Smith Island Rentals By Owner

There are a lot of options in Smith Island. If you plan on staying in the Smith Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Smith Island:

• Walk to Main Street Family-Friendly Crisfield Gem
• Crisfield Cabin by Homelystay
• Walk to Local Eats and Docks! Crisfield Getaway
• Walkable Beach Retreat on Chesapeake Bay!
• Spectacular Sunsets- Waterfront Home on Smith Island
• Cozy 2-bedroom house in lovely Crisfield with AC
• Cozy Contemporary Home
• Victorian Get Away
• Charming 2 Bedroom house in beautiful Smith Island
• Cozy family friendly home with lots of space to relax.!

There are many large, family-friendly vacation homes available in Smith Island; however, here are the most popular family rentals listed on our site:

• Come, sit back and relax at the "Catch of the Bay"
• Unique Tangier Cottage with Chesapeake Bay Views!
• Walk to Main Street: Family-Friendly Crisfield Gem
• Walk to Main St Condo with Pool Access in Crisfield

Yes, there are 38 self-catering vacation homes in Smith Island that have hot tubs, swimming pools, & other amenities.

There are more than 38 luxury villas and vacation homes in or near Smith Island. Filter by price to compare find the most expensive places to stay on Cancunplayaluxuryrentals.

Yes, there are 38 pet friendly vacation homes and places to stays that are available in or near Smith Island that you may consider.