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

Find Hotels with a Pool in Oak Bluffs, MA

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Check availability on Oak Bluffs Hotels with a Pool

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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.
NT$3,443
NT$4,320 total
includes taxes & fees
Sep 27 - Sep 28
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.
NT$11,818
NT$13,667 total
includes taxes & fees
Sep 20 - Sep 21
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.
NT$4,395
NT$5,662 total
includes taxes & fees
Sep 7 - Sep 8
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 vacation bliss.
NT$4,751
NT$6,234 total
includes taxes & fees
Sep 8 - Sep 9
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.
NT$5,203
NT$5,955 total
includes taxes & fees
Sep 7 - Sep 8
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.
NT$5,860
NT$6,882 total
includes taxes & fees
Sep 7 - Sep 8
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.
NT$7,086
NT$7,915 total
includes taxes & fees
Sep 2 - Sep 3
Lamberts Cove Inn

8. Mariner Motel

Mariner Motel
Falmouth
  • Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
NT$4,395
NT$5,030 total
includes taxes & fees
Sep 1 - Sep 2
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.
NT$6,393
NT$7,317 total
includes taxes & fees
Sep 7 - Sep 8
The Club at New Seabury
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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

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

8/10 Good
"The facility overall is quite good. The location, very close to the center of Falmouth, is great. The grounds are well-kept with lots of outdoor seating. There is both an outdoor and indoor pool that are clean and never overly crowded as far as we could tell. The room with 2 queens was clean and the beds very comfortable. Staff were cordial and helpful. On the negative side, the bathroom, separate from sink area (which is actually more convenient) has a low-seating toilet with no hand rails to grasp for hoisting oneself up. This could be a problem for elderly or mobility-compromised guests. Less serious is the lack of an operation/channel guide for the TV. It would be nice to have a guide instead of having to hunt and peck through the channels to see what is available. A small detail but both my husband and I agreed on this one. The facility is not luxe but it has its own charm of old Cape Cod that leaves one thinking of simpler times when lounging and relaxing with family was the only thing needed for creating a great summer memory."
Stephanie 2-night trip
Posted 1 hour ago
ShoreWay Acres Inn & Cape Cod Lodging
Inn on the Square

Inn on the Square

10/10 Excellent
"It is a warm and cozy place, most importantly very clean . Parking is available at the property."
Binesh 1-night trip
Posted 1 hour ago
Inn on the Square
Sea Crest Beach Resort

Sea Crest Beach Resort

8/10 Good
"Only downside to our stay was that the hot tub was out of order and we were really looking forward to it! Also the room and shower was sandy when we first checked in"
Vivien 1-night trip
Posted 2 hours ago
Sea Crest Beach Resort
Hyannis Plaza Hotel

Hyannis Plaza Hotel

8/10 Good
"Good place to stay very roomy and sorta modern. My only complaint would be how hot the hallways going to rooms are"
Tyler 1-night trip
Posted 20 hours ago
Hyannis Plaza Hotel
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 11 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. 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, 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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