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

Hampton Inn & Suites Fruitland : 304 Prosperity Lane
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
304 Prosperity Lane, Fruitland, MD 21826 ~10.54 miles northeast of Princess Anne
  • Includes a pool
  • 3-star Suburban hotel
  • Staff was excellent
  • Great shopping
More Photos Photo of Hampton Inn & Suites Fruitland Pool
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Sleep Inn
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
406 Punkin Court, Salisbury, MD 21804 ~15.00 miles northeast of Princess Anne
  • We have a pool
  • Great pool
  • Awesome pool
  • Pool is good
  • Available pool
  • Enjoyed pool
  • Inexpensive Suburban property
More Photos Photo of Sleep Inn Pool
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Salisbury Plaza in Salisbury
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1735 North Salisbury Blvd., Salisbury, MD 21801 ~15.06 miles northeast of Princess Anne
  • With a pool!
  • Inexpensive Downtown hotel
More Photos Swimming pool at Best Western Salisbury Plaza
From$45
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront : 3913 Main St.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3913 Main St., Chincoteague Island, VA 23336 ~25.19 miles southeast of Princess Anne
  • Has swimming pool: Outdoor swimming pool.
  • Midscale Beach property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
Marina Bay Hotel & Suites : 3801 Main St.
+1-888-965-1860

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3801 Main St., Chincoteague, VA 23336 ~25.21 miles southeast of Princess Anne
  • Pool details: 10:00 AM to 9:00 PM Outdoor Seasonal Pool
  • Mid-scale Resort hotel
More Photos Swimming pool at Marina Bay Hotel & Suites
From$80
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Island Resort Inn : 4391 Main St.
+1-888-788-5576

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4391 Main St., Chincoteague, VA 23336 ~25.29 miles southeast of Princess Anne
  • Has swimming pool: Indoor pool open year-round from 8am-9pm daily. Outdoor pool open seasonally typically from Memorial Day until just after Labor Day.
  • 3 star hotel
More Photos Pool image of Island Resort Inn
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Chincoteague Island
+1-888-897-9207

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7020 Maddox Blvd., Chincoteague, VA 23336 ~26.56 miles southeast of Princess Anne
  • Pool available: out door seasonal pool 9am to 9pm
  • Two star Beach property
More Photos Pool image of Days Inn by Wyndham Chincoteague Island
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Chincoteague Island in Chincoteague Island
+1-888-311-4278

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7105 Maddox Blvd., Chincoteague Island, VA 23336 ~26.72 miles southeast of Princess Anne
  • Pool details: Outdoor pool in tropical setting available April - October
  • 3 star Beach property
More Photos Photo of Best Western Chincoteague Island Pool
From$64
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge
+1-888-469-4795

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100 Heron Blvd., Cambridge, MD 21613 ~31.50 miles northwest of Princess Anne
  • With a pool!
  • Four-star hotel
More Photos Swimming pool at Hyatt Regency Chesapeake Bay
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge, an IHG Hotel
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2715 Ocean Gateway, Cambridge, MD 21613 ~31.59 miles northwest of Princess Anne
  • Our hotel comes with a pool
  • Affordable Rural hotel
More Photos Pool image of Holiday Inn Express Cambridge, an IHG Hotel
From$112
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Ocean City West : 12708 Ocean Gateway
+1-888-841-5292

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12708 Ocean Gateway, Ocean City, MD 21842 ~33.84 miles east of Princess Anne
  • Pool details: Heated Indoor Pool
  • Three Star Beach hotel
More Photos Photo of Hampton Inn & Suites Ocean City West Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Cambria Ocean City Bayfront - Ocean City
+1-888-455-5160

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13 St. Louis Ave., Ocean City, MD 21842 ~34.91 miles east of Princess Anne
  • Has swimming pool: Enjoy an indoor heated pool and hot tub, as well as an outdoor pool with poolside food and beverage service.
  • 3-star Beach hotel
More Photos Swimming pool at Cambria Ocean City Bayfront
From$109
Average 3.0 /5 Review Score Call BookMore Details
Madison Beach Motel
+1-888-965-8297

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9 North Baltimore Ave. Ocean City, Ocean City, MD 21842 ~35.02 miles east of Princess Anne
  • Includes a pool: Outdoor Pool open from 9 am to 9 pm daily. Opens in early May and closes in mid October.
  • Economy Beach property
More Photos Swimming pool at Madison Beach Motel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Park Place Hotel - Ocean City
+1-888-906-6358

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208 Baltimore Ave., Ocean City, MD 21842 ~35.16 miles east of Princess Anne
  • Pool in hotel: Seasonal outdoor pool.
  • 3 star Beach hotel
More Photos Photo of Park Place Hotel Pool
From$79
Average 3.0 /5 Latest Reviews Call BookMore Details
Howard Johnson Plaza Hotel Ocean City Oceanfront
+1-888-749-6785

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1109 North Atlantic Ave., Ocean City, MD 21842 ~35.52 miles east of Princess Anne
  • We have a pool
  • Inexpensive Beach property
More Photos Pool image of Howard Johnson Plaza Hotel Ocean City Oceanfront
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Commander Hotel & Suites
+1-888-878-9982

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1401 Atlantic Ave., Ocean City, MD 21842 ~35.58 miles east of Princess Anne
  • Pool available: Indoor 10am-10pm, Outdoor Pool 10am-7pm
  • Cheap Oceanfront property
More Photos Swimming pool at Commander Hotel & Suites
From$84
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Ocean City Oceanfront
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2210 Baltimore Ave., Ocean City, MD 21842 ~35.92 miles east of Princess Anne
  • Has swimming pool
  • Cheap Beach hotel
More Photos Swimming pool at Days Inn by Wyndham Ocean City Oceanfront
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Grand Hotel & Spa
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2100 Baltimore Ave., Ocean City, MD 21842 ~35.92 miles east of Princess Anne
  • Has swimming pool: Indoor and Outdoor Pool. Outdoor pool is open Memorial Day to Labor Day. The indoor pool is open from 9am to 11pm.
  • Pool in need of cleaning
  • Dirty pool, said 66%
  • Midscale Beach hotel
More Photos Swimming pool at Grand Hotel & Spa
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Crystal Beach Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2500 Baltimore Ave., Ocean City, MD 21842 ~36.04 miles east of Princess Anne
  • Has swimming pool: Outdoor pool
  • Low-priced Beach hotel
More Photos Pool image of Crystal Beach Hotel
From$65
Average 3.0 /5 Reviews Call BookMore Details
Dunes Manor Hotel and Dunes Suites
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2800 Baltimore Ave., Ocean City, MD 21842 ~36.20 miles east of Princess Anne
  • Has swimming pool: Our newly renovated indoor pool and outdoor sun deck is available year round at the Dunes Manor. Our seasonal outdoor pool is conveniently located at the Dunes Court. Guests of all buildings may use any of our pools. Hours of operation and capacities may be limited due to COVID 19.
  • Midscale Beach hotel
More Photos Photo of Dunes Manor Hotel and Dunes Suites Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Ocean City
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
106 32nd St., Ocean City, MD 21842 ~36.26 miles east of Princess Anne
  • Pool details: Outdoor Pool, 30' x 20' Open from 8am until 9pm
  • 3-star Beach property
More Photos Photo of La Quinta Inn & Suites by Wyndham Ocean City Pool
From$58
Average 3.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton in Ocean City
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
3401 Coastal Highway, Ocean City, MD 21842 ~36.35 miles east of Princess Anne
  • Pool details: Indoor heated pool Weekday hours - 9:15am-10:00pm Weekend hours - 6:00am-10:00pm Pool closes at 10:00pm both week day and weekend.
  • 3 star Beach hotel
More Photos Pool image of TRU by Hilton
From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Ocean City / Bayfront Convention Center
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
4301 Coastal Highway, Ocean City, MD 21842 ~36.55 miles east of Princess Anne
  • Pool details: Indoor and outdoor swimming pools with hot tub located near the indoor pool.
  • 3 star Beach hotel
More Photos Swimming pool at Hampton Inn & Suites Ocean City / Bayfront Convention Center
From$94
Very Good 4.0 /5 Reviews Call BookMore Details
Princess Bayside Beach Hotel
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4801 Coastal Highway, Ocean City, MD 21842 ~36.70 miles east of Princess Anne
  • Pool in hotel: Indoor pool - 9am - 10 pm Outdor pool 9am - Sunset
  • 3 star Beach property
More Photos Pool image of Princess Bayside Beach Hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Atlantic Oceanfront Inn
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
4501 Atlantic Ave., Ocean City, MD 21842 ~36.74 miles east of Princess Anne
  • Includes a pool
  • Affordable Oceanfront hotel
More Photos Swimming pool at Atlantic Oceanfront Inn
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
300 Seabay Lane, Ocean City, MD 21842 ~36.96 miles east of Princess Anne
  • Pool details: Indoor and outdoor pools
  • Mid-scale Convention Center property
More Photos Pool image of Residence Inn by Marriott
From$72
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sea Bay Hotel - Ocean City
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
102 60th St., Ocean City, MD 21842 ~37.06 miles east of Princess Anne
  • Pool in hotel: We have an outdoor pool that is open from 9am - 9pm in season.
  • Low-priced Beach property
More Photos Pool image of Sea Bay Hotel
From$77
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Kokomo Suites - Ocean City
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
7300 Coastal Highway, Ocean City, MD 21842 ~37.58 miles east of Princess Anne
  • Includes a pool: Outdoor pool, seasonal, hours will vary.
  • Low-priced Beach hotel
More Photos Swimming pool at Kokomo Suites
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Georgetown Delaware Beaches in Georgetown
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
22297 Dupont Highway, Georgetown, DE 19947 ~37.72 miles northeast of Princess Anne
  • Pool available: 8am-Dusk. Outdoor Pool
  • 2 star Beach hotel
More Photos Pool image of Microtel Inn & Suites by Wyndham Georgetown Delaware Beaches
From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Bonita Beach Hotel
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
8100 Coastal Highway, Ocean City, MD 21842 ~37.83 miles east of Princess Anne
  • Pool in hotel: Indoor pool with outdoor sun deck
  • Ordinary pool
  • Pool in need of cleaning
  • Dirty pool, said 75%
  • Low Cost Beach hotel
More Photos Swimming pool at Bonita Beach Hotel
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ocean City Fontainebleau Resort - Ocean City
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
10100 Coastal Highway, Ocean City, MD 21842 ~38.42 miles east of Princess Anne
  • Includes a pool: Indoor heated pool open 9 am - 10 pm year round. Outdoor heated pool open mid-May to mid-September, 11 am - 8 pm.
  • Dirty indoor swimming pool
  • Pool in need of cleaning
  • Dirty pool, said 80%
  • Mid-scale Beach hotel
More Photos Photo of Ocean City Fontainebleau Resort Pool
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Gold Coast - Ocean City
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
11201 Coastal Highway, Ocean City, MD 21842 ~38.49 miles east of Princess Anne
  • Pool details: Indoor Pool / Hot Tub, 7am - 10pm
  • Affordable Resort property
More Photos Photo of Comfort Inn Gold Coast Pool
From$39
Average 3.0 /5 Reviews Call BookMore Details
Carousel Resort Hotel & Condominiums - Ocean City
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
11700 Coastal Highway, Ocean City, MD 21842 ~38.73 miles east of Princess Anne
  • Pool in hotel: Hours differ for in-season and off season Large indoor pool with jacuzzi Large outdoor pool and kiddie pool Open Memorial day through Labor day 10am-8pm
  • Pool in need of cleaning
  • Dirty pool, said 84%
  • Midscale Oceanfront property
More Photos Pool image of Carousel Resort Hotel & Condominiums
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Georgetown Seaford
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
20530 Dupont Blvd., Georgetown, DE 19947 ~38.75 miles northeast of Princess Anne
  • Has swimming pool: Outdoor Pool open 9am-9pm
  • 3-star property
More Photos Swimming pool at Quality Inn & Suites Georgetown Seaford
From$82
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Coastal Palms Inn & Suites
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
12004 Coastal Highway, Ocean City, MD 21842 ~38.81 miles east of Princess Anne
  • Includes a swimming pool
  • Horrible pool
  • Pool should be renewed
  • Pool so small
  • Pool size was small
  • Pool was small
  • Pool in need of cleaning
  • Dirty pool, said 100%
  • 3 star Beach hotel
More Photos Swimming pool at Coastal Palms Inn & Suites
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Ocean City Md in Ocean City
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
12303 Coastal Highway, Ocean City, MD 21842 ~38.88 miles east of Princess Anne
  • Includes a pool: Indoor heated pool open daily 10:00 AM - 10:00 PM
  • 3 star Beach hotel
More Photos Photo of Country Inn & Suites by Radisson Ocean City Md Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Ocean City, an IHG Hotel
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
12601 Coastal Highway, Ocean City, MD 21842 ~38.95 miles east of Princess Anne
  • Pool details: Indoor Pool
  • Excellent pool
  • Great pool
  • Great pool area
  • Hot tub/ pool ver nice
  • Pool and hot tub were clean
  • Clean pool area
  • Clean pool, said 85%
  • 3-star Resort hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Ocean City, an IHG Hotel
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fenwick Island Tapestry by Hilton
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1501 Coastal Highway, Fenwick Island, MD 19944 ~40.19 miles east of Princess Anne
  • Has swimming pool: Pool is open until dusk and is heated
  • 3 star property
More Photos Swimming pool at Fenwick Island Tapestry by Hilton
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Lexington Park
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 ~41.53 miles west of Princess Anne
  • Includes a pool: Outdoor Pool open Memorial Day through Labor Day
  • Three Star Highway property
More Photos Pool image of Hampton Inn by Hilton Lexington Park
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Solomons in Solomons
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
13100 Dowell Rd., Solomons, MD 20629 ~42.04 miles west of Princess Anne
  • Pool in hotel: Seasonal Outdoor Pool available
  • Pool is mediocre
  • Ordinary pool
  • Indoor pool needs some maintenance
  • Dirty outdoor pool
  • Nice pool
  • Mid-scale Rural property
More Photos Photo of Hilton Garden Inn Solomons Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Solomons Beacon Marina
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
255 Lore Rd., Solomons, MD 20688 ~42.05 miles west of Princess Anne
  • Pool in hotel: Outdoor seasonal pool.
  • Two star Riverfront property
More Photos Pool image of Quality Inn Solomons Beacon Marina
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
TownePlace Suites Patuxent River Naval Air Station : 22520 Three Notch Rd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
22520 Three Notch Rd., Lexington Park, MD 20653 ~42.20 miles west of Princess Anne
  • Includes a pool: Indoor, Open 6am-10pm, 4 1/2 feet deep
  • Two-star Rural property
More Photos Pool image of TownePlace Suites Patuxent River Naval Air Station
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Bethany Beach : 39642 Jefferson Bridge Rd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
39642 Jefferson Bridge Rd., Bethany Beach, DE 19930 ~42.21 miles northeast of Princess Anne
  • Pool in hotel: Seasonal outdoor swimming pool
  • Great pool
  • Nice pool
  • Good pool
  • Mid-scale Beach property
More Photos Swimming pool at Hotel Bethany Beach
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Bethany Beach Ocean Suites Residence Inn by Marriott : 99 Hollywood St.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
99 Hollywood St., Bethany Beach, DE 19930 ~42.61 miles northeast of Princess Anne
  • Pool available: indoor/outdoor ( retractable roof) Hours 9 am - 9 pm
  • Mid-scale Beach hotel
More Photos Photo of Bethany Beach Ocean Suites Residence Inn by Marriott Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
44941 Worth Ave., California, MD 20619 ~44.41 miles west of Princess Anne
  • Pool details: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • 3-star Rural hotel
More Photos Swimming pool at Country Inn & Suites
From$88
Average 3.0 /5 Review Score Call BookMore Details

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