Dog Walking Highwood
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 80 pet parents in Highwood have booked dog walking
Highwood, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I've been caring for dogs since I was young, starting with my neighbor's Old English Sheepdog. Today, I'm the go-to sitter my sister relies on to care for her little fluffball, whether it's for an evening away or extended vacations. I'm comfortable providing consistent, attentive care for every pet -- and following your every instruction to make sure your pet stays happy and healthy while you're away. I currently work a flexible, non-traditional schedule that includes fantasy illustration projects and teaching art classes. This gives me built-in gaps during the day that I'd love to fill with dog care, whether that means walks, playtime, or multi-day companionship. Your dog's routine and well-being are my top priorities. I make sure that your dog gets the best care possible and will follow all instructions to the letter: setting phone alarms to ensure potty breaks and meals happen right on time, monitoring treats so your dog is neither over- nor under-indulged, and sticking closely to established sleep schedules. I'm equally respectful of your home, taking care to leave it as clean and orderly (or better) than when I arrived.
“Amy came out to walk our lab, Ralph, on Christmas Eve with less than 24 hours notice! She responded to our last minute request right away and was extremely accommodating and professional. Ralph liked her right away and they enjoyed a nice long walk. I’m so grateful Amy was willing and able to help us out in our time of need! Highly recommend!”
“Erin is the first person I’ve used with River & I couldn’t be happier! Erin has been great taking my dog, Bruce, for walks. She’s on time & very communicative, I love seeing the pictures after she’s done. I’m a big fan, but I think my dog might be a bigger one! Highly recommend!”
About: I have had two beautiful golden Retrievers and love dogs in general. My golden Wyatt passed away but I adore and love and miss him so much. Now with a new year one year old puppy who is HUGE , I absolutely want to meet more friends of fur. I work daily but have a flexible schedule and can attend animals during the workday as I make my own hours. I also can stay overnight on Friday through Sunday for overnight sitting. I care for pets making sure they have the essentials, food and water. That being said I love to spend time with them all always they are amazing and I love playing with animals and making them feel as human as possible.
“Diana was prompt, responsive and reliable! She was great to work with and I felt so much relief leaving my pets in good hands while I was away. Thank you Diana! Will absolutely rebook soon”
About: I’ve fostered over 50 animals and just enjoy being with animals and want to show them the world. I’ve worked with dogs from 1 month to 9 years. I will be attending the university of Tennessee this fall and I’d love either morning to afternoon work. I always communicate before bookings and will try to be as flexible as possible! I’m very patient and I’ve fostered over 50 animals so I’ve worked with all personalities and ages. I try to care for dogs like they are my own. I have a rescue who is an anxious dog so I have experience in that as well.
About: I grew up around pets, as my family had dogs and cats throughout my childhood. When I went to college, I could only last 2 years before I had to get my dog, Louis. My family now has 12 dogs, of all different sizes, breeds, and temperaments which has allowed me to gain experience dealing with a wide variety of pups. I love all types of dogs, and would love to meet and take care of yours. I am currently in virtual school, which I conduct from home during weekdays. This allows my schedule to be pretty flexible. I tend to travel to see family and friends on weekends, but if I am in town I am available for weekends as well. I am happy to take your dogs for as many walks as you would like, as I love being active and outdoors. I can drop in a few times throughout the day for walks or just to let them out for the bathroom.
About: I’ve had dogs my whole life. I have experience with both puppies and older dogs. I love animals and have many years experience caring for them. I currently run a mobile chiropractic business but I am available most week days both morning and afternoon. I have a flexible schedule overall Monday- Thursdays. I’m not offering boarding services or doggy daycare right now due to living in an apartment. I apologize for the inconvenience. I do offer drop ins and dog walking however!
“Tara walked our Golden Retriever and Labrador Retriever for a week and did a great job! Tara handled two large dogs, took great care and was patient with them each walk. We will be having Tara back and recommend her whole-heartedly!”
About: I'm an experienced caretaker, especially with large dogs and fish! I also have much experience with rodents and other small animals. Above all, I love critters, and I'm always happy to build on my experiences or learn a new caretaking skill. I'm a college student home for the summer, with access to a bike-and sometimes a car-so I can get anywhere at any time. It's important to me that pets receive quality care, so no matter what, they'll always be my priority. I don't board, but in clients' homes I make sure to follow guidelines given to me! I love to walk dogs, and will take them for a stroll as many times as needed, but I'm also happy to stay in-home and play with a pet there. Whatever makes them the happiest!
About: Hi, I'm Faye! I'm a college student home for the summer with a flexible schedule, and I'd love to spend my free time caring for your pets. As a lifelong dog lover and owner of two dogs, I know how important it is to find someone you can trust with your furry family members. I have experience caring for dogs of all sizes, from my own 15-pound pup to two 115-pound Black Russian Terriers, so I'm comfortable handling both small and large breeds. Whether your dog loves long walks, playing fetch, or just getting lots of attention and affection, I'm happy to tailor my care to their needs. I offer walks, drop-in visits, and dog sitting (depending on location), and I'll treat your pet with the same love and care I give my own. I look forward to meeting you and your pup! I am pretty flexible, but it depends on which week is needed. If you are interested please reach out and we can talk about my availability! I have two dogs of my own, a Standard Poodle and a Terrier mix, so I know just how important it is to keep dogs happy, active, and feeling loved. They both enjoy daily walks, playing fetch in the backyard, and, of course, plenty of cuddle time! When caring for client's dogs, I treat them like they're my own. Whether it's going for walks, playing their favorite games, or relaxing with lots of pets and cuddles, I make sure every dog gets the attention, exercise, and affection they deserve.
“She did an amazing job with our pup. He is a 99 lb, scared (at first), and sensitive puppy. She was very sweet with him and game him all the time and treats he needed on the walk. Will definitely book again.”
About: I am an experienced sitter who has cared for all kinds of pets! I grew up in a pet-loving family surrounded by different types of pets! I'm currently a grad student, so I have plenty of time to meet and care for your pets. I have a flexible schedule and can't wait to meet them! I will care for and love your pets through walks, hangouts, and more! I would love to talk more about providing services for your pets!
About: I’ve had dogs and cats for 35 years. I currently have a German Shepherd and a domestic short hair cat. I volunteer at the humane society socializing cats. I am retired and have time and love enough to care for your small dog or cat. We travel a bit but am available when in town. I’m available for drop in visits or overnights. I am experienced keeping an active dog entertained. I can take small dogs for walks in your neighborhood
“Claire was communicative, prompt, and flexible. She was confident in handling our dog that is strong and can pull hard on the leash. She was friendly and followed all our directions. Our dog also seemed very happy and comfortable with her!”
“Chris is great! My dog definitely developed some separation anxiety related to our move and Chris took extra time to stay back after his walk so he could get to know her and have a little bit more comforting and reassurance. Her flexibility with scheduling has also been really amazing throughout the whole process. Will definitely request her dog-walking services again!”
About: I have had animals in my life ever since I was born. I am a huge dog person and fostered pups before I got my own. I have a chihuahua/mini pincher mix who loves people and other animals, no matter the size! If I am away for work, I constantly watch my pup on the doggy cam. I ensure he gets at least two walks a day, play time at least 3 times a day, and all the snuggles he wants! I've became very skilled at potty training as we went through it living in a high rise. I have a flexible schedule and live/work in Highwood/Highland Park. I have evenings off and do not mind early mornings or weekend appointments! Please let me know how I can help you and your dog! I am an early riser and come by to hang out with my dog for lunch every day. I also have evenings off to enjoy with them whether it’s a long walk or playtime in the house! Tito roams free in the house but I always make sure my pup and the clients get along well before booking. I watch them on the doggy cam while I’m gone and always frequently check in to make sure all is well. My number one concern is making sure everyone is comfortable and happy so I do whatever it takes to ensure that with my clients.
The median cost per walk for dog walking in Highwood is $20
Dog parents share their Rover experiences - Highwood
Erin is the first person I’ve used with River & I couldn’t be happier! Erin has been great taking my dog, Bruce, for walks. She’s on time & very communicative, I love seeing the pictures after she’s done. I’m a big fan, but I think my dog might be a bigger one! Highly recommend!
Shannon was absolutely wonderful with our dog Mabel this week! Mabel is blind, so she needs extra care and patience, and Shannon handled everything beautifully. She was always on time, gave detailed and thoughtful updates after each walk, and treated Mabel with so much kindness and attention. It gave us total peace of mind knowing Mabel was in such capable hands. We’re so grateful for Shannon and highly recommend her to anyone looking for a reliable, compassionate, and professional dog walker!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - Highwood
Select a filter and find qualifying sitters offering dog walking.Sitters in Highwood average 4 repeat dog walking clients
FAQs for Dog Walking - Highwood
Frequently asked questions about Rover
The average cost for Dog Walking in Highwood on Rover is $27.75 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of July 2026, there are 12,634 sitters on Rover offering Dog Walking across Highwood. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Highwood. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Highwood.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Highwood. On Rover:
- 91% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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