Leesburg Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Leesburg for Your Next Adventure
10.0
(29 Reviews)
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- Pet Friendly
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House
10.0
(1 Review)
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8.4
(1008 Reviews)
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10.0
(20 Reviews)
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House
9.8
(4 Reviews)
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10.0
(14 Reviews)
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Resort
8.5
(331 Reviews)
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10.0
(6 Reviews)
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New
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10.0
(6 Reviews)
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Hotel
9.7
(3 Reviews)
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House
10.0
(3 Reviews)
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Hotel
9.0
(139 Reviews)
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10.0
(2 Reviews)
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10.0
(1 Review)
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9.8
(63 Reviews)
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9.8
(25 Reviews)
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9.8
(7 Reviews)
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9.8
(6 Reviews)
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9.6
(63 Reviews)
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9.4
(39 Reviews)
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8.0
(3 Reviews)
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House
New
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Apartment
New
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- Pet Friendly
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About Leesburg Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Leesburg are perfect for pet owners who want to bring their furry friends and enjoy their next pickleball game on vacation. You can rest easy knowing that your pet is welcome and comfortable in your rental. With a variety of options to choose from, you can find the perfect accommodation that fits your needs and budget. Whether you're looking for a cabin in the woods, a beachfront villa, or a luxury resort, PickleTrip™ has a pet-friendly rental that will suit your needs.
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Frequently Asked Questions About Leesburg Pet-Friendly Rentals
There are a lot of options in Leesburg. If you plan on staying in the Leesburg area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Leesburg:
- Historic Hideaway
- Cozy home centrally located to historical old-town leesburg w/HotTub & Firepit!
- Bear Mountain Cottage
- Hike, Sip & Explore: Charming Waterford Cottage!
- Historic Downtown Leesburg Townhome
- Luxury Private Estate Mins to Winery/Brewery
- Luxury Villa Don Rea
- Nest on 9 - King Bed
- Waterford Cottage King The Village
- Hike, Sip and Explore Charming Waterford Cottage!
There are more than 47 pet-friendly rentals available on PickleTrip. Check prices and availability in Leesburg and last updated on November 2025. Check an individual property if they have restrictions on the size or numbers of pets.
There are many dog-friendly vacation homes available in Leesburg. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Leesburg:
Most definitely! There are many luxury places to stay in Leesburg. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Leesburg. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $348. Find our pet-friendly accommodation near Leesburg.
At PickleTrip, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Leesburg to find what works for you.
Finding the best prices in Leesburg
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