Dog Sitting Highwood
Book a Highwood dog sitter to watch your dog in your sitter’s home or yours.
Over 87 pet parents in Highwood have booked dog sitting
Highwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve grown up caring for dogs and have over 10 years of hands-on pet-care experience. My family dog, Darwin, has been with us for 13 years, so I understand the patience, attention, and gentleness that older dogs need, especially as they begin to lose sight, hearing, or mobility. I also care for Lucy, our 3 year old dog, who keeps me active with walks, playtime, and lots of fetch. I’m comfortable caring for both young, energetic dogs and senior dogs who need a slower pace, extra help, or a calm routine. I genuinely enjoy spending time with animals and making sure they are well cared for while their owners are away. I am currently working a part time job and am very flexible with scheduling throughout the week. I am available weekdays and weekends to take care of your dogs. I have experience with both a senior dog and a younger active dog, I’m comfortable adapting care based on age and ability. I can take things slow for older dogs, be patient with mobility or sensory issues, and provide active play and walks for younger dogs. I’ll always treat your pet with the same care, patience, and attention I give my own.
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 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.
“Denis and Nikki are great. They came over at the scheduled times and made sure both dogs where attended to. The updates they sent with pictures and water / food breaks .... and potty times were defiantly appreciated. I will ask them again to watch our dogs and recommend them highly.”
About: As an experienced and compassionate pet sitter, I offer more than just basic care. I have a deep understanding of the unique needs of pets, from energetic puppies to senior dogs requiring extra attention. My experience includes helping with puppy training, reinforcing good habits, and ensuring older pets get the comfort and care they need, such as special diets, medications, or assistance with mobility. What sets me apart from other sitters is my ability to provide personalized, attentive care based on each pet's specific needs. I’m dedicated to making every pet feel safe, loved, and stress-free while their owners are away. I also ensure regular updates to keep pet parents informed and reassured that their pets are happy and well cared for. From daily walks and playtime to specialized care for pets with health considerations, I am committed to making sure your pet has a positive, nurturing experience Pet care fits seamlessly into my daily routine because I work from home with a very flexible schedule. This allows me to dedicate plenty of time and attention to your pet throughout the day. Whether it’s giving frequent potty breaks, taking leisurely walks, or having playtime in the backyard, I can easily incorporate pet care into my day. My flexible work hours mean that I can adjust to your pet’s needs, whether they require extra supervision, meals at specific times, or regular check-ins. It also means that I am home most of the time, so your pet will always have companionship and care. In your home, I ensure your pet feels safe and secure in their familiar surroundings. I’m attentive to their daily needs, such as feeding schedules, walks, and any special care instructions, and I treat your home with respect and care. I also make sure to send updates and photos so you can feel connected while you’re away, knowing your pet is in great hands.
About: Hey, call me Franky but I’ve been taking care of dogs to 10+ years. I had a dog of my own until we had to put it down. Definitely the best 15 years of his life. Made sure he was a little chunky boy and took him out for runs all the time. I love exercising along side a friend. Especially mans best friend. I’ve take care of friends dogs and all equally love me the same. My availability is very open, as of now (July 2023) I am available Monday - Wednesday, all day no matter what. I’m also an active person, walking and even running to get a good workout in can benefit me and the dog in question. I make sure pets are within my vision, if not I make sure my surroundings are clear and definitely make sure food is not within reach for them to grab. In my home they will always be free and not locked to one area. Clients pets have all the rights and freedom.
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.
About: I have taken care of dogs of all kinds over the last four years. I have the most experience with small dogs under 25 pounds. After a recent move to DC and away from my family dog, I am missing some quality time with furry friends! I have experience dog walking and dog sitting for puppies and middle aged dogs. I can’t wait to meet your pup! I work part time on a flexible remote schedule, so I have plenty of time to go for long walks with your dog during the day. I am an early riser (usually awake by 6:30 AM), so I’m also open to morning walks! I am flexible regarding dog/house sitting, and I am happy to watch your dog for a long weekend (or more!) while you are away. I have experience doing this at my own home and other people’s homes. I am responsible and reliable.
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 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: Back in my hometown for the summer from traveling. Caring and walking dogs for friends and family has felt second nature. Every dog gets my full attention, whether we're out on a walk or keeping them comfortable and calm at home. I love to share digital updates so you're never left wondering, just missing them a little less. I always welcome a meet and greet before your first booking so your pet feels comfortable and you feel confident! My schedule is flexible throughout the day which means I can work around what works best for you and your pet. I typically have availability in the mornings, midday and evenings and always give advance notice if anything changes. I treat every home with the same respect I'd want shown to my own. Your pet stays in their familiar environment which means less stress and more comfort. I stay attentive, keep disruptions minimal and if anything ever seems off you'll hear from me right away.
About: We've been watching dogs for friends and neighbors for years. Our whole family really loves dogs, including our 8 year old son who has grown up understanding how to love and respect dogs. We love taking dogs for walks, as much as 3 times a day, regardless of weather. With all the dogs we've watched for neighbors and friends, we've gotten very skilled at walking multiple dogs at once. For those furry friends who prefer a leisurely pace, we have a nice sized, fenced in backyard as well. We're happy to provide your fur-baby a home away from home in ours :-). To note, after our beloved bichon of 14 years passed away this summer, we decided to bring home a new puppy to our family. He's still learning to socialize but so far he's been cautiously curious. We fully intend to continue to socialize him regularly. I have returned to in office work but still have some work from home flexibility. Weekends of course, we are around for day time care and walks. We have a fenced in yard and keep close eyes on pups in our home. Happy to accommodate pups who are more comfortable with crate training.
About: I grew up with dogs, but didn't get my own until about 6 years ago. Since then, life has revolved around our pup! I love to walk and will tend to any needs your dog may have. My own pup has a digestive disease, so I am comfortable with giving meds and following strict dietary plans. I know how hard it can be to leave your pup and how important it is to have reliable, loving care! I am very flexible with my time! I am usually available between 8 am and 9 pm. Please let me know your pet’s usual routine, and I will work around your schedule. I would appreciate knowing all about your pet’s habits, likes and dislikes so I can provide the most consistent care possible. Please document instructions for feeding, exercise, potty habits, and any other needs your pet may have.
About: I work at a Doggy Daycare in Deerfield so I have much experience with dogs! I love making sure they are well fed, exercised and happy. I love throwing the ball and giving them belly rubs. Being with animals make me happy. It fits into my daily routine because I have a lot of free time that I am trying to fill up and I do online school through Indiana University but they are short classes which makes me have more time. Taking a break with school and being with animals make me less stressed and happy. I have a fenced in yard for 2 dogs and 3 cats at my home, So there is a lot of room to play fetch with them.
“Sydney took the best care of our cat Cooper and I could tell when we got home that he was given lots of attention! She was super thorough with all of her notes about her visits and took lots of great pictures for us to see our little guy while we were gone. Thanks for taking such good care of him!”
The median cost per visit for dog sitting in Highwood is $20
Dog parents share their Rover experiences - Highwood
I’ve been using Amy for a month now to let my dogs out midday. Not only does she keep an eye out on odd behavior from any of them, she’s even picked up how much one of my dogs loves alone time and gives her that extra attention. It is much appreciated knowing my dogs are being cared for each on an individual basis!
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 dogs like family
1. Search
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Popular requests near you
Select a filter and find qualifying Highwood sitters!Sitters in Highwood average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Highwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Highwood on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 11,888 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Highwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Highwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Highwood. On Rover:
- 90% 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.
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.
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