Princess Anne Hotels with Pools - Outdoor/Indoor Pools in Princess Anne MD

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

Econo Lodge Princess Anne 10936 Market Lane US 13, Princess Anne, MD 21853 +1-888-389-4121
  • Has swimming pool: Swimming pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 9 AM to 9 PM.
  • Low Cost Motel hotel
  • Check in: 2:00 PM - anytime
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Average 6.6 /10 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Salisbury Fruitland 301 Prosperity Lane, Fruitland, MD 21826 +1-888-675-2083 ~10.51 miles northeast of Princess Anne
  • Our hotel comes with a pool
  • 3-star hotel
  • Check in time: 3:00 PM
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Excellent 10.0 /10 Guest Reviews Call BookMore Details
Hampton Inn & Suites Salisbury / Fruitland 304 Prosperity Lane, Fruitland, MD 21826 +1-800-716-8490 ~10.56 miles northeast of Princess Anne
  • Has swimming pool: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 10:00 AM to 10:00 PM.
  • Mid-scale hotel
  • 102 rooms in property
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
Kingsbay Mansion & Vacation Houses 27999 Coulbourn Creek Road, Marion Station, MD 21838 +1-800-805-5223 ~11.10 miles southwest of Princess Anne
  • Pool in hotel: Pool sun loungers.
  • 3-star property
  • Pets Welcome
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Excellent 9.8 /10 Read Reviews Call BookMore Details
Best Western Plus Pocomoke City 125 Newtowne Blvd, Pocomoke City, MD 21851 +1-888-965-1860 ~11.45 miles southeast of Princess Anne
  • Has swimming pool: Wheelchair-accessible pool. Pool access available from 10 AM to 10 PM.
  • 3-star hotel
  • Check-in time: 4:00 PM - 7:00 AM
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Very Good 8.6 /10 Read Reviews Call BookMore Details
Motel 6 Pocomoke City MD 1540 Ocean Hwy, Pocomoke City, MD 21851 +1-888-788-5576 ~13.19 miles southeast of Princess Anne
  • Includes a swimming pool
  • Two star property
  • Comp. Breakfast
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Poor 5.4 /10 Review Score Call BookMore Details
DoubleTree by Hilton Salisbury 300 South Salisbury Blvd, Salisbury, MD 21804 +1-888-897-9207 ~13.30 miles northeast of Princess Anne
  • Pool in hotel
  • Affordable hotel
  • 143 rooms in hotel
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Average 6.4 /10 Read Reviews Call BookMore Details
Econo Lodge Pocomoke City Hwy 13 825 Ocean Hwy, Pocomoke City, MD 21851 +1-888-311-4278 ~14.44 miles southeast of Princess Anne
  • Pool in hotel: Outdoor seasonal pool. The seasonal pool will be open from July 15 to September 07. Pool access available from 10:00 AM to 10:00 PM.
  • Economical hotel
  • Free comp. breakfast
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Best Western Salisbury Plaza 1735 North Salisbury Blvd, Salisbury, MD 21801 +1-888-469-4795 ~14.78 miles northeast of Princess Anne
  • Pool in hotel: Pool umbrellas, Pool hoist on site, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September. Pool access available from 9:00 AM to 10:00 PM.
  • Mid-scale hotel
  • Check-in: 3:00 PM - anytime
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Average 6.4 /10 Reviews Call BookMore Details
Wingate by Wyndham Salisbury MD Airport North 406 Punkin Ct, Salisbury, MD 21804 +1-888-734-9421 ~15.11 miles northeast of Princess Anne
  • Pool available: Wheelchair-accessible pool, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September.
  • 3 star hotel
  • Free complimentary breakfast
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Country Inn & Suites by Radisson Salisbury, MD 1804 Sweet Bay Dr, Salisbury, MD 21804 +1-888-841-5292 ~15.18 miles northeast of Princess Anne
  • We have a pool
  • Three Star property
  • Check in time: 3:00 PM - 6:00 AM
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Average 7.4 /10 Review Score Call BookMore Details
Hampton Inn Salisbury 121 East Naylor Mill Rd, Salisbury, MD 21804 +1-888-455-5160 ~16.05 miles northeast of Princess Anne
  • Pool available: Pool hoist on site, Wheelchair-accessible pool.
  • 3-star property
  • Pet-friendly
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Very Good 8.8 /10 Reviews Call BookMore Details
Residence Inn by Marriott Salisbury 140 Centre Road, Salisbury, MD 21801 +1-888-965-8297 ~16.25 miles northeast of Princess Anne
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to October. Pool access available from 9 AM to 8:00 PM.
  • 3-star hotel
  • Free complimentary breakfast
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Days Inn by Wyndham Salisbury 2525 North Salisbury Blvd, Salisbury, MD 21801 +1-888-906-6358 ~16.73 miles northeast of Princess Anne
  • Has swimming pool
  • Economical Motel property
  • 2 floors in hotel
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Rodeway Inn at Somers Cove Marina 700 Norris Harbor Dr, Crisfield, MD 21817 +1-888-749-6785 ~17.07 miles southwest of Princess Anne
  • Has swimming pool: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from July to September.
  • Cheap Motel property
  • Check in: 3:00 PM - anytime
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
Courtyard by Marriott Salisbury 128 Troopers Way, Salisbury, MD 21804 +1-888-878-9982 ~17.53 miles northeast of Princess Anne
  • Has swimming pool: Pool hoist on site. Pool access available from 6:00 AM to 11:00 PM.
  • Three Star property
  • Gym is available on property
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Very Good 8.6 /10 Latest Reviews Call BookMore Details
Marina Bay Hotel & Suites an Ascend Collection Hotel 3801 Main St, Chincoteague, VA 23336 +1-888-389-4485 ~25.25 miles southeast of Princess Anne
  • Includes a pool: Pool umbrellas, Outdoor seasonal pool, Children's pool. The seasonal pool will be open from May to September.
  • Three Star hotel
  • 3 floors in property
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Waterside Inn 3761 Main St, Chincoteague, VA 23336 +1-888-389-4121 ~25.27 miles southeast of Princess Anne
  • Pool details: Outdoor seasonal pool. The seasonal pool will be open from April to October.
  • Low-priced hotel
  • Fitness / Gym is on-site
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Anchor Inn 3791 South Main Street, Chincoteague, VA 23336 +1-888-675-2083 ~25.30 miles southeast of Princess Anne
  • Includes a pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from April to October. Pool access available from 9:00 AM to 9 PM.
  • 2 star property
  • Check-in time: 4:00 PM - 7:00 AM
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Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront 3913 Main Street, Chincoteague, VA 23336 +1-800-716-8490 ~25.30 miles southeast of Princess Anne
  • Pool available: Wheelchair-accessible pool.
  • Mid-scale property
  • Hotel has 3 floors
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Excellent 9.2 /10 Reviews Call BookMore Details
Birchwood Inn 3650 Main St, Chincoteague, VA 23336 +1-800-805-5223 ~25.32 miles southeast of Princess Anne
  • Pool in hotel: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • 3-star Motel property
  • Check in time: 3:00 PM - anytime
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Average 6.8 /10 Guest Reviews Call BookMore Details
Hampton Inn & Suites Chincoteague Waterfront 4179 Main Street, Chincoteague, VA 23336 +1-888-965-1860 ~25.32 miles southeast of Princess Anne
  • Has swimming pool: Swimming pool.
  • 3 star property
  • 59 sleeping rooms in hotel
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Island Resort 4391 Main Street, Chincoteague, VA 23336 +1-888-788-5576 ~25.34 miles southeast of Princess Anne
  • Includes a pool: Pool sun loungers.
  • 2-star Resort hotel
  • 60 rooms in hotel
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Comfort Suites Chincoteague Island Bayfront Resort 4195 Main St, Chincoteague, VA 23336 +1-888-897-9207 ~25.39 miles southeast of Princess Anne
  • Pool in hotel: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool.
  • 3-star property
  • Free complimentary breakfast
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Maddox Inn 6151 Maddox Blvd, Chincoteague, VA 23336 +1-888-311-4278 ~25.46 miles southeast of Princess Anne
  • Pool in hotel: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 25 to October 09. Pool access available from 9:00 AM to 9:00 PM.
  • Economy hotel
  • 23 sleeping rooms in hotel
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Average 7.2 /10 Reviews Call BookMore Details
Sea Shell Motel 3720 Willow Street, Chincoteague, 23336 +1-888-469-4795 ~25.55 miles southeast of Princess Anne
  • With a pool!
  • Economy Motel property
  • Check in time: 16:00:00 - 22:00:00
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Seahawk Motel 6250 Maddox Boulevard, Chincoteague, 23336 +1-888-734-9421 ~25.65 miles southeast of Princess Anne
  • Includes a swimming pool
  • Low Cost Motel property
  • Check in: 16:00:00 - 22:00:00
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Average 6.7 /10 Latest Reviews Call BookMore Details
Atlantic Shores Inn and Suites 6273 Maddox Blvd, Chincoteague, VA 23336 +1-888-841-5292 ~25.69 miles southeast of Princess Anne
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May 26 to September 18. Pool access available from 9:00 AM to 10:00 PM.
  • Economical Motel property
  • Free breakfast available
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Chincoteague Inn 4417 Deep Hole Road, Chincoteague, VA 23336 +1-888-455-5160 ~25.78 miles southeast of Princess Anne
  • Pool available: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Low-priced Motel property
  • Hotel has 3 floors
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Days Inn by Wyndham Chincoteague Island 7020 Maddox Blvd, Chincoteague, VA 23336 +1-888-965-8297 ~26.58 miles southeast of Princess Anne
  • Pool available: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September. Pool access available from 9 AM to 9:00 PM.
  • Two star property
  • 52 rooms in hotel
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Average 6.8 /10 Guest Reviews Call BookMore Details
Refuge Inn 7058 Maddox Blvd., Chincoteague, VA 23336 +1-888-906-6358 ~26.66 miles southeast of Princess Anne
  • Pool available: Wheelchair-accessible pool, Outdoor seasonal 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.
  • 3 star hotel
  • 72 sleeping rooms in hotel
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Spark by Hilton Chincoteague Island 7105 Maddox Boulevard, Chincoteague, VA 23336 +1-888-749-6785 ~26.75 miles southeast of Princess Anne
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers.
  • Three Star property
  • Has environment-friendly policy Read more
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Excellent 9.6 /10 Latest Reviews Call BookMore Details
Comfort Inn & Suites Cambridge 2936 Ocean Gtwy, Cambridge, MD 21613 +1-888-878-9982 ~30.62 miles northwest of Princess Anne
  • Pool in hotel: Pool access available from 9:00 AM to 10:00 PM.
  • 3-star hotel
  • 3 floors in hotel
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Very Good 8.2 /10 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 +1-888-389-4485 ~30.76 miles northwest of Princess Anne
  • Pool details: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from July to October.
  • Midscale property
  • 2 suites in hotel
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Average 6.4 /10 Recent Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd, Cambridge, MD 21613 +1-888-389-4121 ~31.54 miles northwest of Princess Anne
  • Has swimming pool: Pool umbrellas, Billiards or pool table, Outdoor seasonal pool.
  • 4-star Resort hotel
  • 400 rooms in property
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Excellent 9.1 /10 Guest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gtwy, Cambridge, MD 21613 +1-888-675-2083 ~31.55 miles northwest of Princess Anne
  • Includes a pool: Pool access available from 8 AM to 11 PM.
  • Affordable property
  • 3 suites in property
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Days Inn & Suites by Wyndham Seaford 23450 Sussex Highway, Seaford, DE 19973 +1-800-716-8490 ~32.49 miles north of Princess Anne
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Low Cost hotel
  • 2 floors in hotel
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Average 7.0 /10 Hotel Reviews Call BookMore Details
Comfort Suites Seaford 23420 Sussex Highway, Seaford, DE 19973 +1-800-805-5223 ~32.61 miles north of Princess Anne
  • We have a pool
  • Affordable hotel
  • Check in: 3:00 PM - 1:00 AM
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Hampton Inn Seaford 22871 Sussex Highway, Seaford, DE 19973 +1-888-965-1860 ~33.06 miles north of Princess Anne
  • Pool available: Wheelchair-accessible pool. Pool access available from 8 AM to 10 PM.
  • 3-star hotel
  • Fitness center on property
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Beach Bum West-O Motel 12308 Old Bridge Rd, Ocean City, MD 21842 +1-888-788-5576 ~33.14 miles east of Princess Anne
  • Pool in hotel: Pool access ramp on site, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 27 to September 23. Pool access available from 9:00 AM to 8:00 PM.
  • Three Star Motel hotel
  • Check in: 4:00 PM - midnight
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The Shore House 12534 Ocean Gateway, Ocean City, MD 21842 +1-888-897-9207 ~33.63 miles east of Princess Anne
  • Pool available: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to October. Pool access available from 10 AM to 8 PM.
  • Inexpensive Motel property
  • Check-in time: 3:00 PM - 11:30 PM
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Average 6.6 /10 Latest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Ocean City 12536 Ocean Gateway, Ocean City, MD 21842 +1-888-311-4278 ~33.65 miles east of Princess Anne
  • Pool in hotel: Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 9:00 PM.
  • Affordable hotel
  • Comp. Breakfast
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Average 7.9 /10 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites West Ocean City by IHG 12552 Ocean Gateway, Ocean City, MD 21842 +1-888-469-4795 ~33.74 miles east of Princess Anne
  • Pool in hotel: Pool hoist on site.
  • Mid-scale property
  • Check in time: 4:00 PM - anytime
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Mainstay Suites Ocean City West 12718 Ocean Gateway, Ocean City, MD 21842 +1-888-734-9421 ~33.97 miles east of Princess Anne
  • Has swimming pool: Outdoor seasonal pool.
  • Mid-scale property
  • 3 floors in hotel
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Comfort Suites Ocean City West 12718 Ocean Gateway, Ocean City, MD 21842 +1-888-841-5292 ~33.97 miles east of Princess Anne
  • Pool in hotel: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May 24 to September 30.
  • 3-star property
  • Gym / Fitness Center Available
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Very Good 8.2 /10 Review Score Call BookMore Details
Hampton Inn & Suites Ocean City West 12708 Ocean Gateway Hwy, Ocean City, MD 21842 +1-888-455-5160 ~33.97 miles east of Princess Anne
  • Includes a swimming pool
  • 3 star property
  • Fitness / Gym is on-site
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Francis Scott Key Family Resort 12806 Ocean Gtwy, Ocean City, MD 21842 +1-888-965-8297 ~34.12 miles east of Princess Anne
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Children's pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from May 22 to September 27. Pool access available from 12:30 PM to 8:00 PM.
  • Three Star property
  • Check-in: 4:00 PM - anytime
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Very Good 8.1 /10 Review Score Call BookMore Details
avid hotel Millsboro Georgetown South by IHG 30266 Commerce Drive, Millsboro, DE 19966 +1-888-906-6358 ~34.71 miles northeast of Princess Anne
  • Has a pool!
  • Affordable property
  • Check in time: 3:00 PM
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Oceanic Motel 710 South Philadelphia Ave, Ocean City, MD 21842 +1-888-749-6785 ~34.85 miles east of Princess Anne
  • Has swimming pool: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to September.
  • Cheap Motel hotel
  • Check in: 4:00 PM - midnight
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Cambria Hotel Ocean City - Bayfront 13 SAINT LOUIS AVE, Ocean City, MD 21842 +1-888-878-9982 ~35.03 miles east of Princess Anne
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 9:00 AM to 10:00 PM.
  • Mid-scale hotel
  • Hotel has 8 floors
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