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
  • We have a pool ready for use
  • 3 star Convention Center hotel
More Photos Photo of The Emerald Resort: Irish Village / Hyport Conference Center Pool
From$130 total
Average 3.0 /5 Review Score 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.
  • 3-star Downtown property
More Photos Pool image of Hyannis Plaza Hotel
From$96 total
Average 3.0 /5 Guest 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
  • Includes a pool: Large indoor heated pool Hours vary based on seasons
  • Three Star Suburban property
More Photos Pool image of Holiday Inn Hyannis An Ihg Hotel
From$123 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hyannis Harbor Hotel 213 Ocean St., Hyannis, MA 02601
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~5.68 miles east of Osterville
  • Pool details: The hotel features two swimming pools, an indoor and outdoor pool and both are seasonal.
  • 3 star Oceanfront property
More Photos Photo of Hyannis Harbor Hotel Pool
From$98 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Heritage House Inn on Cape Cod An Ascend Collection Hotel 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.
  • Luxurious 5-star Downtown hotel
More Photos Pool image of Heritage House Inn on Cape Cod An Ascend Collection Hotel
From$180 total
Average 3.0 /5 Hotel 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 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.)
  • 3 star hotel
More Photos Photo of Doubletree by Hilton Cape Cod - Hyannis Pool
From$135 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth in West Yarmouth 99 Main St. Route 28, West Yarmouth, MA 02673
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~6.71 miles east of Osterville
  • Pool details: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • 3 star Resort property
More Photos Swimming pool at Hampton Inn & Suites Cape Cod-West Yarmouth
From$118 total
Very Good 4.0 /5 Guest 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
  • Low priced Beach hotel
More Photos Swimming pool at Tidewater Inn
From$72 total
Very Good 4.0 /5 Review Score Call BookMore Details
Sunbird Cape Cod Resort - Yarmouth 216 Main St., Yarmouth, MA 02673
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~7.07 miles east of Osterville
  • Pool details: 8 am - 10 pm
  • 3 star Beach property
More Photos Pool image of Sunbird Cape Cod Resort
From$108 total
Average 3.0 /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
  • 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.
  • Midscale hotel
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From$96 total
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
  • Pool available: Heated Indoor and Outdoor Pools
  • Mid-scale Oceanfront property
More Photos Photo of Red Jacket Beach Resort Pool
From$142 total
Very Good 4.0 /5 Latest 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 in hotel: Heated indoor and outdoor pools
  • Affordable Beach property
More Photos Photo of Blue Water Resort Pool
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Riviera Resort 327 South Shore Dr., Yarmouth, MA 02664
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~9.64 miles east of Osterville
  • Pool available: 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$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
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All Seasons Resort - Yarmouth 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*
  • Midscale Beach hotel
More Photos Photo of All Seasons Resort Pool
From$90 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Dan'l Webster Inn & Spa : 149 Main St. 149 Main St., Sandwich, MA 02563
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~11.02 miles northwest of Osterville
  • Includes a pool
  • Four star property
More Photos Pool image of The Dan'l Webster Inn & Spa
From$238 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Travelodge by Wyndham Cape Cod Area - West Dennis 99 Main St., West Dennis, MA 02670
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~11.09 miles east of Osterville
  • Pool details: Outdoor pool
  • Two star property
More Photos Photo of Travelodge by Wyndham Cape Cod Area Pool
From$72 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sandwich Lodge & Resort in 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 hotel
More Photos Photo of Sandwich Lodge & Resort Pool
From$94 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Blue Rock Resort 39 Todd Rd., South Yarmouth, MA 02664
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~11.57 miles east of Osterville
  • Pool available: Outdoor heated pool
  • 3 star Golf Course hotel
More Photos Photo of Blue Rock Resort Pool
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Admiralty Inn & Suites in Falmouth 51 Teaticket Highway, Falmouth, MA 02536
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~11.74 miles west of Osterville
  • Includes a pool: 8am. to 9pm.
  • Low Cost Downtown property
More Photos Photo of Admiralty Inn & Suites Pool
From$96 total
Poor 2.5 /5 Read Reviews Call BookMore Details
Iris Hotel Cape Cod 291 Jones Rd., Falmouth, MA 02540
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~12.29 miles west of Osterville
  • Includes a pool: 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$106 total
Average 3.0 /5 Reviews Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging 59 Shore St., Falmouth, MA 02540
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~12.79 miles west of Osterville
  • Pool details: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Affordable Resort hotel
More Photos Swimming pool at Shoreway Acres Inn & Cape Cod Lodging
From$78 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sea Crest Beach Resort 350 Quaker Rd., North Falmouth, MA 02556
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~12.99 miles west of Osterville
  • Includes a pool: 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.
  • 3-star Oceanfront hotel
More Photos Photo of Sea Crest Beach Resort Pool
From$130 total
Average 3.0 /5 Review Score 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
  • Includes a pool
  • Three Star Suburban property
More Photos Swimming pool at Inn on the Square
From$142 total
Very Good 4.0 /5 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
  • 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.
  • 3 star Riverfront hotel
More Photos Swimming pool at Hampton Inn Cape Cod Perry Ave.
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Bluegreen Vacations The Breakers An Ascend Resort 61 Chase Ave., Dennis Port, MA 02639
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~13.88 miles east of Osterville
  • Includes a swimming pool
  • High-end hotel
More Photos Pool image of Bluegreen Vacations The Breakers An Ascend Resort
From$150 total
Average 3.0 /5 Review Score 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
  • Includes a 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 Pool image of Mansion House Inn
From$190 total
Very Good 4.0 /5 Recent 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
  • Has swimming pool: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • High end Resort property
More Photos Swimming pool at The Mansion at Ocean Edge
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wequassett Resort & Golf Club in Harwich 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 Five Star Resort property
More Photos Swimming pool at Wequassett Resort & Golf Club
From$300 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Queen Anne Inn - Chatham 70 Queen Anne Rd., Chatham, MA 02633
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~22.03 miles east of Osterville
  • Pool in hotel
  • 4 star hotel
More Photos Photo of Queen Anne Inn Pool
From$192 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn - Plymouth 4 Home Depot Dr., Plymouth, MA 02360
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~25.35 miles northwest of Osterville
  • Includes a pool: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • Mid-scale Downtown property
More Photos Photo of Hilton Garden Inn Pool
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford / Fairhaven - Fairhaven 1 Hampton Way, Fairhaven, MA 02719
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~25.56 miles west of Osterville
  • Pool details: Seasonal outdoor pool, 10a-8p
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn by Hilton New Bedford / Fairhaven Pool
From$106 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Eastham Cape Cod in Eastham 3800 Route 6, Eastham, MA 02642
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~25.66 miles northeast of Osterville
  • We have a pool ready for use
  • Mid-scale Beach property
More Photos Pool image of Four Points by Sheraton Eastham Cape Cod
From$118 total
Very Good 4.0 /5 Recent 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
  • Midscale Suburban property
More Photos Pool image of John Carver Inn & Spa
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Plymouth by IHG - Plymouth 155 Samoset St., Plymouth, MA 02360
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~27.34 miles northwest of Osterville
  • Includes a pool: 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,
  • Midscale Oceanfront property
More Photos Photo of Holiday Inn Express Plymouth by IHG Pool
From$96 total
Very Good 4.0 /5 Hotel 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
  • We have a pool ready for use
  • Midscale Oceanfront hotel
More Photos Pool image of Hotel 1620 Plymouth Harbor
From$130 total
Very Good 4.0 /5 Read 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
  • Includes a pool: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • 3 star Downtown property
More Photos Photo of Fairfield Inn & Suites by Marriott New Bedford Pool
From$238 total
Average 3.0 /5 Latest 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
  • Pool available: Seasonal heated outdoor pool
  • Affordable Resort hotel
More Photos Photo of Best Western Plus Cold Spring Pool
From$154 total
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
  • Affordable Suburban property
More Photos Photo of Fairfield Inn & Suites Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Nantucket Inn - Nantucket 1 Miller's Lane, Nantucket, MA 02554
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~29.28 miles southeast of Osterville
  • Pool details: 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$282 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth - 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.
  • 3-star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott New Bedford Dartmouth
From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou in Middleborough 4 Chalet Rd., Middleborough, MA 02346
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~35.51 miles northwest of Osterville
  • Our hotel comes with a pool
  • Midscale Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou
From$90 total
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 available: Indoor pool open 9 am to 10 pm
  • Three Star Rural hotel
More Photos Swimming pool at Hampton Inn Fall River / Westport
From$110 total
Very Good 4.0 /5 Hotel 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 in hotel: Indoor Pool. 8am-9pm
  • Midscale Highway hotel
More Photos Photo of Holiday Inn Express Fall River North An Ihg Hotel Pool
From$81 total
Average 3.5 /5 Review Score 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
  • Midscale Suburban hotel
More Photos Swimming pool at Hampton Inn Raynham Taunton
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details

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