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. 35 Scudder Ave., Barnstable, MA 02601
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~4.85 miles east of Osterville
  • Our hotel comes with a pool
  • Mid-scale Convention Center property
More Photos Swimming pool at The Emerald Resort: Irish Village / Hyport Conference Center
From$109
Average 3.0 /5 Review Score Call BookMore Details
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Hyannis Plaza Hotel : 662 Main St. 662 Main St., Hyannis, MA 02601
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~5.13 miles east of Osterville
  • Has swimming pool: Our outdoor pool is open May to October, weather permitting.
  • 3-star Downtown property
More Photos Photo of Hyannis Plaza Hotel Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Cape Cod in Hyannis 1225 Iyannough Rd., Hyannis, MA 02601
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~5.22 miles northeast of Osterville
  • Pool available: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • Midscale Resort hotel
More Photos Pool image of Margaritaville Resort Cape Cod
From$126
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Hyannis An Ihg Hotel in Hyannis 1127 Iyannough Rd., Hyannis, MA 02601
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~5.31 miles northeast of Osterville
  • Pool in hotel: Large indoor heated pool Hours vary based on seasons
  • Midscale Suburban hotel
More Photos Photo of Holiday Inn Hyannis An Ihg Hotel Pool
From$103
Very Good 4.0 /5 Latest Reviews 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.)
  • Mid-scale 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 216 Main St., Yarmouth, MA 02673
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~7.07 miles east of Osterville
  • Pool in hotel: 8 am - 10 pm
  • Mid-scale Beach property
More Photos Photo of Sunbird Cape Cod Resort Pool
From$90
Average 3.0 /5 Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth 476 Route 28, West Yarmouth, MA 02673
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~7.82 miles east of Osterville
  • Pool details: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Mid-scale Resort hotel
More Photos Photo of Aiden by Best Western Cape Cod - West Yarmouth Pool
From$78
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Freebird Motor Lodge - Yarmouth 553 Ma 28, Yarmouth, MA 02673
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~8.11 miles east of Osterville
  • Has swimming 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.
  • Mid-scale property
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Red Jacket Beach Resort - South Yarmouth 1 South Shore Dr., South Yarmouth, MA 02673
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~8.70 miles east of Osterville
  • Pool available: Heated Indoor and Outdoor Pools
  • 3-star Oceanfront hotel
More Photos Photo of Red Jacket Beach Resort Pool
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Blue Water Resort 291 South Shore Dr., South Yarmouth, MA 02664
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~9.55 miles east of Osterville
  • Includes a pool: Heated indoor and outdoor pools
  • 3-star Beach hotel
More Photos Pool image of Blue Water Resort
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Riviera Resort : 327 South Shore Dr. 327 South Shore Dr., Yarmouth, MA 02664
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~9.64 miles east of Osterville
  • Pool details: 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.
  • Affordable property
More Photos Pool image of Riviera Resort
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
All Seasons Resort in Yarmouth 1199 Ma 28, Yarmouth, MA 02664
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~10.29 miles east of Osterville
  • Pool details: 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*
  • Three Star Beach property
More Photos Swimming pool at All Seasons Resort
From$75
Average 3.0 /5 Reviews Call BookMore Details
Sandwich Lodge & Resort - Sandwich 54 Route 6a, Sandwich, MA 02563
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~11.56 miles northwest of Osterville
  • Pool available: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • 2-star Highway property
More Photos Pool image of Sandwich Lodge & Resort
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
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Blue Rock Resort in South Yarmouth 39 Todd Rd., South Yarmouth, MA 02664
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~11.57 miles east of Osterville
  • Has swimming pool: Outdoor heated pool
  • Midscale Golf Course property
More Photos Swimming pool at Blue Rock Resort
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Iris Hotel Cape Cod 291 Jones Rd., Falmouth, MA 02540
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~12.29 miles west of Osterville
  • Has swimming pool: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • 3-star Lake property
More Photos Swimming pool at Iris Hotel Cape Cod
From$89
Average 3.0 /5 Review Score Call BookMore Details
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Shoreway Acres Inn & Cape Cod Lodging 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.
  • 3-star Resort hotel
More Photos Photo of Shoreway Acres Inn & Cape Cod Lodging Pool
From$65
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn on the Square - Falmouth 40 North Main St., Falmouth, MA 02540
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~13.04 miles west of Osterville
  • Has a pool!
  • Midscale Suburban property
More Photos Pool image of Inn on the Square
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Cape Cod Perry Ave. - Buzzards Bay 12 Kendall Rae Pl, Buzzards Bay, MA 02532
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~13.83 miles northwest of Osterville
  • Includes a 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.
  • Three Star Riverfront property
More Photos Photo of Hampton Inn Cape Cod Perry Ave. Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Mansion House Inn - Vineyard Haven 9 Main St., Vineyard Haven, MA 02568
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~16.28 miles southwest of Osterville
  • Has swimming pool: 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 Recent Reviews Call BookMore Details
The Mansion at Ocean Edge in Brewster 2907 Main St., Brewster, MA 02631
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~19.97 miles northeast of Osterville
  • Includes a pool: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • Four-star Resort property
More Photos Pool image of The Mansion at Ocean Edge
From$89
Very Good 4.0 /5 Read 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 in hotel: 2 outdoor pools- 1 is adult only (16 and older)
  • Luxury 5 star Resort hotel
More Photos Swimming pool at Wequassett Resort and Golf Club
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn in Plymouth 4 Home Depot Dr., Plymouth, MA 02360
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~25.35 miles northwest of Osterville
  • Pool details: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • Three Star Downtown property
More Photos Pool image of Hilton Garden Inn
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/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
  • Midscale Suburban property
More Photos Photo of Hampton Inn by Hilton New Bedford/Fairhaven Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
John Carver Inn & Spa 25 Summer St., Plymouth, MA 02360
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~26.83 miles northwest of Osterville
  • Includes a pool: Indoor theme pool with waterslide
  • Three Star Suburban property
More Photos Swimming pool at John Carver Inn & Spa
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor 180 Water St., Plymouth, MA 02360
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~27.39 miles northwest of Osterville
  • Includes a swimming pool
  • Midscale Oceanfront hotel
More Photos Photo of Hotel 1620 Plymouth Harbor Pool
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford 185 Macarthur Dr., New Bedford, MA 02740
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~27.59 miles west of Osterville
  • Pool details: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • 3-star Downtown hotel
More Photos Photo of Fairfield Inn & Suites by Marriott New Bedford Pool
From$199
Average 3.0 /5 Guest 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
  • Includes a pool: Seasonal heated outdoor pool
  • Mid-scale Resort hotel
More Photos Swimming pool at Best Western Plus Cold Spring
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 Pool image of Nantucket Inn
From$235
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth in Dartmouth 181 Faunce Corner Rd., Dartmouth, MA 02747
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~31.03 miles west of Osterville
  • Pool details: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Mid-scale Suburban hotel
More Photos Pool image of Residence Inn by Marriott New Bedford Dartmouth
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou - Middleborough 4 Chalet Rd., Middleborough, MA 02346
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~35.51 miles northwest of Osterville
  • Has a pool!
  • Mid-scale Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG 43 Harding St., Middleboro, MA 02346
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~35.63 miles northwest of Osterville
  • Includes a pool
  • 3-star Rural property
More Photos Photo of Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG Pool
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Home 2 Suites Raynham - Raynham 5 Commerce Way, Raynham, MA 02767
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~38.30 miles northwest of Osterville
  • Pool available: Indoor Heated Pool
  • Midscale Rural hotel
More Photos hotel room
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel 360 Airport Rd., Fall River, MA 02720
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~38.60 miles west of Osterville
  • Pool available: Indoor Pool. 8am-9pm
  • Affordable Highway property
More Photos Swimming pool at Holiday Inn Express Fall River North An Ihg Hotel
From$68
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn Raynham Taunton in Raynham 600 New State Highway, Raynham, MA 02767
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~39.06 miles northwest of Osterville
  • We have a pool ready for use
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn Raynham Taunton
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Somerset 602 Grand Army of The Republic Highway, Somerset, MA 02726
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~40.83 miles west of Osterville
  • Pool available: Indoor pool open until 10pm
  • Three Star Downtown property
More Photos hotel room
From$89
Very Good 4.0 /5 Reviews Call BookMore Details

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