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Our top choices for Shady Side vacation homes
Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
10.0 out of 10, Exceptional, (1 review)
"Beautiful home for a girls weekend away. The view is spectacular, host was communicative, and lots of thoughtful small touches throughout the home and the experience. Thank you for a wonderful stay! "
Katie K.
The price is AED 738
AED 1,646 total
includes taxes & fees
14 Apr - 15 Apr
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 AED 270
AED 944 total
includes taxes & fees
19 Apr - 20 Apr
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 AED 306
AED 987 total
includes taxes & fees
19 Apr - 20 Apr
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)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
Joe C.
The price is AED 918
AED 1,538 total
includes taxes & fees
13 Apr - 14 Apr
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 AED 964
AED 1,956 total
includes taxes & fees
13 Apr - 14 Apr
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bay Ridge unit by Downtown Annapolis and Quiet Waters ParkAnnapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
William
The price is AED 633
AED 1,773 total
includes taxes & fees
13 Apr - 14 Apr
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 AED 496
AED 1,214 total
includes taxes & fees
13 Apr - 14 Apr
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 AED 753
AED 1,561 total
includes taxes & fees
14 Apr - 15 Apr
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
Holiday Inn Express I-95 Capitol Beltway-Largo by IHG
4/10 Poor
