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Our top choices for Shady Side vacation homes

1. 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
9.0 out of 10, Wonderful, (2 reviews)
The price is AED 641
AED 1,338 total
includes taxes & fees
15 Nov - 16 Nov

2. Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
9.8 out of 10, Exceptional, (6 reviews)
The price is AED 768
AED 1,608 total
includes taxes & fees
1 Dec - 2 Dec

3. Beachside Oasis with Beach Passes & King Suite by A Haven Away
Beachside Oasis with Beach Passes & King Suite by A Haven AwayNorth Beach
10.0 out of 10, Exceptional, (25 reviews)
The price is AED 323
AED 1,137 total
includes taxes & fees
1 Dec - 2 Dec

4. 3-bedroom house in Deale located on Bay many amenities and great views
3-bedroom house in Deale located on Bay many amenities and great viewsDeale
10.0 out of 10, Exceptional, (1 review)
The price is AED 661
AED 1,604 total
includes taxes & fees
15 Nov - 16 Nov

5. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (50 reviews)
The price is AED 337
AED 1,075 total
includes taxes & fees
5 Nov - 6 Nov

6. The Cozy Crab- Your Charming Haven in Lovely North Beach!
The Cozy Crab- Your Charming Haven in Lovely North Beach!North Beach
9.6 out of 10, Exceptional, (30 reviews)
The price is AED 533
AED 1,145 total
includes taxes & fees
15 Nov - 16 Nov

7. Family Home on Mayo Peninsula | Deck | Sleeps 10
Family Home on Mayo Peninsula | Deck | Sleeps 10Edgewater
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 970
AED 2,571 total
includes taxes & fees
15 Nov - 16 Nov

8. 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, (57 reviews)
The price is AED 551
AED 1,340 total
includes taxes & fees
23 Nov - 24 Nov

9. Cute, Cozy 2-bedroom house near Annapolis with water access
Cute, Cozy 2-bedroom house near Annapolis with water accessHerald Harbor
9.8 out of 10, Exceptional, (31 reviews)
The price is AED 264
AED 758 total
includes taxes & fees
15 Nov - 16 Nov

10. Renovated Bungalow | Walk to Beach | Dog-Friendly
Renovated Bungalow | Walk to Beach | Dog-FriendlyEdgewater
9.6 out of 10, Exceptional, (14 reviews)
The price is AED 768
AED 2,031 total
includes taxes & fees
15 Nov - 16 Nov

11. Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 826
AED 2,018 total
includes taxes & fees
12 Nov - 13 Nov

12. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, RestaurantsNorth Beach
10.0 out of 10, Exceptional, (40 reviews)
The price is AED 744
AED 1,776 total
includes taxes & fees
17 Nov - 18 Nov

13. 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, (19 reviews)
The price is AED 727
AED 1,692 total
includes taxes & fees
9 Nov - 10 Nov

14. Londontowne Rancher | 3BR | Near Waterfront
Londontowne Rancher | 3BR | Near WaterfrontEdgewater
7.0 out of 10, Good, (2 reviews)

15. Londontowne Home | Beach | 3BR
Londontowne Home | Beach | 3BREdgewater
9.4 out of 10, Exceptional, (3 reviews)
The price is AED 889
AED 2,601 total
includes taxes & fees
5 Nov - 6 Nov

16. The Harness Creek Retreat in Annapolis
The Harness Creek Retreat in AnnapolisHillsmere
The price is AED 992
AED 1,512 total
includes taxes & fees
5 Nov - 6 Nov

17. 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, (44 reviews)
The price is AED 496
AED 1,105 total
includes taxes & fees
12 Nov - 13 Nov

18. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and DowntownHomewood
9.8 out of 10, Exceptional, (10 reviews)
The price is AED 808
AED 2,018 total
includes taxes & fees
9 Nov - 10 Nov

19. Fabulous 5-bedroom house with AC in charming Annapolis
Fabulous 5-bedroom house with AC in charming AnnapolisAnnapolis
8.8 out of 10, Excellent, (16 reviews)
The price is AED 1,111
AED 1,601 total
includes taxes & fees
17 Nov - 18 Nov

20. Mins to Historic Downtown Annapolis - Parking
Mins to Historic Downtown Annapolis - ParkingAnnapolis
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 1,127
AED 2,189 total
includes taxes & fees
17 Nov - 18 Nov
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

Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent


































































