Highwood Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Highwood for Your Next Adventure
10.0
(8 Reviews)
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Apartment
8.4
(20 Reviews)
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10.0
(3 Reviews)
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- Pet Friendly
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New
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10.0
(2 Reviews)
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10.0
(1 Review)
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New
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10.0
(1 Review)
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New
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9.8
(101 Reviews)
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New
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9.6
(105 Reviews)
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9.6
(54 Reviews)
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9.4
(12 Reviews)
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8.8
(17 Reviews)
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8.8
(3 Reviews)
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8.8
(3 Reviews)
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8.4
(9 Reviews)
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- Pet Friendly
7.8
(7 Reviews)
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4.0
(1 Review)
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2.0
(1 Review)
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- Pet Friendly
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New
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- Pet Friendly
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About Highwood Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Highwood 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 Highwood Pet-Friendly Rentals
There are a lot of options in Highwood. If you plan on staying in the Highwood 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 Highwood:
- Little Blue Cabin
- Historic Updated Great Falls Home w/Fire Pit
- Modern 5bd mins from downtown
- Magpie - Charming Main Level Duplex Near Downtown
- Blackbird House - Extended Stay
- 'Free Spirit Ranch' w/Hot Tub & Mountain Views
- Cozy Great Falls Studio on the Missouri River!
- Cozy Two Bedroom Cabin on Private Montana Dude Ranch - Lucky Spur
- The Kingfisher House - 4 bed, 2-1/2 Bath Victorian
- Country living! Minutes from excellent skiing, hiking, hunting, and fishing!
There are more than 123 pet-friendly rentals available on PickleTrip. Check prices and availability in Highwood 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 Highwood. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Highwood:
Most definitely! There are many luxury places to stay in Highwood. 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 Highwood. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $221. Find our pet-friendly accommodation near Highwood.
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 Highwood to find what works for you.
Finding the best prices in Highwood
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