Dog Sitting Highland Park

Book a Highland Park dog sitter to watch your dog in your sitter’s home or yours.

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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.

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Sitter Profile Image: Tara R.
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Tara R.
from
$23
per visit
5.0 out of 5 stars
60 reviews
23 repeat clients
8 years of experience
Lake Forest, IL, 60045

Tara took my appointment late the night before a morning booking. She had great communication, was on time and so friendly. Thanks a bunch!

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Nicole A. C.
Sitter Profile Image: Rachel H.
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Rachel H.
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Glencoe, IL, 60022

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.

Sitter Profile Image: Lauren & Lauren P.
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Lauren & Lauren P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
171 reviews
32 repeat clients
4 years of experience
Northbrook, IL, 60062

Amazing!! Lauren watched our house for a week, picked up our mail, and fed and walked our dog everyday. She put away our groceries that were delivered to our home. We love Lauren!! We are so thankful for her flexibility and she eased our stress knowing our dog and home were taken care of while we were away. I hope you will choose her because she is amazing!!

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Kendra M.
Sitter Profile Image: Maria Z.
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Maria Z.
from
$19
per visit
1 year of experience
Northbrook, IL, 60062

About: Ever since I was little, I knew I wanted dogs to be a big part of my life. I begged my parents for one, but instead they had me start dog sitting to prove I was responsible enough. After many dog sleepovers, we finally welcomed Kirby into our family for my 12th birthday! Caring for Kirby taught me that every dog has their own personality and routine, and I enjoy getting to know what makes each one feel comfortable and loved. When I'm caring for your pet, I'll treat them like they're my own. I'll make sure they get the exercise, attention, and care they need, and I'll keep you updated so you can have peace of mind while you're away. I'm working part time 2-3 nights per week, and have some weekend obligations. Other than that, pet care fits naturally into my weekly routine, and I am committed to provide reliable care! I'll be paying close attention of surroundings to keep your dog safe! To assure peace of mind, I'll make it an intention to send updates after each adventure! And of course I will respect any route preferences :) When caring for pets in your home, I always follow your pet's normal routine as closely as possible to help them feel comfortable and secure. I'll make sure they always have fresh water, exercise, and plenty of attention--my goal is to follow all care instructions as closely as possible. I also treat every client's home with the same respect I would my own. My goal is to provide a safe, stress-free experience for both you and your pet.

Sitter Profile Image: Ling C.
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Ling C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
16 years of experience
Vernon Hills, IL, 60061

Ling is wonderful with my rescue bull terrier, Sally, who is learning the ropes of leash walking & behaving. She has been very patient & calm with Sally.

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Theresa O.
Sitter Profile Image: jiayi x.
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jiayi x.
from
$13
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
glenview, IL, 60025

Always does a great job on taking care of my cat

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Johnny S.
Sitter Profile Image: Scott J.
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Scott J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
123 reviews
31 repeat clients
40 years of experience
Mount Prospect, IL, 60056

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!

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Erin W.
Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$20
per visit
5.0 out of 5 stars
3 reviews
4 years of experience
Lake Forest, IL, 60045

About: Hi! I am a Senior at Lake Forest College studying Psychology on a pre-nursing track. I grew up in Boise, Idaho surrounded by animals, both my own and others’. I have a passion for the outdoors, including skiing, hiking, camping, and more! I am also an athlete and love any excuse to get some exercise. ln addition to being outdoors, I love reading, knitting, watching shows, and studying. So, I can watch your furry friend(s) in any way they’d like! I’m hoping to make some money to pay my bills and go to nursing school next year :) Growing up I had a high-energy dog, many hamsters, a leopard gecko, and a cat. I also spent my entire high school career volunteering at my local humane society, working with both dogs and cats. My work consisted of walking dogs, petting cats, creating enrichments, and cleaning kennels. This has given me experience with dogs and cats of all breeds and sizes. Currently, I dog and cat sit regularly for a few families. My friends and family would describe me as kind, passionate, caring, level-headed, reliable, and loving. When around animals, everyone always comments about how the animals gravitate towards me, which I take great pride in. I am thrilled to meet you and your pets. Message me to arrange a meeting. **Schedule** I am hoping to care for your animals in between classes and athletics. Despite my busy schedule, I will be sure to give your furry friend my full attention. **Safety, trust & environment** When with your animals, I will make sure to give them the best care possible, ensuring that I am attentive, loving, and supportive. I know how important mental and physical stimulation is for your furry friends’ well-being, so I will work to make them happy, safe, and comfortable. When in your home, I will treat it with respect and make sure it remains clean.

Sitter Profile Image: Jason K.
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Jason K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
120 reviews
40 repeat clients
20 years of experience
Buffalo Grove, IL, 60089

Jason took wonderful care of my cats while I was away! He kept in contact, took great pictures, and left the house just the way he found it (if not cleaner!). I would definitely recommend him to anyone looking for a pet sitter!

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Lauren W.
Sitter Profile Image: Jose M.
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Jose M.
from
$20
per visit
9 years of experience
Highland Park, IL, 60035

About: Back in my hometown for the summer from traveling. Caring and walking dogs for friends and family has felt second nature. Every dog gets my full attention, whether we're out on a walk or keeping them comfortable and calm at home. I love to share digital updates so you're never left wondering, just missing them a little less. I always welcome a meet and greet before your first booking so your pet feels comfortable and you feel confident! My schedule is flexible throughout the day which means I can work around what works best for you and your pet. I typically have availability in the mornings, midday and evenings and always give advance notice if anything changes. I treat every home with the same respect I'd want shown to my own. Your pet stays in their familiar environment which means less stress and more comfort. I stay attentive, keep disruptions minimal and if anything ever seems off you'll hear from me right away.

Sitter Profile Image: Anna N.
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Anna N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
41 reviews
12 repeat clients
10 years of experience
Vernon Hills, IL, 60061

Anna was just wonderful! She came for drop-in visits and looked after my dog and cat while we were gone for 8 days. I looked forward to seeing the photos of my sweet dog on his walks and I couldn’t believe my extremely shy cat made appearances for photos, too! We were relaxed on our vacation knowing our pets were well looked after. Thank you so very much, Anna!

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Kathryn J.
Sitter Profile Image: Shayna G.
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Shayna G.
from
$16
per visit
5.0 out of 5 stars
8 reviews
6 repeat clients
10 years of experience
Highland Park, IL, 60035

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.

Sitter Profile Image: Grace R.
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Grace R.
from
$25
per visit
5.0 out of 5 stars
84 reviews
46 repeat clients
10 years of experience
Northbrook, IL, 60062

I’ve always been happy with Grace’s services, she’s very dependable and has taken great care of my dog.

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S. K.
Sitter Profile Image: Scarlett K.
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Scarlett K.
from
$17
per visit
5 years of experience
Highland Park, IL, 60035

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!

Sitter Profile Image: Amanda P.
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Amanda P.
from
$35
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
8 years of experience
Highland Park, IL, 60035

Amanda was great! Timely, took great care and gave us cute photos each day. We live our kitties so are particular about their care. Thank you Amanda!

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Kathryn H.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$60
per visit
5.0 out of 5 stars
41 reviews
19 repeat clients
25 years of experience
Highland park, IL, 60035

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.

Sitter Profile Image: Kyle D.
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Kyle D.
from
$20
per visit
6 years of experience
Highwood, IL, 60035

About: I grew up around pets, as my family had dogs and cats throughout my childhood. When I went to college, I could only last 2 years before I had to get my dog, Louis. My family now has 12 dogs, of all different sizes, breeds, and temperaments which has allowed me to gain experience dealing with a wide variety of pups. I love all types of dogs, and would love to meet and take care of yours. I am currently in virtual school, which I conduct from home during weekdays. This allows my schedule to be pretty flexible. I tend to travel to see family and friends on weekends, but if I am in town I am available for weekends as well. I am happy to take your dogs for as many walks as you would like, as I love being active and outdoors. I can drop in a few times throughout the day for walks or just to let them out for the bathroom.

Sitter Profile Image: Hillary M.
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Hillary M.
from
$20
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Highland Park, IL, 60035

Hillary was great. She was a good communicator and very gracious working around some problems with the entry instructions I left her. After getting that figured out our cats were well cared for.

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Matthew S.
Sitter Profile Image: Alix B.
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Alix B.
from
$18
per visit
4.6 out of 5 stars
11 reviews
6 repeat clients
16 years of experience
Highwood, IL, 60040

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.

Sitter Profile Image: Rachel J.
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Rachel J.
from
$15
per visit
5.0 out of 5 stars
4 reviews
4 years of experience
Highland Park, IL, 60035

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.

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The median cost per visit for dog sitting in Highland Park is $20

Dog parents share their Rover experiences - Highland Park

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5.0 out of 5 stars

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!

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Natalie P.
Drop-In Visits
5.0 out of 5 stars

Perfect! I highly recommend Erin! She really came through for us when our sitter cancelled the day before my wedding! Fast replies and great communication! Thank you Erin!

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Katie R.
Drop-In Visits
5.0 out of 5 stars

Zoey is great. She immediately formed a great rapport with our dog and took great care of her while we were away. Each day we received detailed reports with pictures. Zoey was also very responsive to communications. We would definitely use Zoey again!

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Ken H.
Drop-In Visits
4.0 out of 5 stars

Even though there was a transportation mishap, she took great care of the animals. Was very personable, took full responsibility, handled herself professionally and compassionately.

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Robin B.
Drop-In Visits
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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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