Dog Sitting Highland Park
Book a Highland Park dog sitter to watch your dog in your sitter’s home or yours.
Over 45 pet parents in Highland Park have booked dog sitting
Highland Park, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I just graduated from the University of Michigan and will be home in Chicago for the Summer before starting work. I have fostered two dogs over the last 6 months and both have gotten adopted!! I also have owner 3 dogs for a majority of my life as well as have had pet chinchillas, birds, hamsters, fish. I especially love big dogs! I am currently a student at the University of Michigan, so I have a lot of availability over the summer and breaks from school as well as time everyday in the afternoon and evening, and mornings on weekends. I live in a student apartment on campus, so I do not currently care for animals in my own home, however, I am very diligent about crating, closing fences and doors, as well as approaching animals in a calm manner.
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: I provide loving, reliable care tailored to your pets needs! With experience in house sitting, dog sitting, and caring for my own fur babies throughout the years, I understand the importance of trust and personalized care. Whether it’s energetic playtime, gentle senior care, or sticking to a routine, I’ll make sure your dog feels safe, happy, and loved while you’re away. As a teacher, my summers and weekends are flexible, giving me plenty of time to provide attentive, loving care for your pup. Whether it’s daily walks, playtime, or overnight stays, I’ll make sure your dog gets the care and attention they deserve! "I provide personalized, attentive care whether in my home or yours! In your home, I ensure your pet sticks to their routine, offering plenty of love, exercise, and companionship. I keep their space clean, follow feeding and medication schedules, and provide regular updates for your peace of mind. If caring for pets in my home, I create a safe, comfortable environment with plenty of playtime, cuddles, and enrichment to keep them happy and relaxed. No matter the setting, your pet’s well-being and happiness are my top priorities.
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 work at a Doggy Daycare in Deerfield so I have much experience with dogs! I love making sure they are well fed, exercised and happy. I love throwing the ball and giving them belly rubs. Being with animals make me happy. It fits into my daily routine because I have a lot of free time that I am trying to fill up and I do online school through Indiana University but they are short classes which makes me have more time. Taking a break with school and being with animals make me less stressed and happy. I have a fenced in yard for 2 dogs and 3 cats at my home, So there is a lot of room to play fetch with them.
“Sydney took the best care of our cat Cooper and I could tell when we got home that he was given lots of attention! She was super thorough with all of her notes about her visits and took lots of great pictures for us to see our little guy while we were gone. Thanks for taking such good care of him!”
About: I have had dogs all my life. I enjoy helping walk, groom and play with them so they can relax and nap by the fireplace. I have trained puppies and also have had senior dogs too as well as meds admin also. I work from home so dogs are vital to me and they make me feel so happy. I love them and they love me so it is a win win. It is nice to be popular too with my K9s as they enjoy my big fenced in yard too which we love to run around in and play all day. I follow directions given to me and listen to the owners as they know their baby best. Other than that I give the dogs all my love and attention.
About: I’ve grown up caring for dogs and have over 10 years of hands-on pet-care experience. My family dog, Darwin, has been with us for 13 years, so I understand the patience, attention, and gentleness that older dogs need, especially as they begin to lose sight, hearing, or mobility. I also care for Lucy, our 3 year old dog, who keeps me active with walks, playtime, and lots of fetch. I’m comfortable caring for both young, energetic dogs and senior dogs who need a slower pace, extra help, or a calm routine. I genuinely enjoy spending time with animals and making sure they are well cared for while their owners are away. I am currently working a part time job and am very flexible with scheduling throughout the week. I am available weekdays and weekends to take care of your dogs. I have experience with both a senior dog and a younger active dog, I’m comfortable adapting care based on age and ability. I can take things slow for older dogs, be patient with mobility or sensory issues, and provide active play and walks for younger dogs. I’ll always treat your pet with the same care, patience, and attention I give my own.
“Beyond grateful that I connected with Lauren and Lauren, and they could help with our cat while our entire family traveled together. Communication is always quick, clear, and helpful. They flagged every visit, and kept me updated with all the details from each house visit for our cat. Will absolutely keep them at the top of the list for any future needs!”
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.
About: I have taken care of dogs of all kinds over the last four years. I have the most experience with small dogs under 25 pounds. After a recent move to DC and away from my family dog, I am missing some quality time with furry friends! I have experience dog walking and dog sitting for puppies and middle aged dogs. I can’t wait to meet your pup! I work part time on a flexible remote schedule, so I have plenty of time to go for long walks with your dog during the day. I am an early riser (usually awake by 6:30 AM), so I’m also open to morning walks! I am flexible regarding dog/house sitting, and I am happy to watch your dog for a long weekend (or more!) while you are away. I have experience doing this at my own home and other people’s homes. I am responsible and reliable.
“We were so happy with Jason! Our dogs absolutely love him, and we felt completely comfortable leaving them in his care. He's reliable and clearly loves animals. Highly recommend!”
About: I’ve grown up with animals. I love people who love animals! I enjoy giving ear scratches, tummy rubs and nose boops. We are a military family, with 3 furry friends. Let’s connect and hopefully you can find trust in myself with your most precious pets! I’m currently working part time. I have a flexible schedule as far as what services you may need. I’m open most weekends and week days. I can watch in your home or mine or stop by to take your dog out for the day! I have a fenced yard and a friendly husky. We are big on parks, walking and fetch. Big or small, I don’t mind at all!
“Scott has taken care of my cat twice now and does an excellent job. He feeds and spends time with Quinn and administers her insulin shots since she is diabetic. We are so thankful he takes such good care of our girl!”
About: I’ve been around dogs and cats all my life, recently worked with animals as big as horses and cows, to chickens and ducks. Friends and family trust me with their animals! My schedule is currently free, weekdays and weekends and nights! I am willing to work holidays. I will also walk in any type of weather! I have a fenced in backyard, with 2 very friend dogs for yours to play with! I do have crates (if needed) and lots of treats!
The median cost per visit for dog sitting in Highland Park is $20
Dog parents share their Rover experiences - Highland Park
I’ve been using Amy for a month now to let my dogs out midday. Not only does she keep an eye out on odd behavior from any of them, she’s even picked up how much one of my dogs loves alone time and gives her that extra attention. It is much appreciated knowing my dogs are being cared for each on an individual basis!
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Highland Park sitters!Sitters in Highland Park average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Highland Park
Frequently asked questions about Rover
The average cost for Dog Sitting in Highland Park on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of July 2026, there are 11,946 sitters on Rover offering Dog Sitting across Highland Park. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Highland Park stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Highland Park choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Highland Park with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Highland Park. On Rover:
- 90% of sitters can help with special care needs
- 95% 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.
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 sitter.
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