Holiday Homes in Shady Side
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Our top choices for Shady Side holiday homes
Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
10.0 out of 10, Exceptional, (2 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
Michelle H.
The price is €424
includes taxes & fees
6 May - 7 May
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Great overnight stay for a wedding nearby. Would highly recommend!"
Kevin F.
The price is €362
includes taxes & fees
30 Apr - 1 May
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Relax on Kent Island in a 4 Bedroom Home w/Waterview!Stevensville
9.8 out of 10, Exceptional, (43 reviews)
"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"
Supriya V.
The price is €219
includes taxes & fees
4 May - 5 May
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8Cambridge
10.0 out of 10, Exceptional, (14 reviews)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
Jill C.
The price is €449
includes taxes & fees
2 May - 3 May
Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great stay, would do it again."
Brandon D.
The price is €364
includes taxes & fees
26 May - 27 May
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.Prince Frederick
9.8 out of 10, Exceptional, (6 reviews)
"Our family had a great stay. Thank you!"
Colleen G.
The price is €392
includes taxes & fees
30 Apr - 1 May
Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach PassesNorth Beach
10.0 out of 10, Exceptional, (20 reviews)
"Although the house itself could use some maintenance, our stay was very comfortable. The rooms were spacious and it had all the amenities we needed. "
Donovan B.
The price is €269
includes taxes & fees
30 Apr - 1 May
Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhoodArnold
9.4 out of 10, Exceptional, (38 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
Traci L.
The price is €283
includes taxes & fees
30 Apr - 1 May
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
Shady Side Holiday Homes information
Number of reviews | 317 |
|---|---|
Accommodation | 571 Holiday Homes |
Lowest Price | €202 |
Highest Price | €541 |