Osterville Hotels with Outdoor or Indoor Pools

The Emerald Resort: Irish Village / Hyport Conference Center 35 Scudder Ave., Barnstable, MA 02601 Call ~4.85 miles east of Osterville
  • Has a pool!
  • Midscale Convention Center hotel
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyannis Plaza Hotel - Hyannis 662 Main St., Hyannis, MA 02601 Call ~5.13 miles east of Osterville
  • Pool in hotel: Our outdoor pool is open May to October, weather permitting.
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Margaritaville Resort Cape Cod - Hyannis 1225 Iyannough Rd., Hyannis, MA 02601 Call ~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)
  • Mid-scale Resort property
From$126
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Hyannis An Ihg Hotel : 1127 Iyannough Rd. 1127 Iyannough Rd., Hyannis, MA 02601 Call ~5.31 miles northeast of Osterville
  • Includes a pool: Large indoor heated pool Hours vary based on seasons
  • Three Star Suburban property
From$103
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis : 287 Iyannough Rd. 287 Iyannough Rd., Hyannis, MA 02601 Call ~6.06 miles east of Osterville
  • Pool details: 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 property
From$113
Very good 4.0 /5 Reviews Call BookMore Details
Sunbird Cape Cod Resort in Yarmouth 216 Main St., Yarmouth, MA 02673 Call ~7.07 miles east of Osterville
  • Pool in hotel: 8 am - 10 pm
  • Mid-scale Beach property
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth 476 Route 28, West Yarmouth, MA 02673 Call ~7.82 miles east of Osterville
  • Pool in hotel: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • 3 star Resort hotel
From$78
Very good 4.0 /5 Recent Reviews Call BookMore Details
Freebird Motor Lodge - Yarmouth 553 Ma 28, Yarmouth, MA 02673 Call ~8.11 miles east of Osterville
  • Pool available: 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 hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Jacket Beach Resort 1 South Shore Dr., South Yarmouth, MA 02673 Call ~8.70 miles east of Osterville
  • Has swimming pool: Heated Indoor and Outdoor Pools
  • Three Star Oceanfront property
From$119
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Blue Water Resort 291 South Shore Dr., South Yarmouth, MA 02664 Call ~9.55 miles east of Osterville
  • Pool in hotel: Heated indoor and outdoor pools
  • Three Star Beach property
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Riviera Resort 327 South Shore Dr., Yarmouth, MA 02664 Call ~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.
  • Mid-scale hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
All Seasons Resort : 1199 Ma 28 1199 Ma 28, Yarmouth, MA 02664 Call ~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*
  • Mid-scale Beach hotel
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Sandwich Lodge & Resort : 54 Route 6a 54 Route 6a, Sandwich, MA 02563 Call ~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.
  • Cheap Highway hotel
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Blue Rock Resort : 39 Todd Rd. 39 Todd Rd., South Yarmouth, MA 02664 Call ~11.57 miles east of Osterville
  • Pool details: Outdoor heated pool
  • 3-star Golf Course property
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Iris Hotel Cape Cod - Falmouth 291 Jones Rd., Falmouth, MA 02540 Call ~12.29 miles west of Osterville
  • Pool in hotel: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Three Star Lake property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging 59 Shore St., Falmouth, MA 02540 Call ~12.79 miles west of Osterville
  • Includes a pool: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Mid-scale Resort hotel
From$65
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Cape Cod Perry Ave. 12 Kendall Rae Pl, Buzzards Bay, MA 02532 Call ~13.83 miles northwest of Osterville
  • Pool details: 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
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Mansion House Inn 9 Main St., Vineyard Haven, MA 02568 Call ~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
From$159
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Mansion at Ocean Edge - Brewster 2907 Main St., Brewster, MA 02631 Call ~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
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Wequassett Resort and Golf Club - Harwich 2173 Route 28, Harwich, MA 02645 Call ~21.10 miles east of Osterville
  • Includes a pool: 2 outdoor pools- 1 is adult only (16 and older)
  • Luxury 5 star Resort hotel
From$250
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn : 4 Home Depot Dr. 4 Home Depot Dr., Plymouth, MA 02360 Call ~25.35 miles northwest of Osterville
  • Has swimming pool: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven 1 Hampton Way, Fairhaven, MA 02719 Call ~25.56 miles west of Osterville
  • Includes a pool: Seasonal outdoor pool, 10a-8p
  • Three Star Suburban property
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
John Carver Inn & Spa - Plymouth 25 Summer St., Plymouth, MA 02360 Call ~26.83 miles northwest of Osterville
  • Pool in hotel: Indoor theme pool with waterslide
  • Three Star Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hotel 1620 Plymouth Harbor 180 Water St., Plymouth, MA 02360 Call ~27.39 miles northwest of Osterville
  • With a pool!
  • 3-star Oceanfront property
From$109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford in New Bedford 185 Macarthur Dr., New Bedford, MA 02740 Call ~27.59 miles west of Osterville
  • Pool details: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Affordable Downtown property
From$199
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Cold Spring 180 Court St., Plymouth, MA 02360 Call ~27.73 miles northwest of Osterville
  • Includes a pool: Seasonal heated outdoor pool
  • 3 star Resort property
From$129
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites in Plymouth 16 Plaza Way, Plymouth, MA 02360 Call ~28.09 miles northwest of Osterville
  • Includes a pool: Indoor Pool Open from 9am- 10pm
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Nantucket Inn 1 Miller's Lane, Nantucket, MA 02554 Call ~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.
  • 3 star Resort hotel
From$235
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 Call ~31.03 miles west of Osterville
  • Includes a pool: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Three Star Suburban property
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou in Middleborough 4 Chalet Rd., Middleborough, MA 02346 Call ~35.51 miles northwest of Osterville
  • Has a pool!
  • Mid-scale Suburban hotel
From$75
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Holiday Inn Express Hotel & Suites Middleboro Raynham by IHG 43 Harding St., Middleboro, MA 02346 Call ~35.63 miles northwest of Osterville
  • Includes a swimming pool
  • Three Star Rural hotel
From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Fall River / Westport 53 Old Bedford Rd., Westport, MA 02790 Call ~37.57 miles west of Osterville
  • Pool available: Indoor pool open 9 am to 10 pm
  • 3 star Rural property
From$92
Very good 4.0 /5 Reviews Call BookMore Details
Home 2 Suites Raynham 5 Commerce Way, Raynham, MA 02767 Call ~38.30 miles northwest of Osterville
  • Pool details: Indoor Heated Pool
  • 3 star Rural property
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel : 360 Airport Rd. 360 Airport Rd., Fall River, MA 02720 Call ~38.60 miles west of Osterville
  • Includes a pool: Indoor Pool. 8am-9pm
  • Affordable Highway hotel
From$68
Average 3.5 /5 Guest Reviews Call BookMore Details
Hampton Inn Raynham Taunton - Raynham 600 New State Highway, Raynham, MA 02767 Call ~39.06 miles northwest of Osterville
  • Pool in hotel
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
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