
Holiday houses in Smith Island
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Top-rated holiday rentals in Smith Island
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Smith Island holiday rentals
Other great holiday rentals in Smith Island
Guest favourite

Home in Tangier
4.93 out of 5 average rating, 15 reviewsCentral & Quaint Island House
Guest favourite

Home in Crisfield
4.96 out of 5 average rating, 52 reviewsCatch of the Bay
Top Guest favourite

Home in Reedville
5 out of 5 average rating, 91 reviewsThe View at Jerk Cove - River Escape
Top Guest favourite

Guesthouse in Onancock
4.96 out of 5 average rating, 54 reviewsHolly Cove’s “Tiny” Guesthouse
Top Guest favourite

Home in Onancock
5 out of 5 average rating, 66 reviewsEgret’s Point on the Creek
Guest favourite

Cabin in Onancock
4.94 out of 5 average rating, 50 reviewsAwesome private off grid cabin with creek view.
Guest favourite

Cottage in Reedville
4.89 out of 5 average rating, 46 reviewsWaterfront Bay Cottage w/ Your Own Private Beach
Superhost

Guest suite in Westover
4.88 out of 5 average rating, 65 reviewsThe Hideaway Suite
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- Chesapeake Bay
- Assateague Island National Seashore
- Assateague Beach
- Haven Beach
- Snead Beach
- Gerry Boyle Park
- Ragged Point Beach
- Wilkins Beach
- Wallops Beach
- Sandyland Beach
- Cape Charles Beachfront
- Bow Beach
- Oxford Beach
- Lane Beach
- Piney Point Beach
- Guard Shore
- Parramore Beach
- Gargathy Beach
- Langford Sand
- Saint Jerome Beach
- St George Island Beach
- Fleeton Beach
- Cedar Island Beach
- Cordreys Beach