Port of Leonardtown Winery Cottage Rentals & Holiday Homes

Find the best cottages in Port of Leonardtown Winery - We found 29 exact matches

About Port of Leonardtown Winery Cottage Rentals on Treehouse Rentals

Looking for enchanting cottages near Port of Leonardtown Winery for your next getaway? Treehouse Rentals offers more than 29 unique treetop escapes and forest hideaways, perfect for your family or group trip. Discover treehouses nestled amidst nature, featuring amenities like private decks, kid-friendly designs, and proximity to local attractions. These rentals provide an exceptional experience, catering to families, friends, couples, or adventurous travelers.

Planning a treetop retreat or a nature-based getaway for your group? Treehouse Rentals provides a variety of accommodations, including luxury treehouses, off-grid cabins, and cozy forest homes, connecting you directly with property owners to secure the best rates.

Explore 29 treehouses and exceptional nature-based accommodations in Port of Leonardtown Winery with Treehouse Rentals. Find unique Airbnb-style and VRBO-style treehouses perfect for your weekend escape, summer vacation, or romantic retreat, all within your budget.

Show more
Show less

Frequently Asked Questions About Port of Leonardtown Winery Rental Cottages

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

The average cost for a cottage rental in Port of Leonardtown Winery is $257 per night. Treehouse.com has a wide list of great cottages near Port of Leonardtown Winery that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Port of Leonardtown Winery that allow you to bring your pet:

See all pet-friendly vacation rentals in Port of Leonardtown Winery on Treehouse Rentals

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Port of Leonardtown Winery to find one that works for you.
As of 2025, the data from Treehouse Rentals shows that there are Over 29 private swimming pools or cottages with indoor pools in the Port of Leonardtown Winery area along with other great amenities.
About 29 cottages in Port of Leonardtown Winery boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Port of Leonardtown Winery on Treehouse Rentals
Yes, there are luxury cottages in Port of Leonardtown Winery. Find more luxury, lakefront, winter, & last-minute cottage rentals near Port of Leonardtown Winery.