Smith Island Cottage Rentals & Holiday Homes
Find the best cottages in Smith Island - We found 66 exact matches
About Smith Island Luxury Rental on Luxury Cruises
Searching for cottages to rent near Smith Island? Luxury Cruises features more than 66 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. Luxury Cruises’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? Luxury Cruises’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.
Luxury Cruises boasts of 66 holiday cottages and places to stay in Smith Island. The site provides unique Airbnb, VRBO, Luxury Cruises-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
- Spectacular Sunsets- Waterfront Home On Smith Island
- The Relax-Inn Deal Island with Kayaks and Canoe
- Located In Ewell, Sleeps up to 12 Guests, Pet-friendly, Internet
- Walk to Main Street Family-Friendly Crisfield Gem
- Paradise Awaits.
- Rodeway Inn at Somers Cove Marina
- Crisfield Cabin by Homelystay
- Walk to Local Eats and Docks! Crisfield Getaway
- Walkable Beach Retreat on Chesapeake Bay!
How much does it cost to rent a cottage in Smith Island?
The average cost for a cottage rental in Smith Island is $242 per night. Luxurycruises 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:
- Unique Tangier Cottage with Chesapeake Bay Views!
- IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
- Rodeway Inn at Somers Cove Marina
- Walk to Main St Condo with Pool Access in Crisfield
See all pet-friendly vacation rentals in Smith Island on Luxurycruises
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 Luxurycruises shows that there are Over 66 private swimming pools or cottages with indoor pools in the Smith Island area along with other great amenities.
