Pet Sitting Oakwood 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 50
pet parents in Oakwood Hills have booked pet sitting

Oakwood 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: Christine S.
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Christine S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
30 years of experience
Cary, IL, 60013

Christine went above and beyond caring for our cats and home while we were away. It's never easy leaving your furry loved ones, but knowing they are in great hands gives me peace of mind.

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Ashley M.
Sitter Profile Image: Carolyn G.
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Carolyn G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
147 reviews
42 repeat clients
30 years of experience
Cary, IL, 60013

Carolyn did such a wonderful job checking in on our kitties! When we came back they looked happy and well taken care of! Couldn’t have asked for more.

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

Megan is delightful - very reliable, friendly, easy to coordinate with, & great with our dogs! We look forward to having her back again soon.

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

Brian was my first experience using Rover, and he was great! He was super nice when I met him and I was glad he already had a positive connection with pitties. Will gladly book him again next time I'm out of town :)

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Jessica L.
Sitter Profile Image: Dorothy S.
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Dorothy S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
20 years of experience
Barrington, IL, 60010

Dorothy was outstanding coming to our house to feed and let out our 2 dogs. She was great with the dogs, responds quickly to questions and sent many photos while we traveled out of state for a wedding. We trusted her and did not worry about our dogs. I would highly recommend her services.

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Beth M.
Sitter Profile Image: Jacob L.
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Jacob L.
from
$30
per visit
4.9 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Island Lake, IL, 60042

This was our first time having Jacob watch our dogs. I would highly recommend him. Communication is A+. Our older dog can be a bit bossy and he handled her just fine.

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Jennifer H.
Sitter Profile Image: Sarah H.
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Sarah H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
51 reviews
17 repeat clients
4 years of experience
McHenry, IL, 60050

Sarah is so awesome. She was wonderful with the pets and went above and beyond what was requested. Definitely rebooking. Such a life saver. ❤️

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Johnathan D.
Sitter Profile Image: Natalie M.
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Natalie M.
from
$23
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
47 years of experience
Crystal Lake, IL, 60014

Natalie is really great at what she does. She fills me in on what my dog does while walking him and do on… she’s seriously awesome! Flexible and kind. My Bohdi (black lab puppy) lovesssss her!

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

Chloe did great with Buffy and Buddy! She took mamy cute pictures of the pups during her visit to share and was very easy to work with! We would definitely recommend Chloe and have her sit our pups again! Thanks Chloe!

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Kristin K.
Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
22 years of experience
Holiday hills, IL, 60051

About: I've been around dogs since I've had a working memory. From friend's, family's, neighbor's to my own I've watched and cared for many different dogs of many different sizes and needs. Dogs are a joy and a privilege to care for and deserve the best. I've worked with pups to pops and enjoy both :) I currently work part time in the mornings. Whether your pet/s need to be fed/let out, walked or just needs company I know I'll find time to give them the attention and care they deserve. If I'm pet sitting, I'm able to stay in you're home and give your pets all the attention they could dream of. Chill, lazy dog? Nothing like relaxing outside or watching TV getting pets and cuddles. Adventurous hounds? Lots of walks and play. I tailor the pet care your fur babies need to fit their lives and personalities. I work 1:1 with pet families so that your pets get all of my attention.

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

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

Sitter Profile Image: Mary H.
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Mary H.
from
$20
per visit
5.0 out of 5 stars
104 reviews
12 repeat clients
45 years of experience
Crystal Lake, IL, 60014

I could not have asked for a better first experience with Rover. Mary was absolutely a dream to have come over and take care of my boys. She sent me a bunch of pictures of both of my dogs and made sure that they were loved while we were away. I would highly recommend her to anyone. I feel blessed to have found her.

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Rachel S.
Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$20
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
42 years of experience
Crystal Lake, IL, 60012

While my mom was in the hospital, I frantically searched for someone to help let my mom’s dog out. I booked Mackenzie last minute, and she was an angel that we needed in our time of need. She was patient with our last minute requests, accommodating and flexible. She sent many updates and took great care of of my mom’s dog.

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

Heather is such a wonderful cat sitter! This was our second time having her do drop in visits for our 3 cats. She does a great job communicating and we love the pictures she sends. Our cats are happy and aren't anxious at all when we come home. We highly recommend her and will continue to use her services! Thank you, Heather!

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Jessica S.
Sitter Profile Image: Rachael Y.
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Rachael Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
10 years of experience
Algonquin, IL, 60102

Rachael was wonderful! Incredibly communicative - her report cards gave me such good peace of mind while I was away from my babies. Super flexible as far as the initial meet and greet and exchanging keys. I will absolutely be using her again when I am out of town. 🩷

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Amelia P.
Sitter Profile Image: Maria S.
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Maria S.
from
$20
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Island Lake, IL, 60042

Couldn't be more happy with Masha. She's always on time and not afraid of my big girls.

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Gina G.
Sitter Profile Image: Dickson D.
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Dickson D.
from
$17
per visit
5.0 out of 5 stars
33 reviews
9 repeat clients
7 years of experience
Island Lake, IL, 60042

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

Sitter Profile Image: Doug G.
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Doug G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
30 years of experience
Lake Barrington, IL, 60010

Doug was excellent - did a pre-visit and asked a number of questions to make sure he knew exactly what to do. He also sent photos during the visit so I could see the cats were doing well too. Will be requesting another series of visits!

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Grant H.
Sitter Profile Image: Brian P.
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Brian P.
from
$10
per visit
10 years of experience
Crystal Lake, IL, 60014

About: I have been around cats and dogs most of my life, and have had my own dogs for 10+ years. Right now I have three- a tiny Chihuahua, a medium Carolina mix, and a HUGE Rhodesian Ridgeback. I trained them myself and they are my whole world! I would be happy to work on some training with your dog, I really have a passion for it.💜 And he said to him, "You shall love the Lord your God with all your heart and with all your soul and with all your mind." Matthew 22:37 I work full-time, so I'm mostly available in the evenings. I am usually off on Sunday and Monday or Sunday and Friday so I have more time on those days. I can do whatever is required for each specific dog. I have no problem getting dogs in and out of crates, walking any size dog while working on leash manners if desired by the owner, feeding and playing, whatever your pup needs!

Sitter Profile Image: Haitong G.
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Haitong G.
from
$19
per visit
5 years of experience
North Barrington, IL, 60010

About: I’m a huge animal lover and I treat every pet I watch like my own. I know how stressful it can be to leave your pet with someone new, so my main priority is making sure they feel comfortable and safe with me. I work regularly during the week, so I’m fully available for morning, evening, and weekend care. Before I head out and as soon as I’m back, your pet gets my full attention—long walks, feeding, and plenty of playtime. On weekends, my schedule is wide open I treat your house with the utmost respect. I follow your exact instructions for feeding, routines, and house rules. I make sure doors and gates are properly locked before I step out, and I'll keep you updated with photos so you know your pet is relaxed and your home is in safe hands.

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The median cost per visit for pet sitting in Oakwood Hills is $20

Pet parents share their Rover experiences - Oakwood Hills

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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

Kelly did an awesome job with our two kitties Roxy and Mochi while we were on vacation! Our cats are shy and she was understanding and sent us updates everyday and took excellent care of them while we were gone. She’s reliable and responsive. Highly recommend!

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Gail E.
Drop-In Visits
5.0 out of 5 stars

Carolyn did such a wonderful job checking in on our kitties! When we came back they looked happy and well taken care of! Couldn’t have asked for more.

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Marina
Drop-In Visits
5.0 out of 5 stars

Brian is great, he is our go to for taking care of our cat when we are away. His pictures are fabulous.

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Harold F.
Drop-In Visits
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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 pet 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 pet sitting - Oakwood Hills

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Sitters in Oakwood Hills average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Oakwood Hills

Frequently asked questions about Rover

The average cost for Pet Sitting in Oakwood Hills on Rover is $16.05 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 3,814 sitters on Rover offering Pet Sitting across Oakwood Hills. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oakwood Hills stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

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

  • 95% of sitters can help with special care needs
  • 97% 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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