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 155 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.
“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.”

“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!”

“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!!”

“Danielle does a great job taking care of our cats! She is timely, provides updates and takes lots of pictures. We would recommend her to anyone looking for someone to watch their pets”

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.

“Great and trustworthy! They have taken care of my cats twice now and I always come home to happy cats, with wonderful updates and prompt communication in between! They even brought my mail and a package inside so that I was worry-free while away. Highly recommend.”

“I love that Amy took the time to get to know (and love) Tabasco while we were away from home. I can tell that Tabasco really enjoyed their visits, and got some decent play time in. Hoping to have Amy again in the future for our time away.”

“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!”

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.
“My cat is not very nice to anybody but me sadly but Zoe didn’t let that bother her. She did a wonderful job despite the challenges and we will use again without hesitation!”

“Nataliia was wonderful! She took the time out of her day to meet with our 3 year old dog to get acquainted. She came to the 1 hour drop in a little early and stayed a little over to ensure that our dog was well taken care of and had everything she needed before leaving. We will definitely be booking with her in the future.”


“Lisa took fantastic care of my boy Frank! She sent me photo and video updates as well as cleaned up any food/litter spillage Frank created. She responded very quickly and I will definitely book her again!”

“We were so happy with Jason! Our dogs absolutely love him, and we felt completely comfortable leaving them in his care. He's reliable and clearly loves animals. Highly recommend!”

About: My first pets were 2 rats. I took care of them exclusively, bathed them, fed and cleaned up after them. The family cat Simba was mainly my responsibility with occasional help from family, and I would take care of our family dog Bentley when I was home for summers from college. I've helped care for several other animals when babysitting children, and occasionally dog sat overnight for other families over a 3 day weekend period. I've also loved my time volunteering at the local dog shelter where I walk, clean up after, and play with all the dogs up for adoption until they find their forever families. Also enjoyed a 6 week program at a dog shelter in Athens, Greece in 2024! I’m working part and full time depending on the week, but have most availability on weekends and later in the afternoons. Happy to do house sitting as long as the dogs can be alone for up to 6 hours on the days I work! I care for all pets as if they were my own, making sure they have all the attention and care they need and then some.

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!
The median cost per visit for pet sitting in Highwood is $20
Pet 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!

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.
Meet local sitters who will treat your pets like family

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 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 September 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 September 2026, there are 12,139 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:
- 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.
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.









