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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Cottages in Shady Side

Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is AU$383
includes taxes & fees
4 Dec - 5 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2.0 star property
North Beach
10.0 out of 10, Exceptional, (3)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is AU$427
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Terrace/patio
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

2.0 star property
Stevensville
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is AU$1,352
includes taxes & fees
4 Dec - 5 Dec
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

Historic District
9.6 out of 10, Exceptional, (16)
"We had a very lovely stay . This is an excellent location . "
United States
Kimberly B.
The price is AU$1,157
includes taxes & fees
3 Dec - 4 Dec
Secluded Cozy Cottage in Historic Downtown
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Everything was great! clean room, nice amenities, & friendly helpful staff….only thing -I’m sure the on-site restaurant provides good offerings, but would’ve appreciated a free buffet or even a continental breakfast….would definitely consider for future stays because we have relatives close by & also the capital city of Annapolis…a lot to do in the area…"
Nancy M 2-night trip
Posted 14 hours ago
Crowne Plaza Annapolis by IHG

Find out more about Shady Side

Shady Side Cottages information

Number of reviews
64
Accommodation
70 Cottages
Lowest Price
AU$383
Highest Price
AU$1,352

Frequently asked questions

How much do cottages in Shady Side cost?
Cottages in Shady Side range between AU$383 and AU$1,352 per night. These properties offer a chance to get in tune with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Shady Side near my cottage?
You'll find loads of fantastic things to fill your itinerary with in Shady Side. Head for leading attractions like Thanksgiving Farm Wines, Triton Beach and Bay Ridge Beach. Sparrows Beach, Carrs Beach and Franklin Point State Park also appeal to many visitors.

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