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: <a href="/property/spacious-5-bedroom-house-with-wifi-ac-and-private-dock-on-charming-smith-island/HA-3214260884" class="class="static-page-link"">Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island</a> <a href="/property/blue-anchor-cottage-at-smith-island-md-quaint-charming-beach-cottage/HA-3213507426" class="class="static-page-link"">Blue Anchor Cottage at Smith Island MD Quaint &amp; Charming Beach Cottage</a> <a href="/property/come-escape-to-smith-island-for-the-winter-and-enjoy-nature-peace-and-quiet/HA-3213345492" class="class="static-page-link"">Come escape to Smith Island for the winter and enjoy nature, peace and quiet</a> <a href="/property/historic-home-on-smith-island-w-dock/HA-3212193588" class="class="static-page-link"">Historic home on Smith Island w/dock!</a> <a href="/property/spectacular-sunsets-waterfront-home-on-smith-island/HA-321817839" class="class="static-page-link"">Spectacular Sunsets- Waterfront Home On Smith Island</a> <a href="/property/located-in-ewell-sleeps-up-to-12-guests-pet-friendly-internet/HA-1219468993" class="class="static-page-link"">Located In Ewell, Sleeps up to 12 Guests, Pet-friendly, Internet</a> <a href="/property/spectacular-sunsets-waterfront-home-on-smith-island/HA-1213690269" class="class="static-page-link"">Spectacular Sunsets- Waterfront Home on Smith Island</a> <a href="/property/charming-2-bedroom-house-in-beautiful-smith-island/HA-3214798738" class="class="static-page-link"">Charming 2 Bedroom house in beautiful Smith Island</a> <a href="/property/bizzys-bungalow-2-bedroom-with-wifi-and-golf-cart/HA-3213127575" class="class="static-page-link"">Bizzys Bungalow, 2 bedroom with wifi and golf cart</a>

How much does it cost to rent a cottage in Smith Island?

The average cost for a cottage rental in Smith Island is $187 per night. Visittheus 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: IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK Pet-Friendly Smith Island Cottage with Golf Cart! Pet-Friendly Smith Island Cottage w/Golf Cart! Blue Heron Cottage On Smith's Island Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage Come escape to Smith Island for the winter and enjoy nature, peace and quiet Historic home on Smith Island w/dock! <a href="/all/usa/maryland/smith-island" class="class="static-page-link"">See all pet-friendly vacation rentals in Smith Island on Visittheus</a>

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 Visittheus shows that there are Over 4 private swimming pools or cottages with indoor pools in the Smith Island area along with other great amenities.