Dog Sitting Highwood

Book a Highwood dog sitter to watch your dog in your sitter’s home or yours.

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Over 33
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.

1 / 1
Sitter Profile Image: Nina A.
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Nina A.
from
$30
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Lake Forest, IL, 60045

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!

Sitter Profile Image: Amy L.
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Amy L.
from
$25
per visit
6 years of experience
Lake Forest, IL, 60045

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.

Sitter Profile Image: Jason K.
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Jason K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
122 reviews
41 repeat clients
20 years of experience
Buffalo Grove, IL, 60089

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!

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Vikram K.
Sitter Profile Image: Nataliia Z.
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Nataliia Z.
from
$25
per visit
5.0 out of 5 stars
61 reviews
18 repeat clients
20 years of experience
Buffalo Grove, IL, 60089

Natalia did an excellent job looking after my cat Shweta while I was gone on vacation for Labor day weekend! Shweta became quite acclimated with Natalia and I look forward to booking her again for Shweta in the future! Highly recommend!

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Hari M.
Sitter Profile Image: Nicholas W.
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Nicholas W.
from
$17
per visit
5.0 out of 5 stars
1 review
2 repeat clients
15 years of experience
Lake Forest, IL, 60045

Nick is awesome, cares so well for the cats and is fully recommend him.

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David M.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$25
per visit
5.0 out of 5 stars
70 reviews
24 repeat clients
10 years of experience
Glencoe, IL, 60022

Michelle was great with our cat! She was super communicative and punctual with her visits. She gave our cat all the attention she so desperately wanted, and left everything just as it was when we left. I would absolutely recommend her to anyone and hope we can work with her again!

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Makenzie G.
Sitter Profile Image: Nathyeli S.
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Nathyeli S.
from
$15
per visit
16 years of experience
Lake Forest, IL, 60045

About: For the past 16 years, I've had the privilege of caring for the beloved pets of my family and friends. Caring for animals has always been a natural part of my life, and I truly enjoy getting to know each pet's unique personality and needs. My parents have two Xoloitzcuintli (Mexican Hairless) dogs who require plenty of attention, exercise, and interaction. Whenever my parents travel—often for several weeks at a time—I stay in their home to care for them. During that time, I provide multiple daily walks, playtime, mental stimulation, and plenty of affection. I also carefully follow their routine, including administering daily medications and any special care instructions. I also have experience caring for dogs with separation anxiety and understand the importance of patience, consistency, and creating a calm, reassuring environment. Additionally, I cared for a rescue dog with PTSD and, over time, earned their trust to the point where they felt comfortable approaching me for affection. Experiences like these have taught me the value of allowing animals to build trust at their own pace. Cats have been a part of my life for the past 16 years as well. I've cared for cats with a wide range of personalities, from playful kittens and affectionate cuddlers to independent cats and senior companions with special needs. I also volunteered at a local animal shelter, where I helped clean, socialize, play with, and care for the cats to help them feel safe and comfortable while waiting for their forever homes. Whether I'm caring for dogs or cats, my goal is always the same: to provide a safe, loving, and stress-free environment where every pet feels comfortable, cared for, and treated like family. As a full-time student with a flexible schedule, I'm able to accommodate a variety of pet care needs, including daytime visits, evening care, weekends, and many last-minute bookings. My goal is to give you peace of mind knowing your pet will be treated with the same love, patience, and attention I would give my own. I'm currently a full-time sonography student completing my clinical rotations. Before returning to school, I worked in the medical field, most recently at a cancer center, where I developed a strong commitment to providing compassionate, attentive care. Caring for others has always been at the heart of who I am, and that same dedication extends to the animals I care for. For years, I've been the person family, friends, and neighbors rely on to care for their beloved pets. Whether it's walking dogs, checking in on cats, staying overnight, or helping out with last-minute requests, I genuinely enjoy making sure every pet feels safe, loved, and comfortable while their owners are away. Several people encouraged me to join Rover because of how often I already care for their furry family members. I understand that every pet has their own personality, routine, and needs, and I take the time to earn their trust while providing patient, dependable care.

Sitter Profile Image: Christina G.
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Christina G.
from
$30
per visit
5.0 out of 5 stars
40 reviews
18 repeat clients
3 years of experience
Lake Forest, IL, 60045

Christina is so good with our kitties! It helps lessen the guilt of leaving them when she is there. She has a way with them, and getting our shy ones to come out of hiding 💕

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Sharleen T.
Sitter Profile Image: Rachel H.
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Rachel H.
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Glencoe, IL, 60022

About: I provide loving, reliable care tailored to your pets needs! With experience in house sitting, dog sitting, and caring for my own fur babies throughout the years, I understand the importance of trust and personalized care. Whether it’s energetic playtime, gentle senior care, or sticking to a routine, I’ll make sure your dog feels safe, happy, and loved while you’re away. As a teacher, my summers and weekends are flexible, giving me plenty of time to provide attentive, loving care for your pup. Whether it’s daily walks, playtime, or overnight stays, I’ll make sure your dog gets the care and attention they deserve! "I provide personalized, attentive care whether in my home or yours! In your home, I ensure your pet sticks to their routine, offering plenty of love, exercise, and companionship. I keep their space clean, follow feeding and medication schedules, and provide regular updates for your peace of mind. If caring for pets in my home, I create a safe, comfortable environment with plenty of playtime, cuddles, and enrichment to keep them happy and relaxed. No matter the setting, your pet’s well-being and happiness are my top priorities.

Sitter Profile Image: Michal S.
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Michal S.
from
$30
per visit
35 years of experience
Deerfield, IL, 60015

About: I’ve been around dogs my whole life. They have always been an important and integrated part of my family. We enjoy spending time at home but also taking long walks in the neighborhood or forest preserve. I integrate dog walks in my daily exercise routine, but also spend quality time at home to ensure they have company and love in the home environment. I have a fenced in yard and would let them have free rein of my house if the owner chooses. If I’m sitting in your home, I’d respect the routine and rules you have already established with your dog. I will keep in close contact with you while you are away and provide pictures and updates on how your family member is doing. There will be endless cuddles and love.

Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$60
per visit
5.0 out of 5 stars
49 reviews
20 repeat clients
25 years of experience
Highland park, IL, 60035

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.

Sitter Profile Image: Sarah G.
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Sarah G.
from
$14
per visit
5.0 out of 5 stars
21 reviews
3 repeat clients
10 years of experience
Riverwoods, IL, 60015

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! I am currently on summer break so I should be available all day unless I have it blocked off on my calendar! I plan to travel around the end of summer and move out of Illinois in the fall. 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!

Sitter Profile Image: Grace R.
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Grace R.
from
$25
per visit
5.0 out of 5 stars
84 reviews
46 repeat clients
10 years of experience
Northbrook, IL, 60062

Grace did a great job taking care of our dogs and we will definitely be calling her again.

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Matt F.
Sitter Profile Image: Elsa T.
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Elsa T.
from
$20
per visit
10 years of experience
Lake Forest, IL, 60045

About: I've taken care of my hyper active dog that likes to jump off walls for 10 years. I took care of a couple coworkers' pets (3 dogs) for weeks on end while they were on vacation. I've taken long walks with dogs no matter the weather, as long as the doggy is well prepared for the weather (ie winter coats and summer shoes). My previous dog loved sticking his head out of the car when I drive so I can drive around with your doggy if thats what they want. Taking them on nature walks will always be my favorite thing, so dogs can experience something new. I do work full time in lake forest but I thankfully have a flexible schedule, especially for lunch. I am able to take 1.5 hours for lunch so I can always swing by the house for a check in. I'm always free on weekends to give the animals the most love and care I will keep up to date on any issues that arises and be vigilant in making sure the animals don't mess up the garden or make a mess in the house. I can help clean the floors of all the dog hair

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
45 years of experience
NORTHBROOK, IL, 60062

About: I’ve taken care of dogs since I was a kid. I would care for my neighbors animals when they were out of town. I’ve always loved dogs and have a 7 yr old Labradoodle, Max, that I rescued when he was a four month old puppy. He had escaped from his original owners and was missing for two days. When the police found him, he had been run over by a car. They couldn’t save his leg so he’s a tripod. He doesn’t even know he’s missing a leg. Max loves walks, water, and playing with his best doodle friend, Molly. I also have a lot of experience administering insulin shots for dogs. I would love to care for your fur babies the way I care for mine. I am semi retired and my time is very flexible. I’m available for daily walks or pet sitting. I’ll care for your fur baby exact same way I care for mine. My dog Max is living his best life with me. He receives lots of love, walks, snuggles, and playtime. I would give your dogs the same care and affection.

Sitter Profile Image: Reed W.
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Reed W.
from
$20
per visit
5.0 out of 5 stars
3 reviews
6 years of experience
Deerfield, IL, 60015

About: I’ve been caring for dogs and cats for over 8 years and truly love spending time with animals of all sizes, breeds, and personalities. Friends, neighbors, and family have trusted me to walk, feed, bathe, play with, and care for their pets while they’re away. I’m very active, patient, and dependable, so whether your dog needs long walks and playtime or your senior pet needs a calmer, gentler approach, I’m happy to adapt to their needs. I understand how important pets are to families, and I always make sure they feel safe, comfortable, and cared for while you’re gone. Pet care fits very naturally into my weekly routine because I have a flexible schedule and genuinely enjoy staying active and spending time with animals. I’m available on weekends and most weekdays, especially afternoons and evenings. I enjoy going on walks, being outdoors, and giving pets plenty of attention, exercise, and companionship throughout the day. I’m also reliable with feeding schedules, bathroom breaks, medications if needed, and keeping owners updated with photos and messages so they know their pets are doing well. Creating a safe, comfortable, and stress-free environment for pets is very important to me. In a client’s home, I make sure to follow all routines closely so pets feel secure and relaxed in their familiar space. I pay close attention to instructions regarding feeding, medications, walks, crate training, and any special needs or behaviors. I’m patient, attentive, and always prioritize safety during walks, playtime, and interactions with other animals. My goal is to make every pet feel loved, comfortable, and cared for as if they were my own.

Sitter Profile Image: Berkeley C.
Verified Enhanced Background Check
Berkeley C.
from
$22
per visit
8 years of experience
Highland Park, IL, 60035

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!

Sitter Profile Image: Geraldine B.
Verified Enhanced Background Check
Geraldine B.
from
$18
per visit
15 years of experience
Lake Forest, IL, 60045

About: + 15 Years of Pet ownership: Two dogs and one cat with different personalities. + Daily dog walking expierence: comfortable walking dogs multiple times a day. + Strong understanding of pet behavior: Experienced in managing pets with varying temperaments. + Reliable and responsible: Deicated to ensuring pets are happy, healthy, and safe. + Genuine love for animals: Enjoy spending time with dogs and cats. +Experience in administering medications-especially eye drops and eye gels + Experience with puppies and senior dogs Anything works after 6PM Monday through Friday. Satuday available after noon. Sundays open. If you would like to request a time outside of this please let me know and will try to work around my schedule. General Trust & Home Care: I treat your home with the utmost respect. I ensure all doors are locked and security systems are reset before I leave. You will receive a detailed update after every visit, including photos and a confirmation that your pet is fed, and safe. +When walking your dog, safety is my absolute priority. I perform a 'gear check' before we leave the house to ensure collars and leashes are secure. I stick to familiar, safe routes and am always mindful of the environment—keeping an eye out for other dogs, traffic, or unsafe debris on the sidewalk. I am also happy to follow any specific training commands you use to keep your dog's routine consistent. +For cat visits, I focus on maintaining a low-stress environment. I am extremely careful when entering and exiting to ensure your cat doesn't slip out the door. I respect their space, letting them approach me at their own pace. If your cat requires a special diet or medication, I double-check instructions to ensure feedings are administered exactly as requested.

Sitter Profile Image: Thalia L.
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Thalia L.
from
$20
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Lake Forest, IL, 60045

About: Hi! I'm Thalia, a 20-year-old from Cuba and currently a Lake Forest College student living in Highland Park. I have extensive experience caring for animals. Since I was very little, I've always been surrounded by animals. Back in Cuba, my mom and I would rescue many cats and dogs, and we've always had at least five cats at home. I've also volunteered for over two years with animal shelters such as Orphans of the Storm, taking foster cats with medical needs home until they find their forever one. This experience, along with my intent to become a vet after college, makes me comfortable working with animals with medical needs and following care prescribed by doctors. This lifelong experience has made me very patient and responsible, with a deep understanding of the skills and commitment required to care for pets. I am dedicated to ensuring the well-being of your furry friends. Thank you for considering my profile. Please feel free to reach out to me for further discussion! I usually do dog walks in the afternoons, but I’m very open to homesitting and animal care at any time of the day! I provide overnight care as well. I provide excellent care for animals and my clients’ homes by treating them with the same love and respect I’d give my own. With over two years of experience as both a pet sitter and house sitter, I’ve developed a strong understanding of how to ensure pets are happy, safe, and well-cared for, whether it’s keeping up with their feeding schedules, engaging them with playtime, or making sure they feel comfortable while their owners are away. When it comes to homes, I pride myself on maintaining a clean and welcoming environment. I’ll follow your instructions carefully, from watering plants to collecting mail, and I always leave your space just as tidy (if not tidier!) than I found it. I’ve even worked with animals who have special needs, so I’m comfortable providing extra care and attention when required. I truly enjoy creating peace of mind for my clients, knowing their furry friends and homes are in good hands while they’re away.

Sitter Profile Image: Jocelyn K.
Verified Enhanced Background Check
Jocelyn K.
from
$20
per visit
5.0 out of 5 stars
8 reviews
9 repeat clients
6 years of experience
Riverwoods, IL, 60015

Thank you for taking great care of Otis! Appreciate the last-minute coverage.

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John C.
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The median cost per visit for dog sitting in Highwood is $20

Dog parents share their Rover experiences - Highwood

1 / 1
5.0 out of 5 stars

Zoey is amazing. She went above and beyond to ensure great care for our dog while we were out of town.

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Ken H.
Drop-In Visits
5.0 out of 5 stars

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!

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Natalie P.
Drop-In Visits
5.0 out of 5 stars

Perfect! I highly recommend Erin! She really came through for us when our sitter cancelled the day before my wedding! Fast replies and great communication! Thank you Erin!

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Katie R.
Drop-In Visits
4.0 out of 5 stars

Even though there was a transportation mishap, she took great care of the animals. Was very personable, took full responsibility, handled herself professionally and compassionately.

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Robin B.
Drop-In Visits
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Sitters in Highwood average 6
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FAQs for Drop-In Visits - Highwood

Frequently asked questions about Rover

The average cost for Dog Sitting in Highwood on Rover is $21.09 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 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 August 2026, there are 11,682 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:

  • 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.

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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