Smith Island Holidays

Name: Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Rating: 10

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Smith Island Holiday

Smith Island Essential Information

Language	English
Currency	U.S dollars
Max Temp Winter	7ºC
Max Temp Summer	27ºC
Top Sights	J. Millard Tawes Museum and Somers Cove Marina

Our pick of the best Smith Island Hotel Deals

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Smith Island MD

AU$437

1 Jan - 2 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

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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 June 2025

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See all 196 properties in Smith Island

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.