Dog Sitting Highland Park

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Over 48
pet parents in Highland Park have booked dog sitting

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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: Brittany G.
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Brittany G.
from
$19
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Wheeling, IL, 60090

About: Why should I be your sitter?? Great question! I have been an animal lover and pet owner my whole life. I have sitter experience for family, friends and neighbors spanning over 20 plus years. I aim to be very responsive and typically get back to interested clients in under 10 mins. I will provide multiple pictures and videos of any visit! I genuinely love spending time with animals and feel like it is not work to give pets a better life and great care. I specialize in: 1. Senior pets! I love our older furry friends and have many years of experience with medications, dietary needs and comfort for older dogs and cats. 2. Anxious pets! Animals that have separation anxiety, need boundaries when on walks ie. No petting, or triggers like thunderstorms. I have owned pets that have all of the above and sit for them as well. 3. Puppies and kittens! I know many are working on training plans that need a strict adherence. I am happy to work with goals you have for your young learners :) I believe that pets are members of our family and want to give every animal the support they need! If you need references, please reach out! I look forward to caring for your family :) I currently make my own hours so I am flexible to any schedule! I can be available for drop ins or any variety of sitting needs! I have experience with crate training and medication administration. I have watched animals with a variety of behavioral support as well. I am open to meeting your pet where they are at.

Sitter Profile Image: Anna N.
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Anna N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
45 reviews
14 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: Nataliia Z.
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Nataliia Z.
from
$25
per visit
5.0 out of 5 stars
64 reviews
20 repeat clients
20 years of experience
Buffalo Grove, IL, 60089

Natalia did an excellent job looking after my cat Shweta while I was gone on vacation for Labor day weekend! Shweta became quite acclimated with Natalia and I look forward to booking her again for Shweta in the future! Highly recommend!

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Hari M.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$25
per visit
5.0 out of 5 stars
70 reviews
24 repeat clients
10 years of experience
Glencoe, IL, 60022

Michelle was so sweet and gentle with Tia, especially with all the fireworks on the 4th, which had Tia super on edge. She did a great job, and I’m so grateful she was there while I was away!

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Tanya B.
Sitter Profile Image: Kaitlyn T.
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Kaitlyn T.
from
$13
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Lake Forest, IL, 60045

Kaitlyn is amazing. Anyone who hires Kaitlyn is so lucky to have you care for their pets!

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Thomas K.
Sitter Profile Image: Miles J.
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Miles J.
from
$17
per visit
2 repeat clients
10 years of experience
Winnetka, IL, 60093

About: I grew up with dogs, cats, and lizards. I have worked at an animal sanctuary, I have worked with disabled animals, and will give your pet the attention and love they deserve. I just graduated from the university of Vermont with a bachelor's degree in philosophy, I am taking a few months off of my regular 9 - 5 to take time for myself so I have a very open schedule. There is no time too early or too late for me to come help, just let me know what works best for you and your animal. I will feed, play with, walk, and spend time with your animal to make sure that they feel loved and cared for. I have no problem staying the night if your animal gets anxious without people around or making multiple visits within a single day.

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

Jason was absolutely fantastic! His check-in updates were detailed and reassuring, with photos and notes that showed the care he put in. He won over our usually shy cat, Puddles, which says a lot about his patience and kindness. Both Storm and Puddles were clearly well cared for, and we felt completely at ease knowing they were in such great hands. Highly recommend!

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Sean A.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Deerfield, IL, 60015

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

Sitter Profile Image: Stephen M.
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Stephen M.
from
$34
per visit
5.0 out of 5 stars
40 reviews
17 repeat clients
15 years of experience
Winnetka, IL, 60093

Stephen and Donna did an excellent job walking our Great Pyrenees mix several times over a few weeks. You could feel their love for dogs from the moment we met them and they were very communicative and kind throughout the whole process. Our boy enjoyed and looked forward to his walks with them and we would definitely recommend and use their services in the future.

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Denise M.
Sitter Profile Image: Mateo T.
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Mateo T.
from
$20
per visit
18 years of experience
Lake Forest, IL, 60045

About: I’ve grown up around dogs my entire life, so caring for them has always felt very natural to me. My last dog was with me for 14 years, and I got to experience every stage of her life with her. I went from playing with her as a little kid to taking her on walks and eventually helping care for her as she got older. Having her alongside me for so many years made her feel like a constant part of my life, and I really grew up with her in a way that I’ll always be grateful for. My current dog has been with me for four years and was rescued from a breeding farm. When we first brought her home, she was extremely nervous and wouldn’t even leave our mudroom. It took a lot of patience and consistency for her to become comfortable, but now she sleeps in my bed and follows me everywhere. That experience taught me that every dog has a different personality and comfort level, and sometimes they just need someone willing to give them the time to adjust. Maple (Her name) has taught me so much about her, myself, and how to care for different dogs. Given that she lives at home with my mother while I’m at school, I miss her like I’d miss a sibling or parent and we both always get unbelievably excited to see eachother when I am home for breaks. I genuinely enjoy being around dogs and building a relationship with them. Whether they’re energetic, shy, older, or just love attention, I like figuring out what makes each dog comfortable and happy. I think caring for pets gives me just as much joy as I give them, which is why I take it seriously and genuinely enjoy spending time with them. I am a current junior at the College of Lake Forest, studying psychology and I’m as well a member of the Men’s Lacrosse team. Given that, my schedule can get fairly busy during the afternoon and early evening most days however I am very good at managing my class schedule and athletics schedule to best make time for what I need, which will be the pet. No matter what home I’m in I will provide the animal with better than proper care. Growing up with pets I’ve gained a true care for every single one of them and I can guarantee that I will provide the best environment, safety, care, and love to any pet whether it’s in my own apartment or the clients home.

Sitter Profile Image: Ella V.
Verified Background Check
Ella V.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
298 reviews
121 repeat clients
15 years of experience
Winnetka, IL, 60093

Ella did a great job feeding, playing with, and hanging out with my cat. She also cleaned the kitty litter which was wonderful. She sent daily photos of everything which was great too. Thanks Ella.

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Steve B.
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: Sarah S.
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Sarah S.
from
$15
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Northbrook, IL, 60062

Because of Sarah’s kind demeanor and professionalism, my trip out of town was much more relaxing. I was a little nervous about my dogs and cat not knowing the person who was going to be taking care of them, but Sarah eased that worry by scheduling a meet a greet prior to my leaving town. She made the process so easy and my animals automatically knew she was a friend. Thank you so much Sarah!

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Lisa B.
Sitter Profile Image: Christina G.
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Christina G.
from
$30
per visit
5.0 out of 5 stars
40 reviews
18 repeat clients
3 years of experience
Lake Forest, IL, 60045

Christina was amazing!! We knew she was special when she got our very timid Bodhi to come out of hiding on her very first visit!! She sent lots of photos and updates, and our spoiled kitties were clearly very happy and pampered in her care. She made us feel a lot less guilty about leaving them, haha. We would highly recommend her, and would definitely have her look after our kitties again 😊

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Sharleen T.
Sitter Profile Image: Jenny T.
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Jenny T.
from
$25
per visit
5.0 out of 5 stars
1 review
30 years of experience
Highland Park, IL, 60035

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!

Sitter Profile Image: Paige M.
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Paige M.
from
$30
per visit
5.0 out of 5 stars
294 reviews
69 repeat clients
15 years of experience
Highwood, IL, 60040

Paige has been a life saver. We have a new puppy who needs some potty breaks throughout the day. Even when little Gracie had an accident, Paige didn't bat an eye ! I am so glad we found her.

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Cathy A.
Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$20
per visit
5.0 out of 5 stars
3 reviews
8 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’. 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. 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. You can trust me with your pets like they are my own. My friends and family would describe me as kind, passionate, caring, level-headed, reliable, and loving. I have a passion for the outdoors and am an athlete, so I love any excuse to get some exercise. I also 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 :) **Schedule** I am hoping to care for your animals in between classes and athletics. Due to this, a lower maintenance animal would be a better fit for me. However, 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 send lots of updates to provide reassurance that your pets are happy, safe, and comfortable. When in your home, I will treat it with respect and make sure it remains clean.

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
45 years of experience
NORTHBROOK, IL, 60062

About: I’ve taken care of dogs since I was a kid. I would care for my neighbors animals when they were out of town. I’ve always loved dogs and have a 7 yr old Labradoodle, Max, that I rescued when he was a four month old puppy. He had escaped from his original owners and was missing for two days. When the police found him, he had been run over by a car. They couldn’t save his leg so he’s a tripod. He doesn’t even know he’s missing a leg. Max loves walks, water, and playing with his best doodle friend, Molly. I also have a lot of experience administering insulin shots for dogs. I would love to care for your fur babies the way I care for mine. I am semi retired and my time is very flexible. I’m available for daily walks or pet sitting. I’ll care for your fur baby exact same way I care for mine. My dog Max is living his best life with me. He receives lots of love, walks, snuggles, and playtime. I would give your dogs the same care and affection.

Sitter Profile Image: Lauren W.
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Lauren W.
from
$21
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Highland Park, IL, 60035

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!

Sitter Profile Image: Tammy D.
Verified Enhanced Background Check
Tammy D.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Bannockburn, IL, 60015

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

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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

Jacky went above and beyond with our two dogs while we were gone for a week! One of our dogs got sick right before we left and she was so helpful giving his meds and watching out for his symptoms. I knew they were in great hands. Thanks again!

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Leah B.
Drop-In Visits
5.0 out of 5 stars

Chloe was wonderful! Our pup Moose has congestive heart failure and we were concerned about finding someone willing to care for her at this stage of life. Chloe was compassionate, professional, communicative, and willing to work with Moose's needs. Her impressive background gave us a lot of confidence in choosing her for drop-in visits. We'll absolutely book with her again and recommend Chloe to anyone with a senior dog taking meds!

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Stephanie G.
Drop-In Visits
5.0 out of 5 stars

Zoey is amazing. She went above and beyond to ensure great care for our dog while we were out of town.

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Ken H.
Drop-In Visits
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
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 7
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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 September 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 September 2026, there are 11,682 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:

  • 91% 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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