Dog Walking Oakwood Hills

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 15
pet parents in Oakwood Hills have booked dog walking

Oakwood Hills, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

Carolyn is amazing prompt and great at communication. She was awesome about updating us about Jewel and giving us great reports. Would recommend her anytime.

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JD C.
Sitter Profile Image: Christine S.
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Christine S.
from
$18
per walk
5.0 out of 5 stars
22 reviews
3 repeat clients
30 years of experience
Cary, IL, 60013

Christine is awesome! She is on time and is great with my dog.

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Dee D.
Sitter Profile Image: Natalia C.
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Natalia C.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
2 years of experience
Crystal Lake, IL, 60014

About: I’m known to host pups while my friends are out for the evening or for the weekend. I enjoy spending quality time with dogs whether it be lounging or going for a walk! I’m currently working from home and love having a furry companion during my daily walks. I love cuddling up with a dog and watching reality tv on weeknights. The community I live in has a dog park and trails nearby to provide pups with plenty of movement, sunlight, and quality time in and outside the home.

Sitter Profile Image: Victoria B.
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Victoria B.
from
$15
per walk
5.0 out of 5 stars
1 review
1 year of experience
Cary, IL, 60013

About: I’ve taken care of dogs since I was 10. The last 5 years I’ve had more experience with all kinds of breeds and sizes! Friends and family have relied on me to walk, feed, and look after their pets! I am current a college student and my late afternoons, evenings, and weekends are open to new clients for needs such as dog walking or checking ins. Based on the clients needs and rules of their household for their pet. The pet is given the upmost respectful treatment, loved on, and spoiled!

Sitter Profile Image: Kathleen & John N.
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Kathleen & John N.
from
$25
per walk
5.0 out of 5 stars
21 reviews
10 repeat clients
25 years of experience
Crystal lake, IL, 60014

Merry Christmas to you, Kathleen and John! Thank you for taking care of Pixie for Amanda! We appreciate your help! Many Blessings to you and yours in the New Year!!

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Mary Ann W.
Sitter Profile Image: Jacob L.
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Jacob L.
from
$20
per walk
4.9 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Island Lake, IL, 60042

About: I’ve been caring for, training, and owning dogs nearly my whole life starting from childhood to now fostering/watching for friends and family. I’ve also had experience working professionally as a pet sitter. Whether your pup is large or small I’ll care for them as if they were my own and bring all the playful energy as a young adult to provide a fun experience during my time with them. I currently work remotely and have increased flexibility for scheduling needs. Although I will need to primarily be at home during my working hours I am able to ensure your pets are taken care of in a timely fashion without being left for too long without potty breaks. Your boundaries for your animals whether they be rules or practices in your personal home will be closely followed and respected. I bring my years of pet experience to ensure their safety is my top priority when staying with them overnight or providing daily care along with giving them the company they’ll need while you are away.

Sitter Profile Image: Hannah S.
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Hannah S.
from
$20
per walk
5.0 out of 5 stars
14 reviews
6 repeat clients
5 years of experience
Cary, IL, 60013

Hannah , did a great job with Betty ! She arrived in the spot for the meet n greet and for the scheduled walk ! We will be using her again very soon

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

Very helpful with are little girl pups. Treated them like they were her own. Our pups need alittle extra attention and had no issues helping.

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Ron G.
Sitter Profile Image: Carisa B.
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Carisa B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
25 years of experience
Crystal Lake, IL, 60014

About: I have a half acre of fenced in yard for dogs to run and play. I’ve had pets in my family my whole life: always dogs, a few cats over the years, a house rabbit, hamsters, ducks, fish, lizards, turtles - so many lovely creatures! I’ve worked with rescues and shelters and have taken care of elderly dogs at the end of their lifespan administering medications orally, injections, and topically. For my other job I do freelance graphic design from home and make my own schedule, so I’m very flexible with my schedule. When pet sitting at my home your pet will have my company throughout the day. I offer check ins, feeding, walking, playing, cleaning up after all pets and livestock at their home. I board dogs and caged pets overnight or for multiple days at my home where dogs have access to a fenced yard at any time of the day, full time supervision, and cozy accommodations.

Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
209 reviews
62 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan has been wonderful!! We just adopted our new puppy and she has been great with walking him everyday for us. She sends daily reports and we love seeing the pictures she takes. Always so responsive and takes exceptional care of our new family member. We would highly recommend her to anyone in the area that is looking for someone to care for your dog just as you would.

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Michelle M.
Sitter Profile Image: Chloe L.
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Chloe L.
from
$20
per walk
5.0 out of 5 stars
79 reviews
13 repeat clients
10 years of experience
Crystal lake, IL, 60014

This is our first time to use Rover and Chloe was on time and sent pictures of our dog, Bayou. Thanks for taking care of him while we were out today.

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

Brian did an outstanding job taking care of our “family member” Gage. He was able to follow all the directions (believe me they are pretty complicated) we had provided and did not miss a beat. Great communication as well. Will definitely use Brian again.

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Michael M.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$15
per walk
1 repeat client
15 years of experience
Crystal Lake, IL, 60014

About: I have always had dogs and cats growing up. I have dog sat multiple times over the pat 10 years! I have experience with all different types of dogs and I love them Al! I am a teacher so I have summers off, was looking for some extra money this summer while enjoying animals! I am very very open during summer time and would love to do it during the school year as well! I have my own cat and I am completely obsessed with him! I snuggle and love on him a little too much, I am very responsible!

Sitter Profile Image: Laila R.
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Laila R.
from
$14
per walk
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: Maria S.
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Maria S.
from
$20
per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
McHenry, IL, 60051

About: I grew up with animals starting out with hamsters and guinea pigs. Currently have a small Bichon Frise dog who always needs love and attention. I love going on walks, especially with a companion:) I am currently a college student taking online classes Monday through Thursday, however, I can be flexible with my schedule so don’t hesitate to reach out to take care of your pets:) I can always make time to help out <3 For my own dog I always make sure she has food and water at all times. Letting her outside whenever she wants in order to get some fresh air and then going on walks with her twice a day is part of our routine. She is not one to play, but still loves being silly and having the zoomies. In those energetic moments I always join her. Then at the end of the day everyone deserves a treat and so does she:)

Sitter Profile Image: Kylee S.
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Kylee S.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Cary, IL, 60013

About: I’ve taken care of many animals since I was 10 dogs, cats, horses!! I have 5 Siberian huskies myself! I love and adore taking care of animals! Always treat them like they’re my own! Right now I’m pretty much available all day. I can do overnights during the week and weekends, dog walking, stopping in for check ins! I have a fully enclosed backyard I have other dogs to keep company. If not I can always stay with your animal at their home where there are comfortable in they’re familiar environment!

Sitter Profile Image: Jennifer T.
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Jennifer T.
from
$25
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
Lake in the Hills, IL, 60156

Jennifer is absolutely wonderful, so attentive and thoughtful with our pup. She’s the perfect peace of mind to know our pup is happy, safe and having a great time. Her communication is superb and her kindness is unmatched. So grateful for her!

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Kortney Geegan
Sitter Profile Image: Cecilia E.
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Cecilia E.
from
$25
per walk
5.0 out of 5 stars
283 reviews
41 repeat clients
40 years of experience
Crystal Lake, IL, 60014

Cecilia came to our rescue since our dog needed attention while we were gone for Thanksgiving. She’s friendly, loves dogs, and treats them very well! Hope to have her back again!

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Debbie G.
Sitter Profile Image: Ben K.
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Ben K.
from
$25
per walk
5.0 out of 5 stars
1 review
2 repeat clients
7 years of experience
Cary, IL, 60013

Ben did an outstanding job with our dog ?. We would highly recommend! Thanks Ben!!

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Michael M.
Sitter Profile Image: Mark H.
Verified Enhanced Background Check
Mark H.
Star Sitter
from
$25
per walk
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.

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The median cost per walk for dog walking in Oakwood Hills is $20

Dog parents share their Rover experiences - Oakwood Hills

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5.0 out of 5 stars

"Carolyn provided incredible care for our dog while we were in Florida for 5 weeks. She visited twice a week, was always on time, and sent great updates and photos after every walk. Highly recommend her for anyone looking for a trustworthy and communicative walker!" We will definitely contact her again in the future!

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Karen L.
Dog Walking
5.0 out of 5 stars

Brian has been a life saver for us! We had a complicated family emergency and Brian has been an invaluable and professional asset during this period. Brian has been such a great friend to Charlie, our dog. Charlie is so very excited when Brian comes, and since he's a big dog, we've really appreciative how well he responds to Brian. Brian has also been 100 percent reliable, extremely communicative, and very flexible. He has even helped my elderly mother bring in packages and other things that have become difficult for her. He's just a good human being! Brian is great with dogs and also with people. We so appreciate his help over the past several months.

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Amanda C.
Dog Walking
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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 walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  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 4
repeat dog walking clients

FAQs for Dog Walking - Oakwood Hills

Frequently asked questions about Rover

The average cost for Dog Walking in Oakwood Hills on Rover is $17.12 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Dog Walking. For more information on service fees, click here .

As of July 2026, there are 3,981 sitters on Rover offering Dog Walking across Oakwood Hills. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Oakwood Hills. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Oakwood Hills.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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 walker 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 .

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

  • 95% of walkers can help with special care needs
  • 97% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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