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Find Hotels with a Pool in Oak Bluffs, MA from CA $163

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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
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $2,837
CA $4,202 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful Estate with salt water pool & pond with kayaks

2. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.
The price is CA $247
CA $296 total
includes taxes & fees
Nov 17 - Nov 18
Mansion House Inn And Spa

3. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
The price is CA $303
CA $356 total
includes taxes & fees
Dec 13 - Dec 14
Faraway Martha's Vineyard

4. Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Seasonal harbor-side pool escape offers refreshing coastal views and luxury poolside cocktail service.
The price is CA $415
CA $501 total
includes taxes & fees
Nov 15 - Nov 16
Harbor View Hotel

5. InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (224 reviews)
The price is CA $180
CA $206 total
includes taxes & fees
Nov 16 - Nov 17
InnSeason Resorts Captain's Quarters

6. Shore Haven Inn

Shore Haven Inn
3.0 star property
Falmouth
9.6 out of 10, Exceptional, (272 reviews)
  • cleanliness
    Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
The price is CA $328
CA $385 total
includes taxes & fees
Nov 14 - Nov 15
Shore Haven Inn

7. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
  • cleanliness
    Splash into poolside bliss at this Cape Cod resort with cabanas, loungers, and two vibrant bars.
The price is CA $228
CA $261 total
includes taxes & fees
Nov 15 - Nov 16
The Club at New Seabury

8. Lamberts Cove Inn

Lamberts Cove Inn
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (90 reviews)
  • cleanliness
    Escape to a private beachside haven with a seasonal pool, where comfort meets coastal charm and nature's serenity awaits you.
The price is CA $471
CA $526 total
includes taxes & fees
Nov 25 - Nov 26
Lamberts Cove Inn

9. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.
The price is CA $200
CA $264 total
includes taxes & fees
Nov 15 - Nov 16
Inn on the Square

10. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.6 out of 10, Excellent, (578 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.
The price is CA $163
CA $204 total
includes taxes & fees
Nov 15 - Nov 16
Admiralty Inn & Suites - a Red Collection Hotel
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.

Choose what matters most at hotels with a pool in Oak Bluffs

Top Oak Bluffs Hotel Reviews

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 $163 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.

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.

How can I save on a hotel in Oak Bluffs with Expedia?

Before booking your Oak Bluffs hotel, remember to join One Key™, Expedia’s free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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