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

Hotels with Swimming Pools in Oak Bluffs

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Check availability on Oak Bluffs Hotels with Swimming Pools

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Oak Bluffs hotels with a pool

An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.
A large, multi-story building with a balcony on the second floor.
A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A balcony with a table and chairs, overlooking a marina with boats and a distant shoreline.

1. Mansion House Inn And Spa

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.
S$267
includes taxes & fees
2 Nov - 3 Nov
Mansion House Inn And Spa
A poolside area with lounge chairs, a wooden deck, and a pool.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.

2. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
  • Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
S$351
includes taxes & fees
1 Nov - 2 Nov
Faraway Martha's Vineyard
A large, multi-story house with a covered porch and a well-maintained lawn.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.
A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.
A hotel room with two beds, a large window, a flat-screen TV, and a painting on the wall.

3. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
S$267
includes taxes & fees
19 Oct - 20 Oct
Shore Haven Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a balcony and a clear sky.
A resort with a swimming pool, outdoor seating, and a view of the lake.
A balcony with a view of the harbor, a dining area with a table and chairs, and a small seating area with a bench and a table.
A spacious living area with a dining table, sofas, and a view of the sea.

4. Harbor View Hotel

Harbor View Hotel
Edgartown
  • Seasonal harbor-side pool escape offers refreshing coastal views and luxury poolside cocktail service.
S$452
includes taxes & fees
25 Oct - 26 Oct
Harbor View Hotel
An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.
A golf course with a clubhouse, a lake, and surrounding trees.
A beachside seating area with blue umbrellas and lounge chairs.
A row of white lounge chairs with blue cushions, arranged under a white canopy, overlooking the sea.

5. The Club at New Seabury

The Club at New Seabury
New Seabury
  • Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.
S$254
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
Outdoor seating with tables and chairs, covered by green umbrellas, and a sign for a breakfast and lunch place.
A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.
A hotel room with a large bed, a sitting area with a chair and a table, a bathtub, and a framed picture on the wall.

6. Inn on the Square

Inn on the Square
Falmouth
  • Sun-drenched days await at the indoor pool retreat where year-round swimming creates holiday bliss.
S$217
includes taxes & fees
11 Nov - 12 Nov
Inn on the Square
An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.
A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.
A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.

7. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
S$189
includes taxes & fees
1 Nov - 2 Nov
Iris Hotel Cape Cod
A poolside area with lounge chairs and a table.
A covered outdoor area with a pool, red chairs, and a table.
A hotel room with two beds, a desk, and a chair.
A room with two beige armchairs, a patterned carpet, a large window with a view of buildings, and a ceiling with recessed lighting and a smoke detector.

8. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
  • Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
S$180
includes taxes & fees
1 Nov - 2 Nov
Admiralty Inn & Suites - a Red Collection Hotel
A waterfront hotel with a pool, outdoor seating, and a view of the water.
A view from a window overlooking a dock with a boat, a pier, and a building with a blue roof.
A marina with multiple boats docked, surrounded by residential buildings with balconies and a well-maintained lawn.
A sandy beach path leading to the ocean, surrounded by sparse vegetation.

9. The Harborside Inn

The Harborside Inn
Edgartown
  • Float in blissful style at a seasonal outdoor pool, where relaxation meets Martha's Vineyard magic.
S$680
includes taxes & fees
7 Nov - 8 Nov
The Harborside Inn
An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.
An aerial view of a marina with boats, a pier, and a town with houses and buildings.
A modern hotel room with a curved ceiling, a large bed, a flat-screen TV, a desk with a chair, and a bathroom with a mirror and sink.
A lobby with striped armchairs, a TV, a reception desk, and a blue wall.

10. Falmouth Inn

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.
S$192
includes taxes & fees
19 Oct - 20 Oct
Falmouth Inn
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Choose what matters most at hotels with a pool in Oak Bluffs

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Oak Bluffs Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Nice stay."
Erin 1-night trip
Posted 17 hours ago
Iris Hotel Cape Cod
Inn on the Square

Inn on the Square

10/10 Excellent
"Great location. Nice rooms"
Donna 1-night trip
Posted 1 day ago
Inn on the Square
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Property is good the bad is that doesn’t have a microwave in room and others use parking from places around and when I want to park there is no parking and I am paying for this hotel."
Franchesca 2-night trip
Posted 2 days ago
Hyannis Plaza Hotel
Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!"
Marc 1-night trip
Posted 5 days ago
Harbor View 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: Holiday home located near Inkwell Beach. Features sunloungers, a pool and kitchens. Morgan Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool and a private beach. Pequot Hotel: Offers a snack bar/deli, an indoor pool and free self parking. The Island Inn on Martha's Vineyard: Provides complimentary wireless Internet access, an indoor pool and 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, Flying Horses Carousel and Oak Bluffs Harbor. 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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