Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis!
Vacation Home in Shady Side MD
10
Excellent
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Vacation Home for Adults Only

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Heron's Hideaway
Vacation Home in Shady Side MD
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Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Round House -- Panoramic Views -- Chesapeake Bay
Vacation Home in Shady Side MD
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Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Luxe Chesapeake Cabin * River View* Fire Pit*
Vacation Home in Shady Side MD
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Dog Friendly Vacation Home

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Sanare Estates
Vacation Home in Shady Side MD
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Vacation Home with Free Wi-Fi

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Water's Edge with Pier
Vacation Home in Shady Side MD
9.0
Excellent
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Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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194 more hotels nearby!
Calloway Drive Retreat 0.7 km from Shady Side
Vacation Home in Deale MD
9.6
Excellent
Info Categories
Vacation Home with Parking

EV charging stations  

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Waterfront Shady Side Home with Chesapeake Bay View! 1.1 km from Shady Side
Vacation Home in Deale MD
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Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Bay House 1.7 km from Shady Side
Vacation Home in Deale MD
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Vacation Home with Free Wi-Fi

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Renovated Waterfront Estate with Dock and Views! 3.6 km from Shady Side
Vacation Home in Deale MD
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Expansive Beverly Triton Retreat 3.6 km from Shady Side
Vacation Home in Edgewater MD
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Dog Friendly Vacation Home

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Chesapeake Bay Home Dock, Decks and Fire Pit! 3.6 km from Shady Side
Vacation Home in Deale MD
10
Excellent
Info
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Anchored Inn at Hidden Harbor 3.7 km from Shady Side
Hotel in Deale MD
9.2
Excellent
From $227
From $227
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Dog Friendly Hotel

Small Hotel

Hotel with Swimming Pool

Outdoor Pool  

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Grandma's Summer House Beverly Beach 3.8 km from Shady Side
Vacation Home in Edgewater MD
10
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Waterfront Getaway, Dock Your Boat & Play! 4.2 km from Shady Side
Vacation Home in Edgewater MD
9.0
Excellent
Info Categories
Dog Friendly Vacation Home

Vacation Home with Parking

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Waterfront Getaway, Dock Your Boat & Play! 4.2 km from Shady Side
Vacation Home in Edgewater MD
8.0
Very Good
Info Categories
Dog Friendly Vacation Home

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Searenity Stays 4.5 km from Shady Side
Vacation Home in Edgewater MD
9.6
Excellent
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Water-View Deale Home Walk to Marina, Restaurants 4.5 km from Shady Side
Vacation Home in Deale MD
10
Excellent
Info Categories
Vacation Home with Free Wi-Fi

Vacation Home with Parking

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Waterfront Home Near Annapolis 4.7 km from Shady Side
Vacation Home in Edgewater MD
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Vacation Home with Swimming Pool

Private Pool    Outdoor Pool  

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Gourmet Kitchen Family & Pet Friendly Residence! 4.8 km from Shady Side
Vacation Home in Edgewater MD
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Dog Friendly Vacation Home

Vacation Home with Parking

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
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