Dog Sitting Woodstock

Book a Woodstock dog sitter to watch your dog in your sitter’s home or yours.

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Over 29
pet parents in Woodstock have booked dog sitting

Woodstock, Find top rated dog 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: Natalie S.
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Natalie S.
from
$30
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Woodstock, IL, 60098

Natalie is kind, thoughtful and caring. I have a great piece of mind when she helps with my dog.

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Denise K.
Sitter Profile Image: Jenna S.
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Jenna S.
from
$20
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Woodstock, IL, 60098

About: I’ve loved growing up with dogs and cats my whole life and currently live with 2 of them and my cat (she's a queen, but loves her furry, fellow roommates :) ) I have experience with senior, high energy and large dogs. I’m happy to make drop in visits, house sit, play, give attention and take them on walks (even in Chicago winters!). I understand how much our furry friends mean to us and wanting them in the best hands while away. I take my responsibility very seriously and my passion for dogs and cats makes this a fun position for me as well. We’re all busy people but I work to be flexible and accommodating to you and your pet to ensure they’re given the attention they need. Can’t wait to meet your fuzzy, furry fur babies! I currently have a full time job in Crystal Lake but I’m happy to flex my time to make space in my schedule for any needed pet care. I'm an active, driven individual with a big heart who loves animals of all kinds :) I'm a vigilant, passionate caretaker who provides love and attention to detail wherever I am - at home, in other homes or out in public.

Sitter Profile Image: Natalie M.
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Natalie M.
from
$23
per visit
5.0 out of 5 stars
50 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: Nicole N.
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Nicole N.
from
$18
per visit
15 years of experience
Woodstock, IL, 60098

About: I have worked with, raised, rescued, and rehabilitated many cats and dogs in my 24 years of life since I was 8 years old. I am very comfortable with any kind of pet and their quicks that make them, them! From behavioral, to puppies/kitties, sick or need medication, separation anxiety, potty training, general cleanliness, bathing/nail clipping, you name it I’ve done it! I am currently in school for my bachelors in Nursing and work FT overnights at an assisted living home. So I am really only looking for some boarding on my weekends off and evening work :) I care for them like I care for my own! I currently have a disabled tripod at home and I often go on 3-4 hr cycles with her and does great! Always very attentive, alert, refilling water when needed, plenty of walks and playtime, cuddle time, and a fixed feeding schedule. And always making for cleanliness to tidy up. And if needed, extra bath and grooming time! I will definitely make sure your money is worth if you hire me! :)

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 has been dependable and taken great care of my animals. She keeps me up-to-date on their well-being. I plan to continue using her services!

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Donna S.
Sitter Profile Image: Tatum A.
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Tatum A.
from
$17
per visit
5 years of experience
Lake in the Hills, IL, 60156

About: I've loved dogs my whole life and have owned three of my own, giving me firsthand experience with their daily care, exercise, and companionship. In addition to caring for my own pets, I've looked after dogs and cats for family members, friends, and neighbors. I also have cared for two mini doodles for several weeks over the past few summers, along with the families pet lizard and guinea pig. Additionally, I regularly volunteer at a local animal shelter, where I walk and play with dogs of all sizes and help feed and socialize cats. I genuinely enjoy spending time with animals and am committed to making sure they feel safe, comfortable, and well cared for while you're away. I am currently working part time, so I will have plenty of time to check in on your pets throughout the day! I can also take your dogs out for walks, multiple times a day if needed. I will follow instructions you leave to make sure I am giving your pets everything they need. I have no problem taking dogs to dog parks or for long walks depending on their needs.

Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$32
per visit
4.9 out of 5 stars
47 reviews
19 repeat clients
30 years of experience
Woodstock, IL, 60098

Very good and thorough care. Communicated well and often. Highly recommend!

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Christine H.
Sitter Profile Image: Olivia P.
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Olivia P.
from
$23
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Woodstock, IL, 60098

About: I’ve cared for dogs all sizes, and would love to share love with yours also! I have a 1 year old pup, and he has been the greatest joy in my life as I do not have any children of my own. Only the best food and treats for him and I would do the exact same for your pup as well! I work from home from 9-5. I can come for an early walk or late walk on weekdays. Also I am available all day on weekends! I accept same-day bookings, and I can take your dog for a walk around your neighborhood or even to a dog park if there’s one close by. Or if you’re more comfortable with just having an at home visit, I’m fine with that too.

Sitter Profile Image: Rachel R.
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Rachel R.
from
$20
per visit
4.6 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
McHenry, IL, 60050

Rachel did a great job!

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Mark P.
Sitter Profile Image: Toby K.
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Toby K.
from
$25
per visit
1 repeat client
40 years of experience
Woodstock, IL, 60098

About: I’ve had pet dogs most of my life. I take care and watch family and friends dogs and cats often. I currently have a cat and had a pet dog for 8 yrs. I’m new on Rover, which is why I don’t have any reviews yet. I do have lots of experience around dogs and animals. I love being around dogs. I’ve had my own yard care business for 8 years now. I’m responsible and reliable. I enjoy being around animals especially dogs. I look forward to meeting your pet! I can give attention at all hours to each pet. I can take dogs out for bathroom breaks when ever they need it. I can administer medication by mouth.

Sitter Profile Image: Lilli G.
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Lilli G.
from
$25
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
McHenry, IL, 60050

Lilli and Zachary were wonderfully responsible care takers for our dog and home. Lilli is a prompt, kind, and excellent communicator. Our meet and greet went well, and I could immediately sense we could trust this nice young couple. They provided wonderful care for our 10 year old dog who had never been left alone before (we always had other dogs and in-home overnight care). Initially our dog was a bit shy, according to Lilli, but she ultimately warmed to them and they became fast friends. Lilli’s reports were detailed complete with pictures. I would highly recommend Lilli and Zachary!

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Ellen M.
Sitter Profile Image: Lauren I.
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Lauren I.
from
$16
per visit
15 years of experience
McHenry, IL, 60050

About: I’ve had doggos my whole life and have been entrusted by friends/neighbors to take care of theirs since I was a kid! My family calls me Snow White because I’ve never met an animal that hasn’t liked me (it’s true). I’ve always loved animals of all kinds, but dogs hold a special place in my heart. I’d be honored with the trust of walking/checking in on your furry friend! *If weekends are needed, please ask upon booking!* I blocked due to my job, I’m a full-time real estate agent, but I’m able to have some flexibility. I’d be available earlier in the mornings and mid to late afternoon’s most days, but that could be subject to change depending on the day. When you book, I’ll be able to provide times with certainty, but I’d be able to walk and/or drop in up to twice a day during the week. I’ll treat your home and animal(s) as if they’re my own! I always make sure the animal(s) have enough fresh water, food (according to the feeding routine that’s given), and play time! If the animal(s) make a mess, I have no issue tidying/cleaning as needed. I’ll never leave without ensuring that the animal(s) are where they’re instructed to be, if applicable, and will always make sure your doors are closed/locked when I leave.

Sitter Profile Image: Mary S.
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Mary S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
23 years of experience
Woodstock, IL, 60098

About: I have had pets my entire life and have taken care of everything from newborn puppies to senior dogs, who need extra love, patience, and care. This includes dogs who were both blind and deaf. I have experience with dogs of all sizes from chihuahuas to Chows. In my most recent years, I have acquired multiple cats and have gained a clear understanding of these wonderful, funny animals. Pet care will be done around my full time job. I have a set schedule of 8-4:30 Monday through Friday or Tuesday through Saturday. I will be able to provide care before and after work, as well as on weekend days I do not work. I currently am only available for work in an owner's home. I will walk, feed, play with and clean up after pets as close to their usual schedules as possible. Pets will have to be able to be left alone during my regular working hours but care will be provided before and after those hours. I am willing to administer non-injectable medication.

Sitter Profile Image: Alphonse L.
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Alphonse L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
17 reviews
6 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: Christine M.
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Christine M.
from
$25
per visit
5.0 out of 5 stars
28 reviews
5 repeat clients
30 years of experience
Wonder Lake, IL, 60097

A first rate job taking care of my elderly cat. She was fed exactly on schedule and her dietary considerations were met as directed. My pet was played with, cuddled and visited by a conscientious and kind caretaker who I felt confident was respectful of my property. Chris is a treasure.

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Victoria S.
Sitter Profile Image: Elisabeth B.
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Elisabeth B.
from
$19
per visit
2 years of experience
Wonder Lake, IL, 60097

About: I’ve had dogs in my household my whole life. I am friendly, reliable, and able to take care of dogs in need of some exercise or some belly rubs. I used to train horses so taking care of dogs is nothin! I am a college student home for the summer and am available most days except Saturdays. I am also pretty flexible so whatever you and your pet need I can help with. Just looking to walk dogs and house sit at your home so I don’t have much equipment, but whatever materials you provide I can work with and take great care of your pet!

Sitter Profile Image: Leah A.
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Leah A.
from
$13
per visit
5 years of experience
Huntley, IL, 60142

About: I would take my dog out for walks everyday since I was 13 and would make sure she was cared for, played with, and properly groomed I am currently working two jobs part-time, but I am often available to walk dogs (morning, day or afternoon) or cat-sit in my free time. In my home, we make sure our cats are fed at least twice a day and we scoop their litter everyday. When we had my senior dog, we would let her outside often to get some exercise and would bathe her at least once a month when she got dirty.

Sitter Profile Image: Ava P.
Verified Enhanced Background Check
Ava P.
from
$14
per visit
6 years of experience
McHenry, IL, 60050

About: I’m different from other sitters because I go above and beyond for the families trusting me with their fur babies! I have 6 years of experience with taking care of homes and animals: I am a college student and part time nanny. I baby sit on Tuesdays Wednesdays and Thursdays 9-430 so those two days are unavailable unless you are okay with your pet waiting 8 hours to be let out. I make sure dogs are being let out every 4-8 hours. I will be sure to be changing water bowls and follow the owners feeding schedule. I’m pretty laid back so I love just cuddling with dogs and cats while watching tv or doing homework! I am honored to be trusted by families to take care of their homes and pets

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.
Sitter Profile Image: Katie S.
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Katie S.
from
$30
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
17 years of experience
Woodstock, IL, 60098

Katie was great, and got our anxious boy to allow her to pet him! She was great with communication and letting me know what was up.

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Linda M.
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The median cost per visit for dog sitting in Woodstock is $20

Dog parents share their Rover experiences - Woodstock

1 / 1
5.0 out of 5 stars

Such a good sitter. She even took my dog to run around multiple times which is something I can’t do. Cielo was very knowledgeable about Piccolos breed and did so good with him. I definitely will be booking again!

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Breshea C.
Drop-In Visits
5.0 out of 5 stars

Krysta came and met Kali in advance. I immediately felt at ease after meeting her. She sent daily check ins with photos and all was well when I got home from my trip. Highly recommend!

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Linda F.
Drop-In Visits
1 / 1
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  • 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?

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  • 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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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Sitters in Woodstock average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Woodstock

Frequently asked questions about Rover

The average cost for Dog Sitting in Woodstock on Rover is $17.12 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 2,360 sitters on Rover offering Dog Sitting across Woodstock. 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 Woodstock 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Woodstock choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Woodstock with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 96% 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.

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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