pool atmosphere.

฿5,636 total

includes taxes & fees

13 Aug - 14 Aug

Craigville Beach Inn

Centerville

Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.

฿8,770 total

includes taxes & fees

19 Jul - 20 Jul

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.

฿6,763 total

includes taxes & fees

27 Jul - 28 Jul

Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

The Club at New Seabury

New Seabury

Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.

฿19,339 total

includes taxes & fees

20 Jul - 21 Jul

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.

฿22,043 total

includes taxes & fees

16 Jul - 17 Jul

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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

Inn on the Square

10/10 Excellent

"Location is unbeatable. This is an older hotel, but it is kept up very well, Staff was great. Parking great. Easy walk to town and the bike trail that ultimately runs along the coast runs about a block from the hotel. There is a restaurant attached to the hotel, however, we did not utilize it. There’s a coffee shop right across the street that was great."

Iris Hotel Cape Cod

10/10 Excellent

"Classic but Nice Place! I noticed renovation happening which is fine. I used the gym (I think more equipment can help) and I ate at the complementary breakfast (there was no eggs .. may be i was late, not a problem there was more food available) after that their front out door area is peaceful and beautiful! I being on cape cod 3 times this year so far and this hotel was the best one. Yes I will come back to this hotel!"

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. Features daily, a pool and free self parking. The Island Inn on Martha's Vineyard: Hotel, 1-minute walk from Main Street Hyannis. 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, 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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