Dog Sitting Woodstock

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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: Olivia H.
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Olivia H.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
24 years of experience
Harvard, IL, 60033

Olivia was absolutely wonderful while we were away! She dropped in twice to let our dogs out, feed them, and make sure they were well cared for. She treated our home with so much respect and care, truly like it was her own. One of our favorite parts was all the beautiful pictures she took of the dogs while we were gone, it gave us so much peace of mind and made us smile seeing how happy and comfortable they were. You can really tell she genuinely cares about animals.

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Michael C.
Sitter Profile Image: Katrina M.
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Katrina M.
from
$17
per visit
22 years of experience
Crystal Lake, IL, 60014

About: Animals have been a huge part of my life since I was young! I’ve had 5 dogs growing up and one of my very own into adulthood. I’ve also had 11 snakes, a guinea pig, and fish. I also currently have two of the best black cats in the world named Jasmine and Ozzy. I’ve pet sat since I was a young teen for family and friends. I have experience as well giving medications including insulin shots. I also have two of my own children and have a ton of experience with care and I’m so excited to meet your fur babies! I’m currently going to school for Respiratory Therapist! I am in person Monday and Wednesday from 8-5 but besides that I am free! I customize your pets experience to their owners requests and pets needs! Your fur babies will always get the most love and care. If your dog loves outdoors then I will spend time with them outside. If they love to just be cuddled with and a good belly scratch then I can provide that! I want to make your animals feel safe and loved!

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: Nikitha R.
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Nikitha R.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
9 years of experience
West Park, Algonquin, IL, 60102

About: Hi there! I am so excited to finally be making my pet-sitting official with Rover. I am still new-ish to the area after having moved back in with my parents a little less than a year ago (originally from New Jersey, then moved to California for college and work). I have had the pleasure of taking care of my family dog (Winnie the Cavapoo) since we got her 9 years ago. Hanging out with her is one of my favorite things to do, and she truly makes each day better with every walk we go on and every cuddle we share. I've also gotten to dog-sit for some of my best friends and locals while I was in college, and it really helped me whenever I was missing my Winnie girl! My only hope is to provide you with peace of mind that your pup is in good hands with me! My schedule is pretty wide open and flexible! If there is a time/day on my schedule that looks unavailable, message me and I'll see if I can move things around to make it work (as I share a car with a family member). If you need me to come over and pet-sit at your home, I will respect all the rules you provide me with so you are comfortable with having me in your home while I watch your fur baby. Please let me know in advance to your booking if your pet is allowed on furniture, or in certain areas of your home, and what/where are absolute no-go's, so I can remember to keep them away from those areas. If you use a crate with them, please let me know how you use it with them - if they must be crated the entirety of time while indoors aside from meal and potty times, or if for certain periods of time. If you have a backyard that is fenced and secure, I am comfortable with letting them of their leash (if you permit it) so they have free reign to run around, but if it is not an enclosed space, I am not comfortable letting them off their leash, even if they are trained perfectly - just want to be safe and take all the precautions I can to make sure they are safe while with me!

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: Jessica D.
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Jessica D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
25 years of experience
Marengo, IL, 60152

Jessica is great with the drop-in visit's while I was out of town! Arrived on-time and sent a card with Blizzard's picture to let me know how he was doing. Would definitely use her again!!

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Joe B.
Sitter Profile Image: Mary H.
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Mary H.
from
$20
per visit
5.0 out of 5 stars
106 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: Eve T.
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Eve T.
from
$18
per visit
5 years of experience
Crystal Lake, IL, 60012

About: I’ve cared for dogs for over 5 years and truly love being around animals. Friends, neighbors, and family have trusted me to walk, feed, play with, and check in on their pets while they’re away. I’m responsible, attentive, and make sure every dog feels comfortable and cared for. Whether your dog needs a walk, playtime, or just someone to keep them company, I treat every pet like my own and prioritize their safety and happiness. 🐶 💕 I’m currently in flight training, but other than flying for a few hours a week at the airport, I am available to care for your pets! With a lot of availability every day of the week, I have the flexibility to provide your pets with time and extra special care and attention! Your pet’s safety, comfort, and routine are my top priorities. When taking care of a client’s pets, I always follow the owner’s normal schedule for feeding, walks, and playtime—routine and genuine care are key! I’m attentive and patient to ensure each pet feels comfortable and well cared for while you’re away. I’m happy to stay with your pet as long as you’d like during visits so they get plenty of attention and TLC! 🤗 I also love sharing regular photo updates so you can see how your pet is doing and feel happy and comfortable while you’re away :)

Sitter Profile Image: Emilia M.
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Emilia M.
from
$20
per visit
9 years of experience
McHenry, IL, 60050

About: Ive been around dogs all my life, whether that be family dogs or neighbors dogs that I would visit all the time and watched grow up, I’ve had 3 dogs in the last 10 years and currently have a working breed puppy under 1 year old. I’ve been doing all of her training at home and have been teaching basic skills to my pets for 9+ years! I work full time from 7-2 Wednesday through Sunday, I’m available for sitting, walking, and if your dog is dog friendly I can take it and my puppy to any nearby dog park/ open field (with long leads) and let them burn off some steam! Have any weird quirks when it comes to your beloved pet? I’ll gladly work with anything you may throw at me! I’d love to help keep your pet entertained and exercised whenever you need a helping hand! I have a couple of snuffle mats I can bring by if your pup needs a little extra enrichment!

Sitter Profile Image: Jessica W.
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Jessica W.
from
$15
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
McHenry, IL, 60050

We had such a wonderful experience with our dog sitter! She took amazing care of our dogs and made us feel completely at ease while we were away. She was reliable, caring, attentive, and kept us updated, which gave us so much peace of mind.

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Eka P.
Sitter Profile Image: Bradley M.
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Bradley M.
from
$20
per visit
8 years of experience
Woodstock, IL, 60098

About: From long walks, to extreme belly rubs, I’ve done it all. As a former dog owner of 8+ years, I know firsthand that pets are family. I’ve cared for pups of all sizes, ages, and temperaments, from high-energy adventurers to senior snugglers who just want a cozy spot and some quiet company. Whether it’s long walks, playtime in the yard, or sticking to a precise feeding and medication schedule, I treat every dog with the same level of love, patience, and attention I give my own. I’m attentive to each pet’s unique personality and needs if your dog loves fetch at sunset or needs a little extra encouragement to take their meds, I’ve got it covered. You can count on consistent communication, detailed updates, and (of course) plenty of photos during our time together. I’m here to make sure your pup feels safe, happy, and at home even when you’re away. Let me know what makes your pet special, and I’ll make sure they get the personalized care they deserve! Pet care is a natural part of my daily routine whether it’s morning walks, playtime, or feeding, I always make sure pets get the attention and care they need. I thrive on creating a structured yet fun schedule that keeps dogs happy, healthy, and loved every day. I work from home and can be extremely flexible in between meetings or tasks so the pet comes first! To ensure a safe environment, I make sure windows and balconies are securely closed or have pet-proof screens. I also create a designated play area where pets can enjoy themselves without accessing unsafe spots or hazardous items. Along with providing plenty of safe, non-toxic chew toys, I keep their focus on fun, ensuring they’re entertained and not tempted to chew on furniture or anything harmful.

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: Christine M.
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Christine M.
from
$25
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
30 years of experience
Wonder Lake, IL, 60097

Christine has been a favorite Rover representative for us. We are a repeat customer of hers and will continue to call upon her care whenever able. Her sincere concern and care of our shar pei, Tricksy, has been of great relief to us. Christine’s communication is consistent and informative. We feel confident in leaving our unique 10-year puppy with her every time and can recommend her (with enthusiasm) to others.

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Kate T.
Sitter Profile Image: Kaylee H.
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Kaylee H.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Genoa City, WI, 53128

Kaylee is great to work with; I've had no issues with her all the visits she’s made to take care of my cats. She’s quick to respond and doesn’t miss any scheduled visits. I recommend her as your local pet sitter.

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Chuck C.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$30
per visit
5.0 out of 5 stars
8 reviews
20 years of experience
Crystal Lake, IL, 60014

About: I am an animal lover, through and through. Dogs, cats, hedgehogs, birds… you name it. I treat my guest animals like my own and love on them as much as possible. I enjoy taking cute portraits of the pets in my care and I send lots of photos and written updates. I currently have a female Aussie/Pit mix, currently fostering a female Blue Doberman, and have had Doberman Pinschers in the past from puppies through old age until the rainbow bridge. I’m patient with puppies and elderly animals. I check to see which commands they know and how they have been trained to keep them consistent in my care, and have experience administering medications to them. Before joining Rover, I frequently dog and cat sat for friends and family. I am currently fully remote and based at home. I have a lot of flexibility to accommodate your pet’s schedule and needs. My schedule may change in the future but I will update my info when that happens. I have one female 7 year old Aussie/Pit Mix and occasionally foster Dobermans through Illinois Doberman Rescue Plus. I have a spare bedroom to host guest animals with any bedding and belongings but during the day they are with me, within line of sight in my home. My yard is fenced (4ft) and only two steps to the yard from the door. There are no children living in my home. I live is a quiet neighborhood and can go for walks as needed.

Sitter Profile Image: autumn z.
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autumn z.
from
$25
per visit
5.0 out of 5 stars
53 reviews
13 repeat clients
6 years of experience
Crystal Lake, IL, 60014

Autumn was wonderful and all four of our pups, even our shy one warmed up and felt comfortable around her immediately. Autumn was in regular communication and sent some great photos and feedback on all of our girls after her visit. We’ve never had anyone except family members care for our girls and felt at ease after meeting Autumn and thought she did a wonderful job. We plan to book boarding with her and some additional drop in visits as well. Very happy and would recommend.

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Kyle L.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
McHenry, IL, 60050

About: I have 20 years of experience caring for young and old, big and small dogs! I have volunteered at The Almost Home Foundation, walking dogs throughout all seasons, and I volunteer at Young at Heart Senior Pet Shelter caring for senior pups. I have plenty of experience administering medication, brushing, bathing, and creating homemade dog food with love. I currently have a high energy Vizsla, and have had 2 senior pups. I work best with non-aggressive dogs. I don't mind high energy and excitement as I am very used to that. I can't wait to meet your perfect pup! I available weekday early mornings, lunchtime, and evenings and I am very available on weekends! Looking forward to chatting more with you about your pup I currently have a 7 year old Vizsla who needs plenty of exercise and attention. Her days consist of walks, and tons of backyard sprinting! She gets a lot of homemade food and is a great snuggler. I recently lost a 14 year old senior who was more laid back and enjoyed outdoor sunshine and sniffs, she also was very spoiled with special meals. I can adapt to almost any pup personality and provide what they need! Whether that is some alone time and space or tons of hugs and kisses.

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: Ripley T.
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Ripley T.
from
$15
per visit
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.

Sitter Profile Image: Colleen R.
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Colleen R.
from
$19
per visit
30 years of experience
Woodstock, IL, 60098

About: I have experience with dogs of all ages, I am comfortable administering medication orally or injections. I am the friend that dog sit for others while they were away knowing their fur babies were loved and taken care of every time. I have experience with reactive dogs as well as pups on the anxious side. I love all animals, just say the word and I will make sure whatever you need gets done! I have an open schedule and can work around whatever you need. I have a part time delivering jobs and I set my own hours and plan on working around other's schedule. I have a fenced in yard and have space to crate your dogs here if needed. I am open to coming to your house, will take on walks or stay home to play if that's not their things. I prefer to go to client's homes but can make anything work!

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The median cost per visit for dog sitting in Woodstock is $21

Dog parents share their Rover experiences - Woodstock

1 / 1
5.0 out of 5 stars

Kyla did a great job with my three dogs. She was right on time and provided great communication about the visit including pics and a video.

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Katherine B.
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
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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
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Popular requests for dog sitting - Woodstock

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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 $22.2 per visit (as of September 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 September 2026, there are 2,183 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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