Find Hotels with a Pool in Chesapeake Beach, MD from CA $124
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Our top choices for Chesapeake Beach hotels with a pool
8.6 out of 10, Excellent, (1,002 reviews)
- Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is CA $241
CA $314 total
includes taxes & fees
Aug 12 - Aug 13
8.2 out of 10, Very good, (1,004 reviews)
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is CA $113
CA $124 total
includes taxes & fees
Aug 18 - Aug 19
9.6 out of 10, Exceptional, (395 reviews)
- Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
The price is CA $876
CA $964 total
includes taxes & fees
Aug 23 - Aug 24
8.8 out of 10, Excellent, (76 reviews)
- Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is CA $297
CA $327 total
includes taxes & fees
Aug 11 - Aug 12
9.4 out of 10, Exceptional, (393 reviews)
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is CA $212
CA $233 total
includes taxes & fees
Aug 2 - Aug 3
9.0 out of 10, Wonderful, (104 reviews)
- Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is CA $425
CA $537 total
includes taxes & fees
Aug 11 - Aug 12
9.4 out of 10, Exceptional, (153 reviews)
- Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is CA $316
CA $347 total
includes taxes & fees
Aug 9 - Aug 10
Waterfront Escape with Pool Nature Lover Paradise
Waterfront Escape with Pool Nature Lover ParadiseStevensville
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $981
CA $1,783 total
includes taxes & fees
Aug 30 - Aug 31
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
Sonesta ES Suites Annapolis
8/10 Good
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