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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.

24 places to stay

Entire house
Rating 4.65 out of 522 reviews
Priscilla's Place
8 guests · 3 bedrooms · 4 beds · 1 bath
Kitchen · Heating
Price:$66 CAD/night
SUPERHOST
Private room
Rating 4.95 out of 544 reviews
The Coffee Roaster's House
3 guests · 2 bedrooms · 3 beds · 1 shared bath
Kitchen · Wifi
Price:$72 CAD/night
Entire cottage
Rating 4.92 out of 540 reviews
Levering Creek Cottage
4 guests · 2 bedrooms · 2 beds · 1 bath
Kitchen · Heating
Price:$197 CAD/night
SUPERHOST
Entire house
Rating 4.82 out of 539 reviews
Chesapeake Get Away
4 guests · 2 bedrooms · 2 beds · 1 bath
Kitchen · Wifi · Free parking · Heating
Price:$92 CAD/night
Entire house
Rating 4.90 out of 541 reviews
Charming waterfront 2 BR cottage
4 guests · 2 bedrooms · 3 beds · 1 bath
Kitchen · Wifi · Heating
Price:$230 CAD/night
SUPERHOST
Entire house
Rating 4.80 out of 540 reviews
Smith Island Yummy Artist Retreat
4 guests · 2 bedrooms · 0 beds · 1.5 baths
Kitchen · Wifi · Heating
Price:$197 CAD/night
Private room
Island Time B&B (Room #3-Queen room $175)
2 guests · 1 bedroom · 1 bed · 1 shared bath
Kitchen · Heating
Price:$230 CAD/night
Entire house
Rating 4.81 out of 547 reviews
Smith Island Spectacular Sunsets!
11 guests · 4 bedrooms · 8 beds · 2 baths
Kitchen · Heating
Price:$191 CAD/night
Entire cottage
Rating 5.0 out of 56 reviews
WATERFRONT : Soundview Cottage, Smith Island, MD
6 guests · 2 bedrooms · 5 beds · 1 bath
Kitchen · Wifi · Heating
Price:$223 CAD/night
Entire cottage
The Captains Cottage on Smith Island
8 guests · 3 bedrooms · 3 beds · 2 baths
Kitchen · Free parking · Heating
Price:$196 CAD/night
Entire house
Rating 4.82 out of 522 reviews
Longbranch
6 guests · 3 bedrooms · 4 beds · 2.5 baths
Kitchen · Wifi · Heating
Price:$183 CAD/night
Entire house
Rating 4.60 out of 55 reviews
Smith island home with private dock
12 guests · 4 bedrooms · 7 beds · 2 baths
Kitchen · Free parking · Heating
Price:$204 CAD/night
Entire condominium
Rating 4.75 out of 54 reviews
Crisfield Bayfront Condo
6 guests · 3 bedrooms · 4 beds · 2 baths
Kitchen · Wifi · Free parking · Heating
Price:$296 CAD/night
Entire condominium
Rating 5.0 out of 56 reviews
Crisfield Condo with Spectacular Views
6 guests · 3 bedrooms · 4 beds · 2 baths
Kitchen · Wifi · Free parking · Heating
Price:$197 CAD/night
Island
Rating 4.33 out of 57 reviews
Oystermen's Pearl: A Smith Island Inn Cottage
6 guests · 3 bedrooms · 4 beds · 1.5 baths
Kitchen · Free parking · Heating
Price:$221 CAD/night
SUPERHOST
Entire guest suite
Rating 4.94 out of 534 reviews
Wellington House Waterfront Guest Suite
4 guests · 2 bedrooms · 3 beds · 1 bath
Kitchen · Wifi · Free parking · Heating
Price:$145 CAD/night
Private room
Island Time B&B(Room 1- 1st Floor-King- $189)
2 guests · 1 bedroom · 1 bed · 1 private bath
Kitchen · Heating
Price:$249 CAD/night
Private room
Island Time B&B - Master Suite-(Room #2 King-$225)
2 guests · 1 bedroom · 1 bed · 1 private bath
Kitchen · Heating
Price:$296 CAD/night
118 of 24 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.