Pet Sitting Holiday Hills

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 15
pet parents in Holiday Hills have booked pet sitting

Holiday Hills, 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.

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Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
22 years of experience
Holiday hills, IL, 60051

About: I've been around dogs since I've had a working memory. From friend's, family's, neighbor's to my own I've watched and cared for many different dogs of many different sizes and needs. Dogs are a joy and a privilege to care for and deserve the best. I've worked with pups to pops and enjoy both :) I currently work part time in the mornings. Whether your pet/s need to be fed/let out, walked or just needs company I know I'll find time to give them the attention and care they deserve. If I'm pet sitting, I'm able to stay in you're home and give your pets all the attention they could dream of. Chill, lazy dog? Nothing like relaxing outside or watching TV getting pets and cuddles. Adventurous hounds? Lots of walks and play. I tailor the pet care your fur babies need to fit their lives and personalities. I work 1:1 with pet families so that your pets get all of my attention.

Sitter Profile Image: Jacob L.
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Jacob L.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Island Lake, IL, 60042

This was our first time having Jacob watch our dogs. I would highly recommend him. Communication is A+. Our older dog can be a bit bossy and he handled her just fine.

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Jennifer H.
Sitter Profile Image: Emma H.
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Emma H.
from
$17
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
1 year of experience
Wauconda, IL, 60084

Emma was a wonderful sitter for our two cats while we were on vacation. She is reliable, flexible, communicative, and attentive. We would hire her again!

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Christopher A.
Sitter Profile Image: Maria S.
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Maria S.
from
$22
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Island Lake, IL, 60042

Couldn't be more happy with Masha. She's always on time and not afraid of my big girls.

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Gina G.
Sitter Profile Image: Carisa B.
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Carisa B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
Crystal Lake, IL, 60014

About: I have a half acre of fenced in yard for dogs to run and play. I’ve had pets in my family my whole life: always dogs, a few cats over the years, a house rabbit, hamsters, ducks, fish, lizards, turtles - so many lovely creatures! I’ve worked with rescues and shelters and have taken care of elderly dogs at the end of their lifespan administering medications orally, injections, and topically. For my other job I do freelance graphic design from home and make my own schedule, so I’m very flexible with my schedule. When pet sitting at my home your pet will have my company throughout the day. I offer check ins, feeding, walking, playing, cleaning up after all pets and livestock at their home. I board dogs and caged pets overnight or for multiple days at my home where dogs have access to a fenced yard at any time of the day, full time supervision, and cozy accommodations.

Sitter Profile Image: Haley & Alex Z.
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Haley & Alex Z.
from
$20
per visit
5.0 out of 5 stars
34 reviews
2 repeat clients
15 years of experience
Lakemoor, IL, 60051

Hayley and Alex are amazing! I completely trust them with my dog. They sent me great updates with pictures attached. I never have to worry when my dog is in their care. I love how much experience they have with dogs and I appreciate how they follow my instructions. I look forward to booking them again!!

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Zara V.
Sitter Profile Image: Lilli G.
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Lilli G.
from
$25
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
McHenry, IL, 60050

Lilli and Zachary were wonderfully responsible care takers for our dog and home. Lilli is a prompt, kind, and excellent communicator. Our meet and greet went well, and I could immediately sense we could trust this nice young couple. They provided wonderful care for our 10 year old dog who had never been left alone before (we always had other dogs and in-home overnight care). Initially our dog was a bit shy, according to Lilli, but she ultimately warmed to them and they became fast friends. Lilli’s reports were detailed complete with pictures. I would highly recommend Lilli and Zachary!

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Ellen M.
Sitter Profile Image: Ali S.
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Ali S.
from
$22
per visit
5.0 out of 5 stars
28 reviews
5 repeat clients
12 years of experience
Fox River Grove, IL, 60021

Ali took such great care of my boys. She provided thorough updates, sent me lots of pictures, and was very detail oriented looking after my kitties.

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Laurel B.
Sitter Profile Image: Angela L.
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Angela L.
from
$23
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
16 years of experience
Island lake, IL, 60042

Angela is a real pro! She did drop-in visits for our dog while we were on vacation. She was always on-time and gave him plenty of attention! She provided updates and photos. I would book her again and recommend her to others!

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Lisa C.
Sitter Profile Image: Chris R.
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Chris R.
Star Sitter
from
$33
per visit
5.0 out of 5 stars
107 reviews
34 repeat clients
45 years of experience
Round Lake, IL, 60073

Chris has come to walk our dog several times now and we love working with him! Our dog loves him! He is easy to communicate with and always leaves a detailed summary. Thanks Chris!

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Courtney M.
Sitter Profile Image: Christopher C.
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Christopher C.
from
$20
per visit
45 years of experience
Port Barrington, IL, 60010

About: I have had dogs, cats and pets of all types since childhood. Often referred to as “The chosen one” in my own home because of my relationship with our dog and cat. I am frequently asked to look after our neighbors dogs. Experienced at administering injections and IV fluids as well. I am recently retired and find myself with far more free time. Weekdays are a particularly good time for me to be available to care for animals I have a dog (Bandit) and a cat (Dublin) who are given love and attention to the point of being spoiled rotten. They are fed regularly and responsibly with the highly sought after treat from time to time. Walks are non negotiable for Bandit and both get a heavy dose of play time as well as some quality chill time together.

Sitter Profile Image: Alexandra H.
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Alexandra H.
from
$22
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Island Lake, IL, 60042

Alex did amazing job at taking care of my pet chinchilla!! She spent time playing with him and made sure my chinchilla’s cage was stock up in fresh hay, food, water and toys. 😊

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Katherine D.
Sitter Profile Image: Brian W.
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Brian W.
from
$30
per visit
5.0 out of 5 stars
67 reviews
38 repeat clients
39 years of experience
Oakwood Hills, IL, 60013

Really liked Brian’s visit. He’s not only a nice reliable sitter but the trainer as well, worked on my puppy sit, stay, come commands. He response to my texts right away. Will definitely use him again and recommend to others.

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Andrew K.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
35 reviews
8 repeat clients
35 years of experience
McHenry, IL, 60050

Alexandra did an excellent job of keeping me in the loop about my kiddos! She gave me daily photos and a little story about them daily as well so I knew their routine never changed. Having her take care of them as I went out of the country just lifted a weight off my shoulders knowing they’re in amazing hands!

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Cailee H.
Sitter Profile Image: Dayna G.
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Dayna G.
from
$22
per visit
5.0 out of 5 stars
19 reviews
10 repeat clients
40 years of experience
Wauconda, IL, 60084

Dayna is fantastic. My dogs really liked her. She was extremely flexible as my plans changed several times. She sent lots of pictures and let me know what was happening with my fur babies every step of the way. I will definitely trust my babies with her in the near future. Highly recommend her.

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Chris R.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
McHenry, IL, 60050

About: I have 20 years of experience caring for young and old, big and small dogs! I have volunteered at The Almost Home Foundation, walking dogs throughout all seasons, and I volunteer at Young at Heart Senior Pet Shelter caring for senior pups. I have plenty of experience administering medication, brushing, bathing, and creating homemade dog food with love. I currently have a high energy Vizsla, and have had 2 senior pups. I work best with non-aggressive dogs. I don't mind high energy and excitement as I am very used to that. I can't wait to meet your perfect pup! I available weekday early mornings, lunchtime, and evenings and I am very available on weekends! Looking forward to chatting more with you about your pup I currently have a 7 year old Vizsla who needs plenty of exercise and attention. Her days consist of walks, and tons of backyard sprinting! She gets a lot of homemade food and is a great snuggler. I recently lost a 14 year old senior who was more laid back and enjoyed outdoor sunshine and sniffs, she also was very spoiled with special meals. I can adapt to almost any pup personality and provide what they need! Whether that is some alone time and space or tons of hugs and kisses.

Sitter Profile Image: Rachel R.
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Rachel R.
from
$22
per visit
4.4 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
McHenry, IL, 60050

Rachel did a great job!

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Mark P.
Sitter Profile Image: Lauren I.
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Lauren I.
from
$17
per visit
15 years of experience
McHenry, IL, 60050

About: I’ve had doggos my whole life and have been entrusted by friends/neighbors to take care of theirs since I was a kid! My family calls me Snow White because I’ve never met an animal that hasn’t liked me (it’s true). I’ve always loved animals of all kinds, but dogs hold a special place in my heart. I’d be honored with the trust of walking/checking in on your furry friend! *If weekends are needed, please ask upon booking!* I blocked due to my job, I’m a full-time real estate agent, but I’m able to have some flexibility. I’d be available earlier in the mornings and mid to late afternoon’s most days, but that could be subject to change depending on the day. When you book, I’ll be able to provide times with certainty, but I’d be able to walk and/or drop in up to twice a day during the week. I’ll treat your home and animal(s) as if they’re my own! I always make sure the animal(s) have enough fresh water, food (according to the feeding routine that’s given), and play time! If the animal(s) make a mess, I have no issue tidying/cleaning as needed. I’ll never leave without ensuring that the animal(s) are where they’re instructed to be, if applicable, and will always make sure your doors are closed/locked when I leave.

Sitter Profile Image: Ripley T.
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Ripley T.
from
$15
per visit
5.0 out of 5 stars
3 reviews
23 years of experience
Mchenry, IL, 60050

About: I grew up with cats and dogs in the household. While my mom was away at work, my sister and I would be in charge of taking care of the animals. When I was younger, my neighbors and boyfriend’s family would intrust in me to take care of their dogs and take them for walks. I have a full-time job Monday-Thursday. I am flexible enough to alternate Fridays and Saturdays every week. Although they are already set in the schedule. Depending on the day I am not working, I am free all day (Friday-Sunday). I can give more details on my work schedule as needed. Depending on the client's house and their rules, I respect the clients guidelines and the requirements they expect. From previous walks/ in home stay/ feedings, I always communicated and client put their trust in me. If there was any concern or question, I respond very quick to ensure they can rely on an answer.

Sitter Profile Image: Jared P.
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Jared P.
from
$20
per visit
5.0 out of 5 stars
1 review
18 years of experience
Island Lake, IL, 60042

About: I've been watching dogs for family and family friends for 15 years now, before I could drive myself. I've watched many dogs with special raw Diets, and dogs that have needed insulin shots. I have never encountered a scenario I couldn't handle. I'm working full-time, but have great hours, and would spend most of my time with the animals. I'm around and available all weekends. My wife and I spend most of our time home on weekends. I have a fenced in yard and 3 dogs of my own. All of which are really friendly. We often have family member's pets over to visit. I also stay at others homes, as that is normally where animals are most familiar and feel the most safe!

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The median cost per visit for pet sitting in Holiday Hills is $21

Pet parents share their Rover experiences - Holiday Hills

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5.0 out of 5 stars

Megan was fantastic with our dogs. She was prompt in her arrival time, stayed with them and made sure they had everything they needed while there! One of our dogs is a rescue that is very nervous and she did her best to accommodate her and make her feel comfortable. She was very communicative with us and sent great pictures of the dogs. We look forward to booking with Megan again soon!

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Meghan D.
Drop-In Visits
5.0 out of 5 stars

Sarah was awesome, was available last minute and our dog loves her! This is my second time booking with her and it’s always a great visit!

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Bill V.
Drop-In Visits
5.0 out of 5 stars

Haley and Alex were wonderful! They did a great job taking care of our cat while we were away. They were on time, had great communication with us and we received photo updates daily!

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

Jacob did a great job taking care of my big boy pup. He not only took great care of my dog, but he also made me feel comfortable knowing that everything was taken care of. I definitely intend to engage Jacob again in the very near future.

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William D.
Drop-In Visits
5.0 out of 5 stars

She expertly handled my semi reactive puppy and he adored her! Made me question if he is even reactive at all..you could tell he felt safe with her instantly. She was not phased with him at all- highly recommend!

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Stephanie M.
Drop-In Visits
5.0 out of 5 stars

After just a handful of drop in visits with our puppy, Katie has proven to be an extremely reliable and wonderfully caring sitter! We appreciate her so much and will continue to book her. 💕

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Theresa F.
Drop-In Visits
5.0 out of 5 stars

Reese and Carson were awesome! They took great care of Theo and kept me updated the whole time. Everything went super smoothly, and I’ll definitely be booking them again.

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

Brian is great, he is our go to for taking care of our cat when we are away. His pictures are fabulous.

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Harold F.
Drop-In Visits
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Sitters in Holiday Hills average 6
repeat pet sitting clients

FAQs for Pet Sitting - Holiday Hills

Frequently asked questions about Rover

The average cost for Pet Sitting in Holiday Hills on Rover is $25.53 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 3,318 sitters on Rover offering Pet Sitting across Holiday Hills. 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 Holiday Hills 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 Holiday Hills. On Rover:

  • 95% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% 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.

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