Dog Sitting Highwood

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

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Over 89
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.

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Sitter Profile Image: Amina G.
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Amina G.
from
$25
per visit
12 years of experience
Wheeling, IL, 60090

About: I genuinely care about pets and believe they don’t “deserve us” being the most innocent, trustworthy, loyal and caring creatures. I will use all my caring skills and personal training skills acquired form my experience to deliver the best care and still have fun with the pets if they wish so! I’m currently working part time so I am open to met care from Friday to Sunday most of the time, and even evening or night during the week. I have an intense balcony on the 1st floor of the apartment which gives pets the space they need if they want to be outdoors , a large park 5 minutes away where I could take the dogs for a walk or run. At home it’s more relaxed and open- no fences or specific restrictions. Cushiony and soft couches for the cats as well as quiet space with a large window for them to view the outdoors.

Sitter Profile Image: Tayana M.
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Tayana M.
from
$15
per visit
10 years of experience
Great Lakes, IL, 60088

About: I have been caring for dogs almost as long as I have been alive! I am available in the afternoons during the week, and anytime on the weekends. I can care for your dog as little as a short home visit, or a nice outing at the park. Your dog’s safety is a MUST in my book and always my first priority. Anything that could possibly put your dog in harms-way will not be tolerated. When it comes to long stays away from your dog, I highly encourage communication in any shape or form. My phone will always be in arms reach when it comes to taking care of one’s dog. Overall, I can guarantee your dog will always feel safe and loved while in my care.

Sitter Profile Image: Stephanie O.
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Stephanie O.
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
Wheeling, IL, 60090

“Stephanie was great! She took great care of our little princess while we were at work. Definitely booking with her again. ♡ thank you Steph! Sophie loves you ◡̈”

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Jhomayra V.
Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 7 reviews
6 repeat clients
7 years of experience
Evanston, IL, 60201

About: I have been pet-sitting for 7 years; caring for animals is my passion! My style of sitting is treating every pet as if they’re my own😊🐾 I am currently working a part time job, so I may have certain windows of availability—but I am more than happy to work with you on times :) In my clients home, I will follow all rules and guidelines relating not only to their pet, but also to respecting their space as well.

Sitter Profile Image: Elizabeth T.
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Elizabeth T.
from
$20
per visit
2 years of experience
Glenview, IL, 60025

About: I've always loved caring for dogs and enjoy getting to know each pet's unique personality. I have experience caring for dogs of all sizes and ages, from tiny breeds and small dogs to large breeds, including pit bulls, as well as energetic puppies. Whether your dog loves long walks, playtime, cuddles on the couch, or simply sticking to their daily routine, I'm happy to provide the care they need. I've provided overnight house sitting for families, cared for pets in their own homes to help keep their routines consistent, and offered drop-in visits and dog walking. I'm comfortable handling dogs of all sizes, temperaments, and energy levels, and I understand that every dog has unique needs and deserves patient, individualized care. I know how important it is to trust the person caring for your pet, so I'll always treat your home with respect and your dog like they're part of my own family. I'll keep you updated with photos and messages while you're away, giving you peace of mind that your furry family member is safe, happy, and receiving plenty of love and attention I am a full-time kindergarten teacher, and caring for others is a big part of who I am. My job has taught me patience, responsibility, and the importance of creating a safe and loving environment — qualities I bring into caring for pets as well. Outside of school, I have time for early morning walks, check-ins, evening visits, and overnight stays. I truly enjoy spending my free time with animals and making sure they feel comfortable, happy, and cared for while their owners are away. I’m happy to follow each pet’s routine and give them the attention, exercise, and love they need. I treat every pet like they are my own and want them to feel safe, comfortable, and loved while their owners are away. I make sure to follow their normal routines, including feeding, walks, potty breaks, playtime, and any special instructions you provide. I have experience caring for dogs of all sizes, from puppies and small dogs to larger breeds, including pit bulls. I enjoy getting to know each dog’s personality and making sure they get the attention, exercise, and care they need. I’ll also keep you updated with pictures and messages so you can feel confident your pet is in good hands.

Sitter Profile Image: Deidre G.
Verified Background Check
Deidre G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 257 reviews
129 repeat clients
25 years of experience
Mundelein, IL, 60060

“Had a really great experience with Deidre. As a nervous cat mom, she put my mind at ease while I traveled and made sure my cat was well taken care of in my absence. Plan to use her moving forward on my trips if she’s available!”

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Michelle K.
Sitter Profile Image: Katherine L.
Verified Background Check
Katherine L.
from
$28
per visit
5.0 out of 5 stars
• 15 reviews
7 repeat clients
7 years of experience
Libertyville, IL, 60048

“Katy is super! My pup Kia really gets along with her. She is kind and helpful and communicates well. She writes me long blurbs about her time with Kia which I love since I’m not able to be with her throughout the day.”

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Roxanne H.
Sitter Profile Image: Colin K.
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Colin K.
from
$19
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Wilmette, IL, 60091

About: I grew up with a Bernese Mountain Dog and have watched/walked countless dogs throughout my 24yrs of life. From energetic to mellow, introverted to extroverted, and aggressive to gentle. I have always been able to breakthrough and bring out the sweethearts they are! I have experience working with mistreated Pit Bulls during my time in college. On top of that, I spent a summer volunteering in a dog van bathing service. Plain and simple, I have spent a lot of time with dogs! I truly love them and think they are all wonderful with the proper care and affection! Pet care is my primary focus as of now. Willing and able to work whenever possible! I recently graduated from Colorado State and will be attending Northwestern for my masters in the fall. Until then, I will be dog walking/sitting. I look forward to working with you all! I first assure the dog feels safe and comfortable. Time is needed in order to let them become so. Secondly, I make sure simple needs are met: water, food, bathroom. It is all about being aware and open to a dog’s subtle gestures. The right environment is crucial to set the tone and mood of the dog! In my care, I hope to make every dog feel safe and loved!

Sitter Profile Image: Marianne R.
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Marianne R.
from
$17
per visit
2 years of experience
Morton Grove, IL, 60053

About: My cousin goes out of town often, so I would stop by her house to check on her dogs (feeding, playing, taking them out for walks, and changing out the pee pads). I also helped care for my roommate’s dogs/puppy. Additionally, I’ve volunteered for dog walks from a local dog shelter! I love taking dogs on walks and hikes to keep them active! I’m a nurse, so I only work 3 nights a week (7pm-7:30am). I have more than half the week available to walk/play/take care of your pets! This also means I am available in the mornings after a shift, as well. Although my work nights vary weekly, I am more than happy to coordinate our schedules that work best for you :) I live close to a lot of forests, trails, and parks, so your pup will have a wonderful time staying active outdoors! I am very attentive to details and will adhere to specific dietary needs!

Sitter Profile Image: Viviana V.
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Viviana V.
from
$20
per visit
10 years of experience
Evanston, IL, 60201

About: I’ve been a huge dog lover since I was ten years old! Growing up, I pet-sat for neighbors, family, and friends, so I’m very comfortable with feeding, walking, and keeping pups entertained. I’ve owned three dogs throughout my life and am currently a proud Shih Tzu owner, so I definitely know my way around a big 'lion dog' personality! I also enjoy training; I’ve taught my dogs everything from basic sits and paw-shakes to 'wait' commands for meals and even some fun moves like dancing. I truly just love being around dogs! I'm currently a full time college student but I still have lots of time to play and take care of your dogs! My availability is usually in the afternoon on weekdays and mostly open throughout the day on weekends. Just send me a message and I'll coordinate as best with your times! When sitting in your home, my priority is maintaining your dog's familiar routine to keep them stress free. I stick to your established feeding, walking, and medication schedules! And I make sure to have fun with them :)

Sitter Profile Image: Amina K.
Verified Enhanced Background Check
Amina K.
from
$25
per visit
4.7 out of 5 stars
• 12 reviews
4 repeat clients
7 years of experience
Park Ridge, IL, 60068

About: I’ve grown up surrounded by animals, thanks to my dad owning a small veterinary clinic. I’ve worked at a vet clinic for several years during high school, gaining hands-on experience and learning to care for pets of all kinds. Being the youngest in my family, I’ve always been known as the most compassionate when it comes to animals. Whether it’s walking or sitting, your furry friend will be in loving, experienced hands with me! Book now for personalized care that puts your pet first! I currently have a flexible schedule and plenty of availability, allowing me to accommodate different pet care needs, including walks, drop-in visits, and pet sitting. I enjoy spending time with animals and am happy to work with pet owners to maintain their pets' daily routines and ensure they receive attentive, loving care. I’d be happy to do drop-in visits, house/pet sitting, and dog walking. I would ask for a schedule/routine that your pets are used to and so I can ensure your pets to be comfortable as possible!

Sitter Profile Image: Allison R.
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Allison R.
from
$22
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
9 years of experience
Arlington Heights, IL, 60004

“Allison was great with my Bella! First time using Rover and have already booked Allison twice! She took such good care of Bella, and Bella enjoyed playing and her amazing care.”

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Hailey H.
Sitter Profile Image: Jennifer B.
Verified Enhanced Background Check
Jennifer B.
from
$25
per visit
15 years of experience
Arlington Heights, IL, 60004

About: I have over 15 years of experience caring for dogs of all ages, sizes, and personalities. I grew up with a dog and have always loved being around animals. As a former military wife, I frequently cared for other military families’ dogs while they were deployed, traveling, or on vacation, so I understand how important it is to have someone you can truly trust with your pet! 😊 Over the years, I’ve cared for everything from energetic younger dogs who love long walks and playtime to older dogs who need a little more patience, attention, and a slower pace. I treat every dog as if they were my own and make sure they feel safe, comfortable, loved, and well cared for while their family is away! 🐶 Although I work full time as a therapist, I am more than happy to accommodate your pup’s needs anytime that is suitable for you!! 😉 I’m always very safety conscious with my fury friends and follow the owner’s instructions to a “T.” I give them lots of love and affection. 🥰

Sitter Profile Image: Danya A.
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Danya A.
from
$35
per visit
5.0 out of 5 stars
• 28 reviews
13 repeat clients
15 years of experience
Gurnee, IL, 60031

“Danya is an amazing sitter for our little Yorkie, Sophie!”

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Jerry G.
Sitter Profile Image: Tania F.
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Tania F.
from
$30
per visit
5.0 out of 5 stars
• 24 reviews
3 repeat clients
12 years of experience
Palatine, IL, 60074

“Tania was available super last minute for us and took great care of our dogs! She’s communicative, sends photos and videos, and takes time to play with our dogs. They love her and so do we!”

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Elizabeth D.
Sitter Profile Image: Breanne R.
Verified Enhanced Background Check
Breanne R.
from
$17
per visit
20 years of experience
Kildeer, IL, 60047

About: I have had pets (dogs, cats, horses, fish) since I was a baby. Caring for them feels like a natural task! I have pet sat for many neighbors and friends, and I would love to share some love with your pets as well :) I work as a nurse 3 days a week, so I have 4 days off that I would love to spend with your pets! My schedule changes weekly but I am very flexible with my off days. I love pet parents who know what their pets need. Leave me with simple instructions and I will follow your lead! I love to clean as well, so you won’t have to worry about returning home to a mess.

Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Ashley S.
from
$35
per visit
15 years of experience
Gurnee, IL, 60031

About: I’ve been around and caring for dogs for over 15 years and genuinely love being around them. I also went to dog grooming school and am certified in dog CPR, so I have experience safely handling all different breeds, sizes, ages, and personalities. I’m comfortable with everything from big energetic dogs to little ones and seniors who need some extra patience. I’ll always treat your dog like I would my own and make sure they’re safe, happy, and getting plenty of attention! I currently have a flexible schedule and plenty of availability throughout the week. I love being active and spending time with animals, so pet care fits naturally into my routine. I’m happy to work around your pets normal schedule whenever possible. Making sure your pet feels safe and comfortable is always my first priority. My training at Midwest School of Dog Grooming taught me proper handling and safety techniques for dogs of all sizes and personalities. I’ve also attended dog safety seminars and am dog CPR certified. I’ll respect your pets routine, your home, and any specific instructions you leave for me

Sitter Profile Image: Becca S.
Verified Enhanced Background Check
Becca S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 55 reviews
19 repeat clients
8 years of experience
Lake Zurich, IL, 60047

“Becca did a great job watching my cat—super responsive and easy to work with. Everything went smoothly, and I wouldn’t hesitate to book her again if I need a sitter. Highly recommend!”

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Thomas F.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
from
$20
per visit
5 years of experience
Arlington Heights, IL, 60005

About: Hi! 🐾 My name is Sari, and I’ve always had a huge love for animals. I have 2 years of experience caring for cats through a different company, where I gained hands on experience taking care of pets in their homes and making sure they feel safe, comfortable, and loved while their owners are away. I’ve also been caring for and babysitting dogs for years, so I’m comfortable with different personalities, energy levels, and routines. Whether your pet loves long walks and playtime or prefers to curl up and relax, I’m happy to meet them where they’re most comfortable. ❤️ I am currently doing online college courses so I am available anytime of the day since I can do my schoolwork whenever I have time Your pet’s safety and comfort are always my top priorities. 🐾 I take the time to learn each pet’s routine, personality, feeding schedule, and individual needs so they can feel comfortable and cared for while you’re away.

Sitter Profile Image: JANET L.
Verified Enhanced Background Check
JANET L.
from
$33
per visit
1 repeat client
40 years of experience
Niles, IL, 60714

About: I live near a walking trail for those that like a nice stroll, or for those that don’t I also have a few comfy couches to relax on. As a foster pet parent, I’m familiar with providing medications if needed. I typically work from home and am able to care for your pet while you’re away. My cats are friendly and use to foster cats so they’ll either play with your cat our leave them be. No matter what, your cat will not be alone. My home has multiple floors with large litter boxes on each floor, there is plenty of space and lots to explore. We have different dietary needs for our cats so I can definitely accommodate any specific dietary needs.

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

Dog parents share their Rover experiences - Highwood

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5.0 out of 5 stars

Diana is fantastic! She just started with us and it’s such a relief to have someone I can trust for ongoing walks. Thanks Diana!

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Danielle C.
Drop-In Visits
5.0 out of 5 stars

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!

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Leah B.
Drop-In Visits
5.0 out of 5 stars

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!

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Stephanie G.
Drop-In Visits
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
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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How to book dog sitting

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Sitters in Highwood average 6
repeat dog sitting clients

FAQs for Dog Sitting - Highwood

Frequently asked questions about Rover

The average cost of Dog Sitting in Highwood is $28 per visit as of October 2026. Most bookings cost between $17 and $33 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 October 2026, there are 11,510 sitters on Rover offering Dog 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.

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 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.

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:

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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 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.

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