Osterville Hotels with Pools - Outdoor/Indoor Pools in Osterville MA

Osterville 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 Osterville, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Osterville Massachusetts hotel and motel rooms for children. Review the list of Osterville hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

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Osterville Hotels with Outdoor or Indoor Pools

The Emerald Resort: Irish Village / Hyport Conference Center 35 Scudder Ave., Barnstable, MA 02601
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~4.85 miles east of Osterville
  • Includes a pool
  • Affordable Convention Center hotel
More Photos Photo of The Emerald Resort: Irish Village / Hyport Conference Center Pool
From$109
Average 3.0 /5 Review Score Call BookMore Details
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Hyannis Plaza Hotel 662 Main St., Hyannis, MA 02601
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~5.13 miles east of Osterville
  • Includes a pool: Our outdoor pool is open May to October, weather permitting.
  • Midscale Downtown property
More Photos Photo of Hyannis Plaza Hotel Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Margaritaville Resort Cape Cod - Hyannis 1225 Iyannough Rd., Hyannis, MA 02601
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~5.22 miles northeast of Osterville
  • Pool details: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • 3-star Resort property
More Photos Photo of Margaritaville Resort Cape Cod Pool
From$126
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Hyannis An Ihg Hotel 1127 Iyannough Rd., Hyannis, MA 02601
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~5.31 miles northeast of Osterville
  • Has swimming pool: Large indoor heated pool Hours vary based on seasons
  • Three Star Suburban property
More Photos Photo of Holiday Inn Hyannis An Ihg Hotel Pool
From$103
Very good 4.0 /5 Recent Reviews Call BookMore Details
Heritage House Inn on Cape Cod An Ascend Collection Hotel - Barnstable 540 Old Colony Rd., Barnstable, MA 02601
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~5.81 miles east of Osterville
  • Pool details: Escape into relaxation with full access to the pool facilities at the Comfort Inn next door, where Ascend @ Heritage House Inn guests can enjoy a heated indoor pool and soothing hot tub from 10:00 AM to 10:00 PM. When summer arrives, the seasonal outdoor pool opens from 12:00 PM to 8:00 PM, offering the perfect spot to cool off, soak up the Cape Cod sunshine, and unwind between adventures. Whether you’re starting your morning with a refreshing swim or ending your day with a calming soak, our pool amenities add an extra layer of comfort to your stay.
  • Luxury 5-star Downtown hotel
More Photos Pool image of Heritage House Inn on Cape Cod An Ascend Collection Hotel
From$150
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Cape Cod - Hyannis : 287 Iyannough Rd. 287 Iyannough Rd., Hyannis, MA 02601
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~6.06 miles east of Osterville
  • Pool available: 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.)
  • Three Star property
More Photos Photo of Doubletree by Hilton Cape Cod - Hyannis Pool
From$113
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Sunbird Cape Cod Resort - Yarmouth 216 Main St., Yarmouth, MA 02673
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~7.07 miles east of Osterville
  • Includes a pool: 8 am - 10 pm
  • Midscale Beach hotel
More Photos Pool image of Sunbird Cape Cod Resort
From$90
Average 3.0 /5 Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth in West Yarmouth 476 Route 28, West Yarmouth, MA 02673
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~7.82 miles east of Osterville
  • Pool available: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Midscale Resort property
More Photos Photo of Aiden by Best Western Cape Cod - West Yarmouth Pool
From$78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Freebird Motor Lodge 553 Ma 28, Yarmouth, MA 02673
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~8.11 miles east of Osterville
  • Includes a pool: 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.
  • Affordable property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Jacket Beach Resort 1 South Shore Dr., South Yarmouth, MA 02673
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~8.70 miles east of Osterville
  • Includes a pool: Heated Indoor and Outdoor Pools
  • Midscale Oceanfront property
More Photos Photo of Red Jacket Beach Resort Pool
From$119
Very good 4.0 /5 Review Score Call BookMore Details
Blue Water Resort 291 South Shore Dr., South Yarmouth, MA 02664
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~9.55 miles east of Osterville
  • Pool available: Heated indoor and outdoor pools
  • Three Star Beach hotel
More Photos Swimming pool at Blue Water Resort
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Riviera Resort 327 South Shore Dr., Yarmouth, MA 02664
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~9.64 miles east of Osterville
  • 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.
  • Three Star hotel
More Photos Swimming pool at Riviera Resort
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
All Seasons Resort : 1199 Ma 28 1199 Ma 28, Yarmouth, MA 02664
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~10.29 miles east of Osterville
  • Pool available: 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*
  • 3 star Beach hotel
More Photos Swimming pool at All Seasons Resort
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
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The Dan'l Webster Inn & Spa in Sandwich 149 Main St., Sandwich, MA 02563
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~11.02 miles northwest of Osterville
  • With a pool!
  • 4-star property
More Photos Pool image of The Dan'l Webster Inn & Spa
From$160
Very good 4.0 /5 Read Reviews Call BookMore Details
Sandwich Lodge & Resort 54 Route 6a, Sandwich, MA 02563
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~11.56 miles northwest of Osterville
  • Pool details: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • Economical Highway property
More Photos Pool image of Sandwich Lodge & Resort
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Blue Rock Resort - South Yarmouth 39 Todd Rd., South Yarmouth, MA 02664
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~11.57 miles east of Osterville
  • Includes a pool: Outdoor heated pool
  • Midscale Golf Course hotel
More Photos Pool image of Blue Rock Resort
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Iris Hotel Cape Cod in Falmouth 291 Jones Rd., Falmouth, MA 02540
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~12.29 miles west of Osterville
  • Pool available: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Affordable Lake hotel
More Photos Photo of Iris Hotel Cape Cod Pool
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging : 59 Shore St. 59 Shore St., Falmouth, MA 02540
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~12.79 miles west of Osterville
  • Includes a pool: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Three Star Resort property
More Photos Pool image of Shoreway Acres Inn & Cape Cod Lodging
From$65
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Cape Cod Perry Ave. 12 Kendall Rae Pl, Buzzards Bay, MA 02532
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~13.83 miles northwest of Osterville
  • Pool available: 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.
  • Mid-scale Riverfront property
More Photos Pool image of Hampton Inn Cape Cod Perry Ave.
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mansion House Inn : 9 Main St. 9 Main St., Vineyard Haven, MA 02568
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~16.28 miles southwest of Osterville
  • Pool in hotel: 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 property
More Photos Photo of Mansion House Inn Pool
From$159
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Mansion at Ocean Edge 2907 Main St., Brewster, MA 02631
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~19.97 miles northeast of Osterville
  • Pool details: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • Expensive Resort hotel
More Photos Pool image of The Mansion at Ocean Edge
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wequassett Resort and Golf Club 2173 Route 28, Harwich, MA 02645
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~21.10 miles east of Osterville
  • Pool details: 2 outdoor pools- 1 is adult only (16 and older)
  • Luxurious 5 Star Resort hotel
More Photos Swimming pool at Wequassett Resort and Golf Club
From$250
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn : 4 Home Depot Dr. 4 Home Depot Dr., Plymouth, MA 02360
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~25.35 miles northwest of Osterville
  • Pool in hotel: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • 3-star Downtown hotel
More Photos Pool image of Hilton Garden Inn
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven in Fairhaven 1 Hampton Way, Fairhaven, MA 02719
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~25.56 miles west of Osterville
  • Includes a pool: Seasonal outdoor pool, 10a-8p
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn by Hilton New Bedford/Fairhaven Pool
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
John Carver Inn & Spa 25 Summer St., Plymouth, MA 02360
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~26.83 miles northwest of Osterville
  • Pool details: Indoor theme pool with waterslide
  • Mid-scale Suburban hotel
More Photos Swimming pool at John Carver Inn & Spa
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor - Plymouth 180 Water St., Plymouth, MA 02360
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~27.39 miles northwest of Osterville
  • Includes a swimming pool
  • Affordable Oceanfront hotel
More Photos Photo of Hotel 1620 Plymouth Harbor Pool
From$109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford : 185 Macarthur Dr. 185 Macarthur Dr., New Bedford, MA 02740
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~27.59 miles west of Osterville
  • Pool available: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Mid-scale Downtown hotel
More Photos Photo of Fairfield Inn & Suites by Marriott New Bedford Pool
From$199
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Cold Spring 180 Court St., Plymouth, MA 02360
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~27.73 miles northwest of Osterville
  • Has swimming pool: Seasonal heated outdoor pool
  • Midscale Resort property
More Photos Photo of Best Western Plus Cold Spring Pool
From$129
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites 16 Plaza Way, Plymouth, MA 02360
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~28.09 miles northwest of Osterville
  • Pool in hotel: Indoor Pool Open from 9am- 10pm
  • 3 star Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Nantucket Inn 1 Miller's Lane, Nantucket, MA 02554
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~29.28 miles southeast of Osterville
  • 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.
  • 3-star Resort property
More Photos Photo of Nantucket Inn Pool
From$235
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth 181 Faunce Corner Rd., Dartmouth, MA 02747
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~31.03 miles west of Osterville
  • Pool in hotel: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Affordable Suburban property
More Photos Photo of Residence Inn by Marriott New Bedford Dartmouth Pool
From$99
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Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou 4 Chalet Rd., Middleborough, MA 02346
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~35.51 miles northwest of Osterville
  • Has swimming pool
  • Midscale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou
From$75
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Fall River / Westport 53 Old Bedford Rd., Westport, MA 02790
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~37.57 miles west of Osterville
  • Pool details: Indoor pool open 9 am to 10 pm
  • 3 star Rural hotel
More Photos Pool image of Hampton Inn Fall River / Westport
From$92
Very good 4.0 /5 Review Score Call BookMore Details
Home 2 Suites Raynham - Raynham 5 Commerce Way, Raynham, MA 02767
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~38.30 miles northwest of Osterville
  • Includes a pool: Indoor Heated Pool
  • Affordable Rural property
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel : 360 Airport Rd. 360 Airport Rd., Fall River, MA 02720
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~38.60 miles west of Osterville
  • Pool details: Indoor Pool. 8am-9pm
  • 3 star Highway property
More Photos Pool image of Holiday Inn Express Fall River North An Ihg Hotel
From$68
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn Raynham Taunton - Raynham 600 New State Highway, Raynham, MA 02767
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~39.06 miles northwest of Osterville
  • Pool in hotel
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hampton Inn Raynham Taunton
From$80
Average 3.0 /5 Read Reviews Call BookMore Details

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