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 MD
The price is €252 per night from 31 Dec to 1 Jan
€252
31 Dec - 1 Jan 2026
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
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
Smith Island MD
Beautiful cottage
As many reviewers say, Smith Island is not a hot spot teaming with places to go. We knew this when booking. We brought our cameras, our water colors to paint, books, knitting, cards.... we had a WONDERFUL time. The cottage was beautiful and had everything we needed. The host even supplied us with ...
Reviewed on 19 Sept 2023
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Smith Island MD
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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