Smith Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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$527

18 Dec - 19 Dec

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

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

Get rates

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

Get rates

See all 197 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.