Smith Island, MD
Travel Guide
Visit Smith Island

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island MD
The price is AED 731 per night from Dec 1 to Dec 2
AED 731
AED 1,152 total
1 Dec - 2 Dec
includes taxes & fees
Stay at this vacation home in Smith Island. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Smith Island and Tylerton County Dock are located ...
9.8/10 Exceptional! (15 reviews)
Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host.
Reviewed on 28 October 2025

Historic home on Smith Island w/ dock!
Smith Island MD
Stay at this vacation home in Smith Island. Enjoy a garden, laundry facilities, and patios. Popular attractions Smith Island and Tylerton County Dock are located ...
9.4/10 Exceptional! (46 reviews)
We enjoyed ourselves besides the weather that turned bad, fall is not the best time to visit Smith Island, everything was operating on limited hours.
Reviewed on 3 October 2025

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Smith Island MD
Stay at this vacation home in Smith Island. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Smith Island and Tylerton County Dock are ...
10/10 Exceptional! (1 review)
Amazing Adventure
Amazing adventure! Peaceful! Beautiful! Privacy! Gourmet Kitchen! The house is set back from the neighborhood on a large lot. The decks are new and comfortably furnished. We cooked breakfast and dinner for 3 days and the well-equipped kitchen was perfect. Our days started and ended with gourmet meals, ...
Reviewed on 18 June 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island MD
Stay at this vacation home in Smith Island. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Smith Island and Tylerton County Dock are located ...
9.8/10 Exceptional! (15 reviews)
Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host.
Reviewed on 28 October 2025

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Smith Island MD
Stay at this vacation home in Smith Island. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Smith Island and Tylerton County Dock are ...
10/10 Exceptional! (1 review)
Amazing Adventure
Amazing adventure! Peaceful! Beautiful! Privacy! Gourmet Kitchen! The house is set back from the neighborhood on a large lot. The decks are new and comfortably furnished. We cooked breakfast and dinner for 3 days and the well-equipped kitchen was perfect. Our days started and ended with gourmet meals, ...
Reviewed on 18 June 2025

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
Reedville VA
Stay at this vacation home in Reedville. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Smith Point Marina and Buzzard's Point ...
8/10 Very Good! (7 reviews)
Nice place
Reviewed on 10 October 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Smith Island
Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area, or seek out the fishing spots.
Tylerton County Dock
Explore the waterfront in Tylerton with a trip to Tylerton County Dock.
Horse Hammock
Commune with nature and explore the great outdoors at Horse Hammock during your travels in Smith Island.
