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
  • With a pool!
  • Affordable Convention Center hotel
More Photos Photo of The Emerald Resort: Irish Village / Hyport Conference Center Pool
From$109
Average 3.0 /5 Review Score Call BookMore Details
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Hyannis Plaza Hotel - Hyannis
+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
  • Has swimming pool: Our outdoor pool is open May to October, weather permitting.
  • Midscale Downtown hotel
More Photos Pool image of Hyannis Plaza Hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Margaritaville Resort Cape Cod
+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
  • Includes a pool: FinsUp! Waterpark as well as a heated outdoor pool (open year round) with Salty Rim Food Truck (seasonal)
  • 3-star Resort property
More Photos Pool image of Margaritaville Resort Cape Cod
From$126
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Cape Cod Hyannis - 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 available: Indoor heated salt water pool.
  • Three Star Resort hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Cape Cod Hyannis
From$84
Very good 4.0 /5 Hotel 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
  • Pool details: Indoor pool and hours do vary by the season
  • Two-star Downtown property
More Photos Pool image of Hyannis Inn Hotel
From$57
Average 3.5 /5 Reviews Call BookMore Details
Doubletree by Hilton Cape Cod Hyannis in 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
  • 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 hotel
More Photos Photo of Doubletree by Hilton Cape Cod Hyannis Pool
From$113
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Cape Cod-West Yarmouth in West Yarmouth
+1-888-897-9207

How should we direct your call?

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 in hotel: outdoor pool 7AM-10PM durring season. indoor pool and jacuzzi 7AM-10PM
  • Three Star Resort hotel
More Photos Swimming pool at Hampton Inn & Suites Cape Cod-West Yarmouth
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Sunbird Cape Cod Resort
+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
  • Pool available: 8 am - 10 pm
  • 3 star Beach property
More Photos Pool image of Sunbird Cape Cod Resort
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Aiden by Best Western Cape Cod - 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
  • Includes a pool: Brand new heated indoor pool Newly renovated seasonal outdoor pool with Tiki Bar
  • Affordable Resort property
More Photos Photo of Aiden by Best Western Cape Cod - West Yarmouth Pool
From$76
Very good 4.0 /5 Recent Reviews Call BookMore Details
Freebird Motor Lodge
+1-888-734-9421

How should we direct your call?

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 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.
  • 3-star hotel
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
  • Has swimming pool: Heated Indoor and Outdoor Pools
  • Midscale Oceanfront property
More Photos Swimming pool at Red Jacket Beach Resort
From$119
Very good 4.0 /5 Reviews Call BookMore Details
Blue Water Resort - South Yarmouth
+1-888-455-5160

How should we direct your call?

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
  • Includes a pool: Heated indoor and outdoor pools
  • Midscale Beach hotel
More Photos Swimming pool at Blue Water Resort
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Riviera Resort
+1-888-965-8297

How should we direct your call?

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
  • Includes a 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.
  • 3-star hotel
More Photos Swimming pool at Riviera Resort
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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All Seasons Resort - Yarmouth
+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
  • 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*
  • 3 star Beach hotel
More Photos Photo of All Seasons Resort Pool
From$75
Average 3.0 /5 Review Score 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
  • 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 property
More Photos Swimming pool at Sandwich Lodge & Resort
From$79
Very good 4.0 /5 Review Score 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
  • Pool details: Outdoor heated pool
  • Affordable Golf Course property
More Photos Swimming pool at Blue Rock Resort
From$89
Very good 4.0 /5 Review Score 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 in hotel: 8am. to 9pm.
  • Two-star Downtown property
More Photos Photo of Admiralty Inn & Suites - a Red Collection Hotel Pool
From$74
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Cape Cod : 291 Jones Rd.
+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
  • Pool available: Hours - 5:00 AM - 11:00 PM Dimensions - 20' X 40' Indoor
  • Three Star Lake property
More Photos Swimming pool at Hotel Cape Cod
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
  • Has swimming pool: Indoor (year round) and Outdoor (seasonal) pools. 10 am - 10 pm.
  • Mid-scale Resort property
More Photos Pool image of Shoreway Acres Inn & Cape Cod Lodging
From$65
Very good 4.0 /5 Latest Reviews Call BookMore Details
Bluegreen Vacations The Breakers, an Ascend Resort - Dennis Port
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
61 Chase Ave., Dennis Port, MA 2639 ~13.88 miles east of Osterville
  • Has a pool!
  • Expensive hotel
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 in Vineyard Haven
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
9 Main St., Vineyard Haven, MA 02568 ~16.28 miles southwest of Osterville
  • Pool available: 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 hotel
More Photos Swimming pool at Mansion House Inn
From$159
Very good 4.0 /5 Review Score Call BookMore Details
The Mansion at Ocean Edge
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 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.
  • High end Resort property
More Photos Pool image of The Mansion at Ocean Edge
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn : 4 Home Depot Dr.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 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.
  • Midscale Downtown property
More Photos Swimming pool at Hilton Garden Inn
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton New Bedford/Fairhaven
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1 Hampton Way, Fairhaven, MA 02719 ~25.56 miles west of Osterville
  • Pool available: Seasonal outdoor pool, 10a-8p
  • 3-star Suburban hotel
More Photos Swimming pool at Hampton Inn by Hilton New Bedford/Fairhaven
From$89
Very good 4.0 /5 Review Score Call BookMore Details
Four Points by Sheraton Eastham Cape Cod in Eastham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3800 Route 6, Eastham, MA 02642 ~25.66 miles northeast of Osterville
  • With a pool!
  • Mid-scale Beach property
More Photos Photo of Four Points by Sheraton Eastham Cape Cod Pool
From$99
Very good 4.0 /5 Review Score Call BookMore Details
John Carver Inn & Spa
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 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
  • Affordable Suburban hotel
More Photos Photo of John Carver Inn & Spa Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Seaport Resort & Marina - Fairhaven
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
110 Middle St., Fairhaven, MA 02719 ~26.86 miles west of Osterville
  • We have a pool ready for use
  • 3 star Oceanfront hotel
More Photos Photo of Seaport Resort & Marina Pool
From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Plymouth, an IHG Hotel : 155 Samoset St.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
155 Samoset St., Plymouth, MA 02360 ~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
More Photos Photo of Holiday Inn Express Plymouth, an IHG Hotel Pool
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Hotel 1620 Plymouth Harbor : 180 Water St.
+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
  • Has swimming pool
  • 3-star Oceanfront property
More Photos Pool image of Hotel 1620 Plymouth Harbor
From$109
Very good 4.0 /5 Latest 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
  • Midscale Downtown property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott New Bedford
From$114
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Cold Spring in 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
  • Pool available: Seasonal heated outdoor pool
  • 3-star Resort hotel
More Photos Swimming pool at Best Western Plus Cold Spring
From$129
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites 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 property
More Photos Pool image of Hampton Inn & Suites Plymouth
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites : 16 Plaza Way
+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 Guest Reviews Call BookMore Details
Nantucket Inn : 1 Miller's Lane
+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.
  • Mid-scale Resort hotel
More Photos Swimming pool at Nantucket Inn
From$235
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott New Bedford 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
  • Includes a pool: Residence Inn offers an indoor pool. Hours are from 6am to 11pm.
  • Affordable Suburban property
More Photos Photo of Residence Inn by Marriott New Bedford Dartmouth Pool
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Harbor Hotel 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
  • Three Star Oceanfront property
More Photos Swimming pool at 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
  • Includes 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 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot in Middleboro
+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!
  • 3 star Rural hotel
More Photos Swimming pool at Holiday Inn Express Hotel & Suites Middleboro Raynham, an IHG Hot
From$85
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Fall River/Westport
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
53 Old Bedford Rd., Westport, MA 02790 ~37.57 miles west of Osterville
  • Includes a pool: Indoor pool open 9 am to 10 pm
  • Midscale Rural property
More Photos Pool image of Hampton Inn Fall River/Westport
From$92
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Fall River Westport
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
41 Old Bedford Rd., Westport, MA 02790 ~37.60 miles west of Osterville
  • Has swimming pool: Indoor pool
  • Midscale property
More Photos Swimming pool at Towneplace Suites Fall River Westport
From$600
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Fall River North An Ihg Hotel : 360 Airport Rd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
360 Airport Rd., Fall River, MA 02720 ~38.60 miles west of Osterville
  • Pool in hotel: Indoor Pool 7am-10pm
  • 3 star Highway property
More Photos Swimming pool at Holiday Inn Express Fall River North An Ihg Hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Raynham Taunton
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
600 New State Highway, Raynham, MA 02767 ~38.77 miles northwest of Osterville
  • We have a pool ready for use
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn Raynham Taunton
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details

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