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Smith Island Cottage Rentals & Holiday Homes
Find the best cottages in Smith Island - We found 10 exact matches
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About Smith Island Cottage Rentals on Hawaii Beach Comber
Searching for cottages to rent near Smith Island? Hawaii Beach Comber features more than 10 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Smith Island have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Hawaii Beach Comber’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Smith Island.
Are you planning to travel to the lakeside, beach, or mountain area? Hawaii Beach Comber’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Hawaii Beach Comber boasts of 10 holiday cottages and places to stay in Smith Island. The site provides unique Airbnb, VRBO, Hawaii Beach Comber-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Smith Island Cottage Rentals
What are the top rated Cottage Rentals in Smith Island?
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 Cottage Rentals in Smith Island:
- Home of the Terrapin King
- Come, sit back and relax at the "Catch of the Bay"
- Charming 3-bedroom house with AC in cozy Crisfield
- Walk to Local Eats & Docks! Crisfield Getaway
- Walk to Main Street: Family-Friendly Crisfield Gem
- Walkable Beach Retreat on Chesapeake Bay!
- Tangier Escape, great place get away from it all on Deal Island, MD.
- Oasis On the Bay-Luxury 3-bedroom condo
- Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island
- Walk to Main St: Condo w/Pool Access in Crisfield
How much does it cost to rent a cottage in Smith Island?
The average cost for a cottage rental in Smith Island is $252 per night. Hawaiibeachcomber has a wide list of great cottages near Smith Island that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Smith Island that allow pets?
Yes, here are the top cottage rentals in Smith Island that allow you to bring your pet:
- Pet-Friendly Smith Island Cottage w/Golf Cart!
- Unique Tangier Cottage w/Chesapeake Bay Views!
- Pet-friendly Smith Island Cottage w/Golf Cart!
- Unique Tangier Cottage w/Chesapeake Bay Views!
- Home of the Terrapin King
- Walk to Main St: Condo w/Pool Access in Crisfield
- Rodeway Inn at Somers Cove Marina
- Come, sit back and relax at the "Catch of the Bay"
See all pet-friendly vacation rentals in Smith Island on Hawaiibeachcomber
Do you have any rental cottages in Smith Island that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Smith Island to find one that works for you.
Are there quality cottages in Smith Island that have indoor swimming pools?
As of 2026, the data from Hawaiibeachcomber shows that there are Over 10 private swimming pools or cottages with indoor pools in the Smith Island area along with other great amenities.