House Sitting Highland Park

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

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Over 82
pet parents in Highland Park have booked house sitting

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Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
4 years of experience
Highland Park, IL, 60035

“Dylan was a lifesaver when we had another cancellation at the last minute. He was professional and great with our senior pup. We'd definitely work with him again.”

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Krysta M.
Sitter Profile Image: Bryn K.
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Bryn K.
from
$100
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
Highland Park, IL, 60035

“Bryn has been my dog sitter twice and each time has done an amazing job. My dog Bruno is a very large Bullmastiff and she had no issue watching him and it’s very obvious Bruno feels comfortable with her. She’s conveniently close by and does a great job communicating and keeping me posted on how things are going. I will continue to use Bryn in the future when she’s available. Five Stars!!!!”

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Jon A.
Sitter Profile Image: Sarah G.
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Sarah G.
from
$55
per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
10 years of experience
Riverwoods, IL, 60015

“Sarah took care of our cat for four days at our house while we were away. He has to be given medication at certain times during the day and also loves human attention. Sarah was caring and responsible, spent time hanging out with him, and made sure he got his meals and medicine at the right times. She also checked in with us, asked good questions, and responded quickly when we checked in with her. We hope to hire Sarah again, and highly recommend her for petsitting and housesitting.”

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Barbara F.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 143 reviews
43 repeat clients
7 years of experience
Prospect Heights, IL, 60070

“Gabrielle is always fast to respond & great with communication. She spends quality time with my dog while I am away which is great for my older, anxious pup!”

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Kathryn O.
Sitter Profile Image: Alexis K.
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Alexis K.
from
$30
per night
10 years of experience
Northbrook, IL, 60062

About: I’ve worked with dogs over 5 years and have 4 at home. I am also certified in cpr and first aid for dogs therefore if something happens I can identify it and help take care of it or let you know if the vet should be involved I work at a doggie daycare and I am certified in cpr and first aid for dogs. Have been taking care of dogs for 10 years My dogs have a big yard to play in and get to go on walks often around the neighborhood. From giving them enrichment activities to playing/feeding them, they are a couple happy and loved dogs

Sitter Profile Image: Jason A.
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Jason A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 85 reviews
20 repeat clients
25 years of experience
Winnetka, IL, 60093

“Jason watched my standard poodle and Australian shepherd mix for the weekend. He did a great job, sending picks, giving long walks and meds, as well as keeping the house very clean. Highly recommend!”

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Cheryl S.
Sitter Profile Image: Scott J.
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Scott J.
from
$70
per night
5.0 out of 5 stars
• 147 reviews
34 repeat clients
40 years of experience
Mount Prospect, IL, 60056

“Scott did a phenomenal job taking care of Shrek! He was extremely responsive and caring. Shrek had an amazing time and we will be using Scott again!”

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Carly L.
Sitter Profile Image: Donna C.
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Donna C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 597 reviews
143 repeat clients
40 years of experience
Wilmette, IL, 60091

“Donna and Stephen were amazing with our special pups. We even wrote a 3 page care guide and they followed every step! Even with our pups both being leash reactive and one having seizures/anxiety, they truly cared for them as if they were their own. During our first getaway after the pandemic, we were very nervous to leave them, but it could not have gone better. We will 100% request their services again for our next trip. I highly recommend them!”

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Morino T.
Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$90
per night
4.9 out of 5 stars
• 32 reviews
11 repeat clients
15 years of experience
Wilmette, IL, 60091

“I was terrified about finding someone to watch my little Velcro baby. But Rebeca put me at ease. Her communication with me and love she gave my baby is beyond what I could have expected. I am so happy to have book with Rebeca and next time I am in Chicagoland I will definitely book with her again! Thank you Rebeca!!!”

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Katherine A.
Sitter Profile Image: Kortney B.
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Kortney B.
from
$55
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Northland, Vernon Hills, IL, 60061

“Kortney was amazing taking care of our frenchie while we were traveling! Dog was super happy and taken good care of. On top of that Kortney left our house crystal clean and we are so grateful to her! Will definitely ask for her help again”

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Olya M.
Sitter Profile Image: Alyssa D.
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Alyssa D.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
8 years of experience
Lake Forest, IL, 60045

“Alyssa was a wonderful dog and house sitter. She was responsive to requests, thorough in following instructions, and very communicative throughout my time away. She took great care of both my dog and home and I would definitely use her services again.”

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Rebecca B.
Sitter Profile Image: Melissa V.
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Melissa V.
from
$125
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Wilmette, IL, 60091

“Melissa was great and this was my first time having her stay at my home with my Labrador. She sent photos with fun messages and I came home to a clean house and a happy puppy!”

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Patti S.
Sitter Profile Image: Xandi W.
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Xandi W.
from
$55
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
20 years of experience
Chicago, IL, 60656

“Xandi is lovely to work with, very comminicative and took great care of our pup Ollie. We felt very at ease during our trip and were able to relax knowing Ollie was in good hands. We will definitely work with Xandi again :)”

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Amy B.
Sitter Profile Image: Tamara G.
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Tamara G.
from
$42
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Evanston, IL, 60202

“Tamara provided regular updates and we are very happy with her as a sitter. We would definitely consider her again for our future needs.”

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Ben M.
Sitter Profile Image: Sidney P.
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Sidney P.
from
$100
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
15 years of experience
Winnetka, IL, 60093

“Sidney and Ella did a great job taking care of our dogs over a long weekend. We came back to two healthy and happy dogs.”

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Rory B.
Sitter Profile Image: Jeanette M.
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Jeanette M.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
45 years of experience
Buffalo Gove, IL, 60089

“Jeanette did a wonderful job caring for our dog and our house. Our dog is not easy, but she bonded with him almost immediately. She was 100% punctual and reliable and was outstanding at keeping us informed throughout our time away. We recommend her wholeheartedly.”

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Clayton B.
Sitter Profile Image: Ryan O.
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Ryan O.
from
$75
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Des Plaines, IL, 60016

“Ryan was wonderful! Super responsive, sent pics of the babies, overall just went above and beyond! Our pups were probably sad to be stuck with us again after spending time with him ? Will definitely have him back!”

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Ashley F.
Sitter Profile Image: Carolyn O.
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Carolyn O.
from
$70
per night
4.9 out of 5 stars
• 16 reviews
4 repeat clients
23 years of experience
Des Plaines, IL, 60016

“We were contemplating on how our 2 dogs were going to be taken care of while we were on vacation for 4 days. We have a 9 year old Dachshund and a 4 month old German Shepherd and were skeptical of boarding them in a kennel due to the fact that we didn’t want to put that stress on a puppy. We usually have a family member stay at the house to care for the dogs while we are gone for a long period of time, but we didn’t have this option during this time. We came across Rover and said to ourselves, “Let’s meet a sitter and see what happens”. We came across Carolyn and chose her because of her background working with animals. When we met her, we knew instantly we liked her and our 2 dogs enjoyed her. So we moved forward with booking her and when we returned back from our trip, our 2 dogs were happy and well taken care of! We’ll definitely be using Carolyn in the future!”

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Anthony H.
Sitter Profile Image: Abigail M.
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Abigail M.
from
$35
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
23 years of experience
Buffalo Grove, IL, 60089

“Abby is an excellent dog sitter. My dog was given a ton of love and my house was in good order when we returned from our vacation. We received daily pics and I'm pretty sure my dog would have been fine if we never returned! Abby obviously loves animals and is a responsible and reasonably priced sitter. Highly recommend!”

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Rachel C.
Sitter Profile Image: Jaime M.
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Jaime M.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
19 years of experience
Morton Grove, IL, 60053

About: I've always had dogs my whole life. Friends and family can always rely on me to take care of their pets or check in on their pets whenever they are out of town or busy at work. I will feed, walk, and play for however much time is needed. I currently work early mornings but there is someone always at the house to feed, play and keep your furry friends company! My whole day after work is completely open so I can't wait to take care of them. Huge fenced yard as well as a my own pet to play with your furry friend if needed. Plenty of toys to keep them occupied as well as plenty of treats to spoil them.

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The median cost per night for house sitting in Highland Park is €55

Pet parents share their Rover experiences - Highland Park

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5.0 out of 5 stars

Tess was great! She took good care if our cat and made sure to send plenty of updates. Thanks Tess!!

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Sarah S.
House Sitting
5.0 out of 5 stars

Best attention to detail from any dog Sitter I have had thus far! And, as others have stated, Kevin, is an artist and did beautiful renderings of my two pups! Really appreciated his attention to detail and care!

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Kathy B.
House Sitting
5.0 out of 5 stars

Bryn has been my dog sitter twice and each time has done an amazing job. My dog Bruno is a very large Bullmastiff and she had no issue watching him and it’s very obvious Bruno feels comfortable with her. She’s conveniently close by and does a great job communicating and keeping me posted on how things are going. I will continue to use Bryn in the future when she’s available. Five Stars!!!!

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Jon A.
House Sitting
5.0 out of 5 stars

Grace did an amazing job taking care of our dog and cat! Both are rescues from Texas and have their own little quirks, and she handled each of them with so much patience, kindness, and care. It gave us such peace of mind knowing they were in great hands while we were away. Grace was also incredibly communicative and sent us regular updates on how both of our babies were doing and handling our absence, which we really appreciated. It was clear that she genuinely cared about making sure they were both comfortable and happy. We would 100% recommend Grace to anyone looking for someone they can truly trust with their pets. She’s wonderful, and we’d absolutely have her care for our babies again!

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Lindsey J.
House Sitting
5.0 out of 5 stars

Jennifer took such great care of Ref while we traveled for spring break. She took him on multiple walks a day, spent quality time playing with him, and even went above and beyond by helping with laundry. It gave us so much peace of mind knowing he was not only well cared for, but truly loved while we were away. We came home to a happy pup and a spotless home, couldn’t ask for more. Highly recommend Jennifer!

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Caroline E.
House Sitting
5.0 out of 5 stars

We really appreciated having Thalia stay at our home to watch our pets while we were away. She communicated well and we came home to happy pets and a clean home!

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Jaime J.
House Sitting
5.0 out of 5 stars

Leah is so professional and amazing with my dogs. She is a great communicator and very responsible. You can absolutely trust her with your fur babies.

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Alison W.
House Sitting
5.0 out of 5 stars

Amanda is the best cat and house sitter ever, responsive and responsible and treats our cats and home so well.

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David S.
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 to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    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.

Popular requests for house sitting - Highland Park

Select a filter and find qualifying sitters offering house sitting.

Sitters in Highland Park average 4
repeat house sitting clients

FAQs for House Sitting - Highland Park

Frequently asked questions about Rover

The average cost of House Sitting in Highland Park is $44 per night as of November 2026. Most bookings cost between $32 and $100 per night. 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 November 2026, there are 7,509 sitters on Rover offering House Sitting across Highland Park. 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 Highland Park 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 Highland Park 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 Highland Park 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 87% of sitters can help with special care needs
  • 91% 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.

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