
Find Hotels with a Pool in Shady Side, MD
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Check availability on Shady Side Hotels with a Pool
Our top choices for Shady Side hotels with a pool

7.8 out of 10, Good, (913 reviews)
cleanliness Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is ₩158,682
₩176,137 total
includes taxes & fees
Jun 17 - Jun 18

8.2 out of 10, Very Good, (1,002 reviews)
cleanliness Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is ₩202,053
₩222,258 total
includes taxes & fees
Jun 10 - Jun 11

8.0 out of 10, Very Good, (1,004 reviews)
cleanliness Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is ₩171,870
₩190,777 total
includes taxes & fees
Jun 14 - Jun 15

9.4 out of 10, Exceptional, (383 reviews)
cleanliness Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is ₩224,022
₩246,424 total
includes taxes & fees
Jun 1 - Jun 2

9.2 out of 10, Wonderful, (141 reviews)
cleanliness Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is ₩232,918
₩309,166 total
includes taxes & fees
Jun 10 - Jun 11

8.6 out of 10, Excellent, (1,005 reviews)
cleanliness Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is ₩227,158
₩296,948 total
includes taxes & fees
Jun 3 - Jun 4

8.2 out of 10, Very Good, (1,002 reviews)
cleanliness Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
The price is ₩156,841
₩178,798 total
includes taxes & fees
Jun 7 - Jun 8

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is ₩200,126
₩222,140 total
includes taxes & fees
Jun 7 - Jun 8
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 Shady Side Hotel Reviews

Rod 'N' Reel Resort
8/10 Good







































