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 157 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.
“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!”
“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.”
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!
“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!”
“We had Beth keep our rescue dog Buddy company for the first time yesterday. He has the double whammy of general anxiety and separation anxiety. Beth was so patient and gentle and encouraging to Buddy and his humans!”
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’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
About: I’ve had dogs in my family since I was in elementary school. I’ve been responsible for things like feeding them, walking them, and taking them out at night and in the morning Right now, my only commitments are on Sunday mornings, when I teach religious school in Deerfield. I’m looking for my next full time job currently, and heard about Rover through word of mouth. I’ll take your dog out first thing in the morning and last thing before bed. I’ll feed them right after they go out in the morning, and before I have dinner myself. I’ll also walk them at least once a day, weather dependent
“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 💕”
“Michelle was great with our cat! She was super communicative and punctual with her visits. She gave our cat all the attention she so desperately wanted, and left everything just as it was when we left. I would absolutely recommend her to anyone and hope we can work with her again!”
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
“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!”
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 have numerous years of experience training and babysitting dogs and would love to be your furry friend’s new best friend. I am available for walks, drop in visits, or overnight care. I am new to Rover so please reach out for references! I am a student and working part-time so I will have plenty of time to hang out with your furry friend. I am available for 4-6 hours each day, times varying. I will let your pets out for a quick potty break or a long walk, whichever you prefer. I am comfortable hanging out and providing company to your pet as well as feeding and watering.
“I'm a first-time Rover user, and Lindsay was wonderful. She's understanding and a great communicator. I felt very comfortable going out of town knowing she was checking in on our cats. I highly recommend her.”
About: I have been an animal lover my whole life and have had pets since I was 5 years old. I currently have two cats who I am the primary care giver. My late dog, Mara (a black lab), became diabetic when she was 11. For the last 3 years of her life, I administered her insulin shots twice a day. From March 2019-March 2020, I volunteered at CARE Skokie and have watched friend’s cats and dogs over the years while they were away. Animal welfare means a lot to me and I understand the importance of providing consistent and loving care. I would love to have the opportunity to be of service to you and your four-legged family member(s)! I recently resigned from my job in Wealth Management and am focusing on doing things that are more fulfilling and I love animals. I am currently working part time at a local garden shop and have a flexible schedule that allows me time to tend to your pet(s) as needed! I grew up with a dog and have two cats at home who I am the primary care giver for. I am an advocate for all animals to be well taken care of and understand the importance of their needs being met through consistency and loving care.
“Ella is a fantastic pet sitter. She's reliable and communicates well. I've used her for dog walks, house sitting & drop in visits for my cat. She's always exceeded my expectations. I highly recommend Ella to anyone look for a pet sitter who they can count on.”
The median cost per visit for pet sitting in Highwood is $20
Pet parents share their Rover experiences - Highwood
For anyone looking for a sitter go ahead and just hire Jacqueline now! Jacqueline dropped everything to come and meet my cat and then take over watching her for 10 days when our previous sitter cancelled at the very last minute. She truly loves animals and was so happy to take care of my cat! She provided amazing detailed daily feedback on my kitty, was immediately responsive to any messages I sent her, and really just made me feel that my cat was in great hands when I was away. I can’t recommend her more! Absolutely hire her now!
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!
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 pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Highwood
Select a filter and find qualifying sitters offering pet sitting.Sitters in Highwood average 6 repeat pet sitting clients
FAQs for Pet Sitting - Highwood
Frequently asked questions about Rover
The average cost of Pet Sitting in Highwood on Rover is $28 per visit as of October 2026. Most bookings cost between $17 and $36 per visit. 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 12,005 sitters on Rover offering Pet Sitting across Highwood. 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.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Highwood. On Rover:
- 85% of sitters can help with special care needs
- 90% 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.
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 .
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.
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