Smith Island

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
The price is €259 per night from 7 Sept to 8 Sept
€259
7 Sept - 8 Sept
includes taxes & fees
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 ...
9.6/10 Exceptional! (52 reviews)
"The owner, Chris, was very helpful with what we needed to bring, which was so helpful. Would definitely recommend. House was clean and well stocked."

Reviewed on 2 Aug 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 coffee maker 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 21 Jun 2026

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

Spacious 5-bedroom house with WiFi, AC and private deck 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 Jun 2025

Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island
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 holiday 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! (52 reviews)
"The owner, Chris, was very helpful with what we needed to bring, which was so helpful. Would definitely recommend. House was clean and well stocked."

Reviewed on 2 Aug 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 coffee maker 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 21 Jun 2026

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

Spacious 5-bedroom house with WiFi, AC and private deck 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 Jun 2025

Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island
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