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

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Check availability on Oak Bluffs Hotels with Pool

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sep
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Oak Bluffs hotels with a pool

1. 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.
฿3,605
฿4,524 total
includes taxes & fees
27 Sept - 28 Sept
Admiralty Inn & Suites - a Red Collection Hotel

2. 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.
฿12,375
฿14,312 total
includes taxes & fees
20 Sept - 21 Sept
Mansion House Inn And Spa

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.
฿4,602
฿5,930 total
includes taxes & fees
7 Sept - 8 Sept
Falmouth Inn

4. 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.
฿4,975
฿6,528 total
includes taxes & fees
8 Sept - 9 Sept
Inn on the Square

5. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
฿5,449
฿6,236 total
includes taxes & fees
7 Sept - 8 Sept
Iris Hotel Cape Cod

6. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
฿6,254
฿7,346 total
includes taxes & fees
7 Sept - 8 Sept
Shore Haven Inn

7. 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.
฿7,420
฿8,288 total
includes taxes & fees
2 Sept - 3 Sept
Lamberts Cove Inn

8. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
฿4,602
฿5,267 total
includes taxes & fees
1 Sept - 2 Sept
Mariner Motel

9. 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.
฿6,694
฿7,662 total
includes taxes & fees
7 Sept - 8 Sept
The Club at New Seabury
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

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

8/10 Good
"Clean room, air conditioning and parking"
Elizabeth 2-night trip
Posted 3 days ago
ShoreWay Acres Inn & Cape Cod Lodging
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 4 days ago
Inn on the Square
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 10 days ago
Faraway Martha's Vineyard

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. Provides a snack bar/deli, an indoor pool and free self parking. 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: 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. 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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