Leonardtown vacation rentals

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Best Leonardtown vacation rentals

Most recommended vacation rentals in Leonardtown

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Retreat at Fenwick - Leonardtown - Living room
Retreat at Fenwick
Leonardtown, MD
9.4Wonderful(14)
Parking
Free Wi-Fi
$158+
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Potomac River Getaway At Mckays Beach - Leonardtown - Living room
Potomac River Getaway At Mckays Beach
Leonardtown, MD
Free Wi-Fi
$293+
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2 Acre Oasis With Private Beach! Family And Dog Friendly! - Leonardtown
2 Acre Oasis With Private Beach! Family And Dog Friendly!
Leonardtown, MD
Pet friendly
$647+
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Stunning sunsets Leonardtown apartment - Leonardtown - Living room
Stunning sunsets Leonardtown apartment
Leonardtown, MD
Free Wi-Fi
$178+
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Unplug and unwind at your Leonardtown waterfront vacation home! - Leonardtown - Living room
Unplug and unwind at your Leonardtown waterfront vacation home!
Leonardtown, MD
$364+
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Waterfront Leonardtown Retreat w/ Dock Access! - Leonardtown - Kitchen
Waterfront Leonardtown Retreat w/ Dock Access!
Leonardtown, MD
Free Wi-Fi
$792+
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Dreamy Waterfront Cottage w/ Incredible Views - Leonardtown - Kitchen
Dreamy Waterfront Cottage w/ Incredible Views
Leonardtown, MD
$516+
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Waterfront retreat with private dock - 90 min to DC - Leonardtown - Living room
Waterfront retreat with private dock - 90 min to DC
Leonardtown, MD
Free Wi-Fi
$556+
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Potomac River Crabbing & Fishing Paradise - Leonardtown - Living room
Potomac River Crabbing & Fishing Paradise
Leonardtown, MD
Free Wi-Fi
$86+
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Charming Duplex in the heart of Leonardtown\n - Leonardtown - Living room
Charming Duplex in the heart of Leonardtown\n
Leonardtown, MD
$325+
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Potomac Vista Cottage by the Small Pond - Leonardtown
Potomac Vista Cottage by the Small Pond
Leonardtown, MD
Free Wi-Fi
$263+
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Breton Bay Family Stay - Extras Galore! - Leonardtown
Breton Bay Family Stay - Extras Galore!
Leonardtown, MD
Free Wi-Fi
$946+
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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

April

High season

December

Average price (weeknight)

$381

Average price (weekend night)

$297
Cheapest month to stay with an average 49% drop in price.
Most expensive month to stay with an average 54% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Leonardtown vacation rental deals

  • The best vacation rental properties in Leonardtown are Potomac River Getaway At Mckays Beach (10.0, 58 reviews), 2 Acre Oasis With Private Beach! Family And Dog Friendly! (10.0, 27), and Potomac Vista Cottage by the Small Pond (9.8, 26), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Leonardtown for 3 days.

FAQs when booking a vacation home in Leonardtown

  • What types of vacation rentals are available in Leonardtown?

    There are loads of different property types that you can make your vacation home in Leonardtown. You’ll find apartments, cottages and houses.

  • Are there any pet-friendly vacation rentals in Leonardtown?

    There are a number of dog and pet-friendly Leonardtown vacation rentals, with around 7% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Leonardtown?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Leonardtown?

Our map will help you find the perfect place to stay in Leonardtown by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Leonardtown

Leonardtown vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Leonardtown. Find cheap vacation homes to rent in Leonardtown. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Leonardtown that suits you best.

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