Smith Island, MD

Travel Guide

A person in a kayak on a calm body of water during sunset.
Historic home on Smith Island w/ dock!

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 ...
9.6/10 Exceptional! (51 reviews)
"Staying in the historic house was an amazing experience. You have all the creature comforts you could ask for while staying on one of the most remote islands on the east coast. It was an experience I will never forget and will be back again."

Reviewed on Jul 27, 2026

Historic home on Smith Island w/ dock!
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell MD
Stay at this cottage in Smith Island. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Smith Island and Tylerton County ...
10/10 Exceptional! (22 reviews)
"Just a really nice little place and we loved it! Clean, convenient, and it had everything we need! We will come back!"

Reviewed on Jun 21, 2026

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Smith Island MD
$326 nightly
The price is $360 total per night from Aug 7 to Aug 8
$360 total
Aug 7 - Aug 8
Total with taxes and 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 Oct 28, 2025

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
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!

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 ...
9.6/10 Exceptional! (51 reviews)
"Staying in the historic house was an amazing experience. You have all the creature comforts you could ask for while staying on one of the most remote islands on the east coast. It was an experience I will never forget and will be back again."

Reviewed on Jul 27, 2026

Historic home on Smith Island w/ dock!
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell MD
Stay at this cottage in Smith Island. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Smith Island and Tylerton County ...
10/10 Exceptional! (22 reviews)
"Just a really nice little place and we loved it! Clean, convenient, and it had everything we need! We will come back!"

Reviewed on Jun 21, 2026

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

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 Oct 28, 2025

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
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.

Stay near popular Smith Island attractions