Highland Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Highland for Your Next Adventure
9.4
(3 Reviews)
- Air Conditioner
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- Pet Friendly
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House
10.0
(1 Review)
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- Pet Friendly
- Accessibility
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Apartment
9.0
(770 Reviews)
- Air Conditioner
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- Pet Friendly
10.0
(18 Reviews)
- Air Conditioner
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- Pet Friendly
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Apartment
7.0
(2 Reviews)
- Air Conditioner
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- Pet Friendly
9.8
(14 Reviews)
- Air Conditioner
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- Pet Friendly
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House
New
- Parking
- Pet Friendly
- Pool
5.2
(5 Reviews)
- Air Conditioner
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- Pet Friendly
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Hotel
9.2
(144 Reviews)
- Air Conditioner
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- Pet Friendly
New
- Air Conditioner
- Pet Friendly
- Security/Safety
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Hotel
8.9
(31 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
8.8
(10 Reviews)
- Air Conditioner
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- Pet Friendly
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Hotel
8.7
(136 Reviews)
- Air Conditioner
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- Pet Friendly
4.1
(7 Reviews)
- Air Conditioner
- Pet Friendly
- TV
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Hotel
8.2
(414 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
New
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- Pet Friendly
- Security/Safety
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Hotel
8.2
(231 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
10.0
(1 Review)
- Air Conditioner
- Parking
- Pet Friendly
4.0
(3 Reviews)
- Air Conditioner
- Pet Friendly
- Bedding/Linens
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About Highland Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Highland 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 Highland Pet-Friendly Rentals
There are a lot of options in Highland. If you plan on staying in the Highland 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 Highland:
- Rancher, pets welcome, Wash/Balt/Annplis family friendly Pool table, deck, river
- Nature Getaway with On-Site Trails, 17 Mi to DC!
- Nature Getaway w/On-Site Trails, 17 Mi to DC!
- A private and peaceful oasis with all amenities in quiet scenic Brookeville
- Merriweather Lakehouse Hotel, Autograph Collection
- WhyHotel by Placemakr Columbia
- Residence Inn Fulton at Maple Lawn
- SpringHill Suites By Marriott Columbia Fort Meade Area
- Hampton Inn & Suites Columbia South Fort Meade Area
- Homewood Suites by Hilton Columbia/Laurel
There are more than 19 pet-friendly rentals available on PickleTrip. Check prices and availability in Highland 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 Highland. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Highland:
Most definitely! There are many luxury places to stay in Highland. 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 Highland. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $274. Find our pet-friendly accommodation near Highland.
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 Highland to find what works for you.
Finding the best prices in Highland
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