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: Megan W.
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Megan W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 217 reviews
67 repeat clients
16 years of experience
Island Lake, IL, 60042

“I don’t have enough positive things to say about Megan!! She did such a great job with our sweet babies and we had no worries about the safety and security of dogs in her care. We had some issues with our garage door opener (our fault) and Megan was quick to call us and jump through the hoops to get into our house!! We are very grateful for her care and attention to our dogs and when we travel again… we will absolutely reach out to Megan again!! Thank you so much - Margaret & Jim”

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Margaret G.
Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 28 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: Rachel R.
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Rachel R.
from
$22
per visit
4.5 out of 5 stars
• 15 reviews
8 repeat clients
15 years of experience
McHenry, IL, 60050

“Rachel did a great job!”

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Mark P.
Sitter Profile Image: Christopher C.
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Christopher C.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
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: Marcy E.
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Marcy E.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Crystal lake, IL, 60014

“Marcy has been great, we have used her services several times the last few months and have all good things to say. The biggest help is being able to work with the short notices due to my work schedule. Her flexibility has been awesome. My dogs seem to really enjoy her and Marcy has been wonderful to my pups.....”

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Royce L.
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: 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!

Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 55 reviews
18 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: Kathryn T.
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Kathryn T.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
30 years of experience
Crystal Lake, IL, 60012

About: I've had pets all through late childhood and into adulthood. I currently live in an apartment that makes owning pets difficult, but I love nothing more than to snuggle up on the couch with a fluffy friend and a book. I've been able to get my "puppy fix" by petsitting for friends and family. I'm the one they call when they'll be out of town or working late to take care of their fluffy family member. I'm looking for more dogs and cats to add to my life long friend list. I currently work full time, 1 evening a week. I don't have any pets of my own to take care of, so I'm pretty flexible when it comes to taking care of others' pets. I love taking dogs for walks or hikes. I'm available to come and visit a pet to give companionship, meals, potty breaks, etc. I have experience with puppies as well as senior pets.

Sitter Profile Image: Chloe L.
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Chloe L.
from
$20
per visit
5.0 out of 5 stars
• 86 reviews
14 repeat clients
10 years of experience
Crystal lake, IL, 60014

“Chloe did great with my cat, Ellie. She came over twice a day with no issues and fed, watered, and cleaned the litter area for Ellie when I was out of town for two weeks. The house looks spotless and Ellie appreciated the company. Highly recommended!”

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Justin R.
Sitter Profile Image: Bill W.
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Bill W.
from
$25
per visit
5.0 out of 5 stars
• 25 reviews
13 repeat clients
30 years of experience
Round Lake, IL, 60073

“Bill is Fantastic. He is great with the dogs and they always come back well excericed from their walk! Also appreciate how well Bill communicates and confirms his arrival and availability”

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Joe M.
Sitter Profile Image: Blair C.
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Blair C.
from
$22
per visit
30 years of experience
Wauconda, IL, 60084

About: I truly believe every dog deserves to feel loved, comfortable, and understood. I have experience caring for dogs through all stages of life, including seniors who need a little extra patience and attention. I’m dependable, attentive to their individual personalities and routines, and I’ll treat your pup like they’re my own. 🐾❤️ Dog care fits naturally into my routine! I love getting outside for walks and spending time at the nearby dog park, which is just 5 minutes from me. I’m especially available for evening walks and weekend visits, and I enjoy giving each pup plenty of exercise, attention, and love. 🐾 I keep things comfortable, safe, and consistent with their normal routine. I follow feeding and walking schedules, give plenty of attention and playtime, and make sure they feel comfortable in their own environment. Fenced in back yard. I’ll always treat your home and your pets with the same care and respect I would my own.🐾❤️

Sitter Profile Image: Florian V.
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Florian V.
from
$19
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Crystal Lake, IL, 60014

About: Growing up my family raised German Shepard in France. I was surrounded by puppies and adults until my 20s. I trained and took care of them. I also took closer of a cat fir 5+years. Since I moved to Crystal Lake my wife and I have been fostering 30+ dogs through a rescue association. We also have two personal dogs that we are professionally training at NOCI, Bernât a 4 year old mastiff and Eole a 2 year old mini aussi. I have extended experience with all dogs of all size and ages 🙂 I am un a transitional period between two jobs where i have the possibility to work remotely. I am at home and available all the time! At home I have a fenced yard and 2 other dogs plus a foster. I have all necessary toys and can go on many walks. My preference would be to take care of dogs at client’s home.

Sitter Profile Image: Maureen H.
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Maureen H.
from
$20
per visit
4.9 out of 5 stars
• 92 reviews
51 repeat clients
20 years of experience
Johnsburg, IL, 60051

“Excellent communication and is a natural with dogs. It was obvious when we did the meet and greet. Very happy and will use again”

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Julie J.
Sitter Profile Image: Drew S.
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Drew S.
from
$24
per visit
7 years of experience
Fox River Grove, IL, 60021

About: Hi, I’m Drew! I know how important it is to find someone you can completely trust with your furry family members. I have years of experience caring for dogs and cats. Whether your pet needs high-energy outdoor walks, gentle companionship, or strict adherence to a daily feeding and medication schedule, I adapt my care to fit their exact routine. What I offer: Tailored Care: Flexible scheduling to meet your pet's specific personality and energy level. Communication & Updates: Frequent photo updates, detailed check-ins, and quick response times so you never have to worry while you're away. Safety & Comfort: A calm, attentive environment focusing on behavioral care, and lots of genuine affection. I look forward to meeting you and your pet for a Meet & Greet! Pet care is my top focus every day. Because I work from home, I’m fully available around morning, noon, and night for feedings, energetic walks, potty breaks, playtime, and cuddles. My flexible remote schedule allows me to give your pets frequent, consistent attention and companionship all week long. I maintain a clean, secure, and completely pet-friendly space with zero escape routes and plenty of cozy spots to relax. Whether at my home or yours, I follow your exact feeding and medication instructions, stay vigilant for any signs of stress, and prioritize your pet's physical comfort and emotional well-being above all else.

Sitter Profile Image: Nina D.
Verified Enhanced Background Check
Nina D.
from
$20
per visit
10 years of experience
Grayslake, IL, 60030

About: Hi there, my name is Nina and I'm very attentive and compassionate with your loved ones. Comfortable administering medication? Yes. Velcro pet? Ready to accept attention at a moments notice. Anxious rescue? I started my journey rehousing rescues even crocheting blankets for kittens without mothers. From pubs/kittens to seniors I am your sitter ready for any type of care you might need while you’re away! I work from home so I have a very flexible schedule. I still devote some time to volunteering at shelters and pet sitting for international sits from TrustedHousesitters. However, for the holidays I am always home and available to care for pets nearby! I do a balance of everything for my clients: Housesitting for multiple pets at a time, Drop-ins for food or walks, Administer medication, Personalized care for traumatized pets, Senior specific care, And many more! Let’s connect and discuss what you’re looking for!

Sitter Profile Image: Alexandra O.
Verified Enhanced Background Check
Alexandra O.
from
$20
per visit
15 years of experience
Cary, IL, 60013

About: I am 34 years old and I own two dogs. A golden retriever and a Texas heeler. I have owned dogs my whole life and have been a dog sitter since my early teens. I dog sit frequently including overnight in your home or my home and extended care or just daily walks! I am a stay at home mom with open availability! I’m also a super early riser and am available for early morning walks as well! I have a fenced in yard and two friendly dogs. I am an active person and enjoy getting outside and exercising. Your pet will enjoy their time outside with me!

Sitter Profile Image: Bella P.
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Bella P.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Lake Barrington, IL, 60010

About: I am DEFINITELY an animal person! I live a very active lifestyle so I am more than happy to go out and play with your pets, but also just as satisfied relaxing and cuddling! I have had dogs my entire life and think they truly are a mans' best friend. Growing up, I have taken care of the two dogs I have had (maltese and pitbull) a lot, as my parents have gone out of town for work. I have dog- and cat-sat on and off over the past 6 years so am very comfortable. I currently work remotely, so I have loads of flexibility to care for your pet! I enjoy being active so am more than happy to take the time to care for your pet! I take great pride in caring for your pet in your home! I am very respectful to the household, owners, and animals and am very tidy and follow the directions from the owners.

Sitter Profile Image: Nicole P.
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Nicole P.
from
$20
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Barrington, IL, 60010

About: I’ve been around dogs my whole life and love caring for them! I’m experienced with different sizes and breeds, personalities, and making sure every pup feels happy. I’m available most weekdays for morning and evening visits, and have open availability on weekends. I keep my schedule flexible and do my best to accommodate last minute requests whenever possible! Your dogs safety and comfort come first. I maintain a clean space, supervise closely, follow routines, and will send updates do you always feel confident!

Sitter Profile Image: Rachel A.
Verified Enhanced Background Check
Rachel A.
from
$15
per visit
24 years of experience
McHenry, IL, 60050

About: My passion and love for animals is what brought me to this service! During the day I am a nurse and after work I’d love to help out my clients any way I can. I want to offer comfort to my clients in knowing that I will take great care of your animals and give them all my love! Since I was born I’ve had a dog in the house. I currently have my own furbabies! One dog and two cats that I absolutely adore. We are a rescue family! I have experience with puppies as young as 3 months. I’d love to chat with you about your furbabies! Lastly, I am able to take payments in cash, venmo, or through the app. I am a nurse and I work Monday-Friday. I’d love to help you out after work starting at 4:30pm! Please reach out with any questions! I am happy to hear what your needs will be and I will make sure that I am the right person to care for your pets. I am able to take your pets on walks, play with them, feed them, and administer oral medications and injections.

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The median cost per visit for pet sitting in Holiday Hills is $22

Pet parents share their Rover experiences - Holiday Hills

1 / 1
5.0 out of 5 stars

Brian is fantastic. I had booked him for one day to take care of our cat and at the last minute needed him for a second day and he was very accommodating. I highly recommend Brian.

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Harold F.
Drop-In Visits
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

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
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How to book pet sitting

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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 of Pet Sitting in Holiday Hills is $26 per visit as of October 2026. Most bookings cost between $24 and $29 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 3,277 sitters on Rover offering Pet Sitting across Holiday Hills. 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.

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 .

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 , 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:

  • 90% of sitters can help with special care needs
  • 93% 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.

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 .

sitters on Rover set their own , 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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