Smith Island Rentals
From $175 per night (USD)VRBO
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind and relax after a busy life in the city. Get comfortable and enjoy plenty of extra room at this spacious place. ...
From $175 per night (USD)VRBO
From $233 per night (USD)Expedia
Historic home on Smith Island w\/ dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Pearl on Smith Island is a completely restored Eastern Shore farmhouse with the classic pitched roof. Built in 1900 ...
From $233 per night (USD)Expedia
From $128 per night (USD)VRBO
Blue Heron Cottage On Smith's Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Smith Island's newest jewel, newly constructed waterfront cottage that sleeps 6 comfortably. Relax on the front porch a ...
From $128 per night (USD)VRBO
From $169 per night (USD)VRBO
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Come to Smith Island by your own boat or the several ferries that run daily. Experience the relaxation of the true islan ...
From $169 per night (USD)VRBO
From $145 per night (USD)VRBO
Spectacular Sunsets- Waterfront Home on Smith Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Gorgeously appointed and newly renovated large historic four bedroom, two story home, on the water in Tylerton, Smith Is ...
From $145 per night (USD)VRBO
From $140 per night (USD)VRBO
Get away to relax on Smith Island in the Chesapeake Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedro ...
From $140 per night (USD)VRBO