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 72 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.
“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 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.

“Denis and Nikki are amazing. Cooper loves hanging out with them. They are very respectful of your home and take the absolute best care of your doggo. Highly recommend. Also, they’re doing this for their children’s college fund, so please use them!”

About: I have cared for both small and large animals for over 21 years. Your pet will be staying with a very loving, responsible, and respectful family I work from home so someone is home all day every day. I also have a fenced yard for your dog to roam and go out as needed. I provide meals according to owner's instructions and clean up as needed. Also actively partake in play and exercise for the pets which I genuinely enjoy doing.
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.
“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!”

“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!”

“This was our first time using Rover and what a wonderful experience. Zoey is very sweet and caring. She provided detailed information while taking care of our pooch. We will definitely be using her professional services again.”

“Beth went above and beyond caring for our two ragdoll cats. I could tell they had been loved when we got home after a week trip, they were less anxious than usual and Beth even brought in our mail without being asked. Lovely person, we felt very fortunate to have found her.”


About: I had 2 dogs growing up, and helped my parents take care of them. My parents were busy most days, so I was the one who would take them for walks. My dog recently got his teeth removed, so I also learned how to take care of him and how to feed him properly with that in mind. I’ve also had to take care of both dogs when my parents are out of town, taking them outside, administering medication, and feeding and providing water for them. I have done the same for my grandparents. I love animals a lot, and I volunteered at animal shelters in high school and can properly care for and clean up after many pets.. I’m currently taking all of my classes online, so I will have plenty of time to take care of your pets! I can be available at any needed times, both weekdays and weekends. I will provide food and water according to instructions. I will keep a clean, safe, and loving environment, and ensure that they get time to play and exercise regularly. I’m great at following instructions, and I am very attentive to any special requests that are given by the owner.
About: Hi, I'm Faye! I'm a college student home for the summer with a flexible schedule, and I'd love to spend my free time caring for your pets. As a lifelong dog lover and owner of two dogs, I know how important it is to find someone you can trust with your furry family members. I have experience caring for dogs of all sizes, from my own 15-pound pup to two 115-pound Black Russian Terriers, so I'm comfortable handling both small and large breeds. Whether your dog loves long walks, playing fetch, or just getting lots of attention and affection, I'm happy to tailor my care to their needs. I offer walks, drop-in visits, and dog sitting (depending on location), and I'll treat your pet with the same love and care I give my own. I look forward to meeting you and your pup! I am pretty flexible, but it depends on which week is needed. If you are interested please reach out and we can talk about my availability! I have two dogs of my own, a Standard Poodle and a Terrier mix, so I know just how important it is to keep dogs happy, active, and feeling loved. They both enjoy daily walks, playing fetch in the backyard, and, of course, plenty of cuddle time! When caring for client's dogs, I treat them like they're my own. Whether it's going for walks, playing their favorite games, or relaxing with lots of pets and cuddles, I make sure every dog gets the attention, exercise, and affection they deserve.
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 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: Hi, I'm Berkeley! I've had the joy of living with and caring for nine different breeds, thanks to my family's love for adopting shelter dogs and giving them a loving home. I'm currently a college student studying economics and computer science, and am a student-athlete, I love staying active whether it's taking dogs on long walks, runs, or just enjoying the outdoors together. With a treat always on hand and a deep love for being around dogs, I would be thrilled to care for your pet. Looking forward to meeting you and your pup! I’m currently working full-time but I’m fully remote and like to get my work done in the morning so I have a lot of free time! I have always taken care of dogs so I feel very comfortable and try to give any dogs I walk the absolute best treatment I can! I am a person who is always baking home made dog treat and other treat for my dogs!
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!
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?
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 $19.98 per visit (as of August 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 August 2026, there are 12,220 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.








