Smith Island Travel Guide
Tourist Guide
Visit Smith Island

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island MD
The price is AU$527 per night from 19 Dec to 20 Dec
AU$527
19 Dec - 20 Dec
includes taxes & fees
Stay at this holiday home in Smith Island. Enjoy free Wi-Fi, a fitness centre 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 Oct 2025

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Smith Island MD
Stay at this holiday 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

Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
Smith Island MD
Stay at this holiday home in Smith Island. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Smith Island and Tylerton County Dock are ...
Beautiful cottage
As many reviewers say, Smith Island is not a hot spot teaming with places to go. We knew this when booking. We brought our cameras, our water colors to paint, books, knitting, cards.... we had a WONDERFUL time. The cottage was beautiful and had everything we needed. The host even supplied us with ...
Reviewed on 19 Sept 2023
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 holiday home in Smith Island. Enjoy free Wi-Fi, a fitness centre 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 Oct 2025

Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
Smith Island MD
Stay at this holiday home in Smith Island. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Smith Island and Tylerton County Dock are ...
Beautiful cottage
As many reviewers say, Smith Island is not a hot spot teaming with places to go. We knew this when booking. We brought our cameras, our water colors to paint, books, knitting, cards.... we had a WONDERFUL time. The cottage was beautiful and had everything we needed. The host even supplied us with ...
Reviewed on 19 Sept 2023

Historic home on Smith Island w/ dock!
Smith Island MD
Stay at this holiday 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 Oct 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.
