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A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.

Find Hotels with a Pool in Oak Bluffs, MA

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Check prices for these dates, December 14 – 15, 2026

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Our top choices for Oak Bluffs hotels with a pool

1. Sea Crest Beach Resort

A swimming pool with lounge chairs and a view of the ocean.

Location: North Falmouth
Guest rating: 7.6/10 (Good, 552 reviews)
Price: $162 nightly, $186 total, Dec 3 - Dec 4, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

Dive into pure coastal bliss with three pools and beach access at this oceanfront hotel.

2. Iris Hotel Cape Cod

An indoor swimming pool with clear blue water, surrounded by blue lounge chairs and a tiled floor.

Location: Falmouth
Guest rating: 8.4/10 (Very good, 440 reviews)
Price: $101 nightly, $115 total, Nov 24 - Nov 25, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

Splash into year-round relaxation with an indoor pool retreat at this Cape Cod hotel.

3. Mansion House Inn And Spa

An indoor swimming pool with clear lane markings, tiled walls, and a ceiling with recessed lighting.

Location: Vineyard Haven
Guest rating: 9.4/10 (Exceptional, 1001 reviews)
Price: $187 nightly (Refreshing indoor pool sanctuary complements rooftop terrace views and a soothing hot tub at this Martha's Vineyard spa retreat.), $209 total, Nov 18 - Nov 19, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

4. Lighthouse Inn

A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.

Location: West Dennis
Guest rating: 8.8/10 (Excellent, 355 reviews)

Dive into paradise at this private beachside retreat with a sun-drenched pool, tennis court, and endless seaside recreation.

5. The Island Inn on Martha's Vineyard

Location: Oak Bluffs
Guest rating: 8.4/10 (Very good, 63 reviews)

Experience island charm with a refreshing seasonal pool and tennis courts at this serene Martha's Vineyard retreat.

6. Admiralty Inn & Suites - a Red Collection Hotel

A poolside area with lounge chairs and a table.

Location: East Falmouth
Guest rating: 8.6/10 (Excellent, 579 reviews)
Price: $127 nightly, $144 total, Nov 18 - Nov 19, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

Dive into year-round aquatic bliss with indoor and seasonal outdoor pools in Cape Cod.

7. Inn on the Square

A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

Location: Falmouth
Guest rating: 8.8/10 (Excellent, 1000 reviews)
Price: $153 nightly, $176 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

Sun-drenched days await at the indoor pool retreat where year-round swimming creates vacation bliss.

8. Faraway Martha's Vineyard

A poolside area with lounge chairs, a wooden deck, and a pool.

Location: Edgartown
Guest rating: 9/10 (Wonderful, 1001 reviews)
Price: $232 nightly, $259 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

Dive into poolside bliss with comfy loungers, a hot tub, and a convenient bar for refreshments.

9. Margaritaville Resort Cape Cod

An indoor water park with a boat-shaped play area, a boat house, and a large slide.

Location: Hyannis
Guest rating: 8.6/10 (Excellent, 811 reviews)
Price: $211 nightly, $242 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Oak Bluffs hotels with a pool

Poolside paradise at this Cape Cod resort with outdoor pools, waterpark, and a lazy river waiting for you.

10. Sunbird Cape Cod Resort

A swimming pool with clear blue water, surrounded by a tiled deck and a building with a green roof in the background.

Location: West Yarmouth
Guest rating: 8/10 (Very good, 688 reviews)

Splash into Cape Cod bliss with indoor and seasonal outdoor pools at this family-friendly resort.

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

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Top Oak Bluffs Hotel Reviews

InnSeason Resorts Captain's Quarters

A pool area with lounge chairs and a building with multiple balconies.

Location: Falmouth Heights
Review: Hotel staff were incredibly kind and helpful! Food recommendations were spot on. We had a first floor room which was very appreciated because I have a service dog. The room itself was amazing!!! The amenities were better than what I expected! Short walk to the beach and walking paths. 10/10 def recommend!!!, by Crystal, November 6, 2026, rated 10/10 Excellent

Faraway Martha's Vineyard

Address: 23 Kelly Street, Edgartown, MA, 02539, US
Location: Edgartown
Star rating: 4/5
Guest rating: 9/10 (1001 reviews)
Review: Easily within walking distance of everything. All staff were very pleasant & helpful., by Cathy, November 12, 2016, rated 10/10 Excellent

Harbor View Hotel

A swimming pool with lounge chairs and umbrellas, surrounded by a building with a balcony and a clear sky.

Location: Edgartown
Review: What a perfect spot, view is heavenly! lobby is homey with fireplace. bar has beautiful view(very loud waiter) excellent cocktails. room was spotless, soft linens, good mattress, view from balcony of lighthouse, lots of windows, large tv. We were lucky to get room in main hotel., by Anonymous traveler, February 9, 2016, rated 10/10 Excellent

The Club at New Seabury

An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.

Location: New Seabury
Review: Perfect little cottage!, by Elizabeth, November 22, 2024, rated 10/10 Excellent

Inn on the Square

Address: 40 North Main Street, Falmouth, MA, 02540, US
Location: Falmouth
Star rating: 3.5/5
Guest rating: 8.8/10 (1000 reviews)
Review: Hotel was good overall and staff was excellent. However, I was disappointed that I had to pay $48 at checki-in for water, parking and WIFI when parking was all I wanted., by Andrew, February 19, 2023, rated 10/10 Excellent

Admiralty Inn & Suites - a Red Collection Hotel

Address: 51 Teaticket Highway, East Falmouth, MA, 02536, US
Location: East Falmouth
Star rating: 3/5
Guest rating: 8.6/10 (579 reviews)
Review: The property was not a resort but clean & comfortable and easy to get in and out quickly. We were greeted well. The beds were great and we made a quick reservation minutes before stopping., by Linda, November 1, 2024, rated 10/10 Excellent

Iris Hotel Cape Cod

Address: 291 Jones Rd, Falmouth, MA, 02540, US
Location: Falmouth
Star rating: 3/5
Guest rating: 8.4/10 (440 reviews)
Review: A staff member recommended a restaurant nearby and it was excellent. Overall we enjoyed our stay and would return again when visiting the area., by Angela, September 30, 2025, rated 10/10 Excellent

Falmouth Heights Motor Lodge

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.

Location: Falmouth Heights
Review: Wonderful staff and sparkling clean rooms. The grounds are beautiful. The pool was perfect. We didn’t want to leave. We will definitely be back! Thank you for your hospitality!, by Kara, August 1, 2018, rated 10/10 Excellent

Hampton Inn Cape Cod Canal

An indoor swimming pool with clear blue water, surrounded by white lounge chairs and a tiled floor.

Location: Buzzards Bay
Review: Friendly staff ,nice room Main floor could have been cleaner, by Marianne, July 14, 2024, rated 10/10 Excellent

Mariner Motel

Location: Falmouth
Review: Our stay was wonderful, walking distance to the ferry. The room nice and the beds was comfy. We will be back again., by Kim F, July 4, 2017, rated 10/10 Excellent

ShoreWay Acres Inn & Cape Cod Lodging

An indoor swimming pool with clear glass walls, lounge chairs, and umbrellas.

Location: Falmouth
Review: Friendly staff, quick access to main street, short walk to beach., by John, August 12, 2024, rated 10/10 Excellent

Falmouth Inn

An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.

Location: Falmouth
Review: Friendly staff at check-in Quiet, by Hope, October 11, 2025, rated 10/10 Excellent

Quality Inn Bourne - Cape Cod

An indoor swimming pool with clear blue water, wooden ceiling, and large windows offering views of greenery.

Location: Buzzards Bay
Review: Excellent experience. Nice, Clean, Quiet and Very friendly staff! The attached Restaurant has Great food and Ice Cold Drinks!!, by Jeff, May 11, 2025, rated 10/10 Excellent

Hyannis Plaza Hotel

A swimming pool with clear blue water, marked lanes, and sun loungers along the edge.

Location: Hyannis
Review: Always enjoy it here, by Anthony, February 27, 2025, rated 10/10 Excellent

Shore Haven Inn

A large, multi-story house with a covered porch and a well-maintained lawn.

Location: Falmouth
Review: I had a wonderful stay at the beach breeze inn. I highly recommend this property and will stay here again in the future., by Nicole, May 22, 2023, rated 10/10 Excellent

Find out more about Oak Bluffs

Discover top Oak Bluffs attractions

Oak Bluffs is a delightful coastal escape filled with unique attractions and activities that cater to adventurous travelers. Begin your journey with a stroll through the vibrant streets of the town, where you can marvel at the iconic gingerbread cottages, each one a colorful work of art that narrates the rich history of summer vacations on Martha's Vineyard. For a taste of local culture, visit the lively Oak Bluffs Harbor, where the picturesque views of the marina create the perfect backdrop for a leisurely afternoon—enjoy fresh seafood from nearby eateries or simply soak in the ambiance. Don't miss out on the serene experience of a sunset at the beach; the gentle waves and soft sandy shores provide a perfect setting for relaxation and reflection. For families, the nearby scenic bicycle paths offer a fun way to explore the area together, allowing you to enjoy the beauty of the landscape at your own pace. Finally, immerse yourself in the local arts scene by visiting the numerous galleries and studios, where you can discover handmade crafts and artwork that showcase the island's creative spirit. With such a variety of experiences, you’ll find that staying in Oak Bluffs puts you right at the heart of this enchanting destination.

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: Vacation home located near Inkwell Beach. Features sun loungers, a pool, and kitchens. 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: Offers a snack bar/deli, an indoor pool, and free self parking. The Island Inn on Martha's Vineyard: Provides 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.

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