Search for Cheap Deals on
Hotels with Pools in Eastern Shore

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured Eastern Shore Hotels with a Pool

Carousel Resort Hotel & Condominiums
Carousel Resort Hotel & Condominiums
3 out of 5
11700 Coastal Hwy, Ocean City, MD
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the bar in our reviews. Popular ...
Carousel Resort Hotel & Condominiums
Princess Royale Oceanfront Resort
Princess Royale Oceanfront Resort
3 out of 5
Oceanfront on 91st Street, Ocean City, MD
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Princess Royale Oceanfront Resort
Fenwick Inn
Fenwick Inn
2 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...
Fenwick Inn
Holiday Inn Ocean City, an IHG Hotel
Holiday Inn Ocean City, an IHG Hotel
3 out of 5
6600 Coastal Hwy, Ocean City, MD
Fully refundable
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Holiday Inn Ocean City, an IHG Hotel
Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City Oceanfront
3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
Grand Hotel Ocean City Oceanfront
Flagship Oceanfront Hotel
Flagship Oceanfront Hotel
2.5 out of 5
2600 N Baltimore Ave, Ocean City, MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...
Flagship Oceanfront Hotel
Bonita Beach Hotel
Bonita Beach Hotel
2 out of 5
8100 Coastal Hwy, Ocean City, MD
Book a stay at this family-friendly hotel in Ocean City. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Bonita Beach Hotel
Tidelands Caribbean Hotel and Suites
Tidelands Caribbean Hotel and Suites
2.5 out of 5
5th Street on the Boardwalk Ocean City, Ocean City, MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the clean rooms in our reviews. ...
Tidelands Caribbean Hotel and Suites
Princess Bayside Beach Hotel
Princess Bayside Beach Hotel
2.5 out of 5
4801 Coastal Highway, Ocean City, MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...
Princess Bayside Beach Hotel
Quality Inn Oceanfront
Quality Inn Oceanfront
2.5 out of 5
5400 Coastal Hwy, Ocean City, MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the bar in our reviews. Popular ...
Quality Inn Oceanfront
Plim Plaza Hotel
Plim Plaza Hotel
2 out of 5
109 North Atlantic Ave., 2nd Street and Boardwalk, Ocean City, MD
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the bar in our reviews. Popular ...
Plim Plaza Hotel
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
2.5 out of 5
4301 Coastal Hwy, Ocean City, MD
Fully refundableReserve now, pay when you stay
Stay at this hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.