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Our top choices for Shady Side vacation homes
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach AccessShady Side
The price is AED 628
AED 1,348 total
includes taxes & fees
22 Jul - 23 Jul
Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
10.0 out of 10, Exceptional, (5 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 AED 1,300
AED 2,325 total
includes taxes & fees
3 Aug - 4 Aug
Cute, Cozy 2-bedroom house near Annapolis with water access
Cute, Cozy 2-bedroom house near Annapolis with water accessHerald Harbor
9.4 out of 10, Exceptional, (13 reviews)
"Highly recommend this property! Great location. Place is clean and host was very accommodating."
Abi O.
The price is AED 364
AED 925 total
includes taxes & fees
27 Jul - 28 Jul
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, (47 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
Brian
The price is AED 450
AED 1,150 total
includes taxes & fees
22 Jul - 23 Jul
Renovated Bungalow | Walk to Beach | Dog-Friendly
Renovated Bungalow | Walk to Beach | Dog-FriendlyEdgewater
9.6 out of 10, Exceptional, (8 reviews)
"Very cute house. It was exactly what I was looking for. "
Collin G.
The price is AED 885
AED 2,269 total
includes taxes & fees
4 Aug - 5 Aug
Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Rose Haven Peaceful, Spacious, 3 Bedroom RetreatRose Haven
The price is AED 1,016
AED 2,641 total
includes taxes & fees
16 Jul - 17 Jul
Family Home on Mayo Peninsula | Deck | Sleeps 10
Family Home on Mayo Peninsula | Deck | Sleeps 10Edgewater
10.0 out of 10, Exceptional, (4 reviews)
"House was clean and comfortable. Great layout. "
Kristin G.
The price is AED 889
AED 2,546 total
includes taxes & fees
21 Jul - 22 Jul
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community BeachArundel on the Bay
9.6 out of 10, Exceptional, (16 reviews)
"Very nice property with plenty of room and a nice outdoor space. The hot tub was a great bonus. Close enough to visit USNA but the location feels like a vacation spot!"
Gail S.
The price is AED 1,405
AED 2,669 total
includes taxes & fees
20 Jul - 21 Jul
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
