
Holiday rentals 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
Superhost

Home in Crisfield
5 out of 5 average rating, 5 reviewsSomers Cove Light Remembered
Superhost

Cottage in Reedville
4.86 out of 5 average rating, 51 reviewsBayberry - awesome Solo Stove Fire Pit
Top guest favourite

Home in Piney Point
5 out of 5 average rating, 20 reviewsWaterfront Studio | Bikes & Kayaks | Beach Access
Superhost

Cottage in Deal Island
4.64 out of 5 average rating, 237 reviewsDeal Island Bay Cottage - Maryland
Top guest favourite

Home in Deal Island Historic District
4.97 out of 5 average rating, 30 reviewsRusty Anchor
Guest favourite

Home in Crisfield
4.96 out of 5 average rating, 55 reviewsCatch of the Bay
Top guest favourite

Guest house in Onancock
4.96 out of 5 average rating, 56 reviewsHolly Cove’s “Tiny” Guesthouse
Top guest favourite

Home in Reedville
5 out of 5 average rating, 70 reviewsThe Haven On The Chesapeake Bay
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- Chesapeake Bay
- Assateague Island National Seashore
- Bethel Beach
- Assateague Beach
- Haven Beach
- Gerry Boyle Park
- Sandyland Beach
- Piney Point Beach
- Gargathy Beach
- Bow Beach
- Saint Jerome Beach
- Cape Charles Beachfront
- Oxford Beach
- Lane Beach
- Guard Shore
- Jacey Vineyards
- Cordreys Beach
- Cedar Island Beach
- Tankards Beach
- Fleeton Beach
- Cove Point Beach
- Wilkins Beach
- Wallops Beach
- Little Egging Beach