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

Over 50 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’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.
“Absolutely recommend Rebeca! You can tell she really cares about dogs and loves what she does. My dog Snoopy has anxiety & is very shy at first but he felt at ease with her as soon as he met her during the meet and greet. She was so gentle, patient & sweet with him right away. I felt completely at ease knowing he was in such caring hands. I will def be booking with her again!”

About: I've always had dogs my whole life. Friends and family can always rely on me to take care of their pets or check in on their pets whenever they are out of town or busy at work. I will feed, walk, and play for however much time is needed. I currently work early mornings but there is someone always at the house to feed, play and keep your furry friends company! My whole day after work is completely open so I can't wait to take care of them. Huge fenced yard as well as a my own pet to play with your furry friend if needed. Plenty of toys to keep them occupied as well as plenty of treats to spoil them.
About: I've always loved caring for dogs and enjoy getting to know each pet's unique personality. I have experience caring for dogs of all sizes and ages, from tiny breeds and small dogs to large breeds, including pit bulls, as well as energetic puppies. Whether your dog loves long walks, playtime, cuddles on the couch, or simply sticking to their daily routine, I'm happy to provide the care they need. I've provided overnight house sitting for families, cared for pets in their own homes to help keep their routines consistent, and offered drop-in visits and dog walking. I'm comfortable handling dogs of all sizes, temperaments, and energy levels, and I understand that every dog has unique needs and deserves patient, individualized care. I know how important it is to trust the person caring for your pet, so I'll always treat your home with respect and your dog like they're part of my own family. I'll keep you updated with photos and messages while you're away, giving you peace of mind that your furry family member is safe, happy, and receiving plenty of love and attention I am a full-time kindergarten teacher, and caring for others is a big part of who I am. My job has taught me patience, responsibility, and the importance of creating a safe and loving environment — qualities I bring into caring for pets as well. Outside of school, I have time for early morning walks, check-ins, evening visits, and overnight stays. I truly enjoy spending my free time with animals and making sure they feel comfortable, happy, and cared for while their owners are away. I’m happy to follow each pet’s routine and give them the attention, exercise, and love they need. I treat every pet like they are my own and want them to feel safe, comfortable, and loved while their owners are away. I make sure to follow their normal routines, including feeding, walks, potty breaks, playtime, and any special instructions you provide. I have experience caring for dogs of all sizes, from puppies and small dogs to larger breeds, including pit bulls. I enjoy getting to know each dog’s personality and making sure they get the attention, exercise, and care they need. I’ll also keep you updated with pictures and messages so you can feel confident your pet is in good hands.
About: I've been fortunate to own my last dog for 11 years. I miss him so much. Hope to share my love for dogs with your pup. I can train and take care of the dogs from poppies to seniors. Currently, I work from home and is able to offer frequent and long walks and plenty of attention. I'm available any day of the week. No fenced yard by plenty parks and trails to walk around the neighborhood. Good behavior is reinforced with attention and treats. I make sure dogs always have water available.
About: I genuinely care about pets and believe they don’t “deserve us” being the most innocent, trustworthy, loyal and caring creatures. I will use all my caring skills and personal training skills acquired form my experience to deliver the best care and still have fun with the pets if they wish so! I’m currently working part time so I am open to met care from Friday to Sunday most of the time, and even evening or night during the week. I have an intense balcony on the 1st floor of the apartment which gives pets the space they need if they want to be outdoors , a large park 5 minutes away where I could take the dogs for a walk or run. At home it’s more relaxed and open- no fences or specific restrictions. Cushiony and soft couches for the cats as well as quiet space with a large window for them to view the outdoors.
About: I’ve grown up surrounded by animals, thanks to my dad owning a small veterinary clinic. I’ve worked at a vet clinic for several years during high school, gaining hands-on experience and learning to care for pets of all kinds. Being the youngest in my family, I’ve always been known as the most compassionate when it comes to animals. Whether it’s walking or sitting, your furry friend will be in loving, experienced hands with me! Book now for personalized care that puts your pet first! I currently have a flexible schedule and plenty of availability, allowing me to accommodate different pet care needs, including walks, drop-in visits, and pet sitting. I enjoy spending time with animals and am happy to work with pet owners to maintain their pets' daily routines and ensure they receive attentive, loving care. I’d be happy to do drop-in visits, house/pet sitting, and dog walking. I would ask for a schedule/routine that your pets are used to and so I can ensure your pets to be comfortable as possible!
“It was so nice to know our Chili Pepper the cat was well taken care of while we were away. Thank you, Andrea! Your check in pictures were really nice and gave us peace of mind. First time using Rover and so happy we did.”


About: We know how important it is to find a caring, reliable home for your furry friend while you're away. Growing up, our parents always looked after our family dog, teaching us the value of trusted, compassionate pet care. Today, as devoted pet lovers ourselves, we’re committed to offering nothing less than exceptional care for your beloved companion. Your dog’s happiness and comfort are always our top priority. Over the years, we’ve provided pet care through Rover and have also regularly helped out neighbors with their dogs—feeding, walking, playing, and giving lots of love. Capturing cute, candid photos of our furry guests has become one of our favorite parts of the experience, so you can count on sweet updates while you’re away. Our fenced-in backyard gives dogs a safe and open space to play and explore, and we’re experienced in administering medication when needed. Whether your pup is full of energy or prefers a slower pace, we tailor our care to their unique needs and personality. Choosing us means choosing a warm, attentive home where your dog will be treated like one of the family. We can’t wait to meet your furry companion and make their stay a tail-wagging success! I am working from home. Pet care is a daily priority for me. From walks to cuddles, I ensure every pet gets love and attention. Feeding, grooming, and playtime are all part of our routine. In both my home and my client's, I prioritize the well-being of pets. Whether it's walks, playtime, or feeding, I ensure they're cared for with love and attention.
“Hannah is so brilliant and dedicated! She taught me a better way to administer subcutaneous fluids and showed great care and dedication when visiting my cats. She really has a way with animals. Thank you Hannah!”


About: As a proud pet owner myself, I know that our animals aren't just pets—they are cherished members of the family. I take immense pride and honor in providing the highest level of care, backed by decades of hands-on experience. My background includes over 15 years of experience working with German Shepherd/Sheep Herd dogs, understanding their unique loyalty, energy, and intelligence. Additionally, I have 28 years of dedicated experience caring for felines—both male and female indoor cats—giving me a deep understanding of their diverse personalities, needs, and behaviors. When your pets are with me, they will receive the same fierce love, respect, and attentive care that I give to my very own. My daily life revolves around my own vibrant pet family: one high-energy German Shepherd and three indoor cats. Managing this household has taught me the art of a perfect routine—balancing the physical and mental stimulation needed for intelligent herd breeds with the quiet, structured care that felines thrive on. From morning walks and puzzle toys for large breeds to meticulous litter box maintenance and separate feeding schedules for multiple cats, pet care is seamlessly integrated into my everyday routine. I know exactly what it takes to keep a multi-pet home safe, organized, and filled with love, and I am excited to bring that same dedicated, expert care to your beloved animals! As a dedicated pet provider, safety isn't just a checkbox for me—it is the foundation of how I manage my home and routine. I believe that a predictable, structured environment combined with purposeful engagement is key to keeping animals secure, happy, and stress-free. Secure & Supervised Environments: To ensure total safety, my cats remain strictly indoors at all times, protected from outside hazards. When out in the beauty of nature, dogs are strictly kept on a leash to guarantee full control and security. Confidence-Building Playtime: I know that cats thrive on mental stimulation just as much as dogs do. Structured playtime with felines is a priority in my home because it burns excess energy, prevents stress, and—most importantly—builds their confidence and security in their environment. Structured Rest & Crate Comfort: I respect an animal's need for boundaries and decompression. If a dog needs downtime to relax or reset, I utilize crate training as a safe, positive haven for them to unwind. Proactive Health & Bloat Prevention: Having deep experience with large breeds, I am hyper-aware of digestive health. All meals are served on a strict, timely schedule. Furthermore, I enforce mandatory, quiet rest periods immediately after eating to prevent any digestive discomfort or dangerous conditions like bloat. When you trust me with your pets, you are getting an environment rooted in vigilance, confidence-building routine, and a deep respect for animal wellness.
About: My family on both sides have always had multiple pets that we care for/own. I have had my own dogs in the past but recently, I moved in with a relative and I care for her doggy. My neighbor works at an animal shelter. I will be volunteering there as soon as the school strike ends. Until then, I am caring for my niece. I am very excited to be back in Chicago. I grew up here and missed it so much when I lived in the Suburbs. Please consider me for your sitter/walker. I know how important it is to have a person you trust, when it comes to taking care of family members. Pets are family. I can't wait to start meeting new DOGS!!
About: Hi there! I’m a lifelong animal lover with experience caring for dogs, cats, and even a bunny. I've had pets of all sizes and personalities and know how important it is to have someone you trust when you're away. Whether it's cuddles, playtime, or a relaxing walk, I treat every pet like my own. Let me give your furry friend the care and attention they deserve💜 I work from home most weekdays and have flexibility to pop in and spend some time with your fur babies or stay a few hours and work from your home. I can either go to your house and spend a few minutes or a few hours depending on you and your fur babies needs. Open to options
About: I’ve been a huge dog lover since I was ten years old! Growing up, I pet-sat for neighbors, family, and friends, so I’m very comfortable with feeding, walking, and keeping pups entertained. I’ve owned three dogs throughout my life and am currently a proud Shih Tzu owner, so I definitely know my way around a big 'lion dog' personality! I also enjoy training; I’ve taught my dogs everything from basic sits and paw-shakes to 'wait' commands for meals and even some fun moves like dancing. I truly just love being around dogs! I'm currently a full time college student but I still have lots of time to play and take care of your dogs! My availability is usually in the afternoon on weekdays and mostly open throughout the day on weekends. Just send me a message and I'll coordinate as best with your times! When sitting in your home, my priority is maintaining your dog's familiar routine to keep them stress free. I stick to your established feeding, walking, and medication schedules! And I make sure to have fun with them :)
About: I’ve always grown up with animals and had to be very responsible at a young age for crate schedules, feeding times, play times. Etc. My dog back in my hometown was my pride and joy but since I moved I also do miss that bond every now and then w a furry companion. Part time server / bartender and just needed some extra work but also something that I enjoy doing. Who doesn’t love spending time w fur babies?!? I do have a smaller apartment so smaller animals preferred when it comes to boarding within my own home. Very respectful for other people’s homes and will do whatever is necessary to make sure the home and animals are both taken care of.
The median cost per visit for dog sitting in Highland Park is $20
Dog parents share their Rover experiences - Highland Park
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!

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 to book dog sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
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 sitting - Highland Park
Select a filter and find qualifying sitters offering dog sitting.Sitters in Highland Park average 7 repeat dog sitting clients
FAQs for Dog Sitting - Highland Park
Frequently asked questions about Rover
The average cost of Dog Sitting in Highland Park is $28 per visit as of October 2026. Most bookings cost between $16 and $43 per visit. On Rover, sitters 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 11,566 sitters on Rover offering Dog Sitting across Highland Park. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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.
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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first .
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:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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 , 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 sitter.








