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

Find Hotels with a Pool in Oak Bluffs, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Oak Bluffs Hotels with a Pool

Tonight
15 Sep - 16 Sep
Tomorrow
16 Sep - 17 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Oak Bluffs hotels with a pool

1. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
AED 9,183
AED 14,056 total
includes taxes & fees
12 Oct - 13 Oct
Beautiful Estate with salt water pool & pond with kayaks

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.
AED 868
AED 1,023 total
includes taxes & fees
15 Oct - 16 Oct
Mansion House Inn And Spa

3. 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.
AED 400
AED 502 total
includes taxes & fees
27 Sep - 28 Sep
Admiralty Inn & Suites - a Red Collection Hotel

4. 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.
AED 479
AED 640 total
includes taxes & fees
12 Oct - 13 Oct
Inn on the Square

5. 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.
AED 460
AED 599 total
includes taxes & fees
12 Oct - 13 Oct
Falmouth Inn

6. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
AED 487
AED 558 total
includes taxes & fees
12 Oct - 13 Oct
Iris Hotel Cape Cod

7. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
AED 661
AED 776 total
includes taxes & fees
29 Sep - 30 Sep
Shore Haven Inn

8. ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
Falmouth
  • Splash into a refreshing escape at this inn with both indoor and seasonal outdoor pools just steps from the beach.
AED 492
AED 563 total
includes taxes & fees
12 Oct - 13 Oct
ShoreWay Acres Inn & Cape Cod Lodging

9. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
AED 474
AED 542 total
includes taxes & fees
4 Oct - 5 Oct
Mariner Motel

10. Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
Falmouth Heights
  • Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.
AED 694
AED 795 total
includes taxes & fees
17 Sep - 18 Sep
Falmouth Heights Motor Lodge
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

Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"Staff was great. Lovely and location excellent."
Thomas 4-night trip
Posted 1 day ago
Faraway Martha's Vineyard
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Great experience at the Iris Hotel! Spotless rooms, friendly service, and a good breakfast. It's in an excellent location for taking the ferry to Martha's Vineyard. I would definitely stay here again."
jun 2-night trip
Posted 3 days ago
Iris Hotel Cape Cod

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, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Morgan Hotel: Provides a snack bar/deli, an indoor pool, and free self parking. Pequot Hotel: Features daily, a pool, and free self parking. The Island Inn on Martha's Vineyard: Offers 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, check out 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 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.