Oak Bluffs Hotels with Pools - Outdoor/Indoor Pools in Oak Bluffs MA

Oak Bluffs hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Oak Bluffs, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Oak Bluffs Massachusetts hotel and motel rooms for children. Review the list of Oak Bluffs hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Oak Bluffs Hotels with Outdoor or Indoor Pools

Mansion House Inn : 9 Main St. 9 Main St., Vineyard Haven, MA 02568 Call ~2.09 miles west of Oak Bluffs
  • Pool available: Mansion House Inn boasts a 75 X 21 foot “Spring Water” swimming pool, ranging in depth from 3.5 to 9 feet, Red Cross compliant, maintained at 83 degrees. A lap lane, handicapped lift, Pool side shower.
  • 3 star Downtown hotel
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From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging - Falmouth 59 Shore St., Falmouth, MA 02540 Call ~7.16 miles north of Oak Bluffs
  • Pool in hotel: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Affordable Resort hotel
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From$65
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Inn on the Square 40 North Main St., Falmouth, MA 02540 Call ~7.66 miles northwest of Oak Bluffs
  • With a pool!
  • Mid-scale Suburban property
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From$119
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Iris Hotel Cape Cod 291 Jones Rd., Falmouth, MA 02540 Call ~7.71 miles north of Oak Bluffs
  • Pool in hotel: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • 3 star Lake hotel
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From$89
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The Emerald Resort: Irish Village / Hyport Conference Center 35 Scudder Ave., Barnstable, MA 02601 Call ~19.06 miles northeast of Oak Bluffs
  • We have a pool ready for use
  • 3 star Convention Center property
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From$109
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Hyannis Plaza Hotel 662 Main St., Hyannis, MA 02601 Call ~19.37 miles northeast of Oak Bluffs
  • Pool details: Our outdoor pool is open May to October, weather permitting.
  • 3-star Downtown hotel
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From$80
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Margaritaville Resort Cape Cod 1225 Iyannough Rd., Hyannis, MA 02601 Call ~20.06 miles northeast of Oak Bluffs
  • Includes a pool: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • Affordable Resort hotel
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From$126
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Holiday Inn Hyannis An Ihg Hotel 1127 Iyannough Rd., Hyannis, MA 02601 Call ~20.10 miles northeast of Oak Bluffs
  • Pool available: Large indoor heated pool Hours vary based on seasons
  • Affordable Suburban hotel
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From$103
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Hampton Inn Cape Cod Perry Ave. : 12 Kendall Rae Pl 12 Kendall Rae Pl, Buzzards Bay, MA 02532 Call ~20.24 miles north of Oak Bluffs
  • Has swimming pool: CURRENTLY OUR POOL IS CLOSED: The Hampton Inn Cape Cod Canal offers an indoor pool for guests to enjoy. The pool will be open daily from 7:00am until 10:00pm.
  • Affordable Riverfront hotel
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From$80
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Doubletree by Hilton Cape Cod Hyannis 287 Iyannough Rd., Hyannis, MA 02601 Call ~20.45 miles northeast of Oak Bluffs
  • Pool in hotel: Take a dip in the hotel’s sparkling outdoor swimming pool (seasonal), set in a landscaped courtyard, or plunge into the large heated indoor pool (year round.)
  • Midscale property
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From$113
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Hampton Inn by Hilton New Bedford/Fairhaven : 1 Hampton Way 1 Hampton Way, Fairhaven, MA 02719 Call ~20.97 miles northwest of Oak Bluffs
  • Pool in hotel: Seasonal outdoor pool, 10a-8p
  • Mid-scale Suburban hotel
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From$89
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Sunbird Cape Cod Resort 216 Main St., Yarmouth, MA 02673 Call ~21.09 miles northeast of Oak Bluffs
  • Pool details: 8 am - 10 pm
  • Mid-scale Beach property
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From$90
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Aiden by Best Western Cape Cod - West Yarmouth in West Yarmouth 476 Route 28, West Yarmouth, MA 02673 Call ~21.53 miles northeast of Oak Bluffs
  • Has swimming pool: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • 3 star Resort hotel
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From$78
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Sandwich Lodge & Resort - Sandwich 54 Route 6a, Sandwich, MA 02563 Call ~21.64 miles north of Oak Bluffs
  • Includes a pool: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • 2-star Highway property
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From$79
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Freebird Motor Lodge 553 Ma 28, Yarmouth, MA 02673 Call ~21.71 miles northeast of Oak Bluffs
  • Pool in hotel: The pool at Freebird Motor Lodge is a stylish blend of retro and modern, featuring mid-century lounge chairs, vibrant umbrellas, and nostalgic decor. The heated pool offers year-round comfort with a spacious deck for sunbathing. Poolside cabanas provide privacy, while an adjacent hot tub offers relaxation. A poolside bar serves craft cocktails and snacks, enhancing the laid-back atmosphere. The pool area hosts themed parties with live music, creating a lively social hub. It's family-friendly with a shallow end and pool toys for kids, making it a vibrant spot for all guests to enjoy.
  • 3-star hotel
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From$80
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Red Jacket Beach Resort 1 South Shore Dr., South Yarmouth, MA 02673 Call ~21.80 miles northeast of Oak Bluffs
  • Pool available: Heated Indoor and Outdoor Pools
  • 3 star Oceanfront hotel
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From$119
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Fairfield Inn & Suites by Marriott New Bedford : 185 Macarthur Dr. 185 Macarthur Dr., New Bedford, MA 02740 Call ~22.26 miles northwest of Oak Bluffs
  • Has swimming pool: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Midscale Downtown hotel
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From$199
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Blue Water Resort - South Yarmouth 291 South Shore Dr., South Yarmouth, MA 02664 Call ~22.73 miles northeast of Oak Bluffs
  • Pool in hotel: Heated indoor and outdoor pools
  • Midscale Beach property
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From$89
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Riviera Resort 327 South Shore Dr., Yarmouth, MA 02664 Call ~22.79 miles northeast of Oak Bluffs
  • Has swimming pool: Outdoor Pool: Our zero entry heated outdoor pool with giant water umbrella and foot bridge is a swimmers delight! A garden oasis in the middle of the resort, enjoy a relaxing day lounging in the sun or splashing in the pool. The outdoor pool may be found in the middle of the resort as you walk toward the beach. Indoor Pool: Looking for a break from the sun? Our beautiful indoor pool offers a shady respite with plenty of room to sit or lounge on the surrounding deck. The indoor pool is located near reception at the front of the resort.
  • 3-star property
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From$80
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All Seasons Resort 1199 Ma 28, Yarmouth, MA 02664 Call ~23.93 miles northeast of Oak Bluffs
  • Pool in hotel: All Seasons Resort has a year-round heated indoor pool, seasonal outdoor pool, and hot tub. *Due to COVID-19- hot tub is currently out of service*
  • Mid-scale Beach property
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From$75
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Blue Rock Resort - South Yarmouth 39 Todd Rd., South Yarmouth, MA 02664 Call ~25.54 miles northeast of Oak Bluffs
  • Pool available: Outdoor heated pool
  • Midscale Golf Course hotel
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From$89
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Residence Inn by Marriott New Bedford Dartmouth - Dartmouth 181 Faunce Corner Rd., Dartmouth, MA 02747 Call ~25.85 miles northwest of Oak Bluffs
  • Pool available: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Three Star Suburban property
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From$99
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Nantucket Inn 1 Miller's Lane, Nantucket, MA 02554 Call ~28.53 miles east of Oak Bluffs
  • Pool available: Indoor Pool is open from 9 AM - 9 PM. Outoor Pool is open 10 AM - 6 PM with extended hours during the peak season. Also features the Cool Spot Bar. Pool attendants at each.
  • Affordable Resort property
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From$235
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Hilton Garden Inn : 4 Home Depot Dr. 4 Home Depot Dr., Plymouth, MA 02360 Call ~33.34 miles north of Oak Bluffs
  • Pool details: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • 3-star Downtown hotel
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From$80
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The Mansion at Ocean Edge : 2907 Main St. 2907 Main St., Brewster, MA 02631 Call ~34.27 miles northeast of Oak Bluffs
  • Pool in hotel: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • High-end Resort property
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From$89
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Wequassett Resort and Golf Club : 2173 Route 28 2173 Route 28, Harwich, MA 02645 Call ~34.49 miles northeast of Oak Bluffs
  • Has swimming pool: 2 outdoor pools- 1 is adult only (16 and older)
  • Luxury 5-star Resort hotel
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From$250
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John Carver Inn & Spa - Plymouth 25 Summer St., Plymouth, MA 02360 Call ~34.93 miles north of Oak Bluffs
  • Pool details: Indoor theme pool with waterslide
  • Three Star Suburban hotel
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From$80
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Fairfield Inn & Suites - Plymouth 16 Plaza Way, Plymouth, MA 02360 Call ~35.12 miles north of Oak Bluffs
  • Pool in hotel: Indoor Pool Open from 9am- 10pm
  • 3 star Suburban property
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From$80
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Holiday Inn Express Fall River North An Ihg Hotel - Fall River 360 Airport Rd., Fall River, MA 02720 Call ~35.20 miles northwest of Oak Bluffs
  • Pool details: Indoor Pool. 8am-9pm
  • Midscale Highway hotel
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From$68
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Hotel 1620 Plymouth Harbor - Plymouth 180 Water St., Plymouth, MA 02360 Call ~35.46 miles north of Oak Bluffs
  • With a pool!
  • Midscale Oceanfront hotel
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From$109
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Best Western Plus Cold Spring in Plymouth 180 Court St., Plymouth, MA 02360 Call ~35.71 miles north of Oak Bluffs
  • Includes a pool: Seasonal heated outdoor pool
  • Midscale Resort hotel
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From$129
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Fairfield Inn & Suites Somerset 602 Grand Army of The Republic Highway, Somerset, MA 02726 Call ~36.52 miles northwest of Oak Bluffs
  • Includes a pool: Indoor pool open until 10pm
  • Mid-scale Downtown hotel
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From$89
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Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou : 4 Chalet Rd. 4 Chalet Rd., Middleborough, MA 02346 Call ~37.35 miles northwest of Oak Bluffs
  • With a pool!
  • 3 star Suburban property
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From$75
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Wyndham Newport Hotel in Middletown 240 Aquidneck Ave., Middletown, RI 02842 Call ~37.40 miles west of Oak Bluffs
  • Pool in hotel: The pool is open from 8am-11pm It is an indoor, heated salt water swimming pool.
  • Affordable Beach property
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From$79
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Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG in Middleboro 43 Harding St., Middleboro, MA 02346 Call ~37.41 miles northwest of Oak Bluffs
  • Includes a swimming pool
  • Three Star Rural hotel
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From$85
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Newport Beach Hotel & Suites in Middletown Wave Ave. Newport East, Middletown, RI 02842 Call ~37.43 miles west of Oak Bluffs
  • Pool available: Indoor, heated, pool with its cascading water wall
  • 3 star Oceanfront hotel
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From$80
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Days Inn by Wyndham Middletown / Newport Area in Middletown 1185 West Main Rd., Middletown, RI 02842 Call ~38.08 miles west of Oak Bluffs
  • Includes a pool: Seasonal - Summer Months (Memorial day - Labor day)
  • Low-priced Beach property
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From$69
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Holiday Inn Express Newport North Middletown - Middletown 855 West Main Rd., Middletown, RI 02842 Call ~38.30 miles west of Oak Bluffs
  • Pool details: Indoor heated pool with adjacent outdoor patio.
  • Affordable Beach property
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From$67
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Sonesta Select Newport Middletown in Middletown 9 Commerce Dr., Middletown, RI 02842 Call ~38.40 miles west of Oak Bluffs
  • Includes a pool: Indoor and outdoor pool are out of service from November 11, 2023 to January 1, 2024. Indoor/Outdoor Pool & Indoor Jacuzzi. Large outdoor Firepit with lounge seating.
  • Affordable property
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From$80
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Homewood Suites by Hilton Newport Middletown, RI 348 West Main Rd., Middletown, RI 02842 Call ~38.42 miles west of Oak Bluffs
  • Pool details: Hours; 6am-10pm Indoor pool
  • 3 star Suburban hotel
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From$95
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Hampton Inn & Suites by Hilton Newport / Middletown 317 West Main Rd., Middletown, RI 02842 Call ~38.42 miles west of Oak Bluffs
  • Includes a pool
  • 3 star Suburban property
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From$109
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Hotel Viking - Newport 1 Bellevue Ave., Newport, RI 02840 Call ~38.70 miles west of Oak Bluffs
  • Includes a pool: Pool access available from 7:00 AM to 10:00 PM
  • Four star Resort property
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From$199
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Wayfinder Newport in Newport 151 Admiral Kalbfus Rd., Newport, RI 02840 Call ~38.97 miles west of Oak Bluffs
  • Pool details: Otdoor seasonal
  • High end Resort property
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From$125
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Home 2 Suites Raynham : 5 Commerce Way 5 Commerce Way, Raynham, MA 02767 Call ~39.34 miles northwest of Oak Bluffs
  • Pool details: Indoor Heated Pool
  • Midscale Rural property
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From$99
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Hampton Inn Raynham Taunton in Raynham 600 New State Highway, Raynham, MA 02767 Call ~39.96 miles northwest of Oak Bluffs
  • We have a pool
  • Midscale Suburban property
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From$80
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