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.
“Chloe was so great for our big boy. Pictures tell the story… showing his belly, ball in mouth and tongue hanging out. He looked very happy. Great communication and we met before the first walk. Thank you! I wish you were staying around.”
“Paige is a life saver! She went above and beyond to make sure that our large and strong dog got three long walks a day for 19 days straight. We needed to change our booking numerous times and Paige was incredibly flexible, patient and kind through it all. She is extremely dependable, positive, responsive, and competent. Our dog is much calmer and happier thanks to her and so are we! We are so grateful to have found her and so thankful for her exceptional care.”
“Amy has walked our greyhound Benny for a few months now and it's going great. She also gives him his mid day meds. Now that the weather is nice, Benny loves laying in the yard for a stretch and she accommodates him. He's a very happy dog when she comes to walk him. I Highly recommend Amy!”
About: Hi my name is Nina! I’ve been surrounded by animals all my life and over the last 2 years I’ve truly fallen in love with pet care. I am trustworthy, flexible and go above and beyond for your furry friend. Just as I would take care of my own! I’ve worked professionally as a pet sitter including drop ins, long walks and over two weeks at my clients home. Taking care of your home as much and I do your pet! I am a lover of all animals but more than that, I am comfortable with elderly dogs, dogs with special needs, medicated pups and those that are a bit anxious. I’ve found that home sitting keeps your animals the most comfortable while they stay on their normal routine and meet a new friend! Clients in the past have said I am patient, adaptable, trustworthy and truly go above and beyond for your pup just as I would my own. I’d love the opportunity to gain a new furry friend and hope to take any anxiety away from leaving your baby. I’m currently working as a freelance digital marketing contractor so my days are mostly spend at home. I am extremely flexible when it comes to overnights and walks, accommodating my customers needs. I am happy to stay overnight as needed as well’ I treat your home as if it were my own and my goal is to leave it cleaner than I arrived. When it comes to your pups night routine, I am happy to cuddle up with them or crate the as needed. It’s truly up to what their normal routine includes and I follow!
“Luna loved Nataliia! She was so sweet with her and listened to all the care instructions for Luna. She was responsive, professional and shared details and photos! We can’t wait fo for her to come back.”
“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!”
“Jason quickly made a strong connection with our lab, Ralph, and with us. He puts extra time, thought and effort into his care of Ralph which has made a difference. He is also extremely responsive and provides detailed information about each interaction. He’s terrific!”
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.
“Ella is great! I was in a bind and needed a walker the day after I signed up for Rover. Ella responded immediately and was able to come over the next day. She was on time and my pup Carlos loved her! I would definitely recommend her to everyone!”
“Andrea was absolutely wonderful with Benji! She took such great care of him and kept me updated with photos while I was away, which gave me so much peace of mind. It was clear that Benji was happy, comfortable, and well cared while he was with her. I truly appreciate the care and attention she gave him, and I wouldn’t hesitate to book with her again. I highly recommend her to anyone looking for a kind, reliable, and trustworthy Rover sitter!”
“Arcely was fabulous. She did great with my dog, giving him time to get used to her and making sure he got a chance to burn off some extra energy. I will definitely be using her in the future.”
About: I had 2 dogs growing up, and helped my parents take care of them. My parents were busy most days, so I was the one who would take them for walks. My dog recently got his teeth removed, so I also learned how to take care of him and how to feed him properly with that in mind. I’ve also had to take care of both dogs when my parents are out of town, taking them outside, administering medication, and feeding and providing water for them. I have done the same for my grandparents. I love animals a lot, and I volunteered at animal shelters in high school and can properly care for and clean up after many pets.. I’m currently taking all of my classes online, so I will have plenty of time to take care of your pets! I can be available at any needed times, both weekdays and weekends. I will provide food and water according to instructions. I will keep a clean, safe, and loving environment, and ensure that they get time to play and exercise regularly. I’m great at following instructions, and I am very attentive to any special requests that are given by the owner.
“Christine was great! I met her ahead of time and instantly liked her. My dog did too. Everything ran smoothly and I loved getting the photos she sent. I’ll surely use her again.”
About: Hi, I’m Christine! I’ve been a devoted pet parent for over 30 years, and my love for animals is truly at the heart of everything I do. From playful pups to curious cats and every animal in between, I believe each furry (or feathery!) friend deserves love, care, and a whole lot of fun. I currently have an 8 year old Plott Hound who is recovering from her second TPLO surgery. I spend devoted time with her every day completing her physical therapy exercises and doing all I can to optimize her recovery and golden years ahead. She has been a major part of my life and we have had lots of adventures together! She has road-tripped with me to 21 different states and lived for 6 years in the high desert mountains of AZ. I pride myself on being patient, flexible, and truly attentive to every animal’s individual needs. Whether it’s a leisurely stroll or a playful adventure, I can’t wait to be a part of your pet’s journey! I am a certified wellness instructor and make my own client schedule- so- I have lots of flexibility and can work with most client’s individual needs. I am flexible and adaptive to each individual pet’s needs and environment. I love walking and am happy to give extra time to take in the sniffs- or enjoy a snuggle!
“Ryann was great with our puppy who has tons of energy and can be a handful at times! She sent plenty of updates and was very respectful and responsive in communications. Definitely will book again!”
The median cost per walk for dog walking in Highwood is $20
Dog parents share their Rover experiences - Highwood
Chloe was great with Ellie and I am sure Ellie would give her four stars…. and bunches of puppy kisses. Chloe impressed me with her punctuality and positive energy. Most remarkable was her determination to get to Ellie on time last Monday despite the ongoing major storm. She faught thru severe weather and hazardous driving conditions to get to Ellie and keep her calm and safe. If I could give Chloe a medal I would but will have to settle for a tip to say thank you so very much.
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 September 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 September 2026, there are 12,246 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
- 96% 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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