Osterville Hotels with Outdoor or Indoor Pools
Hyannis Plaza Hotel
+1-888-675-2083
662 Main St., Hyannis, MA 02601
+1-888-675-2083
~5.13 miles east of Osterville
- Includes a pool: Our outdoor pool is open May to October, weather permitting.
- 3 star Downtown hotel
Margaritaville Resort Cape Cod in Hyannis
+1-800-716-8490
1225 Iyannough Rd., Hyannis, MA 02601
+1-800-716-8490
~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 hotel
Hyannis Inn Hotel
+1-800-805-5223
473 Main St., Hyannis, MA 02601
+1-800-805-5223
~5.46 miles east of Osterville
- Includes a pool: Indoor pool and hours do vary by the season
- Economical Downtown property
Doubletree by Hilton Cape Cod Hyannis - Hyannis
+1-888-965-1860
287 Iyannough Rd., Hyannis, MA 02601
+1-888-965-1860
~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.)
- 3-star hotel
Freebird Motor Lodge
+1-888-311-4278
553 Ma 28, Yarmouth, MA 02673
+1-888-311-4278
~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.
- Mid-scale property
Red Jacket Beach Resort
+1-888-469-4795
1 South Shore Dr., South Yarmouth, MA 02673
+1-888-469-4795
~8.70 miles east of Osterville
- Pool in hotel: Heated Indoor and Outdoor Pools
- Affordable Oceanfront property
Blue Water Resort
+1-888-734-9421
291 South Shore Dr., South Yarmouth, MA 02664
+1-888-734-9421
~9.55 miles east of Osterville
- Pool available: Heated indoor and outdoor pools
- 3-star Beach property
Riviera Resort - Yarmouth
+1-888-841-5292
327 South Shore Dr., Yarmouth, MA 02664
+1-888-841-5292
~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
All Seasons Resort
+1-888-455-5160
1199 Ma 28, Yarmouth, MA 02664
+1-888-455-5160
~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*
- Affordable Beach property
Sandwich Lodge & Resort
+1-888-965-8297
54 Route 6a, Sandwich, MA 02563
+1-888-965-8297
~11.56 miles northwest of Osterville
- Has swimming pool: Indoor pool with hot tub open daily from 9am to 10pm.
Outdoor pool open seasonally May 23 to Sep 6.
- Economy Highway property
Mansion House Inn in Vineyard Haven
+1-888-389-4121
9 Main St., Vineyard Haven, MA 02568
+1-888-389-4121
~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.
- Midscale Downtown property
The Mansion at Ocean Edge
+1-888-675-2083
2907 Main St., Brewster, MA 02631
+1-888-675-2083
~19.97 miles northeast of Osterville
- Has swimming pool: Three outdoor pools; one of which is heated. Two indoor heated pools.
- Four-star Resort property
Hilton Garden Inn
+1-800-805-5223
4 Home Depot Dr., Plymouth, MA 02360
+1-800-805-5223
~25.35 miles northwest of Osterville
- Includes a pool: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
- Midscale Downtown hotel
John Carver Inn & Spa
+1-888-788-5576
25 Summer St., Plymouth, MA 02360
+1-888-788-5576
~26.83 miles northwest of Osterville
- Pool available: Indoor theme pool with waterslide
- Midscale Suburban hotel
Fairfield Inn & Suites
+1-888-455-5160
16 Plaza Way, Plymouth, MA 02360
+1-888-455-5160
~28.09 miles northwest of Osterville
- Pool details: Indoor Pool Open from 9am- 10pm
- 3 star Suburban hotel
Nantucket Inn : 1 Miller's Lane
+1-888-965-8297
1 Miller's Lane, Nantucket, MA 02554
+1-888-965-8297
~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.
- 3 star Resort property
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