Smith Island Vacations
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Find the Best Smith Island Vacation Packages
Smith Island Hotel Deals
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 Jun 6, 2026
Historic home on Smith Island w/ dock!
Smith Island MD
9.6/10 Exceptional! (47 reviews)
"Great place on Smith Island. Amazing community feeling for 48 hours. The ferry is super expensive (it was 25 per person each way ,so 50 total per person!!!), adding 250 to the entire visit for 5, so something to really consider. The island is beautiful, house was perfect, very quiet and well kept. ..."
Reviewed on May 27, 2026
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK & golf cart rental
Smith Island MD
10/10 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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
