
Find Hotels with a Pool in Chesapeake Beach, MD
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Our top choices for Chesapeake Beach hotels with a pool

8.6 out of 10, Excellent, (1,001 reviews)
cleanliness Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is AED 478
AED 640 total
includes taxes & fees
29 Jun - 30 Jun

8.2 out of 10, Very Good, (1,000 reviews)
cleanliness Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is AED 314
AED 346 total
includes taxes & fees
6 Jul - 7 Jul

8.6 out of 10, Excellent, (675 reviews)
cleanliness Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
The price is AED 504
AED 559 total
includes taxes & fees
5 Jul - 6 Jul

Springhill Suites by Marriott Prince Frederick
Springhill Suites by Marriott Prince FrederickPrince Frederick
8.6 out of 10, Excellent, (967 reviews)
cleanliness Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
The price is AED 450
AED 499 total
includes taxes & fees
1 Jul - 2 Jul

Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHGPrince Frederick
8.8 out of 10, Excellent, (731 reviews)
cleanliness Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
The price is AED 433
AED 522 total
includes taxes & fees
12 Jul - 13 Jul

9.4 out of 10, Exceptional, (386 reviews)
cleanliness Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is AED 551
AED 606 total
includes taxes & fees
28 Jun - 29 Jun

9.4 out of 10, Exceptional, (489 reviews)
cleanliness Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is AED 869
AED 991 total
includes taxes & fees
29 Jun - 30 Jun

9.4 out of 10, Exceptional, (137 reviews)
cleanliness Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is AED 826
AED 909 total
includes taxes & fees
22 Jul - 23 Jul
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.
Top Chesapeake Beach Hotel Reviews

Wingate by Wyndham Waldorf/Washington DC Area
10/10 Excellent
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Chesapeake Beach Hotels by Star Rating
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