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 14
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.

1 / 1
Sitter Profile Image: Jacob L.
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Jacob L.
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: Megan W.
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Megan W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
209 reviews
65 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan was so wonderful in checking in on my dog Chewie! She sent lots of updates and pictures and he seemed very happy after she visited. I look forward to using her services again!

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Kendra W.
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: Dickson D.
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Dickson D.
from
$17
per visit
5.0 out of 5 stars
36 reviews
9 repeat clients
7 years of experience
Island Lake, IL, 60042

About: I’ve been caring for animals throughout my whole life and using Rover since the middle of 2022. I don’t have any pets of my own and my home is quiet and peaceful. My genuine love for animals, experience with various breeds and special needs, beautifully fenced in yard by the water, and emphasis on love and patience collectively set me apart as a dog sitter who provides exceptional care and creates a loving environment for the dogs entrusted to me. Let’s set up a meet-and-greet so I can meet your pup and you can see how much fun we’ll have together! I like to start the day with a quick potty break followed by some playful yard time to get the wiggles out, then it’s straight to breakfast. During the day we’ll stroll around the neighborhood, and sniff out some new spots. By evening it’s all about winding down, cozy vibes, and a yummy dinner to wrap up a tail-wagging day! I care for pets by observing their behavior, exercise, play, walks, and snuggles. Please bring along any favorite toys, crate, blankets, or other comfort items they love.

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

Haley and Alex were fantastic! Super reliable and responsive, and they were also incredibly friendly. Our dog is a husky and pitbill mix who gets bad separation anxiety and is also high strung around new people. He warmed up to Haley and Alex right away, and they were well equipped to deal with a more high strung dog. Highly recommend them!

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

Heather is great to work with! She is very caring and even came over in for an emergency visit while we were away traveling. She is very understanding of cats personalities and works with them. We will definitely have her pet sit for us again!

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Sarah A.
Sitter Profile Image: Emma H.
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Emma H.
from
$17
per visit
1 repeat client
1 year of experience
Wauconda, IL, 60084

About: I’ve taken care of a variety of dogs since I was little and have loved every second. I was always helping out my family’s and neighbor’s pets - and now I finally got my own puppy in August of 2025. Trained him all on my own and he is the sweetest boy! I work at a kindergarten with special education during the school year. Once June hits, I will be officially out for summer break and plan on focusing all my attention on Rover. I will have all the time on my hands to drop in and take care of your pets! My 10 month old dachshund is very well taken care of. He is my pride and joy - always getting all the cuddles and exercise he needs. I believe that all pets require the same love and attention that humans do and I treat them with that idea in mind.

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

EXCELLENT person to hire for your furry loves! He is so attentive, caring and a true dogs man! Beyond trust worthy and always sends awesome photo updates! He brought our dog to our Wedding Ceremony for us, above and beyond service and care!!!!

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Jen K.
Sitter Profile Image: Emily E.
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Emily E.
from
$17
per visit
3 years of experience
Cary, IL, 60013

About: I have taken care of dogs since I was a young girl. I have grown up with them and have had 10 dogs in my life. I typically stay over night or do drop-in visits. I have pet sit for neighbors, family, and many friends. I am not currently working. I am available for drop in visits after 10am. I am also available for overnight sitting on weekends or weekdays, with proper notice. I am not able to bring dogs to my home, unfortunately. I am always respectful of other’s privacy and do what is needed for the pet.

Sitter Profile Image: Chris R.
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Chris R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
97 reviews
30 repeat clients
45 years of experience
Round Lake, IL, 60073

Chris was awesome!! He took his time to get my dog to warm up to him and kept me updated the entire time. I know my dog is in good hands with Chris!

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Jennifer D.
Sitter Profile Image: Maria S.
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Maria S.
from
$20
per visit
5.0 out of 5 stars
1 review
1 repeat client
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
7 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: 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: Mark H.
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Mark H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
25 reviews
7 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: Delaney W.
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Delaney W.
from
$20
per visit
20 years of experience
Wauconda, IL, 60084

About: Hi! I’m Delaney and I hope to be your new pet sitter. I’ve been caring for cats, dogs, and other animals since I was young. I have volunteered at animal shelters, fostered kittens, and pet sat for friends/family. I have a disabled cat myself, so I’m used to providing specialized care. I grew up with pets that needed daily medication, so I feel confident in that skill as well. Looking forward to caring for your babies as if they were my own! I work part-time so I have plenty of free time to spend with your pets. I can drop in twice a day or more, depending on my schedule and what you’re looking for. Caring for your pets is a huge responsibility and I assure you that I will prioritize them as my own. You can trust that I will treat your pets as my own. I will spend as much time loving on them as they are comfortable with, but if they are shy or territorial to a stranger in their space, I will respect that too. I will keep everything tidy when it comes to your pet. Nobody wants to come home to a stinky house!

Sitter Profile Image: Nathalia H.
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Nathalia H.
from
$15
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
7 years of experience
Wauconda, IL, 60084

As always she is amazing! She treats our mando wonderfully!

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Tatiana O.
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: Lauren N.
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Lauren N.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
McHenry, IL, 60051

Lauren was amazing taking care of my dog for the weekend and kept me updated with pics and details of how my dog was. Thanks a lot for doing a great job!!

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Timothy T.
Sitter Profile Image: Ally Y.
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Ally Y.
from
$25
per visit
5.0 out of 5 stars
91 reviews
25 repeat clients
15 years of experience
Wauconda, IL, 60084

Ally did a great job taking care of our cat when we were away! Definitely helped put our minds at ease that she was in good hands. Highly recommend her services!

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Laura M.
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.
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The median cost per visit for pet sitting in Holiday Hills is $20

Pet parents share their Rover experiences - Holiday Hills

1 / 1
5.0 out of 5 stars

Sarah is fantastic! She took great care of our dog. Normally our pup can be difficult to walk and Sarah was very patient with her. We were grateful that our dog was cooperative for her! She is a dog whisperer!

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Nancy S.
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

Megan is great! Very attentive to our animals, she kept me updated everyday when feeding our cats and sent me pictures every day. We will be booking her for future pet sitting. I highly recommend her

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Juanita A.
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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  • 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?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

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    Browse profiles of sitters near you who offer pet sitting
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Popular requests for pet sitting - Holiday Hills

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Sitters in Holiday Hills average 6
repeat pet sitting clients

FAQs for Drop-In Visits - 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 August 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 August 2026, there are 3,431 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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