
Smith Island Holidays
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Top hotels in Smith Island

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island
The price is €306 per night from 15 Oct to 16 Oct
€306
15 Oct - 16 Oct
includes taxes & fees
9.6/10 Exceptional! (13 reviews)
"This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you ..."
Reviewed on 7 Oct 2025

Historic home on Smith Island w/ dock!
Smith Island
9.6/10 Exceptional! (45 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

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