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

Find Hotels with a Pool in Oak Bluffs, MA from CA $199

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Check availability on Oak Bluffs Hotels with a Pool

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Oak Bluffs hotels with a pool

A swimming pool with a pergola and outdoor seating area.
A house with a well-maintained lawn and a stone pathway leading to the entrance.
An outdoor patio area with a fire pit, seating, and a pool.
A spacious living room with a fireplace, comfortable seating, and large windows.

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

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
CA $3,536
CA $5,379 total
includes taxes & fees
Oct 12 - Oct 13
Beautiful Estate with salt water pool & pond with kayaks
An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.
A large, multi-story building with a balcony on the second floor.
A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A balcony with a table and chairs, overlooking a marina with boats and a distant shoreline.

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.
CA $334
CA $394 total
includes taxes & fees
Oct 12 - Oct 13
Mansion House Inn And Spa
A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.
A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.
Outdoor seating with tables and chairs, covered by green umbrellas, and a sign for a breakfast and lunch place.
A hotel room with a large bed, a sitting area with a chair and a table, a bathtub, and a framed picture on the wall.

3. 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.
CA $158
CA $216 total
includes taxes & fees
Oct 13 - Oct 14
Inn on the Square
A swimming pool with blue lounge chairs and a stone building in the background.
A room with a wooden deck, a white dresser, and a window with a view of a yard.
A cozy room with a grey sofa, a wooden bench, and a tray with a plant.
A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.

4. 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.
CA $178
CA $199 total
includes taxes & fees
Oct 1 - Oct 2
Lamberts Cove Inn
An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.
A bar area with multiple screens displaying sports content, a counter with various bottles, and a seating area with tables and chairs.
A lobby with striped armchairs, a TV, a reception desk, and a blue wall.
An aerial view of a marina with boats, a pier, and a town with houses and buildings.

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.
CA $164
CA $216 total
includes taxes & fees
Oct 12 - Oct 13
Falmouth Inn
A poolside area with lounge chairs and a table.
A dining area with multiple tables and chairs, a kitchen area with appliances, and a television displaying a logo.
A covered outdoor area with a pool, red chairs, and a table.
A hotel room with two beds, a blue carpet, a wooden headboard, a nightstand with a lamp, and a window with curtains.

6. 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.
CA $167
CA $208 total
includes taxes & fees
Oct 4 - Oct 5
Admiralty Inn & Suites - a Red Collection Hotel
An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.
A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.
A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.
A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.

7. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
  • Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.
CA $188
CA $215 total
includes taxes & fees
Oct 13 - Oct 14
Iris Hotel Cape Cod
A large, multi-story house with a covered porch and a well-maintained lawn.
A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.
A neatly arranged bedroom with a bed, pillows, a vase, and a lamp.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.

8. Shore Haven Inn

Shore Haven Inn
Falmouth
  • Seasonal outdoor pool offers relaxing aquatic escape surrounded by garden views in this beachside sanctuary.
CA $251
CA $294 total
includes taxes & fees
Oct 12 - Oct 13
Shore Haven Inn
A poolside area with lounge chairs, a wooden deck, and a pool.
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
An outdoor patio with a bar area, seating, and string lights.
A spacious lobby with a reception desk, a large sofa, and a chandelier.

9. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
  • Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.
CA $388
CA $455 total
includes taxes & fees
Oct 27 - Oct 28
Faraway Martha's Vineyard
An indoor swimming pool with clear glass walls, lounge chairs, and umbrellas.
A white house with a large pink flowering tree in front. There are two white lounge chairs on the lawn.
A hotel room with two beds, a round mirror, a small table, and a chair.
A white building with a porch, an American flag, and a number "100" on the door.

10. 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.
CA $190
CA $217 total
includes taxes & fees
Oct 12 - Oct 13
ShoreWay Acres Inn & Cape Cod Lodging
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

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Nice , clean room ,quiet, close to shopping good breakfast"
Maria 1-night trip
Posted 13 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
Inn on the Square

Inn on the Square

10/10 Excellent
"This is such a cute Cape Cod hotel. Nick at the front desk was very informative on the ferry to Martha's Vineyard and places to eat in the area. The room was clean and comfortable."
Doxie 1-night trip
Posted 15 hours ago
Inn on the Square
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Everything"
Doreen 1-night trip
Posted 16 hours ago
Sea Crest Beach Resort
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Was comfortable and jacuzzi was relaxing"
Victoria 1-night trip
Posted 16 hours ago
Hyannis Plaza Hotel

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 $199 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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