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 26 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!”
About: Hello, pet parents! Your pup is in for a treat! I enjoy going on adventures! We check out state parks, forest preserves and beaches during our time together. I take lots and lots of photos to help capture the magic and share the fun with you. Of course for pets with more of a relaxed temperament, cuddles, belly rubs and more low key quality time is also greatly enjoyed. I look forward to spending time with your pup! I work from 9am-5pm, 5 days a week, so any time I'm not at work, your pet receives my undivided attention and care. I'm very detail oriented and tidy. What ever your dogs routine is, I'll adapt. I'm also a neat freak so I do a great job of leaving your place cleaner than you left it.
“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 worked with dogs over 5 years and have 4 at home. I am also certified in cpr and first aid for dogs therefore if something happens I can identify it and help take care of it or let you know if the vet should be involved I work at a doggie daycare and I am certified in cpr and first aid for dogs. Have been taking care of dogs for 10 years My dogs have a big yard to play in and get to go on walks often around the neighborhood. From giving them enrichment activities to playing/feeding them, they are a couple happy and loved dogs
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.

“Brittany took great care of my cat while out of town! It was clear from the get-go that she’s an organized, responsible pet sitter who loves animals and takes their personalities/routines/preferences into account. We appreciated the detailed updates and pictures from each check in, it was reassuring to know our cat was in good hands. Highly recommend Brittany and we’ll definitely work with her again!”

About: I just graduated from UMass Amherst with a degree in Pre-Veterinary Science. I have grown up with pets and taken care of them for years! I’ve had dogs, cats, chickens, hamsters, guinea pigs, and fish! I have a lot of experience taking care of animals as I’ve interned at a zoo and volunteered at shelters and vet clinics. I’m very comfortable giving medications to pets as I’ve had a lot of practice with this with my own pets and while sitting! PLEASE READ** I am currently traveling in Europe and will not be home until October 10th. I am available after that for meet and greets or I can do virtual meet and greets as well! I am looking to move states in the coming months so I will not be available for long term sitting. My house has one kitten, and my backyard is not fenced in. I’d love to take care of your pet in either your home or mine, whichever is easiest!
“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: 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!
“Nataliia took care of our cat Lupita during a family trip. She visited her as agreed and spend time with her. We found everything perfectly upon our return. I will definitely ask her to take care of Lupita again in the future.”

About: I grew up with dogs my whole life. For the past 3 years I’ve taken care of dogs for multiple families, stayed over to care for pets overnight, worked as a dog walker, and always love playing and meeting new pups. I have cared for multiple pets at once, am consistent with feeding and walking schedules, have cared for pets of all ages, and love to share updates and pictures of your pup. I am a graduate student based in Lake Bluff who loves animals! I have a car and a lot of morning and evening flexibility with some mid-day flexibility as well to feed, walk, or check in on pets. I am also available for overnight stays to ensure your pet is cared for overnight. Because of my flexible schedule, I am available for last minute bookings to help care for your pet in any way needed. I can’t wait to meet new furry friends! I feel comfortable staying in clients home if needed, dropping in to walk or feed pets, and crating pets if needed. I’ve had repeat clientele for whom I’ve cared for free roam and crated pets, dogs with special care needs, stayed overnight both short and long term, and worked as a dog walker. My own dog is a small, 18 lbs, friendly dog who loves to meet new friends. I have experience with my own and other pets and thus have a good understanding of animal body language, building trust, and understand that a good pet sitter should get to know your pet on their own terms. I am also willing to do meet and greats to ensure both you and your pet are comfortable with the match.
“Stephen and Donna did an excellent job walking our Great Pyrenees mix several times over a few weeks. You could feel their love for dogs from the moment we met them and they were very communicative and kind throughout the whole process. Our boy enjoyed and looked forward to his walks with them and we would definitely recommend and use their services 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!”

About: Growing up, I had a couple dogs. Along with family and friends always having dogs around, I have always taken care of dogs. I love to walk them, bathe them, and play! I would take care of your fur baby like my own! I have a flexible schedule and work independently so I have plenty of flexibility for you and your baby!❤️ What works for your schedule will most likely work for mine. I look forward to spend time with and take care of your baby and I will enjoy every second! You can trust me with your pet like it’s my own! I am an honest human being with a heart full of love and compassion. I would love to take your fur baby to the park to play and have fun, as well as a jog/walk of course, and I wouldn’t mind giving your baby a bath if need be! Perhaps a trip to the pet store to spoil?! Don’t worry cats will love me too! I know just the spot they love scratched and will offer plenty of playtime.

About: We know how important it is to find a caring, reliable home for your furry friend while you're away. Growing up, our parents always looked after our family dog, teaching us the value of trusted, compassionate pet care. Today, as devoted pet lovers ourselves, we’re committed to offering nothing less than exceptional care for your beloved companion. Your dog’s happiness and comfort are always our top priority. Over the years, we’ve provided pet care through Rover and have also regularly helped out neighbors with their dogs—feeding, walking, playing, and giving lots of love. Capturing cute, candid photos of our furry guests has become one of our favorite parts of the experience, so you can count on sweet updates while you’re away. Our fenced-in backyard gives dogs a safe and open space to play and explore, and we’re experienced in administering medication when needed. Whether your pup is full of energy or prefers a slower pace, we tailor our care to their unique needs and personality. Choosing us means choosing a warm, attentive home where your dog will be treated like one of the family. We can’t wait to meet your furry companion and make their stay a tail-wagging success! I am working from home. Pet care is a daily priority for me. From walks to cuddles, I ensure every pet gets love and attention. Feeding, grooming, and playtime are all part of our routine. In both my home and my client's, I prioritize the well-being of pets. Whether it's walks, playtime, or feeding, I ensure they're cared for with love and attention.
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 7 repeat pet sitting clients
FAQs for Pet Sitting - Highwood
Frequently asked questions about Rover
The average cost of Pet Sitting in Highwood is $21 per visit as of November 2026. Most bookings cost between $16 and $34 per visit. On Rover, 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 November 2026, there are 12,043 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 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:
- 85% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 93% 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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.









