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Browse Select Shady Side Cottages

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
10.0 out of 10, Exceptional, (50)

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
10.0 out of 10, Exceptional, (93)

Relaxing Waterfront Cottage Near St Michaels, Maryland
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (224)

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.8 out of 10, Exceptional, (184)

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (11)

Updated North Beach Cottage: Pet Friendly!
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, (17)

Perfect location for USNA Commissioning Week
Perfect location for USNA Commissioning Week
10.0 out of 10, Exceptional, (84)

Quick walk to the beach! Fire pit, Corn hole, Games & More!
Quick walk to the beach! Fire pit, Corn hole, Games & More!
10.0 out of 10, Exceptional, (1)
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.
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Top Shady Side Hotel Reviews

Historic Inns of Annapolis
10/10 Excellent
Find out more about Shady Side
Find out more about Shady Side
Shady Side Cottages information
Number of reviews | 1,316 |
---|---|
Accommodation | 73 Cottages |
Lowest Price | CA $620 |
Highest Price | CA $620 |
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