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 - Barnstable 35 Scudder Ave., Barnstable, MA 02601
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~4.85 miles east of Osterville
  • Includes a pool
  • Midscale Convention Center property
More Photos Swimming pool at The Emerald Resort: Irish Village / Hyport Conference Center
From$109
Average 3.0 /5 Reviews Call BookMore Details
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Hyannis Plaza Hotel - Hyannis 662 Main St., Hyannis, MA 02601
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~5.13 miles east of Osterville
  • Pool available: Our outdoor pool is open May to October, weather permitting.
  • Mid-scale Downtown hotel
More Photos Swimming pool at Hyannis Plaza Hotel
From$80
Average 3.0 /5 Guest 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 details: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • Three Star Resort hotel
More Photos Swimming pool at Margaritaville Resort Cape Cod
From$126
Average 3.0 /5 Review Score 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
  • Pool details: Large indoor heated pool Hours vary based on seasons
  • Mid-scale Suburban property
More Photos Swimming pool at Holiday Inn Hyannis An Ihg Hotel
From$103
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyannis Harbor Hotel in Hyannis 213 Ocean St., Hyannis, MA 02601
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~5.68 miles east of Osterville
  • Pool available: The hotel features two swimming pools, an indoor and outdoor pool and both are seasonal.
  • Affordable Oceanfront hotel
More Photos Pool image of Hyannis Harbor Hotel
From$82
Average 3.0 /5 Read 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
  • Includes a pool: 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.
  • Luxurious 5-star Downtown hotel
More Photos Photo of Heritage House Inn on Cape Cod An Ascend Collection Hotel Pool
From$150
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Cape Cod - Hyannis 287 Iyannough Rd., Hyannis, MA 02601
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~6.06 miles east of Osterville
  • 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.)
  • Three Star hotel
More Photos Photo of Doubletree by Hilton Cape Cod - Hyannis Pool
From$113
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Cape Cod West Yarmouth 99 Main St. Route 28, West Yarmouth, MA 02673
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~6.71 miles east of Osterville
  • Has swimming pool: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • Affordable Resort property
More Photos Pool image of Hampton Inn & Suites Cape Cod West Yarmouth
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Tidewater Inn 135 Route 28, W. Yarmouth, MA 02673
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~6.89 miles east of Osterville
  • Includes a pool: Oversized Indoor Heated Pool (20'X40') Open 9am-9pm Outdoor Pool (25'X50')Open 9am to dusk
  • Economy Beach property
More Photos Photo of Tidewater Inn Pool
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sunbird Cape Cod Resort 216 Main St., Yarmouth, MA 02673
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~7.07 miles east of Osterville
  • Includes a pool: 8 am - 10 pm
  • Mid-scale Beach property
More Photos Pool image of Sunbird Cape Cod Resort
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
Freebird Motor Lodge : 553 Ma 28 553 Ma 28, Yarmouth, MA 02673
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~8.11 miles east of Osterville
  • 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 property
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Red Jacket Beach Resort : 1 South Shore Dr. 1 South Shore Dr., South Yarmouth, MA 02673
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~8.70 miles east of Osterville
  • Has swimming pool: Heated Indoor and Outdoor Pools
  • Three Star Oceanfront hotel
More Photos Swimming pool at Red Jacket Beach Resort
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Blue Water Resort : 291 South Shore Dr. 291 South Shore Dr., South Yarmouth, MA 02664
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~9.55 miles east of Osterville
  • Pool details: Heated indoor and outdoor pools
  • 3 star Beach hotel
More Photos Photo of Blue Water Resort Pool
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Riviera Resort 327 South Shore Dr., Yarmouth, MA 02664
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~9.64 miles east of Osterville
  • Includes a 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
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
  • Includes a pool: 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*
  • Midscale Beach property
More Photos Photo of All Seasons Resort Pool
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
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The Dan'l Webster Inn & Spa 149 Main St., Sandwich, MA 02563
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~11.02 miles northwest of Osterville
  • We have a pool ready for use
  • Four-star hotel
More Photos Pool image of The Dan'l Webster Inn & Spa
From$160
Very Good 4.0 /5 Review Score Call BookMore Details
Sandwich Lodge & Resort 54 Route 6a, Sandwich, MA 02563
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~11.56 miles northwest of Osterville
  • Pool in hotel: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • Cheap Highway property
More Photos Photo of Sandwich Lodge & Resort Pool
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Blue Rock Resort - South Yarmouth 39 Todd Rd., South Yarmouth, MA 02664
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~11.57 miles east of Osterville
  • Pool details: Outdoor heated pool
  • 3-star Golf Course hotel
More Photos Photo of Blue Rock Resort Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Iris Hotel Cape Cod : 291 Jones Rd. 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
  • Mid-scale 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 in Falmouth 59 Shore St., Falmouth, MA 02540
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~12.79 miles west of Osterville
  • Has swimming pool: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Affordable Resort hotel
More Photos Pool image of Shoreway Acres Inn & Cape Cod Lodging
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sea Crest Beach Resort : 350 Quaker Rd. 350 Quaker Rd., North Falmouth, MA 02556
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~12.99 miles west of Osterville
  • Pool in hotel: Indoor heated pool: 21 x 36 ft. Open 7am-10pm in season and slightly shorter hours the rest of the year. A wading pool, Jacuzzi and exercise room are also available. Outdoor heated pool is also 21 x 32 ft, open 7 days a week from7am-9pm, Memorial day to Columbus day.
  • Mid-scale Oceanfront property
More Photos Photo of Sea Crest Beach Resort Pool
From$109
Average 3.0 /5 Reviews 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
  • Pool in hotel: 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 hotel
More Photos Swimming pool at Hampton Inn Cape Cod Perry Ave.
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Bluegreen Vacations The Breakers An Ascend Resort in Dennis Port 61 Chase Ave., Dennis Port, MA 02639
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~13.88 miles east of Osterville
  • Has a pool!
  • 4 star hotel
More Photos Pool image of Bluegreen Vacations The Breakers An Ascend Resort
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Mansion House Inn in Vineyard Haven 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 hotel
More Photos Pool image of Mansion House Inn
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
  • Includes a pool: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • High-end 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)
  • Luxurious 5 Star Resort hotel
More Photos Pool image of Wequassett Resort and Golf Club
From$250
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn 4 Home Depot Dr., Plymouth, MA 02360
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~25.35 miles northwest of Osterville
  • Has swimming pool: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • 3 star Downtown property
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 : 1 Hampton Way 1 Hampton Way, Fairhaven, MA 02719
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~25.56 miles west of Osterville
  • Has swimming pool: Seasonal outdoor pool, 10a-8p
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn by Hilton New Bedford / Fairhaven
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
John Carver Inn & Spa : 25 Summer St. 25 Summer St., Plymouth, MA 02360
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~26.83 miles northwest of Osterville
  • Pool details: Indoor theme pool with waterslide
  • Midscale Suburban property
More Photos Swimming pool at John Carver Inn & Spa
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Plymouth by IHG 155 Samoset St., Plymouth, MA 02360
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~27.34 miles northwest of Osterville
  • Pool in hotel: open 8a-9p, indoor approx. 13x26,depth range 3'' - 4.5'', 4 seating areas with tables, towel station, french doors leading to outside sun patio with seating, colorful tropical fish motif surrounding pool,
  • Affordable Oceanfront property
More Photos Swimming pool at Holiday Inn Express Plymouth by IHG
From$80
Very Good 4.0 /5 Recent 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
  • 3-star Oceanfront hotel
More Photos Photo of Hotel 1620 Plymouth Harbor Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford - New Bedford 185 Macarthur Dr., New Bedford, MA 02740
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~27.59 miles west of Osterville
  • Pool in hotel: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • 3-star Downtown hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott New Bedford
From$199
Average 3.0 /5 Review Score 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 Pool image of Best Western Plus Cold Spring
From$129
Very Good 4.0 /5 Review Score 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 Pool image of Fairfield Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Nantucket Inn in Nantucket 1 Miller's Lane, Nantucket, MA 02554
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~29.28 miles southeast of Osterville
  • Has swimming pool: 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.
  • Three Star Resort hotel
More Photos Pool image of Nantucket Inn
From$235
Very Good 4.0 /5 Recent Reviews 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 Pool image of Residence Inn by Marriott New Bedford Dartmouth
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou 4 Chalet Rd., Middleborough, MA 02346
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~35.51 miles northwest of Osterville
  • With a pool!
  • Affordable Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou Pool
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Fall River / Westport in Westport 53 Old Bedford Rd., Westport, MA 02790
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~37.57 miles west of Osterville
  • Pool in hotel: Indoor pool open 9 am to 10 pm
  • Mid-scale Rural property
More Photos Photo of Hampton Inn Fall River / Westport Pool
From$92
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Home 2 Suites Raynham : 5 Commerce Way 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
More Photos hotel room
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
  • Has swimming pool: Indoor Pool. 8am-9pm
  • Three Star Highway hotel
More Photos Pool image of Holiday Inn Express Fall River North An Ihg Hotel
From$68
Average 3.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Raynham Taunton : 600 New State Highway 600 New State Highway, Raynham, MA 02767
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~39.06 miles northwest of Osterville
  • Our hotel comes with a pool
  • Mid-scale Suburban hotel
More Photos Photo of Hampton Inn Raynham Taunton Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details

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