Stay 30 - Vacation Rentals in Leonardtown
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Luxury Places to Stay in Leonardtown
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Top-Rated Vacation Rentals with a Pool in Leonardtown
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Pet-Friendly Vacation Rentals in Leonardtown
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Large Vacation Homes & Villas in Leonardtown
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Wheelchair Accessible Vacation Homes in Leonardtown
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Leonardtown Varoom and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Leonardtown
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About Leonardtown Vacation Rentals
With more than 270 Leonardtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stay30 and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Leonardtown.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stay30 Leonardtown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Leonardtown. Places to stay near Leonardtown are 1048.96 ft² on average, with prices averaging $343 a night.
Stay30 makes it easy and safe to find and compare vacation rentals in Leonardtown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Leonardtown
| Type | Count |
|---|---|
| Vacation Homes | 175 |
| Hotels with Suites | 32 |
| Cottages | 30 |
| Holiday Apartments | 19 |
| B&B | 4 |
| Cabin Rentals | 4 |
| Others | 2 |
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Leonardtown
★ Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Leonardtown.
Weather in Leonardtown
View the weather forecast for Leonardtown before booking your Leonardtown Vacation Rentals to confirm your best time to go.
Top Attractions Around Leonardtown, MD
Stay30 offers a large selection of top attractions around Leonardtown. Research things to do on your vacation before you visit Leonardtown.
Other Places to Stay Near Leonardtown, MD
Leonardtown Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Leonardtown?
There are a lot of options in Leonardtown. If you plan on staying in the Leonardtown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Leonardtown:
- Waterfront Wildlife Retreat on the Patuxent River
- Potomac River Getaway at McKays Beach
- House Right on the Potomac River - Great Sunrises & Sunsets
- Piney Point, private , Beach Front Cottage
- A breathtaking secluded luxury waterfront cottage, complete with a private pier.
- Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
- WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
- It’s All about the VIEW!
- 2 Acre Oasis with Private Beach! Family and dog friendly!
- Perfect Pointe, Cobb Island, Maryland
How many vacation rentals have private pools in Leonardtown?
There are 5 vacation rentals with private pools near Leonardtown. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Leonardtown are best for families?
If you are looking for a family-friendly vacation home in Leonardtown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Leonardtown:
How many vacation rentals are available in Leonardtown?
Currently, the total number of properties listed in 2026 is over 270 in the Leonardtown area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Leonardtown.
