Port of Leonardtown Winery Summer Rentals, Cottages & Cabins

Book a Place to Stay in Port of Leonardtown Winery for Your Summer Getaway

About Port of Leonardtown Winery Summer Rental on Treehouse Rentals

TreeHouseRentals™'s summer rentals in Port of Leonardtown Winery are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch treehouse rentals or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Port of Leonardtown Winery with TreeHouseRentals™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay in your treehouse when you travel with TreeHouseRentals™.

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Frequently Asked Questions About Port of Leonardtown Winery Luxury Rentals

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 Summer Rentals in Port of Leonardtown Winery:

In 2025, Treehouse.com offers 173 summer rentals in or around Port of Leonardtown Winery. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Port of Leonardtown Winery is $358. Check the full list of summer accommodations in Port of Leonardtown Winery.
There are 173 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Treehouse Rentals.

Yes, here are some popular summer holiday rentals in Port of Leonardtown Winery that have a private or indoor pool:

Check all holiday rentals with a pool in Port of Leonardtown Winery on Treehouse Rentals.

Yes, We have 173 summer rental homes in Port of Leonardtown Winery and types of place to stay in Port of Leonardtown Winery include:

  • Vacation Homes: 173 available for rent
  • Villas: 173 Rentals available for rent
  • Holiday Apartments: 173 Rentals available for rent
  • Hotels with Suites: 173 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Port of Leonardtown Winery. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Port of Leonardtown Winery.