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
“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”
“Denis is our favorite dog walker in the area. He's responsible and trustworthy. We always feel at ease when he stops by for drop-in visits. He takes very good care of our boy Bentley and provides pics that make us smile. I would highly recommend him to anyone looking for someone good to care for their pets.”
“Jenny was amazing with Shortcake. She took my chunk out on walks for me twice a day while I was away on a business trip. I love the photo updates and could tell that shortcake was really enjoying her time. I came hope to a very happy and well adjusted dog. I highly recommend Jenny!”
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!
About: I have numerous years of experience training and babysitting dogs and would love to be your furry friend’s new best friend. I am available for walks, drop in visits, or overnight care. I am new to Rover so please reach out for references! I am a student and working part-time so I will have plenty of time to hang out with your furry friend. I am available for 4-6 hours each day, times varying. I will let your pets out for a quick potty break or a long walk, whichever you prefer. I am comfortable hanging out and providing company to your pet as well as feeding and watering.
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!
About: I’ve grown up around dogs and have always loved being around animals. I’m comfortable caring for dogs of all ages and personalities, from playful puppies to sweet senior pups. I love going on walks, playing, giving lots of attention and cuddles, and making sure every dog feels happy, safe, and loved while they’re with me. I’m also happy to help with feeding, medications, basic training, and whatever your pup needs. I’ll treat your dog like they’re my own! I’m available anytime after 4:30 PM Monday through Friday and anytime on the weekends. I’m a nurse, so my schedule can change from week to week, but I’ll always keep my Rover calendar updated so you know when I’m available. I want your pet to feel comfortable and safe while they’re with me. I’m happy to care for them in your home or take them out for walks and activities. I’ll follow their normal routine and any instructions you leave for me, and I’ll keep you updated while you’re away.
About: -Available Thanksgiving week (November 25-29) for housesitting!- Hello! .As a dog owner of an energetic Shih Tzu, I know how important it is to make sure your pet receives the best care and attention. My schedule is pretty flexible and I can work days, nights, and weekends-I have great weekend availability! Others would describe me as dependable, honest, and compassionate. Pets are part of the family and give so much in return for love and attention. Personally, I know how important it is to create a strong bond between a pet and their owner and how crucial it is for the pet to be taken care by someone who will provide them with a lot of love. Please let me know if I can help in anyway. I look forward to hearing from you! I'm currently not providing services in my home but consider the safety of the pet to be the most important thing during my time with them. I’m currently working part time but will be available mornings, afternoons during the weekday and mornings and night on the weekend. Please let me know if you have additional questions I always stay at my client’s home. I’m available for drop ins but my experience has been mostly staying the night in their home until they’re back
“Teddy loves Michelle! She is so great about giving updates and fun videos and pictures while we are away. So grateful for her help even when it’s last minute. She’s our go to!”
About: I have been an animal lover my whole life and have had pets since I was 5 years old. I currently have two cats who I am the primary care giver. My late dog, Mara (a black lab), became diabetic when she was 11. For the last 3 years of her life, I administered her insulin shots twice a day. From March 2019-March 2020, I volunteered at CARE Skokie and have watched friend’s cats and dogs over the years while they were away. Animal welfare means a lot to me and I understand the importance of providing consistent and loving care. I would love to have the opportunity to be of service to you and your four-legged family member(s)! I recently resigned from my job in Wealth Management and am focusing on doing things that are more fulfilling and I love animals. I am currently working part time at a local garden shop and have a flexible schedule that allows me time to tend to your pet(s) as needed! I grew up with a dog and have two cats at home who I am the primary care giver for. I am an advocate for all animals to be well taken care of and understand the importance of their needs being met through consistency and loving care.
“Josh was terrific! Our pitbull Lizzie thought he was great, too. Josh knows how to handle a dog, put on a complicated harness, and keep them on pace and well-behaved during the walk. We could tell Lizzie had a good time on the walk because she was wagging her tail and totally pooped out! Josh is reliable and mature. We look forward to booking him again!”
About: I’ve been able to manage and care for pets since a kid. For some reason dogs love me and the feeling has been very mutual. I work during the day and go to schools on the weekends early mornings. It will be perfect to fill in the blank spots were I feel I’m bored I care for all pets with their safety and health in mind. Treat the pets the same way I would want someone to treat me and
About: Ive taken care of dogs and cats over the years. Enjoy walking and being outside with them!(Dogs) I personally have been a cat mom and dog mom over the years. ;) I am available for overnights, evenings and weekends; with the most flexibility on the weekends. I work outside of the home during the day, so I’m not available for work from home daytime care. I’m able to provide care around my normal work hours 8am-5pm I prefer to keep Dogs in your home or on walks. I have a cat at home and he likes to be the 'only' child, all the time.
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.
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.
How to book dog walking
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 of Dog Walking in Highwood on Rover is $28 per walk as of October 2026. Most bookings cost between $16 and $31 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 12,087 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Highwood after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Highwood. On Rover:
- 85% of walkers can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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