House Sitting Holiday Hills

Find a loving house sitter to watch over your pets and your home.

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Over 17
pet parents in Holiday Hills have booked house sitting

Holiday Hills, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Miranda N.
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Miranda N.
from
$30
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
7 years of experience
Crystal Lake, IL, 60014

About: I’ve been surrounded by animals my entire life. I had my childhood dog, as well as caring for numerous family members animals. I‘ve done everything from popping over to watch cats and refill their food to overnight stays to care for animals. I currently work full time, but I can always work things into my schedule as that is the only other thing in my life currently! I love when owners leave me notes regarding their pets care and little trick and habits that will help the pets feel more comfortable. I ensure safety and care to any pets I sit or walk.

Sitter Profile Image: Grace S.
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Grace S.
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
11 years of experience
Trout Valley, IL, 60013

Grace was great! She was responsive, sent videos and pictures, and made me feel comfortable. My dog got sick before we left town and she was sensitive and kind and gave extra attention. We will have her again the next time we go out of town.

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Lori W.
Sitter Profile Image: Jordyn L.
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Jordyn L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
10 years of experience
Crystal Lake, IL, 60014

Jordyn took great care of Polly in our house while we were gone a few days! She sent regular updates and pictures that gave us peace of mind that Polly was in great hands. Will definitely use Jordyn again for future trips!

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Jen G.
Sitter Profile Image: Ashlee A.
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Ashlee A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
62 reviews
9 repeat clients
20 years of experience
Fox Lake, IL, 60020

Ashlee was wonderful with my senior pup who needed a LOT of extra care. She ensured that I, the worried mom, got tons of photos and updates throughout my time away. She really put me at ease and handled the many needs of my older sick pup with great care, kindness, and professionalism. She stayed at my home with my pup and left the house in great shape. We will certainly be asking her to watch our dog again in the future.

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Erika H.
Sitter Profile Image: Rachel L.
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Rachel L.
from
$35
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
McHenry, IL, 60050

Rachel watched my family's 4 dogs while we went on a week long vacation. She was great, updating us daily with pics and a brief note on how they were doing. Will definitely use her again next year!

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Patrick S.
Sitter Profile Image: Abigail T.
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Abigail T.
from
$27
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Crystal Lake, IL, 60014

Abigail was an amazing dog sitter for our little rescue dog. He can be a tricky one with lots of separation anxiety, but Abigail was such a great support and comfort to him. She was very communicative and tried everything she could to make sure he was happy and healthy. She went above and beyond and we are so thankful to have had her as our sitter!

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Lauren K.
Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
22 years of experience
Holiday hills, IL, 60051

Mark took great care of our aging rescue dog,Sunny. She requires medication and special care and Mark provided her with both. He stayed in our home without any issues. We highly recommended him and will not hesitate to use his services again.

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Brian S.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$150
per night
5.0 out of 5 stars
207 reviews
62 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan was great with Eddie and Snoop! They both seemed happy and well taken care of when we came home from our trip! She sent me pics every day which was really nice and made me feel very at ease!

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Anne M.
Sitter Profile Image: Justin H.
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Justin H.
from
$40
per night
5.0 out of 5 stars
10 reviews
1 repeat client
18 years of experience
Cary, IL, 60013

About: I've spent my entire life around pets and animals and have pet sat for a lot of family and friends before. I always have loved spending time with animals and taking care of them. My family has raised a Lab, Goldendoodle, and a German Shepard, we are all pet lovers and are all very caring. I'm available all nights and weekends, on weekdays I have a flexible school schedule that allows me to be home multiple times per day. I am a senior about to graduate so I am taking a small amount of classes. I am very attentive to the pets I have cared for in the past, as well as my current pets. I keep to a schedule for feeding, walking, play time, and letting the pets out multiple times a day. This helps keep things organized and routine. I make sure all is well and keep communicating with their owners. Sending photos and videos to ensure your pet is having a good time.

Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
8 years of experience
Lake Zurich, IL, 60047

Becca was wonderful! She was able to watch Tazer on short notice over a holiday weekend. She sent updates and photos letting me know how he was doing. I have never had someone new watch him before and she said he adjusted well. It was such a relief knowing I could get away and he was in great hands. I will definitely be using her to sit again.

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Deana M.
Sitter Profile Image: Declan G.
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Declan G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
45 reviews
18 repeat clients
10 years of experience
Antioch, IL, 60002

Declan did a fantastic job watching Gordon and Steven while I was away for the weekend. He stayed at my house, kept everything clean, followed all of the instructions, and took great care of the boys. When I got home, the house was in excellent shape, the dogs were happy and well cared for, and it was obvious they had gotten plenty of attention. Communication was easy throughout the stay, which gave me peace of mind while I was traveling. I would absolutely trust Declan to watch my dogs and home again, and I highly recommend him to anyone looking for a reliable and responsible sitter.

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Patrick M.
Sitter Profile Image: Lisa (.
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Lisa (.
Star Sitter
from
$45
per night
4.9 out of 5 stars
80 reviews
26 repeat clients
29 years of experience
Marengo, IL, 60152

Lisa did an amazing job taking care of our Callie girl! She was spoiled and loved all the cuddles. I loved getting pictures and the communication that was given. It put our minds at ease. Callie loved having you pet sit her.

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Lance C.
Sitter Profile Image: Scott R.
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Scott R.
from
$30
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
25 years of experience
Elgin, IL, 60124

Scott was great!! Took care of our cats and dog and gave us so much peace of mind knowing they were happy and well taken care of while we were away.

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Caitlin C.
Sitter Profile Image: Michele K.
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Michele K.
from
$50
per night
5.0 out of 5 stars
12 reviews
25 years of experience
Cary, IL, 60013

Michele did a great job watching our Livia while we were in CA. We were very comfortable knowing she was well taken care of. Michele took Livia for a morning walk daily and kept us updated with pictures and notes. She is highly recommended and we wouldn't hesitate to use her again.

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Jim B.
Sitter Profile Image: Megan E.
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Megan E.
from
$65
per night
5.0 out of 5 stars
13 reviews
1 repeat client
15 years of experience
Crystal Lake, IL, 60012

Megan did an amazing job taking care of our sensitive pups! She went above and beyond to make them comfortable. She is a natural with animals and highly recommend her!

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Stephanie C.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$100
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Barrington, IL, 60010

Victoria was awesome! She was just what our pups needed while we were away and we felt very safe with her staying in our home. I hope that we found our go-to sitter when we travel in the future!!

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Sharon D.
Sitter Profile Image: Taylor N.
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Taylor N.
from
$52
per night
4.9 out of 5 stars
13 reviews
4 repeat clients
8 years of experience
Union, IL, 60180

Taylor helped us out on very short notice and worked around our dogs idiosyncrasies and schedules. Kept us up to date on our aging girl, helped settle our anxiety with leaving her.

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Rachel M.
Sitter Profile Image: Dickson D.
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Dickson D.
from
$43
per night
5.0 out of 5 stars
27 reviews
6 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: Jessica D.
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Jessica D.
from
$32
per night
15 years of experience
Port Barrington, IL, 60010

About: Hi! I’m a lifelong dog lover with hands-on experience caring for dogs of all ages, sizes, and personalities. I currently have an elderly Jack Russell Terrier and a spunky Chocolate Lab, so I understand the unique needs of both senior dogs and energetic pups. I’m comfortable caring for puppies, adult dogs, and senior dogs, including administering medications, following feeding schedules, maintaining training routines, and providing individualized care based on each dog’s personality and needs. Whether your dog loves long walks, playtime, cuddles on the couch, or a slower pace, I’m happy to adapt to what makes them feel comfortable and happy. I have experience with quirky personalities and understand that every dog is different. My goal is to make your pet feel safe, loved, and well cared for while you’re away. I treat every dog as if they were my own and believe in providing plenty of attention, affection, exercise, and consistency. I look forward to meeting you and your furry family member! I have a flexible work schedule, which allows me to accommodate a variety of pet care needs throughout the day and week. Whether your dog needs a midday walk, early morning care, evening check-ins, or weekend visits, I’m often able to adjust my schedule to provide the care they need. Every dog and family has different routines, so I’m happy to communicate with you to create a care plan that works best for both you and your pup. My goal is to provide dependable, consistent care while keeping your dog’s routine as normal and stress-free as possible. Feel free to reach out with your scheduling needs—I do my best to be flexible and accommodating whenever possible! 🐾 Your pet’s safety, comfort, and well-being are my top priorities. I understand that trusting someone with your furry family member is a big decision, and I take that responsibility seriously. I carefully follow all care instructions, including feeding schedules, medications, exercise needs, and training preferences. I believe consistency helps pets feel secure and comfortable while their owners are away. I also provide regular updates and photos so you can feel confident knowing how your pet is doing. Whether your dog is energetic, shy, senior, or still learning the ropes as a puppy, I strive to create a safe, positive, and loving environment tailored to their individual needs. I treat every pet in my care with the same attention, patience, and affection that I give my own dogs.

Sitter Profile Image: Tanner B.
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Tanner B.
from
$42
per night
1 year of experience
Hawthorn Woods, IL, 60047

About: I have had Pers my whole life, and I am a very well - versed person when it comes to dogs. I constantly watch people’s dogs / walk them when needed. Especially during summertimes. I am good with taking care of older dogs and walking at their pace. I am currently home from school for the summertime, I am taking classes in the meantime but I love to spend time with nature. Dogsitting fits into my schedule because I like to get up early and take care of my priorities and I count animals as one of them I value pets the same way, if not more, to other people. I see pets as another me, and I wouldn’t want anything to happen to them because i set such a high value for them. I think pets are one of the best things in our lives, and I wouldn’t want anything to harm that.

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The median cost per night for house sitting in Holiday Hills is $55

Pet parents share their Rover experiences - Holiday Hills

1 / 1
5.0 out of 5 stars

My dogs loved her. Megan was very communicative and kind. My dogs have some quirks that she worked around wonderfully. She left my place looking the way I left it after an overnight stay too.

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Robyn P.
House Sitting
5.0 out of 5 stars

Mark is great! I always come home to a tired and happy doggo, and the house is always well taken care of. Highly recommend.

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Tony P.
House Sitting
5.0 out of 5 stars

Michael was great! He took wonderful care of my fur babies and my home! I appreciated that he was also willing to watch my babies a couple of extra days due to weather related travel issues! I will book with Michael again!

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Misty C.
House Sitting
5.0 out of 5 stars

I have unfortunately had inconsistent experiences using Rover in the past and was hesitant in trying to find a dog sitter for a week long trip through Rover. Jacob however was great to work with and incredibly diligent and timely with my older (particular) dog. I cannot recommend him enough! His calm demeanor immediately put my pup at ease and he made sure to accomidate some specific needs (visits before I left, specific food needs and timely bathroom breaks) to keep my dog comfortable and happy. He communicated effectively before, during and after the trip, which is always greatly appreciated. I'll most definitely be requesting Jacob for any and all future trips.

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Kaitlin W.
House Sitting
5.0 out of 5 stars

Becca is always a delight to work with. We’ve used her services multiple times and will continue to do so in the future. Our Barnaby is always comfortable and Becca is always in touch with us providing pictures and updates. Thank you, Becca!

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Kyle L.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Holiday Hills average 4
repeat house sitting clients

FAQs for House Sitting - Holiday Hills

Frequently asked questions about Rover

The average cost for House Sitting in Holiday Hills on Rover is $55.5 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of June 2026, there are 1,978 sitters on Rover offering House Sitting across Holiday Hills. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Holiday Hills walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Holiday Hills maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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 Holiday Hills 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!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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.

Yes, you can find sitters who have experience with handling special pet needs in Holiday Hills. On Rover:

  • 94% 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.

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