Osterville Hotels with Outdoor or Indoor Pools

The Emerald Resort: Irish Village / Hyport Conference Center
+1-888-389-4121
35 Scudder Ave., Barnstable, MA 02601 +1-888-389-4121 ~4.85 miles east of Osterville
  • We have a pool
  • Three Star Convention Center property
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
+1-888-675-2083
867 Iyannough Rd., Hyannis, MA 02601 +1-888-675-2083 ~5.34 miles northeast of Osterville
  • Pool available: Indoor heated salt water pool.
  • 3 star Resort property
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis
+1-800-716-8490
287 Iyannough Rd., Hyannis, MA 02601 +1-800-716-8490 ~6.06 miles east of Osterville
  • Has swimming pool: 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 hotel
From$113
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth : 99 Main St. Route 28
+1-800-805-5223
99 Main St. Route 28, West Yarmouth, MA 02673 +1-800-805-5223 ~6.71 miles east of Osterville
  • Includes a pool: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • 3-star Resort hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sunbird Cape Cod Resort : 216 Main St.
+1-888-965-1860
216 Main St., Yarmouth, MA 02673 +1-888-965-1860 ~7.07 miles east of Osterville
  • Pool details: 8 am - 10 pm
  • Three Star Beach property
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth
+1-888-788-5576
476 Route 28, West Yarmouth, MA 02673 +1-888-788-5576 ~7.82 miles east of Osterville
  • Pool in hotel: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Mid-scale Resort hotel
From$76
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Freebird Motor Lodge - Yarmouth
+1-888-897-9207
553 Ma 28, Yarmouth, MA 02673 +1-888-897-9207 ~8.11 miles east of Osterville
  • Pool details: 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 property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Red Jacket Beach Resort
+1-888-311-4278
1 South Shore Dr., South Yarmouth, MA 02673 +1-888-311-4278 ~8.70 miles east of Osterville
  • Pool details: Heated Indoor and Outdoor Pools
  • Midscale Oceanfront hotel
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Blue Water Resort
+1-888-469-4795
291 South Shore Dr., South Yarmouth, MA 02664 +1-888-469-4795 ~9.55 miles east of Osterville
  • Pool available: Heated indoor and outdoor pools
  • 3-star Beach hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Riviera Resort : 327 South Shore Dr.
+1-888-734-9421
327 South Shore Dr., Yarmouth, MA 02664 +1-888-734-9421 ~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.
  • 3-star hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
All Seasons Resort
+1-888-841-5292
1199 Ma 28, Yarmouth, MA 02664 +1-888-841-5292 ~10.29 miles east of Osterville
  • Has swimming 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*
  • Three Star Beach property
From$75
Average 3.0 /5 Reviews Call BookMore Details
Sandwich Lodge & Resort : 54 Route 6a
+1-888-455-5160
54 Route 6a, Sandwich, MA 02563 +1-888-455-5160 ~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.
  • Economy Highway hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Blue Rock Resort
+1-888-965-8297
39 Todd Rd., South Yarmouth, MA 02664 +1-888-965-8297 ~11.57 miles east of Osterville
  • Pool available: Outdoor heated pool
  • 3-star Golf Course hotel
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Admiralty Inn & Suites in East Falmouth
+1-888-906-6358
51 Teaticket Highway, East Falmouth, MA 02536 +1-888-906-6358 ~11.70 miles west of Osterville
  • Pool available: 8am. to 9pm.
  • 2 star Downtown property
From$74
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Cape Cod-Falmouth, an IHG Hotel in Falmouth
+1-888-749-6785
291 Jones Rd., Falmouth, MA 02540 +1-888-749-6785 ~12.29 miles west of Osterville
  • Pool in hotel: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Mid-scale Lake hotel
From$89
Average 3.0 /5 Review Score Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging : 59 Shore St.
+1-888-878-9982
59 Shore St., Falmouth, MA 02540 +1-888-878-9982 ~12.79 miles west of Osterville
  • Includes a pool: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Mid-scale Resort property
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sea Crest Beach Resort : 350 Quaker Rd.
+1-888-389-4485
350 Quaker Rd., North Falmouth, MA 02556 +1-888-389-4485 ~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.
  • 3 star Oceanfront hotel
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Cape Cod Perry Ave. - Buzzards Bay
+1-888-389-4121
Perry Ave., Buzzards Bay, MA 02532 +1-888-389-4121 ~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.
  • Affordable Riverfront hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Cape Cod Canal : 12 Kendall Rae Place
+1-888-675-2083
12 Kendall Rae Place, Buzzards Bay, MA 02532 +1-888-675-2083 ~13.93 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.
  • Midscale Riverfront property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Mansion House Inn - Vineyard Haven
+1-800-716-8490
9 Main St., Vineyard Haven, MA 02568 +1-800-716-8490 ~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.
  • Midscale Downtown hotel
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Mansion at Ocean Edge
+1-800-805-5223
2907 Main St., Brewster, MA 02631 +1-800-805-5223 ~19.97 miles northeast of Osterville
  • Pool details: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • Four-star Resort hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Plymouth - Plymouth
+1-888-965-1860
4 Home Depot Dr., Plymouth, MA 02360 +1-888-965-1860 ~25.45 miles northwest of Osterville
  • Pool available: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • Affordable Downtown property
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven in Fairhaven
+1-888-788-5576
1 Hampton Way, Fairhaven, MA 02719 +1-888-788-5576 ~25.56 miles west of Osterville
  • Pool available: Seasonal outdoor pool, 10a-8p
  • Three Star Suburban hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Eastham Cape Cod in Eastham
+1-888-897-9207
3800 Route 6, Eastham, MA 02642 +1-888-897-9207 ~25.66 miles northeast of Osterville
  • With a pool!
  • Midscale Beach property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
The John Carver Inn
+1-888-311-4278
25 Summer St., Plymouth, MA 02360 +1-888-311-4278 ~26.83 miles northwest of Osterville
  • Pool available: Indoor theme pool with waterslide
  • Midscale Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Plymouth, an IHG Hotel - Plymouth
+1-888-469-4795
155 Samoset St., Plymouth, MA 02360 +1-888-469-4795 ~27.34 miles northwest of Osterville
  • Pool available: open 8a-9p, indoor heated, approx. 13x26,depth range 3'' - 4.5'', 4 seating areas with tables, towel station, shower room, french doors leading to outside sun patio with seating, colorful tropical fish motif surrounding pool,
  • 3 star Oceanfront property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor
+1-888-734-9421
180 Water St., Plymouth, MA 02360 +1-888-734-9421 ~27.39 miles northwest of Osterville
  • We have a pool
  • Three Star Oceanfront hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Beachside on Nantucket : 30 North Beach St.
+1-888-841-5292
30 North Beach St., Nantucket, MA 02554 +1-888-841-5292 ~27.43 miles southeast of Osterville
  • Includes a pool
  • Three Star Downtown hotel
From$120
Average 3.5 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford
+1-888-455-5160
185 Macarthur Dr., New Bedford, MA 02740 +1-888-455-5160 ~27.58 miles west of Osterville
  • Pool details: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Mid-scale Downtown hotel
From$114
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Cold Spring : 180 Court St.
+1-888-965-8297
180 Court St., Plymouth, MA 02360 +1-888-965-8297 ~27.73 miles northwest of Osterville
  • Has swimming pool: Seasonal heated outdoor pool
  • Affordable Resort hotel
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Plymouth - Plymouth
+1-888-906-6358
10 Plaza Way, Plymouth, MA 02360 +1-888-906-6358 ~28.02 miles northwest of Osterville
  • Has swimming pool: 9a-9p
  • Affordable Suburban property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites
+1-888-749-6785
16 Plaza Way, Plymouth, MA 02360 +1-888-749-6785 ~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 Latest Reviews Call BookMore Details
Nantucket Inn : 1 Miller's Lane
+1-888-878-9982
1 Miller's Lane, Nantucket, MA 02554 +1-888-878-9982 ~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
From$235
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth in Dartmouth
+1-888-389-4485
181 Faunce Corner Rd., Dartmouth, MA 02747 +1-888-389-4485 ~31.03 miles west of Osterville
  • Includes a pool: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Mid-scale Suburban hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Harbor Hotel Provincetown in Provincetown
+1-888-389-4121
698 Commercial St., Provincetown, MA 02657 +1-888-389-4121 ~32.26 miles north of Osterville
  • Pool in hotel: Outdoor Heated Pool
  • 3 star Oceanfront hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Middleboro - Plymouth - Middleboro
+1-888-675-2083
30 East Clark St., Middleboro, MA 02346 +1-888-675-2083 ~32.62 miles northwest of Osterville
  • Has swimming pool: Outdoor pool (seasonal) 9am-10pm opened daily. Deepest end 4', shallow end 3' deep.
  • Two star Rural property
From$65
Average 3.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou
+1-800-716-8490
4 Chalet Rd., Middleborough, MA 02346 +1-800-716-8490 ~35.51 miles northwest of Osterville
  • Our hotel comes with a pool
  • 3 star Suburban property
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot
+1-800-805-5223
43 Harding St., Middleboro, MA 02346 +1-800-805-5223 ~35.63 miles northwest of Osterville
  • We have a pool ready for use
  • Midscale Rural hotel
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Fall River/Westport : 53 Old Bedford Rd.
+1-888-965-1860
53 Old Bedford Rd., Westport, MA 02790 +1-888-965-1860 ~37.57 miles west of Osterville
  • Pool in hotel: Indoor pool open 9 am to 10 pm
  • Mid-scale Rural hotel
From$92
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel
+1-888-788-5576
360 Airport Rd., Fall River, MA 02720 +1-888-788-5576 ~38.60 miles west of Osterville
  • Pool in hotel: Indoor Pool 7am-10pm
  • Mid-scale Highway property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Raynham Taunton
+1-888-897-9207
600 New State Highway, Raynham, MA 02767 +1-888-897-9207 ~38.77 miles northwest of Osterville
  • Includes a swimming pool
  • 3 star Suburban property
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
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