Pet Sitting in Highwood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Highwood pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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 went above and beyond to take care of my elderly cat! I had recently moved, so my cat was already a bit out of sorts before I went away on vacation. Zoey did a great job meeting the needs of my senior companion, and she also watered my plants! I will definitely have Zoey come back the next time I go on vacation.”

“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
“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!”


“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 & Lamar took great care of my dogs! I have 2 large hyper dogs and they handled them great! Very appreciative of them for being able to watch them on such short notice and even dropping in to meet them before their visit! I really appreciate it!”

About: I just graduated from the University of Michigan and will be home in Chicago for the Summer before starting work. I have fostered two dogs over the last 6 months and both have gotten adopted!! I also have owner 3 dogs for a majority of my life as well as have had pet chinchillas, birds, hamsters, fish. I especially love big dogs! I am currently a student at the University of Michigan, so I have a lot of availability over the summer and breaks from school as well as time everyday in the afternoon and evening, and mornings on weekends. I live in a student apartment on campus, so I do not currently care for animals in my own home, however, I am very diligent about crating, closing fences and doors, as well as approaching animals in a calm manner.
“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.”


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'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 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: 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
“Beth is so wonderful with my cats. They are so happy when she comes! I really appreciate how reliable she is and completely trust her caring for them. I highly recommend Beth. Thank you!”

“Steve is wonderful!! He really went above and beyond for us. He was attentive and caring with my animals, on time, thorough and communicative. I felt so much peace of mind knowing that he was taking care of them. I will absolutely book him any time I need help with my pets. I can’t recommend him enough!!! Thank you Steve!”

Over 86 pet parents in Highwood have booked pet sitting
Highwood pet parents share their Rover experiences
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1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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The median cost per night for pet sitting in Highwood is $20
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 pet 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.
Sitters in Highwood average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Highwood on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 12,096 pet sitters in Highwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Highwood pet sitters respond in under an hour.
Pet sitters in Highwood have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Highwood.
Rover makes it easy to find Highwood pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 12,096 pet sitters in Highwood on Rover, so you’re sure to find the perfect match for your pet! In Highwood, 96% of pet sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.








