Smith Island Holidays
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Top hotels in Smith Island
Historic home on Smith Island w/ dock!
Smith Island MD
9.6/10 Exceptional! (48 reviews)
"Peaceful."
Reviewed on 22 Jun 2026
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Ewell MD
9.8/10 Exceptional! (20 reviews)
Wonderful!
"My husband and I visited Smith Island for the first time for a two night stay. The house is clean and adorable and the owner goes out of her way to ensure you have a wonderful stay. A golf cart is all charged up for you to enjoy trips around the island. Bicycles are provided for you to ride too. ..."
Reviewed on 6 Jun 2026
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island MD
The price is €316 per night from 29 Jun to 30 Jun
€316
29 Jun - 30 Jun
includes taxes & fees
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
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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
