Smith Island Holiday Packages
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Top Smith Island hotels
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Smith Island MD
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island: Pet-friendly holiday home with WiFi and a garden.
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 June 2025
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Smith Island MD
The price is AU$529 per night from 21 Dec to 22 Dec
AU$529
21 Dec - 22 Dec
includes taxes & fees
Come escape to Smith Island for the winter and enjoy nature, peace and quiet : Pet-friendly holiday home with free WiFi and a fitness centre.
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
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage: Holiday home with free WiFi and laundry facilities.
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
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.
