Airbnb, Vacation Rentals in Smith Island, MD

Compare 290 available vacation home properties, starts from $40

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ACCOMMODATION TYPES

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Airbnb, Vacation rentals and hotel deals in Smith Island, MD

Family-Friendly Bay View Home With Private Beach
Family-Friendly Bay View Home With Private Beach
Family-Friendly Bay View Home With Private Beach
Family-Friendly Bay View Home With Private Beach
9.4 (61 reviews)
Family-Friendly Bay View Home With Private Beach
Cottage · 2 Guests · 1 Bedroom
$150 /night*
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Creek House, simplistic luxury on Holden's Creek
Creek House, simplistic luxury on Holden's Creek
Creek House, simplistic luxury on Holden's Creek
Creek House, simplistic luxury on Holden's Creek
Creek House, simplistic luxury on Holden's Creek
Holiday home · 2 Guests · 1 Bedroom
$509 /night*
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Rivers Edge Waterfront Cabin, Private Beach
Rivers Edge Waterfront Cabin, Private Beach
Rivers Edge Waterfront Cabin, Private Beach
Rivers Edge Waterfront Cabin, Private Beach
Rivers Edge Waterfront Cabin, Private Beach
Cabin · 2 Guests · 1 Bedroom
$270 /night*
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Bay Front Small Contemporary
Bay Front Small Contemporary
Bay Front Small Contemporary
Bay Front Small Contemporary
9.8 (88 reviews)
Bay Front Small Contemporary
Holiday home · 2 Guests · 1 Bedroom
$265 /night*
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Kingsbay Mansion Bayhouse
Kingsbay Mansion Bayhouse
Kingsbay Mansion Bayhouse
Kingsbay Mansion Bayhouse
10 (38 reviews)
Kingsbay Mansion Bayhouse
Holiday home · 2 Guests · 1 Bedroom
$695 /night*
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Heathsville Home w/ Sunroom < 10 Mi to Beach!
Heathsville Home w/ Sunroom < 10 Mi to Beach!
Heathsville Home w/ Sunroom < 10 Mi to Beach!
Heathsville Home w/ Sunroom < 10 Mi to Beach!
10 (6 reviews)
Heathsville Home w/ Sunroom < 10 Mi to Beach!
Holiday home · 2 Guests · 1 Bedroom
$136 /night*
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Magnolia Cottage a beautiful waterfront getaway
Magnolia Cottage a beautiful waterfront getaway
Magnolia Cottage a beautiful waterfront getaway
Magnolia Cottage a beautiful waterfront getaway
9.8 (19 reviews)
Magnolia Cottage a beautiful waterfront getaway
Holiday home · 2 Guests · 1 Bedroom
$395 /night*
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Secluded, Waterfront Home: Huge Game Room, Private Dock, 4 Kayaks & Pedal Boat!
Secluded, Waterfront Home: Huge Game Room, Private Dock, 4 Kayaks & Pedal Boat!
Secluded, Waterfront Home: Huge Game Room, Private Dock, 4 Kayaks & Pedal Boat!
Secluded, Waterfront Home: Huge Game Room, Private Dock, 4 Kayaks & Pedal Boat!
9.8 (29 reviews)
Secluded, Waterfront Home: Huge Game Room, Private Dock, 4 Kayaks & Pedal Boat!
Holiday home · 2 Guests · 1 Bedroom
$235 /night*
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Welcome to the best view in Crisfield! top floor condo!
Welcome to the best view in Crisfield! top floor condo!
Welcome to the best view in Crisfield! top floor condo!
Welcome to the best view in Crisfield! top floor condo!
9.8 (26 reviews)
Welcome to the best view in Crisfield! top floor condo!
Condo · 2 Guests · 1 Bedroom
$223 /night*
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Kingsbay Mansion and Vacation Rental Houses
Kingsbay Mansion and Vacation Rental Houses
Kingsbay Mansion and Vacation Rental Houses
Kingsbay Mansion and Vacation Rental Houses
10 (2 reviews)
Kingsbay Mansion and Vacation Rental Houses
Hotel · 2 Guests · 1 Bedroom
$245 /night
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Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Cottage · 2 Guests · 1 Bedroom
$506 /night
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Sunrise Cottage with stunning views of the Chesapeake Bay
Sunrise Cottage with stunning views of the Chesapeake Bay
Sunrise Cottage with stunning views of the Chesapeake Bay
Sunrise Cottage with stunning views of the Chesapeake Bay
9.6 (54 reviews)
Sunrise Cottage with stunning views of the Chesapeake Bay
Holiday home · 2 Guests · 1 Bedroom
$267 /night*
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Rodo Beach Cottage
Rodo Beach Cottage
Rodo Beach Cottage
Rodo Beach Cottage
Rodo Beach Cottage
Holiday home · 2 Guests · 1 Bedroom
$500 /night
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250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat
10 (2 reviews)
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat
Holiday home · 2 Guests · 1 Bedroom
$519 /night*
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Spacious Gorgeous Waterfront Home With Sunset View
Spacious Gorgeous Waterfront Home With Sunset View
Spacious Gorgeous Waterfront Home With Sunset View
Spacious Gorgeous Waterfront Home With Sunset View
10 (21 reviews)
Spacious Gorgeous Waterfront Home With Sunset View
Holiday home · 2 Guests · 1 Bedroom
$367 /night*
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A Boater’s dream Farmhouse - Eastern Shore VA
A Boater’s dream Farmhouse - Eastern Shore VA
A Boater’s dream Farmhouse - Eastern Shore VA
A Boater’s dream Farmhouse - Eastern Shore VA
A Boater’s dream Farmhouse - Eastern Shore VA
Holiday home · 2 Guests · 1 Bedroom
$350 /night*
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Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
9.6 (15 reviews)
Waterfront Cottage w/ Fishing Dock & Fireplace!
Holiday home · 2 Guests · 1 Bedroom
$406 /night*
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Bright Reedville Abode w/ Dock on Whays Creek!
Bright Reedville Abode w/ Dock on Whays Creek!
Bright Reedville Abode w/ Dock on Whays Creek!
Bright Reedville Abode w/ Dock on Whays Creek!
9.6 (13 reviews)
Bright Reedville Abode w/ Dock on Whays Creek!
Cottage · 2 Guests · 1 Bedroom
$183 /night*
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Americas Best Value Inn-Princess Anne
Americas Best Value Inn-Princess Anne
Americas Best Value Inn-Princess Anne
Americas Best Value Inn-Princess Anne
6.4 (15 reviews)
Americas Best Value Inn-Princess Anne
Motel · 2 Guests · 1 Bedroom
$70 /night
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Kingsbay Waterside Retreat House
Kingsbay Waterside Retreat House
Kingsbay Waterside Retreat House
Kingsbay Waterside Retreat House
9.8 (28 reviews)
Kingsbay Waterside Retreat House
Holiday home · 2 Guests · 1 Bedroom
$795 /night*
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Vacation Destinations Near Smith Island, MD

Airbnb, Vacation House with Air Conditioning in Smith Island, MD

Rodo Beach Cottage
Rodo Beach Cottage
Rodo Beach Cottage
Rodo Beach Cottage
Air Conditioning
Rodo Beach Cottage
Holiday home · 2 Guests · 1 Bedroom
$500 /night
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What Are The Best Rental Amenities in Smith Island, MD?
Top Rental Amenities in Smith Island, MD
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Check above for the most common and the least popular rental amenities in Smith Island, and pick the one that fits your preference easily. In Smith Island, 135 rentals offer Parking Available, 131 rentals offer Air Conditioning, 128 rentals offer Internet or Wifi. So, if you need Parking Available during your vacation, use the Parking Available filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Considered As A Good Deal in Smith Island, MD Area?
Vacation House & Cottage Rental Price Information in Smith Island, MD
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The graph shows the percentages of vacation homes in each price bucket. Smith Island has the largest percentage (20.28%) of homes in $200 - $250 price range.
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$500 +
$500 +
What Are The Popular Property Types in Smith Island, MD?
Best Accommodation Types in Smith Island, MD
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Before visiting Smith Island, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Cottage, Studio, Condo, Apartment, Cabin, Estate. House is the most-liked rental type, with the largest percentage of 65.52%. The biggest home in this area available for rent is around 10500 square feet.The least popular accommodation in Smith Island is Estate rentals
How Many Accommodations Are Not Pets Friendly in Smith Island, MD?
Percentage of Pet Friendly Rental Properties in Smith Island, MD
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48.28% of vacation homes in Smith Island are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
How Many Airports in Smith Island, MD?
Airports Options in Smith Island, MD
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Here are the airports that located near Smith Island:

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Smith Island, MD

Deal Island Bay Cottage
Deal Island Bay Cottage
Deal Island Bay Cottage
Deal Island Bay Cottage
Full Kitchen
9.6 (48 reviews)
Deal Island Bay Cottage
Cottage · 2 Guests · 1 Bedroom
$185 /night*
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Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Waterfront Cottage w/ Fishing Dock & Fireplace!
Full Kitchen
9.6 (15 reviews)
Waterfront Cottage w/ Fishing Dock & Fireplace!
Holiday home · 2 Guests · 1 Bedroom
$406 /night*
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Potomac Waterfront Retreat w/ Dock & Kayaks
Potomac Waterfront Retreat w/ Dock & Kayaks
Potomac Waterfront Retreat w/ Dock & Kayaks
Potomac Waterfront Retreat w/ Dock & Kayaks
Full Kitchen
Potomac Waterfront Retreat w/ Dock & Kayaks
Cottage · 2 Guests · 1 Bedroom
$304 /night
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Airbnb, Vacation Cottage with Fireplace, and Other Rental Options in Smith Island, MD

Bright and Cheery Cottage with Endless Water Views
Bright and Cheery Cottage with Endless Water Views
Bright and Cheery Cottage with Endless Water Views
Bright and Cheery Cottage with Endless Water Views
Fireplace
10 (8 reviews)
Bright and Cheery Cottage with Endless Water Views
Cottage · 2 Guests · 1 Bedroom
$250 /night*
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Family-Friendly Bay View Home With Private Beach
Family-Friendly Bay View Home With Private Beach
Family-Friendly Bay View Home With Private Beach
Family-Friendly Bay View Home With Private Beach
Fireplace
9.4 (61 reviews)
Family-Friendly Bay View Home With Private Beach
Cottage · 2 Guests · 1 Bedroom
$150 /night*
View deal
Waterfront Scotland Beach Retreat W/private Beach!
Waterfront Scotland Beach Retreat W/private Beach!
Waterfront Scotland Beach Retreat W/private Beach!
Waterfront Scotland Beach Retreat W/private Beach!
Fireplace
Waterfront Scotland Beach Retreat W/private Beach!
Cottage · 2 Guests · 1 Bedroom
$930 /night
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* 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.
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