Dog Walking Highwood
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 31 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.
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!
“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 worked with dogs over 5 years and have 4 at home. I am also certified in cpr and first aid for dogs therefore if something happens I can identify it and help take care of it or let you know if the vet should be involved I work at a doggie daycare and I am certified in cpr and first aid for dogs. Have been taking care of dogs for 10 years My dogs have a big yard to play in and get to go on walks often around the neighborhood. From giving them enrichment activities to playing/feeding them, they are a couple happy and loved dogs
“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!”
“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!”
“Jamie is incredible! Luca absolutely adores her and gets so excited when he sees her. I would recommend her every day of the week. She will care for your fur-baby like if they were her own and sends tons of update photos!”
“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!”
“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: My pet care experience started working as a vet tech in an animal hospital for 4 years . I have experience with many breeds of cats and dogs . I can do meds and injections as needed . Dog walking and pet sitting is now my full time job and I love it . Your pets happiness and well being is my top priority when caring for your babies . I do pet care full time! So my schedule varies from week to week ! My communication is always open when it comes to my schedule and your pets needs . Your fur baby is my priority! I want to make your pet feel as comfortable as possible ! I like to know their routine and what makes them comfortable during a house sitting or drop in visits .
About: Hi everyone! I am a teacher & dog mama who is looking to keep busy this summer and help take care of your fur babies! I have been helping take care of pets and house-sitting for over 8 years. I’ve had both dogs and a cat as pets so I am very familiar & comfortable with them. I have experience with caring for dogs starting at 8 weeks up until their senior years, so I know how important it is to stick to a schedule when it comes to potty breaks or medication. Since I am a teacher, I have most of the summer completely free on the week days and weekends other than a few weeks where I will be traveling. I am able to stay at your home all day and night if needed, to help watch over fur baby. I ensure that your pet stays comfortable in your own home by respecting their space and boundaries at all times. If you have a pet that is a bit shy towards new people, I do my best to give them space and not overwhelm them with my presence. I will stick to any schedule you may have to ensure that your pet has an easy transition while you are away.
“Aneta was a fantastic fit for Rosie. Both are very energetic and Rosie absolutely loved her and had so much fun. Aneta sent tons of pictures and videos of the time she spent with Rosie. Would and will absolutely book her again to spend time with and walk Rosie. Do not hesitate to book Aneta!”
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 is $21 per walk as of November 2026. Most bookings cost between $16 and $24 per walk. On Rover, 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 November 2026, there are 12,069 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 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 a map of the walking route, 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 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:
- 85% of walkers can help with special care needs
- 90% 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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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