- USA
- Florida
- Lakeland - Winter Haven
- Highland Park
- Pet Friendly Vacation Rentals
Highland Park Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Highland Park for Your Next Adventure
New
- Air Conditioner
- Parking
- Pet Friendly
New
- Air Conditioner
- Parking
- Pet Friendly
New
- Air Conditioner
- Parking
- Pet Friendly
10.0
(58 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
10.0
(22 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
10.0
(20 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
10.0
(15 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
10.0
(1 Review)
- Air Conditioner
- Parking
- Pet Friendly
9.6
(9 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
9.4
(12 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
9.2
(9 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
8.0
(13 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
New
- Air Conditioner
- Parking
- Pet Friendly
New
- Air Conditioner
- Pet Friendly
- Security/Safety
9.8
(10 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
4.5
(4 Reviews)
- Air Conditioner
- Pet Friendly
- TV
9.0
(2 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
9.8
(44 Reviews)
- Air Conditioner
- Parking
- Pet Friendly
4.7
(11 Reviews)
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
All Results Near Without your Filters Applied
About Highland Park Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Highland Park 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.
Show more
Show less
Frequently Asked Questions About Highland Park Pet-Friendly Rentals
There are a lot of options in Highland Park. If you plan on staying in the Highland Park 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 Park:
- Lake Retreat w/Pool & Hot Tub near Bok Tower
- A perfect place in Central Florida for boating, fishing, or a relaxing vacation!
- Spacious 3/2 on large canal to beautiful Crooked Lake, great for seasonal rental
- Lake Front! Spacious Home w/heated pool & kayaks
- Lakefront home with white sand beach and private boat dock on Crooked Lake.
- Lakefront Near Legoland Easy Drive to Disney/Theme Parks
- Relaxing & Massage Chair & Putt Putt & Fenced Yard
- Cozy Retreat Near Crooked Lake with Gym, Games & Deck Views
- Close to major highways 27 and 60,Legoland,bok tower Lakes wales airport Oranges
- Close To Everything In Law Suite & Tiny House
There are more than 19 pet-friendly rentals available on PickleTrip. Check prices and availability in Highland Park 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 Park. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Highland Park:
Most definitely! There are many luxury places to stay in Highland Park. 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 Park. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $210. Find our pet-friendly accommodation near Highland Park.
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 Park to find what works for you.
Finding the best prices in Highland Park
Map
