Pet Sitting Highwood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 154 pet parents in Highwood have booked pet sitting
Highwood, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Chloe did a stellar job checking in on Topo while we had a date night in Boulder. She sent plenty of photos showing he was well taken care of. We will definitely be reaching out to her in the future :)”
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.
About: I've been caring for dogs since I was young, starting with my neighbor's Old English Sheepdog. Today, I'm the go-to sitter my sister relies on to care for her little fluffball, whether it's for an evening away or extended vacations. I'm comfortable providing consistent, attentive care for every pet -- and following your every instruction to make sure your pet stays happy and healthy while you're away. I currently work a flexible, non-traditional schedule that includes fantasy illustration projects and teaching art classes. This gives me built-in gaps during the day that I'd love to fill with dog care, whether that means walks, playtime, or multi-day companionship. Your dog's routine and well-being are my top priorities. I make sure that your dog gets the best care possible and will follow all instructions to the letter: setting phone alarms to ensure potty breaks and meals happen right on time, monitoring treats so your dog is neither over- nor under-indulged, and sticking closely to established sleep schedules. I'm equally respectful of your home, taking care to leave it as clean and orderly (or better) than when I arrived.
“Zoey is so kind and responsible. Our dogs are handfuls (a Labrador and a Rottweiler) and she handled them great! Highly recommend! She’s clearly loves dogs and does a great job!”
About: I have had two beautiful golden Retrievers and love dogs in general. My golden Wyatt passed away but I adore and love and miss him so much. Now with a new year one year old puppy who is HUGE , I absolutely want to meet more friends of fur. I work daily but have a flexible schedule and can attend animals during the workday as I make my own hours. I also can stay overnight on Friday through Sunday for overnight sitting. I care for pets making sure they have the essentials, food and water. That being said I love to spend time with them all always they are amazing and I love playing with animals and making them feel as human as possible.
“Chris did a fantastic job getting my scaredy cat to come out from under the bed during her visits. She took extensive notes about the cat during our meet and greet and everything went very smoothly while I was away. She was also very patient and good humored when I managed to lock us out of my place! Highly recommend Chris!”
“Amy is great with our dogs. We have two large boisterous Pyrenees mixes, one of which is reactive toward strangers but after just one visit, he had decided she was securely in the “pack” and was a love bug toward her, asking for scratches. She came over for multiple in-home/potty break/play in the yard visits over the course of two days and she was punctual, flexible, communicative. We are definitely going to request her help again in the future.”
“Diana was wonderful with our two playful kitties over the holidays! She was always on time, was very communicative, and had great attention to detail. Most of all, I can tell she really cares for animals. I highly recommend her and would love to have her watch our kitties anytime!”
“Yailyn did a fantastic job of taking care of my shy kitty! She gave her a pill daily too and was warm and kind which helped my cat warm up to her quickly! Will absolutely be reaching out to Yailyn in the future!!”
About: I have grown up with dogs my whole life. I am a big dog lover. I will treat your dogs like it is my own. I am very good with puppies and older dogs. Walks, cuddles, toys! I am graduating in May for my masters in social work and I will be moving to the city this summer. I am available all summer! My family has a dog. We take her for walks, make sure she gets fed. Very friendly. I am very good with other dogs too. I always will treat any dog like it’s my own and make sure they are loved
About: I have had animals in my life ever since I was born. I am a huge dog person and fostered pups before I got my own. I have a chihuahua/mini pincher mix who loves people and other animals, no matter the size! If I am away for work, I constantly watch my pup on the doggy cam. I ensure he gets at least two walks a day, play time at least 3 times a day, and all the snuggles he wants! I've became very skilled at potty training as we went through it living in a high rise. I have a flexible schedule and live/work in Highwood/Highland Park. I have evenings off and do not mind early mornings or weekend appointments! Please let me know how I can help you and your dog! I am an early riser and come by to hang out with my dog for lunch every day. I also have evenings off to enjoy with them whether it’s a long walk or playtime in the house! Tito roams free in the house but I always make sure my pup and the clients get along well before booking. I watch them on the doggy cam while I’m gone and always frequently check in to make sure all is well. My number one concern is making sure everyone is comfortable and happy so I do whatever it takes to ensure that with my clients.
About: I’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!
About: I am an experienced sitter who has cared for all kinds of pets! I grew up in a pet-loving family surrounded by different types of pets! I'm currently a grad student, so I have plenty of time to meet and care for your pets. I have a flexible schedule and can't wait to meet them! I will care for and love your pets through walks, hangouts, and more! I would love to talk more about providing services for your pets!
About: I honestly haven’t had too much experience with dogs until I got older! As an adult I grew to love dogs because I developed an allergy for cats :( i always wanted pets in my home but my parents are the opposite! i’ve had small animals like hamsters and guinea pigs. I have more experience with small dogs but I’m very open to work with any type of dog. I love when there’s specific instructions to follow or even if I have to figure out my way around the pups that’s okay too 😁. I’m a full time nanny/house manager with a split schedule! I have a block of time from 10am-2:30pm (m-f) where I’m free, looking to fill my time with activities! I also have free times in the evening & weekends. In the clients home I typically ask for any specific instruction to cater to their dog, I bring treats to make the doggies more comfortable with a new face as well (if ok with owner!).
“Tara made leaving our pups behind for a week while we eloped close to bearable! We lived for her photos and check ins every day knowing that Boo and Willie were well cared for <3”
About: I'm an experienced caretaker, especially with large dogs and fish! I also have much experience with rodents and other small animals. Above all, I love critters, and I'm always happy to build on my experiences or learn a new caretaking skill. I'm a college student home for the summer, with access to a bike-and sometimes a car-so I can get anywhere at any time. It's important to me that pets receive quality care, so no matter what, they'll always be my priority. I don't board, but in clients' homes I make sure to follow guidelines given to me! I love to walk dogs, and will take them for a stroll as many times as needed, but I'm also happy to stay in-home and play with a pet there. Whatever makes them the happiest!
About: I’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
The median cost per visit for pet sitting in Highwood is $20
Pet parents share their Rover experiences - Highwood
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.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family
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Popular requests near you
Select a filter and find qualifying Highwood sitters!Sitters in Highwood average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Highwood
Frequently asked questions about Rover
The average cost for Pet Sitting in Highwood 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 12,439 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
Yes, you can find sitters who have experience with handling special pet needs in Highwood. 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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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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