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.
“Chloe was so good with my dogs! It was there first time having a “stranger” come over and it sounds like it went very well! She was communicative and made me feel so comfortable!”
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.
“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!”
“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.”
About: I have a dog of my own who is very spoiled, loving, and definitely a little needy, so I’m very comfortable giving pets plenty of attention, affection, and companionship. I’ve also cared for larger dogs, including Golden Retrievers, and I’m comfortable keeping up with their energy and needs. I’ve had experience staying overnight at clients’ homes to care for their pets, making sure they’re comfortable and following their normal routines while their owners are away. I understand how important it is to leave your pet with someone you can trust, and I treat every pet in my care with the same patience, care, and love I give my own I currently work M, T, Th, F from 8 AM–6 PM. I’m fully available on Wednesdays and throughout the weekend, which gives me plenty of flexibility for overnight stays, longer visits, walks, and other pet care. For weekday bookings, I’m happy to discuss what works best around my work schedule. I’ll always communicate clearly ahead of time to make sure your pet’s needs and routine are taken care of. Your pet’s safety and well-being are my top priorities. I’m attentive to their surroundings, routines, and individual needs, and I take the time to make sure they feel comfortable and secure while in my care. I know how important it is to trust someone with your pet and your home, which is why I take that responsibility seriously. I’ll follow your instructions carefully, communicate with you throughout the booking, and keep you updated so you can have peace of mind while you’re away. Most importantly, I’ll treat your pet with the same patience, care, and love I give my own.
About: I have grown up with dogs my entire life, from my friends to family all having different breeds of dogs! I am very active, so dogs with lots of energy and needing lots of walks are no problem for me! I have dog sit before. I have a love for all animals and whatever comes with them. I am currently working a summer job, mainly all day, but I have no problem waking up early to walk a pet before work or after work, even during lunch! My weekends are normally always free! And Fridays I can tend to the pet more due to having half days. I do not offer services at my house due to having cats who are shy. But in my clients home I will do anything they need me to do regarding their pet. It is my job to make sure their furry baby is in the best hands!
“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!”
“Can't say enough wonderful things about Denis and Nikki. They are so lovely. Very accommodating, responsible, communicative and caring with the pets. They went above and beyond. I will easily be booking them again for our next trip away.”
“As always, great experience with Beth. She is prompt to respond and takes the time to play with Rupert (not always easy! Lol!) which we greatly appreciate. Leaving your pets with someone can be so nerve-wracking. I'm so happy to have found Beth as she truly sets my mind at ease!!”
“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!”
“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!!”
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 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 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’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 have had dogs all my life. I enjoy helping walk, groom and play with them so they can relax and nap by the fireplace. I have trained puppies and also have had senior dogs too as well as meds admin also. I work from home so dogs are vital to me and they make me feel so happy. I love them and they love me so it is a win win. It is nice to be popular too with my K9s as they enjoy my big fenced in yard too which we love to run around in and play all day. I follow directions given to me and listen to the owners as they know their baby best. Other than that I give the dogs all my love and attention.
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 Pet Sitting - 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.
Connect anywhere with the Rover app
