Airbnb, Vacation Rentals in Shady Side, MD
Compare 1,510 available, short term vacation home properties, starts from $14
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Airbnb, Vacation rentals and hotel deals in Shady Side, MD
7.9 (298 reviews)
Hampton Inn & Suites Annapolis
Hotel · 2 Guests · 1 Bedroom
$109 /night
9.8 (10 reviews)
New! Stylish downtown home w/awesome outdoor area!
Holiday home · 2 Guests · 1 Bedroom
$193 /night*
9.0 (541 reviews)
Comfort Inn Conference Center Bowie
Hotel · 2 Guests · 1 Bedroom
$102 /night
10 (57 reviews)
West Annapolis Waterfront Stay with Views, Dock & Boat
Cottage · 2 Guests · 1 Bedroom
$206 /night*
10 (73 reviews)
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
Apartment · 2 Guests · 1 Bedroom
$150 /night*
8.8 (620 reviews)
Crowne Plaza Annapolis, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$114 /night
Rod 'N' Reel Resort
Resort · 2 Guests · 1 Bedroom
$185 /night
6.1 (150 reviews)
Village Inn
Motel · 2 Guests · 1 Bedroom
$91 /night
10 (7 reviews)
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Holiday home · 2 Guests · 1 Bedroom
$135 /night*
9.1 (323 reviews)
Annapolis Waterfront Hotel, Autograph Collection
Hotel · 2 Guests · 1 Bedroom
$218 /night
10 (15 reviews)
Private Cottage on gated estate
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
9.8 (34 reviews)
Lovely Family Home Just Minutes From Annapolis
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
8.8 (589 reviews)
Country Inn & Suites by Radisson, Annapolis, MD
Hotel · 2 Guests · 1 Bedroom
$105 /night
7.8 (276 reviews)
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$98 /night
9.0 (1024 reviews)
SpringHill Suites by Marriott Annapolis
Hotel · 2 Guests · 1 Bedroom
$139 /night
Homestyle Studio Suites
Hotel · 2 Guests · 1 Bedroom
$90 /night
9.4 (136 reviews)
Anchored Inn at Hidden Harbor
Hotel · 2 Guests · 1 Bedroom
$115 /night
9.8 (7 reviews)
Modern Coastal Retreat
Holiday home · 2 Guests · 1 Bedroom
$100 /night*
10 (10 reviews)
Charming Downtown 3rd Floor 1 Bedroom Apt
Apartment · 2 Guests · 1 Bedroom
$175 /night*
8.9 (1085 reviews)
Historic Inns of Annapolis
Hotel · 2 Guests · 1 Bedroom
$149 /night
Vacation Destinations Near Shady Side, MD
How Does The Amenity Info Looks Like at Shady Side, MD?
Best Amenities in Shady Side, MD
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Which Price Range Is Considered As A Good Deal in Shady Side, MD Area?
Vacation House & Apartment Rental Price Information in Shady Side, MD
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What Are The Most Liked Rental Accommodations in Shady Side, MD?
Rental Property Types in Shady Side, MD
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How Many Rental Accommodations Are Pets Friendly in Shady Side, MD?
Pets Allowed vs Not Allowed in Shady Side, MD
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Best Tourist Attractions in Shady Side, MD?
Points of Interests In Shady Side, MD
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Airports Options in Shady Side, MD
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Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Shady Side, MD
Full Kitchen
10 (161 reviews)
Charming Historic Annapolis Home With Two Off-street Parking Places!
Holiday home · 2 Guests · 1 Bedroom
$600 /night*
Full Kitchen
Brazilian Artsy Townhome with great location and outdoor amenities!
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
Full Kitchen
10 (12 reviews)
Historic District Charm with two mid-size or smaller parking spots!
Holiday home · 2 Guests · 1 Bedroom
$300 /night*
Airbnb, Vacation Cottage with Fireplace, and Other Rental Options in Shady Side, MD
Fireplace
9.4 (112 reviews)
Eastern Shore Getaway Near St. Michaels
Cottage · 2 Guests · 1 Bedroom
$300 /night*
Fireplace
10 (43 reviews)
Firefly Cottage, discounted holiday fun, USNA, community beach, HOT TUB, and EV
Cottage · 2 Guests · 1 Bedroom
$225 /night*
Fireplace
9.4 (42 reviews)
'Newer Cottage Incredibly and Comfortably Furnished.'
Cottage · 2 Guests · 1 Bedroom
$255 /night*
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.