colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day

Find Hotels with a Pool in Oak Bluffs, MA from CA $244

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Check availability on Oak Bluffs Hotels with a Pool

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Our top choices for Oak Bluffs hotels with a pool

Condo

The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard
2.5 star property
Oak Bluffs
8.0 out of 10, Very good, (36 reviews)
  • cleanliness
    Experience island charm with a refreshing seasonal pool and tennis courts at this serene Martha's Vineyard retreat.
The price is CA $802
CA $1,037 total
includes taxes & fees
Jun 24 - Jun 25
The Island Inn on Martha's Vineyard
Pool

Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
The price is CA $2,831
CA $4,506 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful Estate with salt water pool & pond with kayaks
Indoor pool

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.
The price is CA $188
CA $244 total
includes taxes & fees
Jun 23 - Jun 24
Falmouth Inn
Indoor pool, seasonal outdoor pool

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.8 out of 10, Excellent, (427 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
The price is CA $241
CA $292 total
includes taxes & fees
Jun 25 - Jun 26
Admiralty Inn & Suites - a Red Collection Hotel
Classic Double Room | Bathroom

Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Dive into seaside serenity at this coastal retreat with a sun-drenched pool oasis.
The price is CA $267
CA $306 total
includes taxes & fees
Jun 28 - Jun 29
Mariner Motel
Indoor pool

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (259 reviews)
  • cleanliness
    Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
The price is CA $269
CA $308 total
includes taxes & fees
Jun 23 - Jun 24
Iris Hotel Cape Cod
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
2.0 star property
Falmouth Heights
9.0 out of 10, Wonderful, (261 reviews)
  • cleanliness
    Splashing summer days at this Falmouth hotel's sparkling pool with loungers and beach bars nearby.
The price is CA $317
CA $363 total
includes taxes & fees
Jun 29 - Jun 30
Falmouth Heights Motor Lodge
Exterior

Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging
2.5 star property
East Falmouth
8.4 out of 10, Very good, (500 reviews)
  • cleanliness
    Seasonal waterfront pool creates summer magic at this Cape Cod retreat with a garden terrace.
The price is CA $267
CA $306 total
includes taxes & fees
Jun 29 - Jun 30
Green Harbor Waterfront Lodging
Indoor pool

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
The price is CA $243
CA $311 total
includes taxes & fees
Jun 29 - Jun 30
Inn on the Square
Indoor pool, sun loungers

Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal
2.5 star property
Buzzards Bay
9.4 out of 10, Exceptional, (720 reviews)
  • cleanliness
    Escape to a year-round pool paradise with cozy loungers at this Art Deco canal hotel.
The price is CA $289
CA $331 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn Cape Cod Canal
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Oak Bluffs

Breakfast included
Hot tub

Top Oak Bluffs Hotel Reviews

Falmouth Inn

Falmouth Inn

10/10 Excellent
"If you want to go to the Islands, and Cape Cod, there’s no better place than Falmouth Inn. Walking distance to Island Queen ferries, comfortable rooms and super coffee with breakfast. Conveniently located across from DQ, and walking distance to good selection of restaurants, I would always recommend this place. Friendly staff!"
Ashok 2-night trip
Posted 10 hours ago
Falmouth Inn

Frequently asked questions

What are the best hotels in Oak Bluffs with outdoor pools?
The Island Inn on Martha's Vineyard is a charming option for travellers seeking hotels in Oak Bluffs with outdoor pools. This inviting resort offers a refreshing outdoor pool, superb for those sunny days when you want to relax and soak up the beautiful surroundings.

Families will appreciate the convenience of free self-parking and a complimentary beach shuttle that makes beach days a breeze. With a review rating of 7.8, guests have praised the inn for its welcoming atmosphere and access to nearby golf courses, suiting both relaxation and adventure seekers.
How much does a hotel with outdoor pool in Oak Bluffs cost?
Enjoy staying in a hotel in Oak Bluffs with an outdoor pool. You can find a great deal from CA $244 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Inkwell Beach?
The Island Inn on Martha's Vineyard is a fantastic option for travellers seeking a hotel with an outdoor pool near Inkwell Beach. With a traveller rating of 7.8, this charming inn offers a resort-like experience that combines relaxation and recreation perfectly.

Guests appreciate the inviting outdoor pool, which provides a refreshing escape after a day at the beach. The hotel also features free self-parking and a beach shuttle service, making it convenient for families and groups looking to explore the stunning shoreline or enjoy a day of sun and sand at Inkwell Beach. Plus, with free WiFi and nearby golf courses, there's something to keep everyone entertained.
Is it cheaper to book flights and a hotel in Oak Bluffs as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in Oak Bluffs with Expedia?
Before booking your Oak Bluffs hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Oak Bluffs for you.

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