Smith Island, MD
Travel Guide
Visit Smith Island
Historic home on Smith Island w/ dock!
Smith Island
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 ...
9.6/10 Exceptional! (45 reviews)
"The house was perfect for a quiet, long weekend of fishing and relaxing. Smith Island is a unique get-away with a small town charm and welcoming residents who made us feel like home. The Pearl had everything we needed with comfortable accommodations given the relative seclusion of the island. Leigh ..."
Reviewed on Aug 16, 2025
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island
Stay at this cottage in Smith Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Smith Island and Tylerton County Dock are located ...
9.8/10 Exceptional! (18 reviews)
"The Jazzy 6 loved the accommo- dations and the kitchen was great. Stocked with seasonings, coffee and tea. Marykim was a wonderful hostess. She had our golf cart delivered to Idol Hour and our Smith Island Strawberry cake was in the refrigerator waiting for us. We loved Idol Hour and would stay again. ..."
Reviewed on Aug 18, 2025
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island
The price is ￥33,235 per night from Sep 30 to Oct 1
￥33,235
￥51,043 total
Sep 30 - Oct 1
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 ...
9.6/10 Exceptional! (12 reviews)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful."
Reviewed on Sep 20, 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.
Historic home on Smith Island w/ dock!
Smith Island
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 ...
9.6/10 Exceptional! (45 reviews)
"The house was perfect for a quiet, long weekend of fishing and relaxing. Smith Island is a unique get-away with a small town charm and welcoming residents who made us feel like home. The Pearl had everything we needed with comfortable accommodations given the relative seclusion of the island. Leigh ..."
Reviewed on Aug 16, 2025
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island
Stay at this cottage in Smith Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Smith Island and Tylerton County Dock are located ...
9.8/10 Exceptional! (18 reviews)
"The Jazzy 6 loved the accommo- dations and the kitchen was great. Stocked with seasonings, coffee and tea. Marykim was a wonderful hostess. She had our golf cart delivered to Idol Hour and our Smith Island Strawberry cake was in the refrigerator waiting for us. We loved Idol Hour and would stay again. ..."
Reviewed on Aug 18, 2025
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island
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 ...
9.6/10 Exceptional! (12 reviews)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful."
Reviewed on Sep 20, 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
4.5/5(12 reviews)
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.
Horse Hammock
Commune with nature and explore the great outdoors at Horse Hammock during your travels in Smith Island.
Tylerton County Dock
Explore the waterfront in Tylerton with a trip to Tylerton County Dock.
