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:

• Chesapeake Waterfront with Private Dock in Crisfield, Maryland
• Come, sit back and relax at the "Catch of the Bay"
• Walk to Main Street: Family-Friendly Crisfield Gem
• Unique Tangier Cottage with Chesapeake Bay Views!
• Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
• Walk to Main St Condo with Pool Access in Crisfield
• Walkable Beach Retreat on Chesapeake Bay!
• Tangier Escape, great place get away from it all on Deal Island, MD.
• Cute, cozy cottage getaway
• Come escape to Smith Island for the winter and enjoy nature, peace and quiet

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

• Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD
• Crisfield Cabin by Homelystay
• Unique Tangier Cottage with Chesapeake Bay Views!
• Come, sit back and relax at the "Catch of the Bay"
• Walk to Main St Condo with Pool Access in Crisfield
• Walk to Main Street: Family-Friendly Crisfield Gem

Yes, there are 2 self-catering vacation homes in Smith Island that have hot tubs, swimming pools, & other amenities.

There are more than 2 luxury villas and vacation homes in or near Smith Island. Filter by price to compare find the most expensive places to stay on Frontiercabinrentals.

Yes, there are 2 pet friendly vacation homes and places to stays that are available in or near Smith Island that you may consider.