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
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
35 Scudder Ave., Barnstable, MA 02601 ~4.85 miles east of Osterville
  • Has a pool!
  • 3-star Convention Center property
More Photos Swimming pool at The Emerald Resort: Irish Village / Hyport Conference Center
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hyannis Plaza Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
662 Main St., Hyannis, MA 02601 ~5.13 miles east of Osterville
  • Pool available: Our outdoor pool is open May to October, weather permitting.
  • Affordable Downtown hotel
More Photos Photo of Hyannis Plaza Hotel Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Cape Cod in Hyannis
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1225 Iyannough Rd., Hyannis, MA 02601 ~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)
  • Mid-scale Resort property
More Photos Swimming pool at Margaritaville Resort Cape Cod
From$126
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cape Cod Hyannis in Hyannis
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
867 Iyannough Rd., Hyannis, MA 02601 ~5.34 miles northeast of Osterville
  • Pool in hotel: Indoor heated salt water pool.
  • Mid-scale Resort hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Cape Cod Hyannis
From$84
Very Good 4.0 /5 Reviews Call BookMore Details
Hyannis Inn Hotel
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
473 Main St., Hyannis, MA 02601 ~5.46 miles east of Osterville
  • Includes a pool: Indoor pool and hours do vary by the season
  • 2-star Downtown hotel
More Photos Swimming pool at Hyannis Inn Hotel
From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
287 Iyannough Rd., Hyannis, MA 02601 ~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.)
  • Affordable property
More Photos Photo of Doubletree by Hilton Cape Cod Hyannis Pool
From$113
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth - West Yarmouth
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
99 Main St. Route 28, West Yarmouth, MA 02673 ~6.71 miles east of Osterville
  • Pool details: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • Midscale Resort hotel
More Photos Swimming pool at Hampton Inn & Suites Cape Cod-West Yarmouth
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Sunbird Cape Cod Resort in Yarmouth
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
216 Main St., Yarmouth, MA 02673 ~7.07 miles east of Osterville
  • Includes a pool: 8 am - 10 pm
  • Three Star Beach hotel
More Photos Pool image of Sunbird Cape Cod Resort
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Aiden by Best Western Cape Cod - West Yarmouth in West Yarmouth
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
476 Route 28, West Yarmouth, MA 02673 ~7.82 miles east of Osterville
  • Has swimming pool: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Affordable Resort hotel
More Photos Swimming pool at Aiden by Best Western Cape Cod - West Yarmouth
From$76
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Freebird Motor Lodge - Yarmouth
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
553 Ma 28, Yarmouth, MA 02673 ~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.
  • Three Star property
More Photos hotel room
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Red Jacket Beach Resort in South Yarmouth
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 South Shore Dr., South Yarmouth, MA 02673 ~8.70 miles east of Osterville
  • Pool details: Heated Indoor and Outdoor Pools
  • 3 star Oceanfront hotel
More Photos Pool image of Red Jacket Beach Resort
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Blue Water Resort
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
291 South Shore Dr., South Yarmouth, MA 02664 ~9.55 miles east of Osterville
  • Has swimming pool: Heated indoor and outdoor pools
  • 3 star Beach property
More Photos Swimming pool at Blue Water Resort
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riviera Resort
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
327 South Shore Dr., Yarmouth, MA 02664 ~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.
  • Affordable property
More Photos Photo of Riviera Resort Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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All Seasons Resort
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1199 Ma 28, Yarmouth, MA 02664 ~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*
  • Affordable Beach hotel
More Photos Swimming pool at All Seasons Resort
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sandwich Lodge & Resort
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
54 Route 6a, Sandwich, MA 02563 ~11.56 miles northwest of Osterville
  • Includes a pool: Indoor pool with hot tub open daily from 9am to 10pm. Outdoor pool open seasonally May 23 to Sep 6.
  • Low priced Highway hotel
More Photos Photo of Sandwich Lodge & Resort Pool
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Blue Rock Resort
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
39 Todd Rd., South Yarmouth, MA 02664 ~11.57 miles east of Osterville
  • Includes a pool: Outdoor heated pool
  • Three Star Golf Course property
More Photos Photo of Blue Rock Resort Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Admiralty Inn & Suites - a Red Collection Hotel - East Falmouth
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
51 Teaticket Highway, East Falmouth, MA 02536 ~11.70 miles west of Osterville
  • Pool available: 8am. to 9pm.
  • Two star Downtown property
More Photos Pool image of Admiralty Inn & Suites - a Red Collection Hotel
From$74
Average 3.0 /5 Latest Reviews Call BookMore Details
Iris Hotel Cape Cod - Falmouth
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
291 Jones Rd., Falmouth, MA 02540 ~12.29 miles west of Osterville
  • Includes a pool: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Midscale Lake property
More Photos Photo of Iris Hotel Cape Cod Pool
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Shoreway Acres Inn & Cape Cod Lodging - Falmouth
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
59 Shore St., Falmouth, MA 02540 ~12.79 miles west of Osterville
  • Includes a pool: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Mid-scale Resort property
More Photos Photo of Shoreway Acres Inn & Cape Cod Lodging Pool
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Inn on the Square - Falmouth
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
40 North Main St., Falmouth, MA 02540 ~13.04 miles west of Osterville
  • Has a pool!
  • Affordable Suburban property
More Photos Swimming pool at Inn on the Square
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Bluegreen Vacations The Breakers, an Ascend Resort in Dennis Port
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
61 Chase Ave., Dennis Port, MA 2639 ~13.88 miles east of Osterville
  • Has swimming pool
  • Expensive property
More Photos Swimming pool at Bluegreen Vacations The Breakers, an Ascend Resort
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Mansion House Inn : 9 Main St.
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
9 Main St., Vineyard Haven, MA 02568 ~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.
  • Mid-scale Downtown property
More Photos Photo of Mansion House Inn Pool
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Mansion at Ocean Edge
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2907 Main St., Brewster, MA 02631 ~19.97 miles northeast of Osterville
  • Has swimming pool: Three outdoor pools; one of which is heated. Two indoor heated pools.
  • 4-star Resort hotel
More Photos Pool image of The Mansion at Ocean Edge
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4 Home Depot Dr., Plymouth, MA 02360 ~25.35 miles northwest of Osterville
  • Pool in hotel: open daily 5am-11pm. closed for daily maintenance 1pm-2pm.
  • Three Star Downtown hotel
More Photos Photo of Hilton Garden Inn Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven : 1 Hampton Way
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Hampton Way, Fairhaven, MA 02719 ~25.56 miles west of Osterville
  • Has swimming pool: Seasonal outdoor pool, 10a-8p
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn by Hilton New Bedford/Fairhaven
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Four Points by Sheraton Eastham Cape Cod in Eastham
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3800 Route 6, Eastham, MA 02642 ~25.66 miles northeast of Osterville
  • We have a pool ready for use
  • Three Star Beach property
More Photos Pool image of Four Points by Sheraton Eastham Cape Cod
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
John Carver Inn & Spa in Plymouth
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
25 Summer St., Plymouth, MA 02360 ~26.83 miles northwest of Osterville
  • Pool available: Indoor theme pool with waterslide
  • 3-star Suburban property
More Photos Photo of John Carver Inn & Spa Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Seaport Resort & Marina in Fairhaven
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
110 Middle St., Fairhaven, MA 02719 ~26.86 miles west of Osterville
  • With a pool!
  • 3 star Oceanfront property
More Photos Pool image of Seaport Resort & Marina
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
180 Water St., Plymouth, MA 02360 ~27.39 miles northwest of Osterville
  • With a pool!
  • Three Star Oceanfront property
More Photos Swimming pool at Hotel 1620 Plymouth Harbor
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott New Bedford : 185 Macarthur Dr.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
185 Macarthur Dr., New Bedford, MA 02740 ~27.58 miles west of Osterville
  • Has swimming 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$114
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus Cold Spring - Plymouth
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
180 Court St., Plymouth, MA 02360 ~27.73 miles northwest of Osterville
  • Includes a pool: Seasonal heated outdoor pool
  • Mid-scale Resort property
More Photos Pool image of Best Western Plus Cold Spring
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Plymouth - Plymouth
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
10 Plaza Way, Plymouth, MA 02360 ~28.02 miles northwest of Osterville
  • Pool details: 9a-9p
  • Affordable Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Plymouth
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites in Plymouth
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
16 Plaza Way, Plymouth, MA 02360 ~28.09 miles northwest of Osterville
  • Pool details: Indoor Pool Open from 9am- 10pm
  • 3-star Suburban property
More Photos Pool image of Fairfield Inn & Suites
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Nantucket Inn
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1 Miller's Lane, Nantucket, MA 02554 ~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 property
More Photos Pool image of Nantucket Inn
From$235
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New Bedford Dartmouth - Dartmouth
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
181 Faunce Corner Rd., Dartmouth, MA 02747 ~31.03 miles west of Osterville
  • Pool available: 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$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Harbor Hotel Provincetown - Provincetown
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
698 Commercial St., Provincetown, MA 02657 ~32.26 miles north of Osterville
  • Has swimming pool: Outdoor Heated Pool
  • 3-star Oceanfront hotel
More Photos Pool image of Harbor Hotel Provincetown
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
4 Chalet Rd., Middleborough, MA 02346 ~35.51 miles northwest of Osterville
  • With a pool!
  • 3 star Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Raynham Middleborough / Plymou Pool
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
43 Harding St., Middleboro, MA 02346 ~35.63 miles northwest of Osterville
  • With a pool!
  • Three Star Rural property
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites Fall River Westport in Westport
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
41 Old Bedford Rd., Westport, MA 02790 ~37.60 miles west of Osterville
  • Has swimming pool: Indoor pool
  • Three Star property
More Photos Photo of Towneplace Suites Fall River Westport Pool
From$600
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel : 360 Airport Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
360 Airport Rd., Fall River, MA 02720 ~38.60 miles west of Osterville
  • Pool details: Indoor Pool 7am-10pm
  • 3-star Highway hotel
More Photos Pool image of Holiday Inn Express Fall River North An Ihg Hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Raynham Taunton - Raynham
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
600 New State Highway, Raynham, MA 02767 ~38.77 miles northwest of Osterville
  • Pool in hotel
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn Raynham Taunton
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details

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