House Sitting Highland Park

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Over 134
pet parents in Highland Park have booked house sitting

Highland Park, 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.

1 / 1
Sitter Profile Image: Anna N.
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Anna N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
10 years of experience
Vernon Hills, IL, 60061

Anna is terrific! Lots of updates and pics. We were so relaxed being away knowing she was there. Can’t wait to book again so we already have!

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Stacey O.
Sitter Profile Image: Beth E.
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Beth E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
134 reviews
33 repeat clients
40 years of experience
Lake Forest, IL, 60045

Beth is so great with my 2 dogs. She sends pictures and tells me how their day is going. She also communicates any problems that arise. Beth is very easy to work with and follows all the instructions for the care of the house and pets. I really appreciate the way she takes care of everything!

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Alice L.
Sitter Profile Image: Kevin O.
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Kevin O.
Star Sitter
from
$40
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
2 years of experience
Highland Park, IL, 60035

Kevin was wonderful. We could not have been more confident in his ability to care for our pup during our trip. He asked all the right questions and truly paid attention to detail. During the stay, he sent plenty of updates and pictures which made us so happy to see! He was prompt, professional, and friendly! Our normally nervous pup warmed up to him almost immediately which just shows how lovely he is. Ollie loved him! He drew us a custom picture of Ollie and it truly is the coolest thing ever. We’ll be hanging it up! If you’re looking for a sitter who is attentive and will love on your animals the way you would, Kevin is your guy! Thank you Kevin for taking great care of Ollie!

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Samantha F.
Sitter Profile Image: Bryn K.
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Bryn K.
from
$100
per night
5.0 out of 5 stars
8 reviews
15 years of experience
Highland Park, IL, 60035

Bryn is the best of the best! She far exceeded my expectations! She is very communicative, responsive, and extremely caring. She treated our Lilly like she was her own! We will definitely use Bryn again in the future!

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Kathryn C.
Sitter Profile Image: Scott J.
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Scott J.
Star Sitter
from
$70
per night
5.0 out of 5 stars
134 reviews
32 repeat clients
40 years of experience
Mount Prospect, IL, 60056

Scott watched our 12 year old dog Molly while we were away for a long weekend. Molly has had recent surgery and has a bad leg. It was wonderful to know that she was so well cared for while we were gone. We came back home to a happy girl who was moving well. It was also comforting to know our house was safe while we were gone. Scott updated us that she was eating well and everything was going smoothly. Would definitely recommend and would use again!

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Terri W.
Sitter Profile Image: Nina A.
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Nina A.
from
$130
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Highwood, IL, 60040

About: Hi my name is Nina! I’ve been surrounded by animals all my life and over the last 2 years I’ve truly fallen in love with pet care. I am trustworthy, flexible and go above and beyond for your furry friend. Just as I would take care of my own! I’ve worked professionally as a pet sitter including drop ins, long walks and over two weeks at my clients home. Taking care of your home as much and I do your pet! I am a lover of all animals but more than that, I am comfortable with elderly dogs, dogs with special needs, medicated pups and those that are a bit anxious. I’ve found that home sitting keeps your animals the most comfortable while they stay on their normal routine and meet a new friend! Clients in the past have said I am patient, adaptable, trustworthy and truly go above and beyond for your pup just as I would my own. I’d love the opportunity to gain a new furry friend and hope to take any anxiety away from leaving your baby. I’m currently working as a freelance digital marketing contractor so my days are mostly spend at home. I am extremely flexible when it comes to overnights and walks, accommodating my customers needs. I am happy to stay overnight as needed as well’ I treat your home as if it were my own and my goal is to leave it cleaner than I arrived. When it comes to your pups night routine, I am happy to cuddle up with them or crate the as needed. It’s truly up to what their normal routine includes and I follow!

Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Norwood Park, Chicago, IL, 60631

Katelyn was great with our fur babies! She sent plenty of photo updates throughout the booking. She updated us about anything going on with the kids and asked questions along the way. We really appreciated her communication! The dogs loved her during meet and greet. I’m sure they wanted her to stay with all the doggy cuddle puddles! Would definitely book her again! It was so reassuring to have someone reliable, communicable, and compassionate. Made our vacation a breeze. We missed our doggos, but didn’t have to worry or stress with Katelyn!

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Bryana M.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$70
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
4 years of experience
Wilmette, IL, 60091

Alyssa was great! She was super flexible with our schedule, she showed up in a timely manner, and she really cared for Lucy. She played with her, gave her treats, let her outside and have her lots of company! She was great and we are definitely rebooking!

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

Jason is wonderful ! Thoughtful, caring, so helpful, and most of all he’s really great with our dogs. We will definitely have him again as our dog sitter!

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Kimberli M.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$85
per night
5.0 out of 5 stars
70 reviews
24 repeat clients
10 years of experience
Northbrook, IL, 60062

Michelle is a lovely person and does quite well with our English Mastiffs! She is prompt and a great communicator. Thanks again, Michelle! :)

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Mary Q.
Sitter Profile Image: Amy L.
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Amy L.
from
$70
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Arlington Heights, IL, 60004

Amy took great care of my cat for a weekend! My cat needs eyedrops daily, so I am so glad to have found a sitter I trust! We will definitely be rebooking with Amy :)

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Katie M.
Sitter Profile Image: Nicholas L.
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Nicholas L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
113 reviews
35 repeat clients
18 years of experience
Edison Park, Chicago, IL, 60631

Nicholas did an excellent job with our two dogs! He was very responsible and communicated frequently. We’ve already rebooked him for next month!

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David B.
Sitter Profile Image: Urszula W.
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Urszula W.
from
$65
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Glenview, IL, 60026

About: A true dog lover will take care of your fur baby and your home overnight (6pm till 6:30 am) while you are away. Available for daytime visits on weekends and holidays only. I’m available to take care of your dog(s) and your house over night during the week, all day on Saturday and Sunday and during all major holidays and school breaks. I take care of dogs in client’s home, I take dogs for long walks and give them plenty of love and attention. Lots of playtime too.

Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

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: Madeline S.
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Madeline S.
from
$25
per night
10 years of experience
Rogers Park, Chicago, IL, 60626

About: I’ve been caring for cats since I was 13, and watching dogs since I was 10! I love all animals, of all sizes and temperaments! I’m currently working about 20 hours a week, so I have plenty of time in the mornings and evenings, as well as Sunday/Monday completely free! My roommates currently foster cats with chronic illnesses, that are kept in their room and away from any possible visitors! We have plenty of space, and lots of access to good walking routes.

Sitter Profile Image: Tiffany G.
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Tiffany G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
10 years of experience
Skokie, IL, 60077

Tiffany was a fantastic house sitter for our 9-month-old puppy! She was responsive, professional, and made sure our dog felt comfortable and well cared for while we were away - which gave us great peace of mind. We will definitely use her again and highly recommend her!

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Michelle V.
Sitter Profile Image: Ana C.
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Ana C.
from
$75
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
5 years of experience
Wheeling, IL, 60090

Ana was great with all of our fur babies in our home. She was very communicative, sent pictures throughout her stay with them, and left our place exactly how we left it (honestly maybe a little cleaner!). We'd love to have her back with our kitties again.

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Christina S.
Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Wilmette, IL, 60091

Rebeca is an amazing dog walker! She was incredibly attentive and kept us updated throughout the entire time with plenty of pictures and videos, which we really appreciated. It gave us so much peace of mind knowing that Ripp was being so well cared for and was in such great hands. We could tell she genuinely cares about the dogs she works with. We wouldn’t hesitate to book with Rebeca again and highly recommend her to anyone looking for someone trustworthy and caring!

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Brady C.
Sitter Profile Image: Gabrielle R.
Verified Background Check
Gabrielle R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
140 reviews
42 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: Tara R.
Verified Enhanced Background Check
Tara R.
from
$90
per night
5.0 out of 5 stars
62 reviews
23 repeat clients
8 years of experience
Lake Forest, IL, 60045

Tara was great, at ease with our dog and obviously very thoughtful of what would be best for her. We look forward to being able to book her again.

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Don D.
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The median cost per night for house sitting in Highland Park is $50

Pet parents share their Rover experiences - Highland Park

1 / 1
5.0 out of 5 stars

Bryn is the best of the best! She far exceeded my expectations! She is very communicative, responsive, and extremely caring. She treated our Lilly like she was her own! We will definitely use Bryn again in the future!

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Kathryn C.
House Sitting
5.0 out of 5 stars

Marissa is fantastic! She took great care of Our dog and our home. Marissa went over and above also caring for our outdoor plants. Really appreciate all she did for us. 🐾

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Abby L.
House Sitting
5.0 out of 5 stars

Kevin was wonderful. We could not have been more confident in his ability to care for our pup during our trip. He asked all the right questions and truly paid attention to detail. During the stay, he sent plenty of updates and pictures which made us so happy to see! He was prompt, professional, and friendly! Our normally nervous pup warmed up to him almost immediately which just shows how lovely he is. Ollie loved him! He drew us a custom picture of Ollie and it truly is the coolest thing ever. We’ll be hanging it up! If you’re looking for a sitter who is attentive and will love on your animals the way you would, Kevin is your guy! Thank you Kevin for taking great care of Ollie!

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Samantha F.
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

Grace did a beautiful job of care for Wynn. My home was also clean and in good order! All was well! She’s a HONEY of a young woman and pet lover! Will call again for her assistance! Great follow through!

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Paula S.
House Sitting
5.0 out of 5 stars

Chris is great with our dogs. She stayed with our dogs and gave them great care. Chris is trustworthy, reliable and very good with dogs. Our dogs were very happy with Chris which gave us peace of mind while traveling. I highly recommend Chris!!!

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Jim 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.

Meet local sitters who will treat your pets like family

  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 for House Sitting in Highland Park on Rover is $53.89 per night (as of September 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 September 2026, there are 7,703 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 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 Highland Park. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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