Osterville Hotels with Outdoor or Indoor Pools

The Emerald Resort: Irish Village / Hyport Conference Center : 35 Scudder Ave.
+1-888-389-4121
35 Scudder Ave., Barnstable, MA 02601 +1-888-389-4121 ~4.85 miles east of Osterville
  • We have a pool ready for use
  • Three Star Convention Center property
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyannis Plaza Hotel : 662 Main St.
+1-888-675-2083
662 Main St., Hyannis, MA 02601 +1-888-675-2083 ~5.13 miles east of Osterville
  • Pool available: Our outdoor pool is open May to October, weather permitting.
  • Mid-scale Downtown property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Margaritaville Resort Cape Cod - Hyannis
+1-800-716-8490
1225 Iyannough Rd., Hyannis, MA 02601 +1-800-716-8490 ~5.22 miles northeast of Osterville
  • Pool in hotel: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • 3-star Resort hotel
From$126
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
+1-800-805-5223
867 Iyannough Rd., Hyannis, MA 02601 +1-800-805-5223 ~5.34 miles northeast of Osterville
  • Pool available: Indoor heated salt water pool.
  • 3 star Resort hotel
From$84
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyannis Inn Hotel
+1-888-965-1860
473 Main St., Hyannis, MA 02601 +1-888-965-1860 ~5.46 miles east of Osterville
  • Includes a pool: Indoor pool and hours do vary by the season
  • Inexpensive Downtown hotel
From$57
Average 3.5 /5 Reviews Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis
+1-888-788-5576
287 Iyannough Rd., Hyannis, MA 02601 +1-888-788-5576 ~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.)
  • Mid-scale property
From$113
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth : 99 Main St. Route 28
+1-888-897-9207
99 Main St. Route 28, West Yarmouth, MA 02673 +1-888-897-9207 ~6.71 miles east of Osterville
  • Includes a pool: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • Midscale Resort hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sunbird Cape Cod Resort
+1-888-311-4278
216 Main St., Yarmouth, MA 02673 +1-888-311-4278 ~7.07 miles east of Osterville
  • Pool available: 8 am - 10 pm
  • Three Star Beach hotel
From$90
Average 3.0 /5 Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth : 476 Route 28
+1-888-469-4795
476 Route 28, West Yarmouth, MA 02673 +1-888-469-4795 ~7.82 miles east of Osterville
  • Pool details: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Mid-scale Resort property
From$76
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Freebird Motor Lodge : 553 Ma 28
+1-888-734-9421
553 Ma 28, Yarmouth, MA 02673 +1-888-734-9421 ~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.
  • Affordable property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Jacket Beach Resort in South Yarmouth
+1-888-841-5292
1 South Shore Dr., South Yarmouth, MA 02673 +1-888-841-5292 ~8.70 miles east of Osterville
  • Has swimming pool: Heated Indoor and Outdoor Pools
  • 3 star Oceanfront property
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Blue Water Resort
+1-888-455-5160
291 South Shore Dr., South Yarmouth, MA 02664 +1-888-455-5160 ~9.55 miles east of Osterville
  • Pool available: Heated indoor and outdoor pools
  • Three Star Beach property
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Riviera Resort in Yarmouth
+1-888-965-8297
327 South Shore Dr., Yarmouth, MA 02664 +1-888-965-8297 ~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.
  • Midscale property
From$80
Average 3.0 /5 Review Score Call BookMore Details
All Seasons Resort in Yarmouth
+1-888-906-6358
1199 Ma 28, Yarmouth, MA 02664 +1-888-906-6358 ~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*
  • Three Star Beach property
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Sandwich Lodge & Resort
+1-888-749-6785
54 Route 6a, Sandwich, MA 02563 +1-888-749-6785 ~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.
  • Two-star Highway hotel
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Blue Rock Resort : 39 Todd Rd.
+1-888-878-9982
39 Todd Rd., South Yarmouth, MA 02664 +1-888-878-9982 ~11.57 miles east of Osterville
  • Pool in hotel: Outdoor heated pool
  • Three Star Golf Course property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Admiralty Inn & Suites - a Red Collection Hotel in East Falmouth
+1-888-389-4485
51 Teaticket Highway, East Falmouth, MA 02536 +1-888-389-4485 ~11.70 miles west of Osterville
  • Has swimming pool: 8am. to 9pm.
  • Economical Downtown hotel
From$74
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Cape Cod - Falmouth
+1-888-389-4121
291 Jones Rd., Falmouth, MA 02540 +1-888-389-4121 ~12.29 miles west of Osterville
  • Pool details: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Affordable Lake property
From$89
Average 3.0 /5 Review Score Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging : 59 Shore St.
+1-888-675-2083
59 Shore St., Falmouth, MA 02540 +1-888-675-2083 ~12.79 miles west of Osterville
  • Pool details: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Three Star Resort property
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Bluegreen Vacations The Breakers, an Ascend Resort
+1-800-716-8490
61 Chase Ave., Dennis Port, MA 2639 +1-800-716-8490 ~13.88 miles east of Osterville
  • Pool in hotel
  • High-end property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Mansion House Inn in Vineyard Haven
+1-800-805-5223
9 Main St., Vineyard Haven, MA 02568 +1-800-805-5223 ~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 property
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Mansion at Ocean Edge - Brewster
+1-888-965-1860
2907 Main St., Brewster, MA 02631 +1-888-965-1860 ~19.97 miles northeast of Osterville
  • Has swimming pool: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • 4-star Resort property
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn
+1-888-788-5576
4 Home Depot Dr., Plymouth, MA 02360 +1-888-788-5576 ~25.35 miles northwest of Osterville
  • Pool details: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • 3 star Downtown property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven - Fairhaven
+1-888-897-9207
1 Hampton Way, Fairhaven, MA 02719 +1-888-897-9207 ~25.56 miles west of Osterville
  • Includes a pool: Seasonal outdoor pool, 10a-8p
  • Midscale Suburban hotel
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Eastham Cape Cod
+1-888-311-4278
3800 Route 6, Eastham, MA 02642 +1-888-311-4278 ~25.66 miles northeast of Osterville
  • Has swimming pool
  • Mid-scale Beach property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
John Carver Inn & Spa
+1-888-469-4795
25 Summer St., Plymouth, MA 02360 +1-888-469-4795 ~26.83 miles northwest of Osterville
  • Pool available: Indoor theme pool with waterslide
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Seaport Resort & Marina
+1-888-734-9421
110 Middle St., Fairhaven, MA 02719 +1-888-734-9421 ~26.86 miles west of Osterville
  • Has swimming pool
  • Three Star Oceanfront hotel
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Plymouth, an IHG Hotel - Plymouth
+1-888-841-5292
155 Samoset St., Plymouth, MA 02360 +1-888-841-5292 ~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,
  • Affordable Oceanfront hotel
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor
+1-888-455-5160
180 Water St., Plymouth, MA 02360 +1-888-455-5160 ~27.39 miles northwest of Osterville
  • Includes a pool
  • 3 star Oceanfront property
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford in New Bedford
+1-888-965-8297
185 Macarthur Dr., New Bedford, MA 02740 +1-888-965-8297 ~27.58 miles west of Osterville
  • Pool in hotel: Indoor heated pool with whirlpool open from 7AM-10PM daily
  • Midscale Downtown hotel
From$114
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Cold Spring
+1-888-906-6358
180 Court St., Plymouth, MA 02360 +1-888-906-6358 ~27.73 miles northwest of Osterville
  • Pool in hotel: Seasonal heated outdoor pool
  • Mid-scale Resort hotel
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Plymouth : 10 Plaza Way
+1-888-749-6785
10 Plaza Way, Plymouth, MA 02360 +1-888-749-6785 ~28.02 miles northwest of Osterville
  • Includes a pool: 9a-9p
  • 3-star Suburban hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites
+1-888-878-9982
16 Plaza Way, Plymouth, MA 02360 +1-888-878-9982 ~28.09 miles northwest of Osterville
  • Pool available: Indoor Pool Open from 9am- 10pm
  • 3 star Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Nantucket Inn in Nantucket
+1-888-389-4485
1 Miller's Lane, Nantucket, MA 02554 +1-888-389-4485 ~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 hotel
From$235
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth
+1-888-389-4121
181 Faunce Corner Rd., Dartmouth, MA 02747 +1-888-389-4121 ~31.03 miles west of Osterville
  • Includes a pool: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Affordable Suburban property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Harbor Hotel Provincetown - Provincetown
+1-888-675-2083
698 Commercial St., Provincetown, MA 02657 +1-888-675-2083 ~32.26 miles north of Osterville
  • Has swimming pool: Outdoor Heated Pool
  • Midscale Oceanfront property
From$80
Average 3.0 /5 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
  • Includes a swimming pool
  • Midscale Suburban hotel
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot - Middleboro
+1-800-805-5223
43 Harding St., Middleboro, MA 02346 +1-800-805-5223 ~35.63 miles northwest of Osterville
  • Includes a swimming pool
  • Mid-scale Rural property
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Fall River/Westport - Westport
+1-888-965-1860
53 Old Bedford Rd., Westport, MA 02790 +1-888-965-1860 ~37.57 miles west of Osterville
  • Has swimming pool: Indoor pool open 9 am to 10 pm
  • Affordable Rural property
From$92
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Fall River Westport : 41 Old Bedford Rd.
+1-888-788-5576
41 Old Bedford Rd., Westport, MA 02790 +1-888-788-5576 ~37.60 miles west of Osterville
  • Pool details: Indoor pool
  • Three Star hotel
From$600
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel
+1-888-897-9207
360 Airport Rd., Fall River, MA 02720 +1-888-897-9207 ~38.60 miles west of Osterville
  • Has swimming pool: Indoor Pool 7am-10pm
  • 3 star Highway hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Raynham Taunton in Raynham
+1-888-311-4278
600 New State Highway, Raynham, MA 02767 +1-888-311-4278 ~38.77 miles northwest of Osterville
  • Our hotel comes with a pool
  • 3-star Suburban hotel
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
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