Dog Walking Holiday Hills

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Holiday 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: Emma H.
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Emma H.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
1 year of experience
Wauconda, IL, 60084

Emma was great. She was a last minute fill in because the previous walker we hired had some medical issues. Roux was happy to be walked and Emma handled our rambunctious pup well.

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Lexi S.
Sitter Profile Image: Jacob L.
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Jacob L.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Island Lake, IL, 60042

Jacob is great with our rambunctious girl. She knows exactly what to expect when he shows up and goes straight for the door. He also gives her meds and feeds her for us. She gets so excited to see him.

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Lexi S.
Sitter Profile Image: Maria S.
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Maria S.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
McHenry, IL, 60051

Maria was great with our rambunctious pup. She let herself in and out with no problems. Roux seemed in good spirits when I got home.

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Lexi S.
Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
26 reviews
8 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: Chloe L.
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Chloe L.
from
$20
per walk
5.0 out of 5 stars
84 reviews
13 repeat clients
10 years of experience
Crystal lake, IL, 60014

Chloe was very professional and scheduled a meeting prior to taking care of our senior Yorkie. She walked him several times a day for three days. She was on time for every walk and he was well taken care of. Thank you Chloe!!!

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Michelle L.
Sitter Profile Image: Natalia C.
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Natalia C.
from
$20
per walk
5.0 out of 5 stars
8 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: Anastasiia K.
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Anastasiia K.
from
$25
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Wauconda, IL, 60084

About: I’ve cared for dogs of all kinds — playful pups, mellow seniors, and everything in between. My experience started with helping my sister care for her dogs, and over the years, I’ve walked, fed, and looked after dogs for friends, neighbors, and family. I’m patient, gentle, and attentive to each dog’s personality and needs. I have a quiet home and a fully fenced backyard where dogs can safely explore, relax, and enjoy the fresh air. With me, your dog will be loved, understood, and truly cared for — just like they deserve. I mostly work from home, which gives me a flexible schedule and plenty of time to care for your pup throughout the day. I’m available for daytime check-ins, boarding, and doggy stays at my place. I can also pick up and drop off your dog if needed — making things easier for you. Whether your dog needs a quick potty break, a long walk, or a cozy place to stay while you’re away, I’m here and happy to help. I offer a calm and loving environment with a fenced backyard where dogs can safely play and relax. I’m attentive to each dog’s personality and routine, whether they need space or lots of cuddles. I can easily crate your dog if that’s part of their routine. My goal is always to make your dog feel secure, understood, and cared for — just like they would at home.

Sitter Profile Image: Carisa B.
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Carisa B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
8 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: Brian W.
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Brian W.
from
$32
per walk
5.0 out of 5 stars
67 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: Dayna G.
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Dayna G.
from
$22
per walk
5.0 out of 5 stars
19 reviews
10 repeat clients
40 years of experience
Wauconda, IL, 60084

Dayna was wonderful with our 2 pets! She sent great photos and was very caring! I know Belle and Buddy were in trustworthy hands! Thank you so much Dayna!!

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Rita G.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$22
per walk
4.4 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
McHenry, IL, 60050

Rachel was awesome and so sweet. My Roxy loved her from the start and didn't even bark at her (which Roxy normally does to any new person that comes to our house) but she was calm and just wanted to sniff her. Rachel was prompt and overall awesome. We will definitely be rebooking for our recurring needs! I also appreciated Rachels last minute availability :)

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Harley P.
Sitter Profile Image: Blair C.
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Blair C.
from
$22
per walk
30 years of experience
Wauconda, IL, 60084

About: I truly believe every dog deserves to feel loved, comfortable, and understood. I have experience caring for dogs through all stages of life, including seniors who need a little extra patience and attention. I’m dependable, attentive to their individual personalities and routines, and I’ll treat your pup like they’re my own. 🐾❤️ Dog care fits naturally into my routine! I love getting outside for walks and spending time at the nearby dog park, which is just 5 minutes from me. I’m especially available for evening walks and weekend visits, and I enjoy giving each pup plenty of exercise, attention, and love. 🐾 I keep things comfortable, safe, and consistent with their normal routine. I follow feeding and walking schedules, give plenty of attention and playtime, and make sure they feel comfortable in their own environment. Fenced in back yard. I’ll always treat your home and your pets with the same care and respect I would my own.🐾❤️

Sitter Profile Image: Matthew S.
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Matthew S.
from
$20
per walk
1 repeat client
20 years of experience
Volo, IL, 60073

About: As a retired U.S. Navy Senior Chief, I bring reliability, patience, and attention to detail to every pet I care for. I know every dog has a different personality, and I take the time to earn their trust while keeping them safe, comfortable, and happy. I'm an experienced dog owner and understand everything from energetic puppies that need structure and exercise to older dogs that benefit from a slower pace and extra patience. Whether your dog loves long walks, playing fetch, or just relaxing with company, I'll tailor my care to their needs and stick closely to your routine. I'll also keep you updated with photos and messages, so you can relax knowing your pet is in good hands. My goal is simple: to care for your dog the same way I'd want someone to care for my own. I'm retired from the U.S. Navy, so I have a flexible schedule that allows me to give pets the time and attention they deserve. I build my day around their needs, whether that's morning walks, midday potty breaks, playtime, feeding, or evening visits. I enjoy being outdoors and staying active, so regular walks are something I genuinely look forward to. I also understand the importance of keeping pets on their normal routine to help them feel comfortable while you're away. My goal is to provide dependable, consistent care and make your pet feel safe, happy, and loved every visit. I focus on keeping their routine as normal and stress-free as possible. I follow your instructions for feeding, medications, walks, playtime, and any special needs, while making sure your pet receives plenty of attention and affection. During walks and visits, safety is always my top priority. I use secure leashing practices, pay close attention to each dog's comfort and behavior, and never rush their time outside. I clean up after pets, keep fresh water available, and make sure they get both physical exercise and mental stimulation. If I'm caring for your pet in your home, I'll treat your home with the same respect I would my own. You'll receive regular updates and photos, so you can enjoy your time away knowing your pet is safe, comfortable, and well cared for.

Sitter Profile Image: Angela L.
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Angela L.
from
$27
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
16 years of experience
Island lake, IL, 60042

About: For the past 20 years I have had pets and taken care of all kinds of pets. I have dogs of my own and understand the importance of a reliable person who shows up when they say they will. Pet care is my routine! I have a regular base of clients and depending on the needs of yours I could add more to my weekly regimen. I have a house with a fenced in yard. My dogs are very easy going and get along with all others. They love making new furriends.

Sitter Profile Image: Christopher C.
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Christopher C.
from
$20
per walk
45 years of experience
Port Barrington, IL, 60010

About: I have had dogs, cats and pets of all types since childhood. Often referred to as “The chosen one” in my own home because of my relationship with our dog and cat. I am frequently asked to look after our neighbors dogs. Experienced at administering injections and IV fluids as well. I am recently retired and find myself with far more free time. Weekdays are a particularly good time for me to be available to care for animals I have a dog (Bandit) and a cat (Dublin) who are given love and attention to the point of being spoiled rotten. They are fed regularly and responsibly with the highly sought after treat from time to time. Walks are non negotiable for Bandit and both get a heavy dose of play time as well as some quality chill time together.

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$20
per walk
14 years of experience
Mchenry, IL, 60050

About: I bring positive energy, patience, and lots of love to every dog I care for. I work with dogs of all ages and focus on creating a stress-free, fun, and comforting experience through play, cuddles, walks, and attentive care. I take time to learn each dog's personality and needs so they feel safe, happy, and loved-- and I keep owners connected with updates and photos so they know their pup is in great hands. I am home from work for the summer. I am a full-time elementary school teacher during the school year, so I am very flexible and can make my own schedule. I am able to accommodate a variety of needs/ requests. I have a fully fenced backyard, and a senior female dog who is super social with other dogs and people. I will work with you to ensure your dog's needs are met and his/ her schedule remains the same as in their permanent home.

Sitter Profile Image: Tara C.
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Tara C.
from
$18
per walk
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.

Sitter Profile Image: Abigail N.
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Abigail N.
from
$20
per walk
15 years of experience
McHenry, IL, 60050

About: I am the definition of an animal lover, which I attribute to having had animals around my entire life. I grew up with Australian shepherds, German shepherds, cats, hamsters, and even tarantulas! I am extremely comfortable walking dogs, giving them medication via food, and managing when to let them out to go to the bathroom. I’m also willing to give a big furry dog a good brush if they need it! I have lived primarily with big dogs, but have had close relationships with small dogs through friends and my husband’s family whom I have dog sat for in the past. In addition, I am a massive cat lover. I was given a kitten when I was 8 years old and had her for 19 years until she just recently passed. In her senior years, she had both hypothyroidism and asthma so I am well-versed in giving cats inhalers and medication in various forms (via dropper, ear application, in treats, and in food). I am a dependable dog and cat sitter/caretaker because I know how much your animal means to you. I’m an extremely organized person so you can count on me to be reliable with pick-up, drop-off, and everything in between. Taking care of your animal would not be a job to me because I am so happy to do it! I work twice a week so I could watch an animal full time during three weekdays in addition to weekends. I am still more than willing to watch animal for an entire week and either modify my work schedule to be with them more, or just make sure they are set up for the days I am in office. I have a non-smoking home with one cat and two people including myself. My home would be an extremely relaxing environment for a pet and due to my flexible schedule, I can dedicate nearly full-time care to an animal. Since I have a cat, I would only really be able to have dogs stay overnight for a couple-day stint since I'd prefer to keep them separate. In my client's home I would offer the same care in addition to respecting the environment. I'm naturally a very clean person and always pick up after myself.

Sitter Profile Image: Bill W.
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Bill W.
from
$25
per walk
5.0 out of 5 stars
25 reviews
13 repeat clients
30 years of experience
Round Lake, IL, 60073

Bill has been a godsend with walking our girl! We, the doggie parents, both work almost an hour away and can’t get home to walk her. He’s been so awesome and informative. Definitely going to keep using his services.

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Mary M.
Sitter Profile Image: Ripley T.
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Ripley T.
from
$15
per walk
5.0 out of 5 stars
3 reviews
23 years of experience
Mchenry, IL, 60050

About: I grew up with cats and dogs in the household. While my mom was away at work, my sister and I would be in charge of taking care of the animals. When I was younger, my neighbors and boyfriend’s family would intrust in me to take care of their dogs and take them for walks. I have a full-time job Monday-Thursday. I am flexible enough to alternate Fridays and Saturdays every week. Although they are already set in the schedule. Depending on the day I am not working, I am free all day (Friday-Sunday). I can give more details on my work schedule as needed. Depending on the client's house and their rules, I respect the clients guidelines and the requirements they expect. From previous walks/ in home stay/ feedings, I always communicated and client put their trust in me. If there was any concern or question, I respond very quick to ensure they can rely on an answer.

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

Dog parents share their Rover experiences - Holiday Hills

1 / 1
5.0 out of 5 stars

Megan was extremely flexible and walked out rambunctious pup without any trouble. She is walking Roux again later this week and I'm very happy that she agreed to do so.

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Lexi S.
Dog Walking
5.0 out of 5 stars

Maria was great with our rambunctious pup. She let herself in and out with no problems. Roux seemed in good spirits when I got home.

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Lexi S.
Dog Walking
5.0 out of 5 stars

Jacob is great with our rambunctious girl. She knows exactly what to expect when he shows up and goes straight for the door. He also gives her meds and feeds her for us. She gets so excited to see him.

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Lexi S.
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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Popular requests for dog walking - Holiday Hills

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Sitters in Holiday Hills average 4
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FAQs for Dog Walking - Holiday Hills

Frequently asked questions about Rover

The average cost for Dog Walking in Holiday Hills on Rover is $34.81 per walk (as of September 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 September 2026, there are 3,290 sitters on Rover offering Dog Walking across Holiday 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 Holiday 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 Holiday 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 Holiday Hills. On Rover:

  • 94% 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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