Airbnb, Vacation Rentals in Smith Island, MD
Compare 290 available, short term vacation rentals, starts from $40
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Airbnb, Vacation rentals and hotel deals in Smith Island, MD
9.8 (78 reviews)
Beachfront Estate on the Chesapeake Bay, Private Beach & 30-Mile View
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
10 (8 reviews)
Bright and Cheery Cottage with Endless Water Views
Cottage · 2 Guests · 1 Bedroom
$250 /night*
9.6 (48 reviews)
Deal Island Bay Cottage
Cottage · 2 Guests · 1 Bedroom
$185 /night*
10 (1 review)
Waterfront House with Private Dock and Fishing
Holiday home · 2 Guests · 1 Bedroom
$240 /night*
10 (2 reviews)
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat
Holiday home · 2 Guests · 1 Bedroom
$519 /night*
10 (23 reviews)
Waterfront Home with EV Charger, Private Dock, Kayaking and Gourmet Kitchen
Holiday home · 2 Guests · 1 Bedroom
$495 /night*
8.6 (43 reviews)
Paradise Awaits........
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
Heathsville Home w/ Sunroom < 10 Mi to Beach!
Cottage · 2 Guests · 1 Bedroom
$169 /night
9.8 (88 reviews)
Bay Front Small Contemporary
Holiday home · 2 Guests · 1 Bedroom
$265 /night*
10 (6 reviews)
Heathsville Home w/ Sunroom < 10 Mi to Beach!
Holiday home · 2 Guests · 1 Bedroom
$136 /night*
Home on Chesapeake Bay: Large Yard, Fire Pit
Cottage · 2 Guests · 1 Bedroom
$128 /night
9.4 (61 reviews)
Family-Friendly Bay View Home With Private Beach
Cottage · 2 Guests · 1 Bedroom
$150 /night*
9.8 (29 reviews)
Secluded, Waterfront Home: Huge Game Room, Private Dock, 4 Kayaks & Pedal Boat!
Holiday home · 2 Guests · 1 Bedroom
$219 /night*
6.4 (15 reviews)
Americas Best Value Inn-Princess Anne
Motel · 2 Guests · 1 Bedroom
$70 /night
9.8 (50 reviews)
Luxury Waterside Estate With Stunning Views And Sunsets. Pet Friendly
Holiday home · 2 Guests · 1 Bedroom
$550 /night*
9.2 (82 reviews)
The Charlotte Hotel & Restaurant
Hotel · 2 Guests · 1 Bedroom
$122 /night
Rivers Edge Waterfront Cabin, Private Beach
Cabin · 2 Guests · 1 Bedroom
$270 /night*
9.8 (41 reviews)
Get away from it all...QUIET nature retreat!
Holiday home · 2 Guests · 1 Bedroom
$208 /night*
9.8 (8 reviews)
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
Cottage · 2 Guests · 1 Bedroom
$248 /night*
9.2 (22 reviews)
August 4-7 , 2016 AVAILABLE BOOK NOW!!!
Apartment · 2 Guests · 1 Bedroom
$250 /night*
How Does The Amenity Info Looks Like at Smith Island, MD?
Amenity Info in Smith Island, MD
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Which Price Range Is Most Typical in Smith Island, MD Area?
Vacation Rentals Price Information in Smith Island, MD
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Which Accommodations Should I Pick in Smith Island, MD?
Most Picked Accommodations in Smith Island, MD
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How Many Accommodations Are Pets Allowed in Smith Island, MD?
Percentage of Pet Friendly Vacation Rentals in Smith Island, MD
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Top Airports in Smith Island, MD
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Other Vacation Rentals Ideas
Airbnb, Vacation Rentals, House with Full Kitchen, and Other Rental Options in Smith Island, MD
Full Kitchen
9.6 (48 reviews)
Deal Island Bay Cottage
Cottage · 2 Guests · 1 Bedroom
$185 /night*
Full Kitchen
9.8 (8 reviews)
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger
Cottage · 2 Guests · 1 Bedroom
$248 /night*
Full Kitchen
10 (2 reviews)
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
Holiday home · 2 Guests · 1 Bedroom
$184 /night*
Airbnb, Vacation Rentals, Cottage with Fireplace, and Other Rental Options in Smith Island, MD
Fireplace
Waterfront Scotland Beach Retreat W/private Beach!
Cottage · 2 Guests · 1 Bedroom
$908 /night
Fireplace
9.4 (61 reviews)
Family-Friendly Bay View Home With Private Beach
Cottage · 2 Guests · 1 Bedroom
$150 /night*
Fireplace
10 (8 reviews)
Bright and Cheery Cottage with Endless Water Views
Cottage · 2 Guests · 1 Bedroom
$250 /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.