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

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Check availability on Oak Bluffs Hotels with a Pool

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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 spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.
A large, multi-story building with a balcony on the second floor.

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.
₩517,135
₩598,051 total
includes taxes & fees
Sep 8 - Sep 9
Mansion House Inn And Spa
A poolside area with lounge chairs and a table.
A reception area with a black leather chair, a reception desk, a television, and a wall with a map display.
A covered outdoor area with a pool, red chairs, and a table with a bowl.
A two-story brick building with a sign reading "The Admiralty Inn."

2. 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.
₩181,533
₩224,343 total
includes taxes & fees
Sep 20 - Sep 21
Admiralty Inn & Suites - a Red Collection Hotel
An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.
A bar area with multiple screens displaying sports content, a counter with various bottles, and a seating area with tables and chairs.
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.

3. 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.
₩192,045
₩247,427 total
includes taxes & fees
Sep 7 - Sep 8
Falmouth Inn
An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.
A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.
A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.

4. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
₩187,900
₩215,051 total
includes taxes & fees
Sep 7 - Sep 8
Iris Hotel Cape Cod
A swimming pool with blue lounge chairs and a stone building in the background.
A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.
A cozy room with a grey sofa, a wooden bench, and a tray with a plant.
A room with a wooden deck, a white dresser, and a window with a view of a yard.

5. Lamberts Cove Inn

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.
₩310,074
₩346,353 total
includes taxes & fees
Sep 2 - Sep 3
Lamberts Cove Inn
A large, multi-story house with a covered porch and a well-maintained lawn.
A neatly arranged bedroom with a bed, pillows, a vase, and a lamp.
A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

6. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
₩278,618
₩327,234 total
includes taxes & fees
Sep 7 - Sep 8
Shore Haven Inn
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
A staircase with wooden railings and a lamp on a side table.
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.

7. Inn on the Square

Inn on the Square
Falmouth
  • Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
₩233,707
₩299,779 total
includes taxes & fees
Sep 20 - Sep 21
Inn on the Square
A bathroom with a white sink, a toilet, a shower with a glass-enclosed tub, a round mirror, and a shelf with toiletries.
A building with a sign reading "Mariner Motel" and a garden with various flowers in front.
A Mariner Motel sign with a vacancy notice, surrounded by vibrant flowers.
A bedroom with a bed, bedside tables, a chair, a desk, and a painting of a beach scene.

8. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
₩192,045
₩219,788 total
includes taxes & fees
Sep 7 - Sep 8
Mariner Motel
A swimming pool with lounge chairs, a building with a balcony, and trees in the background.
A patio area with Adirondack chairs and a view of a lake surrounded by trees.
A reception area with a wooden ceiling, a display of brochures, a white chair, and a view of greenery outside.
A two-story building with a white exterior and a balcony. There are outdoor tables and chairs arranged on a grassy lawn.

9. Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging
East Falmouth
  • Seasonal waterfront pool creates summer magic at this Cape Cod retreat with a garden terrace.
₩233,494
₩267,233 total
includes taxes & fees
Sep 6 - Sep 7
Green Harbor Waterfront Lodging
View all properties

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

8/10 Good
"Nice stay.."
Hilda-Gail 3-night trip
Posted 4 hours ago
Iris Hotel Cape Cod
Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 22 hours ago
Inn on the Square
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Happy to stay there and I will be back again"
Anna Kanichada 1-night trip
Posted 2 days ago
Sea Crest Beach Resort
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 6 days ago
Faraway Martha's Vineyard

Frequently asked questions

What are some accommodations 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. Provides a snack bar/deli, an indoor pool, and free self parking. Pequot Hotel: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Morgan Hotel: Hotel located near Cape Cod Beaches. Offers 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, check out 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 into account the local weather in Oak Bluffs is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Oak Bluffs is 47 inches.

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