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.

1 / 1
Sitter Profile Image: Carolyn G.
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Carolyn G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
144 reviews
42 repeat clients
30 years of experience
Cary, IL, 60013

Carolyn was wonderful with our senior dog. We had a handful of items we provided as instructions, and Carolyn was perfect with all of them. Carolyn was punctual, professional, and so loving with our dog. Would highly recommend Carolyn for any of your pet needs!

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Kia R.
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
63 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan was a life saver!!!! Took a last minute request and gave miss Penny lots of love and took great pictures. Very thankful for her taking extra care of my sweet girl!

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Lydia Grace J.
Sitter Profile Image: Dorothy S.
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Dorothy S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
13 reviews
4 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: 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 was amazing! I had a very last minute need for my dog and cat and Sarah responded very quickly and we hashed out the details immediately! I had a few time slots I needed her for at first and then things came up where I needed to cancel a couple of them and she was so quick and helpful to communicate back with me. She was great! Thank you again Sarah!

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Nate B.
Sitter Profile Image: Julia S.
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Julia S.
from
$16
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
Lake in the Hills, IL, 60156

About: I’ve grown up taking care of both cats and dogs, including small and large breeds. I currently have a chocolate lab who I walk, feed, and play with every day. I also have experience caring for senior dogs and cats, and I understand the extra patience, attention, and care they may need. I love cats and am comfortable feeding them, changing litter, playing with them, and giving them lots of attention. I’m reliable, caring, and truly enjoy being around animals! I’m home from college until August 10th. I’m available all day on Mondays, Wednesdays, and Fridays from 8 AM–3PM for dog walking, pet sitting, and drop-in visits for both cats and dogs! I’m also available on weekends and am flexible with timing. I’m happy to work around your pet’s normal routine to make sure they feel comfortable, cared for, and safe. I’m always mindful, respectful, and responsible when caring for pets in someone else’s home. I make sure to keep a clean and safe environment, follow instructions carefully, and handle everything with care. I understand how important trust is when someone is caring for your pets and home, and I’ll always do my best to make both you and your pets feel comfortable and secure.

Sitter Profile Image: Jacob L.
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Jacob L.
from
$25
per visit
4.9 out of 5 stars
11 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: Chloe L.
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Chloe L.
from
$20
per visit
5.0 out of 5 stars
79 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: Lauren M.
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Lauren M.
from
$25
per visit
4.9 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Crystal Lake, IL, 60012

Lauren took great care of my animals! She provided me with regular updates and pictures so I knew they were ok. I will be using her services again!!

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Donna S.
Sitter Profile Image: Laila R.
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Laila R.
from
$14
per visit
3 years of experience
Port Barrington, IL, 60010

About: I have dealt with big and small dogs even if they are very mean or nice and I can deal with them accordingly so me and your furry friend don’t get hurt. I love Going on nice walks whether if it’s long like a few hours or short like around the block. I love going outside and feeling the nice breeze and smell of the grass and trees and I know dogs love it to. Ill always come prepared with extra poop bags just in case you don’t have any Im free many days of the week take care of your best friend. I love walking and taking some nice jogs during the day so I’m free almost every day to go out into the world and take your furry friend for a nice walk. if you have a cat i can chill with them while I brush them out so they can have a silky coat. It’s just so relaxing to do that and have a peaceful moment during the day If your dog or cat ever gets stressed I will stop doing what ever I’m doing and help them de stress a bit and figure out what might have caused it. I’ll take my time with them and give them something they really like or that’s calming in hope that they calm down. I will never pressure your furry friend into doing something that it dosent want to do

Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
7 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: Dickson D.
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Dickson D.
from
$17
per visit
5.0 out of 5 stars
30 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: Christine S.
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Christine S.
from
$15
per visit
5.0 out of 5 stars
22 reviews
3 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: Rachael Y.
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Rachael Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
10 years of experience
Algonquin, IL, 60102

Rachael is an excellent pet sitter! She was always very punctual and thorough with her pet care (2 cats and a dog). She was careful to follow my written instructions to keep their schedules as close to normal as possible. Her daily logs about her visits were detailed and fun to read! And lots of cute pictures! She is very sweet and kind and I would not hesitate to ask for her help again!

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

Mary is terrific. She did a great job with our pups - and they are not always easy. I can highly recommend Mary for her professionalism and great ability to connect with the dogs. Thank you, Mary!

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Reese S.
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: 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 great with Rose and sensitive to her needs especially during the rain storms over the weekend. Rose is scared of the rain and he took extra care with her. He communicated well with us on each visit. Highly recommend Doug.

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Kimberly S.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$25
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
Crystal Lake, IL, 60014

About: Hello! Thank you for checking out my profile. I have been pet sitting for over 20 years but I'm newer to Rover. I have experience with various animals. Not just the four legged ones. I have cared for aquatic pets and reptiles. I have experience with blind, deaf and disabled animals. I have cared for dogs requiring insulin injections along with many other medications. I'm certified in dog and cat CPR. I am available full time to be in your home. I like the flexibility of being in the home most of my day to allow the freedom for your pet to go out as much as needed. Also, they will get tons of attention! If you're looking for drop in visits, and my schedule says I'm unavailable, please message me here. I'm usually able to fit this into my schedule! I like to follow what the pet's usual routine is. This allows them to feel safe, and stress and anxiety levels go down quickly once they're used to me. This is what I feel is most important when staying with them. My goal is to bond with them and develop trust for any future visits.

Sitter Profile Image: Arlene M.
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Arlene M.
from
$30
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
23 years of experience
Cary, IL, 60013

Arlene is awesome and did an amazing job taking care of Salem. She also sent me a ton of pictures which I always appreciate. Will definitely be asking her to take care of Salem again.

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Sophia M.
Sitter Profile Image: Monica C.
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Monica C.
from
$20
per visit
4.9 out of 5 stars
38 reviews
9 repeat clients
9 years of experience
Cary, IL, 60013

Monica was amazing! This was our first time having someone come to our house to let our puppy out and she made us feel very comfortable. She was very responsive and sent us pictures while she was there. We are definitely going to ask Monica to do more drop in visits in the future!

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Carley W.
Sitter Profile Image: Marcy E.
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Marcy E.
from
$20
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Crystal lake, IL, 60014

Marcy has been great, we have used her services several times the last few months and have all good things to say. The biggest help is being able to work with the short notices due to my work schedule. Her flexibility has been awesome. My dogs seem to really enjoy her and Marcy has been wonderful to my pups.....

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Royce L.
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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

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

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 July 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 July 2026, there are 4,009 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:

  • 94% of sitters can help with special care needs
  • 96% 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.

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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