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
26 reviews
5 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: Megan W.
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Megan W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
212 reviews
67 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan did a great job watching our 2 dogs and my daughters 2 dogs. She spent extra time with them, to make sure that they had their potty breaks and meals. She always left us a summary as to what she did, and sent us pictures with every visit. I felt very comfortable leaving our dogs in her care, and would definitely recommend her.

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

Brian was great! My dog was recently spayed and he was patient with her and the e-collar and all the struggles that go along with that. He loves what he does and it’s noticeable with how he interacted with my dog.

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Eric M.
Sitter Profile Image: Emily E.
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Emily E.
from
$17
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Cary, IL, 60013

Emily was fabulous! She was very communicative, reliable and sweet. We got photos and updates during the services which for our first time using Rover with a puppy was ideal. Highly recommend!

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

Great experience with Dorothy. Kept my 2 dogs and 3 cats well loved and cared for while I was away. She provided helpful updates and pictures. Would seek out her services again in the future.

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Amy S.
Sitter Profile Image: Carolyn G.
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Carolyn G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
154 reviews
43 repeat clients
30 years of experience
Cary, IL, 60013

This is the 4th time we have used Carolyn to help care for Clove on long days we have been away from her. When I booked this visit it was kinda last minute to schedule. Carolyn was so accommodating. You can tell how much she loves animals. Carolyn is so amazing making sure Clove is well taken care of on her walks and before she leaves the house, making sure Clove has plenty of water and food.

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James M.
Sitter Profile Image: Emma H.
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Emma H.
from
$17
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
1 year of experience
Wauconda, IL, 60084

Emma was a wonderful sitter for our two cats while we were on vacation. She is reliable, flexible, communicative, and attentive. We would hire her again!

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Christopher A.
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: Alphonse L.
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Alphonse L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
10 years of experience
Crystal Lake, IL, 60014

About: I am experienced in administering medicinal injections, nail trimming and teeth brushing of larger breeds, lifting 60+ lbs, pad and potty training, and assisting senior and special needs dogs. I currently work remote and spend most of the day with my own pup by my side. We go to the nearby dog park at least weekly, go on two 20-25 minute walks (1mi+) daily, and play regularly throughout the day. He is very friendly and happy to tag along for any walks or play times, if the company is welcomed. I have a large crate available, if needed, and an in ground stake in the front and back yard with 30ft leads attached, allowing for plenty of time outside in shaded and unshaded areas. Food bowls are cleaned after every meal and pet waste is cleaned up after every trip outside.

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

Rachael is amazing, I highly recommend! Our cat had been very sick with multiple medications. Rachael was very capable, sweet and affectionate with our cat and she did great! Rachael also does a wonderful job communicating and taking care of little things as they came up.

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Rebecca K.
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
9 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: Lauren C.
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Lauren C.
from
$17
per visit
1 year of experience
Wauconda, IL, 60084

About: To be completely honest, I do not have professional experience with offering dog services. The most I have done is to drop by & feed my boyfriend’s pup, but other than that, nada. Apart from that, I have been known to have a lot of energy to keep up with any energetic pet you have! I’m currently working full time, so any pups that need attention during the weekend, I will be available, but on weekdays I am available after 1pm! I unfortunately am not allowed to have dogs at my apartment, but I can safely and reliably travel to your home! Any pup who loves car rides will have a blast with me!

Sitter Profile Image: Alexandra O.
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Alexandra O.
from
$20
per visit
10 years of experience
Cary, IL, 60013

About: I am 31 years old and I own two dogs. A golden retriever and a Texas heeler. I have owned dogs my whole life and have been a dog sitter since my early teens. I am a stay at home mom with open availability! I’m also a super early riser and am available for early morning walks as well! I have a fenced in yard and two friendly dogs. I am an active person and enjoy getting outside and exercising. Your pet will enjoy their time outside with me!

Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 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: Maria S.
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Maria S.
from
$22
per visit
5.0 out of 5 stars
2 reviews
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: Toby J.
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Toby J.
from
$17
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
4 years of experience
Lake in the Hills, IL, 60156

Highly recommend! Toby is wonderful with my dogs!

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Stacey H.
Sitter Profile Image: Allegra P.
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Allegra P.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
28 years of experience
Lake Barrington, IL, 60010

About: I love dogs of all shapes and sizes! I had two labs growing up and another lab in my early twenties who I still grieve for today. I currently have no dogs of my own so I pour all my love into my friend’s dogs. The dog I had my twenties had behavioral issues and required patience and understanding in a short amount of time he went from being withdrawn and antisocial to a complete love bug! I’m unemployed but I take care of my disabled mom. Because of this I have a very flexible schedule. I have always loved dogs and miss having one of my own. I’m always excited to spend time with my friend’s dogs. I don’t plan on boarding any dogs at my own home. With how my mom’s health is now it wouldn’t be a good idea to do so.

Sitter Profile Image: logan h.
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logan h.
from
$16
per visit
5.0 out of 5 stars
1 review
10 years of experience
crystal lake, IL, 60014

Logan did absolutely amazing! He was super communicative and did great making sure my dogs felt safe and happy!!! He is definitely my go to any pet care it’s so clear how much he cares for dogs and they loved him. Thanks so much and i will definitely be booking again!!

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kyla y.
Sitter Profile Image: Ali S.
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Ali S.
from
$22
per visit
5.0 out of 5 stars
28 reviews
3 repeat clients
12 years of experience
Fox River Grove, IL, 60021

Ali took such great care of my boys. She provided thorough updates, sent me lots of pictures, and was very detail oriented looking after my kitties.

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Laurel B.
Sitter Profile Image: Tara C.
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Tara C.
from
$18
per visit
23 years of experience
Crystal Lake, IL, 60014

About: I have been a pet owner since I brought my first dog home at 12yo and told my parents "they said we could keep her overnight to see if we liked her. We currently have three dogs, and my roommate has two. I truly believe that people don't deserve dogs, they are the best! I decided to take a break from working full time, and this is my only job right now. Coming from working 12 hours a days, I understand the guilt that goes along with that for pet parents. I'm happy to step in where you can't! I'm used to working with an array of dogs, big and small along with those that have special needs, like my own. I will take whatever precautions necessary, and follow all owner guidelines.

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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

1 / 1
5.0 out of 5 stars

Emily was fabulous! She was very communicative, reliable and sweet. We got photos and updates during the services which for our first time using Rover with a puppy was ideal. Highly recommend!

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Christeen M.
Drop-In Visits
5.0 out of 5 stars

Jacob did a great job taking care of my big boy pup. He not only took great care of my dog, but he also made me feel comfortable knowing that everything was taken care of. I definitely intend to engage Jacob again in the very near future.

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William D.
Drop-In Visits
5.0 out of 5 stars

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

Select a filter and find qualifying sitters offering pet sitting.

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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