Chatham Hotels with Pools - Outdoor/Indoor Pools in Chatham MA

Chatham 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 Chatham, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Chatham Massachusetts hotel and motel rooms for children. Review the list of Chatham hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Chatham Hotels with Outdoor or Indoor Pools

The Chatham Motel 1487 Main Street, Chatham, MA 02633
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from July to September. Pool access available from 9:00 AM to 8:00 PM.
  • Cheap Motel property
  • 2 floors in hotel
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Greyfinch Chatham Inn 946 Main Street, Chatham, MA 02633
  • Pool available: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September.
  • 3-star Motel hotel
  • Check in time: 4:00 PM - 7:00 PM
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Queen Anne Inn 70 Queen Anne Rd, Chatham, MA 02633
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September.
  • 4 star property
  • Check-in time: 3:00 PM - 8:00 PM
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
Chatham Wayside Inn 512 Main St, Chatham, MA 02633
  • Has swimming pool: Pool umbrellas, Swimming pool, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September. Pool access available from 8 AM to 8 PM.
  • 4 star hotel
  • Check in time: 4:00 PM - anytime
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Excellent 9.2 /10 Latest Reviews Call BookMore Details
Chatham Seafarer Inn 2079 Main St, Chatham, MA 02633
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 8 AM to 8 PM.
  • 3-star hotel
  • Hotel has 22 rooms
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Excellent 9.0 /10 Reviews Call BookMore Details
Chatham Bars Inn 297 Shore Rd, Chatham, MA 02633
  • Has swimming pool: Swimming pool, Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from April to October. Pool access available from 9:00 AM to 5 PM.
  • Luxurious 5 Star Resort hotel
  • Fitness + Health Center
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Excellent 9.2 /10 Review Score Call BookMore Details
Pleasant Bay Village Resort 1191 Orleans Road, Chatham, MA 02633
  • Includes a swimming pool
  • Affordable hotel
  • Check-in: 3:00 PM - 11:00 PM
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Excellent 10.0 /10 Reviews Call BookMore Details
Wequassett Resort and Golf Club 2173 Head of the Bay Rd. Route 28, Harwich, MA 02645 ~2.53 miles north of Chatham
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool cabanas (surcharge), Pool sun loungers. The seasonal pool will be open from March to November.
  • Luxurious Five Star Resort hotel
  • Hotel has 6 suites
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Excellent 9.2 /10 Reviews Call BookMore Details
Handkerchief Shoals Inn 888 Route 28, South Harwich, MA 02661 ~3.52 miles west of Chatham
  • Pool details: Outdoor seasonal pool.
  • Midscale Motel hotel
  • Check-in: 3:00 PM - 8:00 PM
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Very Good 8.6 /10 Read Reviews Call BookMore Details
Wychmere Beach Club 23 Snow Inn Road, Harwich Port, 02646 ~4.74 miles west of Chatham
  • Includes a pool
  • Two star hotel
  • Check in time: 15:00:00 - 23:30:00
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Harwichport Resort Club 558 Massachusetts 28, Harwich, MA MA02646 ~5.01 miles west of Chatham
  • Our hotel comes with a pool
  • 4-star Resort property
  • Check-in: 16:00:00 - 20:00:00
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Very Good 8.5 /10 Recent Reviews Call BookMore Details
Pelham on Earle 30 Earle Rd, West Harwich, MA 02671 ~6.32 miles west of Chatham
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 27 to October 31.
  • Midscale hotel
  • Check in: 3:00 PM - 8:00 PM
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Excellent 9.4 /10 Hotel Reviews Call BookMore Details
Skaket Beach Motel 203 Cranberry Hwy, Orleans, MA 02563 ~6.44 miles north of Chatham
  • Pool available: Swimming pool, Outdoor seasonal pool. The seasonal pool will be open from June to October. Pool access available from 9 AM to 8 PM.
  • Cheap Motel property
  • 43 sleeping rooms in hotel
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Excellent 9.2 /10 Recent Reviews Call BookMore Details
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Olde Tavern Motel & Inn 151 Cranberry Hwy, Orleans, MA 02653 ~6.67 miles north of Chatham
  • Pool details: Pool sun loungers. The seasonal pool will be open from June 01 to September 06.
  • Affordable Motel hotel
  • Check-in time: 3:00 PM - 11:00 PM
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
A Beach Breeze Inn 169 Route 28, West Harwich, MA 02671 ~6.69 miles west of Chatham
  • Pool details: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 22 to September 28.
  • Affordable Motel property
  • 16 sleeping rooms in hotel
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Excellent 9.6 /10 Latest Reviews Call BookMore Details
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The Villages at Ocean Edge One Villages Drive, Brewster, MA 02631 ~6.76 miles northwest of Chatham
  • Includes a pool: Wheelchair-accessible pool, Children's pool.
  • Midscale Resort property
  • Hotel has 245 rooms
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Very Good 8.4 /10 Guest Reviews Call BookMore Details
Charm on Main by Ocean Edge 2553 Main Street, Brewster, MA 02631 ~6.88 miles northwest of Chatham
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Access to nearby outdoor pool, Fence around pool. The seasonal pool will be open from May 20 to October 31.
  • Low Cost hotel
  • Check in: 3:00 PM - 7:00 PM
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Excellent 9.6 /10 Guest Reviews Call BookMore Details
The Mansion at Ocean Edge 2907 Main Street, Brewster, MA 02631 ~6.95 miles northwest of Chatham
  • Pool in hotel: Outdoor seasonal pool, Children's pool, Pool sun loungers.
  • Four-star hotel
  • 3 floors in hotel
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Very Good 8.2 /10 Latest Reviews Call BookMore Details
The Cove Motel 13 South Orleans Road, Orleans, 02653 ~7.10 miles north of Chatham
  • Includes a pool
  • Three Star Motel hotel
  • Check-in time: 15:00:00 - 21:00:00
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Rodeway Inn Orleans - Cape Cod 48 Cranberry Hwy, Orleans, MA 02653 ~7.29 miles north of Chatham
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 8:00 PM.
  • Two star Motel hotel
  • Free complimentary breakfast
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Very Good 8.2 /10 Latest Reviews Call BookMore Details
The Corsair & Cross Rip Oceanfront Resort 41 Chase Ave, Dennis Port, MA 02639 ~7.65 miles west of Chatham
  • Pool details: Pool umbrellas, Pool toys, Pool sun loungers, Fence around pool.
  • Three Star property
  • 47 sleeping rooms in hotel
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Very Good 8.6 /10 Review Score Call BookMore Details
Bluebird Dennisport 426 Lower County Rd, Dennis Port, MA 02639 ~7.65 miles west of Chatham
  • Pool details: Outdoor seasonal pool. The seasonal pool will be open from June 01 to September 30.
  • Midscale hotel
  • 59 sleeping rooms in hotel
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Very Good 8.2 /10 Review Score Call BookMore Details
Colonial Village 426 Lower County Rd., Dennis Port, 2639 ~7.65 miles west of Chatham
  • With a pool!
  • Two-star hotel
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The Three Seasons Resort 421 Old Wharf Rd, Dennis Port, 02639 ~7.82 miles west of Chatham
  • Includes a pool
  • Inexpensive Resort property
  • Check-in time: 15:00:00 - 00:00:00
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Average 7.8 /10 Latest Reviews Call BookMore Details
Jonathan Edwards Motel 393 Main St, Dennis Port, MA 02639 ~7.99 miles west of Chatham
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May 23 to September 09.
  • Low-priced hotel
  • 27 rooms in hotel
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Poor 5.9 /10 Review Score Call BookMore Details
Holiday Hill Inn & Suites 352 Main Street, Dennis Port, MA 02639 ~8.10 miles west of Chatham
  • Pool details: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 01 to October 09.
  • Inexpensive Motel hotel
  • 52 rooms in hotel
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Doryman Motel 73 Sea Street, Dennis Port, MA 02639 ~8.11 miles west of Chatham
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from June to September.
  • Cheap Motel hotel
  • Check in: 3:00 PM - 8:00 PM
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Excellent 9.6 /10 Recent Reviews Call BookMore Details
Dennis Port Surf Club (Boutique Hotel) 329 Main Street, Dennis Port, MA 02639 ~8.15 miles west of Chatham
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from June to September.
  • Mid-scale Motel property
  • Pets are OK
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Excellent 9.4 /10 Read Reviews Call BookMore Details
Pelham House Resort 14 Sea Street, Dennis Port, MA 02639 ~8.25 miles west of Chatham
  • We have a pool ready for use
  • 3-star Resort property
  • Check in time: 3:00 PM - 9:00 PM
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Very Good 8.8 /10 Review Score Call BookMore Details
Kingfisher Oceanside 15 Sea St, Dennis Port, MA 026392414 ~8.27 miles west of Chatham
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from June to September.
  • Economy Motel hotel
  • Hotel has 2 floors
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Excellent 9.4 /10 Review Score Call BookMore Details
Eagle Wing Inn - Cape Cod 960 State Highway Route 6, Eastham, MA 02642 ~8.40 miles north of Chatham
  • Includes a pool: Outdoor seasonal pool, Pool sun loungers.
  • Affordable Motel hotel
  • Check-in: 3:00 PM - midnight
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Excellent 9.8 /10 Review Score Call BookMore Details
Love Farms Lodge 829 Main Street, West Dennis, MA 02670 ~8.96 miles west of Chatham
  • Has swimming pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to October.
  • 3-star hotel
  • Hotel has 2 floors
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Lighthouse Inn 1 Lighthouse Inn Rd, West Dennis, MA 02670 ~10.07 miles west of Chatham
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to October. Pool access available from 8:00 AM to 8:00 PM.
  • 3-star hotel
  • Free comp. breakfast
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Very Good 8.8 /10 Reviews Call BookMore Details
GuestLodge 221 Main Street, West Dennis, MA 02670 ~10.09 miles west of Chatham
  • Pool in hotel
  • Low Cost Motel hotel
  • Check in time: 3:00 PM - 6:00 PM
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Very Good 8.0 /10 Recent Reviews Call BookMore Details
Blue Rock Resort 39 Todd Rd, South Yarmouth, MA 02664 ~10.21 miles west of Chatham
  • Includes a pool: Pool umbrellas, Swimming pool, Wheelchair-accessible pool, Outdoor seasonal pool, Access to nearby indoor pool, Pool sun loungers, Access to nearby outdoor pool. The seasonal pool will be open from April to October. Pool access available from 7:30 AM to 8:00 PM.
  • 3-star property
  • Check in time: 4:00 PM - anytime
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
Travelodge by Wyndham Cape Cod Area 99 Main St, West Dennis, MA 02670 ~10.31 miles west of Chatham
  • We have a pool ready for use
  • Cheap property
  • 2 floors in hotel
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Average 7.4 /10 Hotel Reviews Call BookMore Details
Sesuit Harbor House 1421 Main Street, Dennis, MA 02641 ~10.38 miles west of Chatham
  • Pool available: Outdoor seasonal pool, Children's pool. The seasonal pool will be open from May to October.
  • Affordable property
  • 21 rooms in property
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Ambassador Inn & Suites 1314 Route 28, South Yarmouth, MA 02664 ~10.76 miles west of Chatham
  • Has swimming pool: Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 9:00 PM.
  • Mid-scale hotel
  • 83 rooms in property
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Very Good 8.9 /10 Review Score Call BookMore Details
Endless Dunes a Modern Motel 3620 State Highway, Eastham, MA 02642 ~10.81 miles north of Chatham
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June 06 to September 27. Pool access available from 8:00 AM to 6:00 PM.
  • 2 star Motel property
  • 30 sleeping rooms in hotel
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Four Points by Sheraton Eastham Cape Cod 3800 State Hwy, Eastham, MA 02642 ~10.99 miles north of Chatham
  • Includes a pool: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May 27 to October 10.
  • Affordable property
  • 2 suites in hotel
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Very Good 8.2 /10 Latest Reviews Call BookMore Details
Veranda Cape Cod Family Resort 1261 Route 28, South Yarmouth, MA 02664 ~11.00 miles west of Chatham
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September. Pool access available from 9:00 AM to 7:00 PM.
  • 3-star Motel property
  • 21 rooms in hotel
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Excellent 9.5 /10 Review Score Call BookMore Details
Ocean Park Inn 3900 State Highway, Eastham, MA 02642 ~11.01 miles north of Chatham
  • Pool details: Pool umbrellas, Swimming pool, Outdoor seasonal pool, Access to nearby indoor pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 8:00 AM to 10:00 PM.
  • 2 star Motel hotel
  • 54 rooms in hotel
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Average 7.0 /10 Reviews Call BookMore Details
The Escape Inn 1237 Massachusetts Route 28, South Yarmouth, MA 02664 ~11.08 miles west of Chatham
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Two star hotel
  • 2 floors in property
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All Seasons Resort Trademark Collection by Wyndham 1199 Route 28, South Yarmouth, MA 02664 ~11.16 miles west of Chatham
  • Pool available: Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October. Pool access available from 8:30 AM to 9:30 PM.
  • Midscale hotel
  • 2 floors in hotel
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Very Good 8.2 /10 Reviews Call BookMore Details
Kingfisher Lodging 177 Rte 6A, Dennis, MA 02638 ~11.35 miles west of Chatham
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from June to September.
  • Three Star Motel hotel
  • 12 sleeping rooms in hotel
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Ocean Club on Smugglers Beach 329 South Shore Dr, South Yarmouth, MA 02664 ~11.76 miles west of Chatham
  • Pool available: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 9 AM to 10 PM.
  • Three Star hotel
  • 63 rooms in hotel
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Excellent 9.2 /10 Hotel Reviews Call BookMore Details
Riviera Beach Resort 327 South Shore Drive, South Yarmouth, MA 02664 ~11.83 miles west of Chatham
  • Pool details: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Children's pool, Access to nearby indoor pool, Pool sun loungers. The seasonal pool will be open from May to October. Pool access available from 9:00 AM to 9:00 PM.
  • 3-star property
  • Hotel has 2 floors
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Very Good 8.2 /10 Read Reviews Call BookMore Details
Blue Water Resort 291 South Shore Dr, South Yarmouth, MA 02664 ~11.89 miles west of Chatham
  • Pool details: Pool umbrellas, Wheelchair-accessible pool, Outdoor seasonal pool, Access to nearby indoor pool, Pool sun loungers. The seasonal pool will be open from May to October. Pool access available from 9:00 AM to 9:00 PM.
  • Three Star Resort hotel
  • 3 floors in hotel
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Surf & Sand Beach Motel 277 South Shore Drive, South Yarmouth, 02664 ~11.95 miles west of Chatham
  • Our hotel comes with a pool
  • Midscale hotel
  • Check-in time: 15:00:00 - 21:00:00
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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863 a service by Reservations.ai
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Very Good 8.9 /10 Review Score Call BookMore Details
Cape Cod Motor Inn 890 Massachusetts 28, South Yarmouth, MA 02664 ~12.15 miles west of Chatham
  • Has swimming pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 23 to September 17. Pool access available from 9:00 AM to 8:00 PM.
  • Three Star Motel property
  • 16 rooms in hotel
Call to Book

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863 a service by Reservations.ai
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Excellent 10.0 /10 Recent Reviews Call BookMore Details

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