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

Over 88 pet parents in Highwood have booked dog sitting
Highwood, 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: For the past 16 years, I've had the privilege of caring for the beloved pets of my family and friends. Caring for animals has always been a natural part of my life, and I truly enjoy getting to know each pet's unique personality and needs. My parents have two Xoloitzcuintli (Mexican Hairless) dogs who require plenty of attention, exercise, and interaction. Whenever my parents travel—often for several weeks at a time—I stay in their home to care for them. During that time, I provide multiple daily walks, playtime, mental stimulation, and plenty of affection. I also carefully follow their routine, including administering daily medications and any special care instructions. I also have experience caring for dogs with separation anxiety and understand the importance of patience, consistency, and creating a calm, reassuring environment. Additionally, I cared for a rescue dog with PTSD and, over time, earned their trust to the point where they felt comfortable approaching me for affection. Experiences like these have taught me the value of allowing animals to build trust at their own pace. Cats have been a part of my life for the past 16 years as well. I've cared for cats with a wide range of personalities, from playful kittens and affectionate cuddlers to independent cats and senior companions with special needs. I also volunteered at a local animal shelter, where I helped clean, socialize, play with, and care for the cats to help them feel safe and comfortable while waiting for their forever homes. Whether I'm caring for dogs or cats, my goal is always the same: to provide a safe, loving, and stress-free environment where every pet feels comfortable, cared for, and treated like family. As a full-time student with a flexible schedule, I'm able to accommodate a variety of pet care needs, including daytime visits, evening care, weekends, and many last-minute bookings. My goal is to give you peace of mind knowing your pet will be treated with the same love, patience, and attention I would give my own. I'm currently a full-time sonography student completing my clinical rotations. Before returning to school, I worked in the medical field, most recently at a cancer center, where I developed a strong commitment to providing compassionate, attentive care. Caring for others has always been at the heart of who I am, and that same dedication extends to the animals I care for. For years, I've been the person family, friends, and neighbors rely on to care for their beloved pets. Whether it's walking dogs, checking in on cats, staying overnight, or helping out with last-minute requests, I genuinely enjoy making sure every pet feels safe, loved, and comfortable while their owners are away. Several people encouraged me to join Rover because of how often I already care for their furry family members. I understand that every pet has their own personality, routine, and needs, and I take the time to earn their trust while providing patient, dependable care.

About: Hi my name is Nina! I’ve been surrounded by animals all my life and over the last 2 years I’ve truly fallen in love with pet care. I am trustworthy, flexible and go above and beyond for your furry friend. Just as I would take care of my own! I’ve worked professionally as a pet sitter including drop ins, long walks and over two weeks at my clients home. Taking care of your home as much and I do your pet! I am a lover of all animals but more than that, I am comfortable with elderly dogs, dogs with special needs, medicated pups and those that are a bit anxious. I’ve found that home sitting keeps your animals the most comfortable while they stay on their normal routine and meet a new friend! Clients in the past have said I am patient, adaptable, trustworthy and truly go above and beyond for your pup just as I would my own. I’d love the opportunity to gain a new furry friend and hope to take any anxiety away from leaving your baby. I’m currently working as a freelance digital marketing contractor so my days are mostly spend at home. I am extremely flexible when it comes to overnights and walks, accommodating my customers needs. I am happy to stay overnight as needed as well’ I treat your home as if it were my own and my goal is to leave it cleaner than I arrived. When it comes to your pups night routine, I am happy to cuddle up with them or crate the as needed. It’s truly up to what their normal routine includes and I follow!
“Great sitter. Took tons of photos of my kitties so I knew they were well. Followed instructions for daily visits. Connected it my friendly cat all the time and made progress with my shy girl. Will definitely use again.”


About: I grew up with dogs, but didn't get my own until about 6 years ago. Since then, life has revolved around our pup! I love to walk and will tend to any needs your dog may have. My own pup has a digestive disease, so I am comfortable with giving meds and following strict dietary plans. I know how hard it can be to leave your pup and how important it is to have reliable, loving care! I am very flexible with my time! I am usually available between 8 am and 9 pm. Please let me know your pet’s usual routine, and I will work around your schedule. I would appreciate knowing all about your pet’s habits, likes and dislikes so I can provide the most consistent care possible. Please document instructions for feeding, exercise, potty habits, and any other needs your pet may have.
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 have had pets my whole life. I have 2 dogs, 2 cats, and 4 chickens. As a child we also had a hermit crab and guinea pigs. Pet care never stops at my house, 2 dogs, 2 cats, and 4 chickens keep me busy! I have experience with guinea pigs and hermit crabs as well. Will communicate with you while you are away, love to send pictures and tell you about our day! Will spend lots of time on walks and outdoors
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.
About: My family has had dogs since I was 5 years old - ranging from weimareners to toy poodles! I love pets and have extensive experience walking, feeding, bathing my own and friends/families pets. I am home for the summer from college and in the process of finding my first full time marketing role. Besides a few calls a day, I have time to care for your pet wether that means walking, feeding, bathing, or just watching them! I will not be housing dogs in my own home. I promise to keep your home clean and keep everything in its place when I am walking your dog!

About: I've taken care of my hyper active dog that likes to jump off walls for 10 years. I took care of a couple coworkers' pets (3 dogs) for weeks on end while they were on vacation. I've taken long walks with dogs no matter the weather, as long as the doggy is well prepared for the weather (ie winter coats and summer shoes). My previous dog loved sticking his head out of the car when I drive so I can drive around with your doggy if thats what they want. Taking them on nature walks will always be my favorite thing, so dogs can experience something new. I do work full time in lake forest but I thankfully have a flexible schedule, especially for lunch. I am able to take 1.5 hours for lunch so I can always swing by the house for a check in. I'm always free on weekends to give the animals the most love and care I will keep up to date on any issues that arises and be vigilant in making sure the animals don't mess up the garden or make a mess in the house. I can help clean the floors of all the dog hair
“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!”

“Christina is so good with our kitties! It helps lessen the guilt of leaving them when she is there. She has a way with them, and getting our shy ones to come out of hiding 💕”

About: I’ve been around dogs my whole life. They have always been an important and integrated part of my family. We enjoy spending time at home but also taking long walks in the neighborhood or forest preserve. I integrate dog walks in my daily exercise routine, but also spend quality time at home to ensure they have company and love in the home environment. I have a fenced in yard and would let them have free rein of my house if the owner chooses. If I’m sitting in your home, I’d respect the routine and rules you have already established with your dog. I will keep in close contact with you while you are away and provide pictures and updates on how your family member is doing. There will be endless cuddles and love.
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.
About: Hi! I'm Thalia, a 20-year-old from Cuba and currently a Lake Forest College student living in Highland Park. I have extensive experience caring for animals. Since I was very little, I've always been surrounded by animals. Back in Cuba, my mom and I would rescue many cats and dogs, and we've always had at least five cats at home. I've also volunteered for over two years with animal shelters such as Orphans of the Storm, taking foster cats with medical needs home until they find their forever one. This experience, along with my intent to become a vet after college, makes me comfortable working with animals with medical needs and following care prescribed by doctors. This lifelong experience has made me very patient and responsible, with a deep understanding of the skills and commitment required to care for pets. I am dedicated to ensuring the well-being of your furry friends. Thank you for considering my profile. Please feel free to reach out to me for further discussion! I usually do dog walks in the afternoons, but I’m very open to homesitting and animal care at any time of the day! I provide overnight care as well. I provide excellent care for animals and my clients’ homes by treating them with the same love and respect I’d give my own. With over two years of experience as both a pet sitter and house sitter, I’ve developed a strong understanding of how to ensure pets are happy, safe, and well-cared for, whether it’s keeping up with their feeding schedules, engaging them with playtime, or making sure they feel comfortable while their owners are away. When it comes to homes, I pride myself on maintaining a clean and welcoming environment. I’ll follow your instructions carefully, from watering plants to collecting mail, and I always leave your space just as tidy (if not tidier!) than I found it. I’ve even worked with animals who have special needs, so I’m comfortable providing extra care and attention when required. I truly enjoy creating peace of mind for my clients, knowing their furry friends and homes are in good hands while they’re away.

About: I have been caring for large and small dogs (old and young) for the last 10 years. I am very adaptable and recognize the importance of individualized care. I am a wedding florist that mostly works from home, so I can be very flexible with visits and ensure that your loved one gets the attention they need! Keeping your pet safe and happy is my number one priority! I always ask owners if there are potential hazards in the home or medical conditions I should be aware of. I also promote climate safety during walks to make sure your pet is comfortable even in the extreme elements.
About: I’ve taken care of many different furry friends since I was 14. As soon as I moved in with my roommates I was more open to taking care different types of pets. I do have a morning job. I am available after 3:30pm. Just give me a heads up if you’re interested so I can work around my schedule. I am looking to further my knowledge on taking care of many different loving animals. I’m excited to meet new furry friends and reptiles! I will always stay on top of your pets schedule, weather it’s walking them on a specific time or feeding them. I always pay attention to certain requirements your pet needs.

About: I have a dog of my own who is very spoiled, loving, and definitely a little needy, so I’m very comfortable giving pets plenty of attention, affection, and companionship. I’ve also cared for larger dogs, including Golden Retrievers, and I’m comfortable keeping up with their energy and needs. I’ve had experience staying overnight at clients’ homes to care for their pets, making sure they’re comfortable and following their normal routines while their owners are away. I understand how important it is to leave your pet with someone you can trust, and I treat every pet in my care with the same patience, care, and love I give my own I currently work M, T, Th, F from 8 AM–6 PM. I’m fully available on Wednesdays and throughout the weekend, which gives me plenty of flexibility for overnight stays, longer visits, walks, and other pet care. For weekday bookings, I’m happy to discuss what works best around my work schedule. I’ll always communicate clearly ahead of time to make sure your pet’s needs and routine are taken care of. Your pet’s safety and well-being are my top priorities. I’m attentive to their surroundings, routines, and individual needs, and I take the time to make sure they feel comfortable and secure while in my care. I know how important it is to trust someone with your pet and your home, which is why I take that responsibility seriously. I’ll follow your instructions carefully, communicate with you throughout the booking, and keep you updated so you can have peace of mind while you’re away. Most importantly, I’ll treat your pet with the same patience, care, and love I give my own.
The median cost per visit for dog sitting in Highwood is $20
Dog parents share their Rover experiences - Highwood
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?
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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.
Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Highwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Highwood average 7 repeat dog sitting clients
FAQs for Drop-In Visits - Highwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Highwood 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 11,620 sitters on Rover offering Dog Sitting across Highwood. 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 Highwood 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 Highwood 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 Highwood 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 Highwood. 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.






