Treeforts.com - Vacation Rentals in Leonardtown

Property Image From $229
         

9.0 (14 Reviews)
Bed & Breakfast
  • Air Conditioner
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  • Pet Friendly
Property Image From $271
         

Property Image From $166
         

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10.0 (4 Reviews)
House
  • Parking
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Property Image From $146
         

Property Image From $286
         

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10.0 (1 Review)
House
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  • Sports/Activities
Property Image From $282
         

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10.0 (1 Review)
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Luxury Places to Stay in Leonardtown

Over 45+ Luxury Places to Stay in or Near Leonardtown
Property Image From $485
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $410
         

7.0 (1 Review)
Ski Chalet
  • Parking
  • Security/Safety
  • Child Friendly
Property Image From $346
         

Property Image From $346
         

Property Image From $335
         

New
House
  • Air Conditioner
  • View
  • Security/Safety
Property Image From $335
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $296
         

Property Image From $224
         

Top-Rated Vacation Rentals with a Pool in Leonardtown

Over 13+ Top-Rated Vacation Rentals with a Pool in or Near Leonardtown
Property Image From $117
         

9.2 (44 Reviews)
Hotel
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  • Pool
Property Image From $136
         

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8.6 (629 Reviews)
Hotel
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  • Pool
Property Image From $124
         

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8.4 (264 Reviews)
Hotel
  • Air Conditioner
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  • Pool
Property Image From $152
         

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8.3 (86 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $144
         

8.0 (943 Reviews)
Hotel
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  • Parking
  • Pool
Property Image From $97
         

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7.9 (367 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Property Image From $187
         

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7.7 (122 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Leonardtown

Over 5+ Pet-Friendly Vacation Rentals in or Near Leonardtown
Property Image From $125
         

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9.8 (29 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $204
         

Property Image From $68
         

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7.6 (195 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $87
         

Property Image From $126
         

Wheelchair Accessible Vacation Homes in Leonardtown

Over 12+ Wheelchair Accessible Vacation Homes in or Near Leonardtown
Property Image From $136
         

9.1 (116 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $155
         

Property Image From $122
         

8.6 (641 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $112
         

Property Image From $135
         

7.3 (58 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $103
         

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8.4 (619 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Leonardtown Varoom and Airbnb Places to Stay Under $200

Over 10+ Leonardtown Varoom and Airbnb Places to Stay Under $200
Property Image From $101
         

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9.5 (22 Reviews)
Apartment
  • Air Conditioner
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Property Image From $136
         

8.4 (166 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $136
         

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6.8 (4 Reviews)
House
  • Parking
  • Accessibility
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Property Image From $108
         

8.2 (427 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $165
         

Property Image From $113
         

7.6 (782 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $94
         

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7.2 (135 Reviews)
Hotel
  • Parking
  • Child Friendly
  • Internet
Property Image From $105
         

6.2 (607 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible

About Leonardtown Vacation Rentals

With more than 54 Leonardtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Treeforts 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 Treeforts 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 625.9 ft² on average, with prices averaging $183 a night.

Treeforts 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
Hotels with Suites 33
Vacation Homes 14
B&B 3
Cottages 2
Holiday Apartments 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Leonardtown

Pro Tip: Treeforts makes it easy to compare the best listings on Treeforts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Treeforts 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.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F