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 taken care of and loved dogs and cats of all ages and sizes. From puppies/kittens to seniors and in between. And all sizes! I also have experience with special needs dogs, including my own collie who had lower jaw removal surgery. I’ve had 2 cats in this time from when they were young to seniors. I recently adopted 2 young cats who love people. For dogs, I’ve adopted dogs of all different ages with various health needs. I only occasionally go into the office and work from home Mon - Fri. I’m used to having multiple animals so I’m comfortable with whatever their schedule may need. I want to follow the routine you have created and anything else to make sure they feel comfortable in my home or yours. They will get lots of love and attention from me during our time together!
“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: 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
About: Hi! I’m Mikayla, and I’m a lifelong animal lover who genuinely enjoys spending time with dogs of all personalities, sizes, and energy levels. 🐾 I have two dogs of my own, so I know how important it is to feel comfortable and confident when someone else is caring for your pup. I treat every dog like they’re my own—with patience, attention, plenty of affection, and lots of encouragement. Whether your dog loves a long walk, needs a little extra time to sniff and explore, or simply wants some friendly company during the day, I’m happy to meet them where they’re at. I’m dependable, attentive, and I’ll always prioritize your dog’s safety and comfort. I’d love the opportunity to get to know your pup and make their walks something they look forward to! 🐶❤️
About: I’ve had dogs in my family since I was in elementary school. I’ve been responsible for things like feeding them, walking them, and taking them out at night and in the morning Right now, my only commitments are on Sunday mornings, when I teach religious school in Deerfield. I’m looking for my next full time job currently, and heard about Rover through word of mouth. I’ll take your dog out first thing in the morning and last thing before bed. I’ll feed them right after they go out in the morning, and before I have dinner myself. I’ll also walk them at least once a day, weather dependent
About: I’ve had dogs in my life for as long as I can remember, and caring for them has always been something very natural and meaningful to me. I’ve grown up with dogs and have experience with their everyday needs, from walks and playtime to feeding, cuddles, and simply keeping them company. Unfortunately, I’m not able to have a dog of my own right now, and I truly miss having a furry friend around. That’s actually one of the reasons I’d love to be a Rover walker - I’d be so happy to spend time with your pup and give them the love, attention, and exercise they deserve. I’m patient, caring, responsible, and I’ll treat your dog like they’re my own. I’m available for dog walks on weekends and enjoy spending time outdoors with dogs. I’m flexible with timing and happy to give your pup the exercise, attention, and care they need. I treat every dog with patience, kindness, and care, follow the owner’s instructions, and always make sure they feel safe, comfortable, and happy during every walk.
“Christina is the best! I have a high strung malamute that only trusts certain people. She warmed up to Christina from day one and now waits with a wagging tail when she sees her walking up to the door!”
About: My doggies taught me everything I know. They are no longer here - they went to doggy heaven and we miss them all the time. My teens and I have a lot love to give and want to share with your doggy. You can rest assured we would treat your doggy as if it were ours. Also, anything under 10.5 miles for more than 1 day I offer pick up and dropp off. I work from home and have a very tight routine in our home that will help your pet feel calm and secure. Since pets thrive on routine it will bring them peace and calmness. I can give extra walks when it's a nice day and make sure we stay active if need or relaxed and enjoying a lazy "dog day". I have a quiet, grassy backyard that gives dogs a calm place to sniff, stretch their legs, and enjoy fresh air. It's a low-stress space that's great for potty breaks and relaxed outdoor time. I'm very mindful of which dogs are a good fit for my space and always put safety and comfort first so that your pups feel happy and at ease while they're with me. Doggies are allowed on our beds and couches and even our bathrooms :) - we keep a light sense of humor
About: Dogs have been a part of my life for as long as I can remember. I’ve had a dog throughout my life, and caring for them has always been something very natural and meaningful to me. Since I’m not able to have my own dog right now, I would love to spend that time giving your pup the same love, attention, and care I would give my own. I’m responsible, patient, and attentive to each dog’s personality and needs. I enjoy walks, playtime, cuddles, and simply keeping a pet company. I understand that every dog has their own routine, habits, and comfort level, and I’m happy to follow your instructions closely. For me, pet sitting isn’t just a job — it’s a chance to have dogs in my life again and make sure they feel safe, happy, and loved while you’re away. 🐾❤️ I work during the day, but I’m available for pet care on weekends, and with advance notice. I’m happy to work around your pet’s routine and make sure they get plenty of attention, walks, playtime, and companionship Your pet’s safety and comfort will always be my priority. I carefully follow your instructions regarding feeding, walks, medications, routines, and house rules. I’m attentive to doors, gates, leashes, and anything else that keeps your pet safe. I’ll also keep you updated with messages and photos so you can feel relaxed while you’re away 🐾
About: I’ve owned and taken care of dogs for over 30 years. Currently am a dog dad of a sweetheart 3 year old tri-color pitbull named Seven. We love to go on longboard skateboard rides on the lake bluff bike bath everyday. I currently work full time driving. Which allows me to get home multiple times a times per day and night to provide the best care Animals are very important to me and I always give my dog the best care and exercise possible. From multiple walks/skateboard rides per day, to always having water available and feeding at the proper time. I have even started using alcohol free wipes on dog paws before coming back inside
“Nataliia did a great job walking my 2 dogs. She was able to handle 2 dogs one of them a big 100lb pitbull very well. She was on time and followed all my instructions perfectly and a bonus she even walked them a bit longer than requested to make sure they both went to the bathroom. She fed and gave them water as well. I would definitely have Nataliia walk my dogs again.”
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
“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!”
“Michael is amazing with my two large dogs, one of which is reactive. He is patient, kind, and a great communicator about what’s going on with them. They have really improved on leash walking with him. Highly recommend!”
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.
About: I have been caring for dogs almost as long as I have been alive! I am available in the afternoons during the week, and anytime on the weekends. I can care for your dog as little as a short home visit, or a nice outing at the park. Your dog’s safety is a MUST in my book and always my first priority. Anything that could possibly put your dog in harms-way will not be tolerated. When it comes to long stays away from your dog, I highly encourage communication in any shape or form. My phone will always be in arms reach when it comes to taking care of one’s dog. Overall, I can guarantee your dog will always feel safe and loved while in my care.
About: I’ve grown up with a taken care of dogs my entire life. We have a lively and loving home full of two children and our 1.5 year old dog. I will make sure your dog is fed, played with, walked and loved on constantly. I am currently a med student, so I have classes from 8 am until about 2 pm and then I’m available to be home studying and taking breaks to walk and love on your pet. We have an apartment so no fenced yards here unfortunately. But we have walking trails around the complex and I would love to walk your pet around there. I have two children (2 and 7) who are ultimate animal lovers too. I have a 1.5 year old dog who loves all animals. She is very high energy but extremely sweet and non aggressive.
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.
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- 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?
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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.
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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 12,205 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:
- 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 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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