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 StayAndPlay

Looking for the perfect summer golf trip in Port of Leonardtown Winery? StayAndPlay offers a unique collection of golf villa rentals, including golf cabins, golf resorts, golf retreats, and more. Our properties are equipped with luxurious amenities such as private decks, swimming pools, hot tubs, Wi-Fi, and stunning golf course views. Whether you’re traveling with family, friends, or a larger group, our golf accommodations in Port of Leonardtown Winery provide the ideal setting for an unforgettable golf vacation.

Make the most of your summer golf retreat in Port of Leonardtown Winery with StayAndPlay. Our selection of golf accommodations ensures maximum comfort and relaxation. From elegant golf villas to private golf retreats and cozy golf cabins, each home offers a one-of-a-kind experience on the course. Find your perfect golf villa for the ultimate summer retreat in Port of Leonardtown Winery with StayAndPlay. Ready to make your best swing? Book your dream golf escape with StayAndPlay!

Show more
Show less

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, StayAndPlay.com offers 176 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 $353. Check the full list of summer accommodations in Port of Leonardtown Winery.
There are 176 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with StayAndPlay.

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 StayAndPlay.

Yes, We have 176 summer rental homes in Port of Leonardtown Winery and types of place to stay in Port of Leonardtown Winery include:

  • Vacation Homes: 176 available for rent
  • Villas: 176 Rentals available for rent
  • Holiday Apartments: 176 Rentals available for rent
  • Hotels with Suites: 176 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.