Dog Sitting in Oswego

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

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Top rated Oswego dog sitters

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: Meaghan S.
Verified Enhanced Background Check
Meaghan S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
Mililani-Waipio-Melemanu, Montgomery, IL, 60538

Our normal cat sitter had a family emergency and canceled our reservations. Meaghan was willing to help us on short notice. She did a fantastic job. We received daily updates and pictures. We had added a bunch of extra chores for her, one of the cats needing medication as such. She even kept up with vacuuming up the tiny bits of food that can tend to be thrown around when the cats eat. We came home to relaxed kitties and a clean house. We intended to contact her first if we ever have the need. Highly recommend!

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Steven M.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$18
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Yorkville, IL, 60560

Alexandra was amazing with our dog. She gave so many updates, was responsive to all of my messages, and made me feel so comfortable leaving Max at home where he prefers to be. We will definitely rebook Alexandra the next time we need a dog sitter.

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Jessica S.
Sitter Profile Image: Nancy A.
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Nancy A.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
35 reviews
8 repeat clients
25 years of experience
Oswego, IL, 60543

Excellent. Trustworthy. Responsive and communicative. Well done.

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Steven P.
Sitter Profile Image: Ace A.
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Ace A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
6 years of experience
Oswego, IL, 60543

About: Ace Avelis (He/Him)- I've had a passion for animals for as long as I can remember, whether they're furry, scaly, or somewhere in between! Growing up with animals of all kinds taught me how to care for all kinds of personalities, from playful pups to laid back loungers. I truly love pets of every kind and would be honored to meet and care for your precious companion! As I work toward a degree in animal behavior, I also care for pets full-time in order to pursue my passion. I’m proud to offer high-quality, attentive care, including overnight stays and 24-hour companionship for pets who prefer not to be alone. I take the time to really get to know each pet and what makes them feel safe, happy, and loved. Whether your furry friend is shy and needs a gentle approach, or bursting with energy and ready to play, I’m here for it! I always come prepared with the essentials like a backup leash, waste bags, and owner-approved treats. And if your pet loves to cuddle, my lap is always open for snuggles and companionship.

Sitter Profile Image: Natalia C.
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Natalia C.
from
$20
per visit
1 repeat client
14 years of experience
Montgomery, IL, 60538

About: I have over two years of experience as a veterinary assistant, providing compassionate, reliable care for pets of all temperaments and needs. I can assist with daily care such as walking, feeding, playtime, grooming, and cleaning, as well as advanced medical care including administering medications (pill, liquid, and injectable), feeding tube support, and subcutaneous fluids. I also previously volunteered at a humane society, where I helped socialize, feed, and care for adoptable pets. I’ve worked with everything from anxious dogs to “spicy” cats and always strive to make pets feel safe, comfortable, and loved. As a lifelong animal lover, I have been caring for pets since I was young and currently have four cats of my own—Zora, Mara, Fae, and Jinx. Caring for my own pets has strengthened my understanding of the patience, attention, and trust that pet parents value most. I would love the opportunity to provide that same level of care and compassion for your furry family members. I currently work full-time as a veterinary assistant, but I always make time to provide attentive care for your furry family members. I am typically available 4–6 days per week and keep my schedule updated regularly. If you have any specific requests or scheduling needs, feel free to message me directly—I’m happy to accommodate whenever possible! I will care for your furbabies with kindness, respect, and attention to their individual needs. I work closely with pet parents to understand each pet’s temperament, routines, and boundaries while providing a safe, stimulating, and comfortable environment. I also keep homes clean, monitor pets during walks and visits, and communicate any concerns or unusual behavior to ensure the best possible care and a trusting relationship with every client.

Sitter Profile Image: Erin D.
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Erin D.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Plainfield, IL, 60585

About: I’m a dedicated and reliable pet sitter with over 15 years of hands-on experience caring for dogs of all breeds, ages, and temperaments. I provide patient, loving, and attentive care, always treating each dog like my own and making sure they feel safe, happy, and well cared for. I currently work full time from home five days a week, which allows me to give your dog consistent attention throughout the day. Your pet will be cared for in a calm, safe, and loving environment while you’re away, with plenty of companionship and comfort. I have a have back yard, it is unfenced so your dog will be walked when they go outside and I have one 14-year old black lab.

Sitter Profile Image: Cameron T.
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Cameron T.
from
$17
per visit
5.0 out of 5 stars
1 review
10 years of experience
Oswego, IL, 60543

Cameron had great communication and was very attentive towards Holstein during her check-ins. Made my cat’s first sitter experience a positive one!

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Jhudanne F.
Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$17
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Aurora, IL, 60506

About: I am reliable, attentive, and genuinely love animals. I make sure pets feel safe, comfortable, and cared for while their owners are away, and I always follow routines and instructions closely. I am currently at home for the summer from college and pet care fits easily into my routine, allowing me to provide consistent attention, exercise, feeding, and companionship throughout the day! I care for pets by following their normal routines, including feeding, walks, playtime, and cleaning up after them. I make sure they feel comfortable, safe, and well cared for whether I’m in my home or my client’s home, and I always respect specific instructions provided by the owner.

Sitter Profile Image: Elena M.
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Elena M.
from
$17
per visit
10 years of experience
Yorkville, IL, 60560

About: I’ve grown up with dogs my entire life; big medium small. I have always been able to create connections with furry friends by giving them lots of love and attention. I’m very attentive when it comes to taking care of senior dogs and their needs. As well as being just as playful as puppies are. I’m currently on summer break before I go to college to become a pediatrician. This being said, my schedule is very available for a long while! For my dog at home, I treat her like family! I walk her daily, feed her twice a day, and give her snuggles and lots of love. I take her outside in the backyard about every hour in the fenced in backyard and she’ll run around and go nuts chasing her ball, and running after rabbits.

Sitter Profile Image: Karen J.
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Karen J.
from
$24
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
15 years of experience
Aurora, IL, 60505

Karen was great with my pup, would rebook!!

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Jessica B.
Sitter Profile Image: Sandra C.
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Sandra C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
57 reviews
13 repeat clients
14 years of experience
Aurora, IL, 60504

We were very happy with Sandra taking care of our pet. She was a perfect, kind and efficient pet sitter. I highly recommend Sandra. While away from our fur baby, we felt very comfortable knowing he was being lovingly cared for by Sandra.

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Denise B.
Sitter Profile Image: Carly C.
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Carly C.
from
$40
per visit
4.8 out of 5 stars
11 reviews
2 repeat clients
17 years of experience
Oswego, IL, 60543

Carly is super sweet! This first meeting was a meet and greet- more for our GSD to get to know Carly. Carly was on time and was so relaxed meeting our pup that Mella sat on her feet within minutes and actually fell asleep while Carly was there. I look forward to having Carly as our go-to sitter moving forward.

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Sujata G.
Sitter Profile Image: Vanessa A.
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Vanessa A.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
25 reviews
5 repeat clients
1 year of experience
Aurora, IL, 60505

About: I've taken care of dogs for over a year. Friends and family always come home to a happy pooch! I'll also ensure your fur babys wellbeing by providing appropriate food and water. Caring for pets is part of my daily routine, not just a side task. I am available full-time during the week to ensure your fur baby receives dependable, loving, and structured care. I have a fenced yard were your fur baby can run and play. If your fur baby needs assistance with medication you can ensure I will be there to make sure their medication is taken on time.

Sitter Profile Image: Dawn N.
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Dawn N.
from
$25
per visit
5.0 out of 5 stars
78 reviews
26 repeat clients
25 years of experience
Aurora, IL, 60506

First time using a sitter for my dog Roxi. Having Dawn help me with her care allowed me to enjoy a wonderful night with my family. I’ll be using her again when the need arises! She’s great ??. Thank you Dawn

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Kathy M.
Sitter Profile Image: Lauren G.
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Lauren G.
from
$20
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
Montgomery, IL, 60538

About: I've taken care of dogs and cats for about 10 years. I have professional experience caring for dogs of all shapes and sizes in a dog daycare, and as a dog trainer. I am currently working as an adjunct college instructor, so I have periodic points throughout days and weekends that I can visit dogs for walks, potty breaks, and play time. My approach to pet care and training is based around Grisha Stewart's approach. I believe establishing trust, positive reinforcement, and providing healthy mental and physical exercise according to your dog's individual needs is the best approach to keeping a happy companion.

Sitter Profile Image: Emma B.
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Emma B.
from
$20
per visit
15 years of experience
Oswego, IL, 60543

About: I treat every pet like my own. I’m reliable, attentive, and make sure your animals feel safe and loved while you’re away. I also keep owners updated so you always have peace of mind. I am available Monday through Sunday! 6am-10pm. I spend 1 hour with your pet with each drop in and walk. I also send updates to pet parents on their furry friends! I ensure each dog has had a minimum of 30 minute walk, Your pet’s safety and comfort are always my top priorities. I provide attentive, responsible care and follow each pet’s routine closely to create a calm, stress-free environment while you’re away. For safety reasons, I do not allow strangers or other people to pet dogs during walks, helping prevent stress, unwanted interactions, or potential accidents for your dog, myself, and others in the neighborhood. I stay alert on walks, use secure handling practices, and make sure every pet is protected and cared for at all times. You can trust that your animals will be treated with patience, love, and the highest level of care.

Sitter Profile Image: Raven B.
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Raven B.
from
$19
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Montgomery, IL, 60538

About: I have grown up around animals since I was small. Dogs, cats you name it! I’ve been around dogs of many sizes from chihuahuas and shitzus to pitbulls and akita’s! I know you care so much about your fur babies and I will make sure they are happy and loved while you’re away. :) I am currently working part time but I am willing to make this a full time job and if so I will be available any day at any time!! I have 4 cats and a dog, all of which are very friendly! They get along with almost any animal they meet. My dog loves to meet new playmates and will enjoy every second of it.

Sitter Profile Image: Lynette M.
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Lynette M.
from
$22
per visit
5.0 out of 5 stars
48 reviews
10 repeat clients
35 years of experience
Oswego, IL, 60543

Lynette did great with my puppers, Jackson, when I needed a dog walker in a pinch! Sent lots of pictures and took him for a nice stroll! Thanks so much for your help!! I will be rebooking!! 😊

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Conor S.
Sitter Profile Image: Cindy N.
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Cindy N.
from
$19
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
Oswego, IL, 60543

Cindy was sweet to accept my booking with short notice when I had to go out of town at the last minute and even offered to do a meet and greet. She was great with my dog and sent pictures at every visit.

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Debbie S.
Sitter Profile Image: Alicia A.
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Alicia A.
from
$15
per visit
4.3 out of 5 stars
8 reviews
1 repeat client
10 years of experience
oswego, IL, 60543

About: I have grown up with dogs, big and small, from boxers to terriers! I grew up in a house where my family breezed boxers. I now have my own 4 year old boxer who is full of energy and very loving! I would love to help with your dogs too! Any requests you have I will make sure they are fulfilled, any special needs will be met. Most of all your dog will have fun and enjoy the time I spend with them! (and what’s better than a happy pup?) I am precise with time and amazing at meeting the needs of the lucky dog in your life! I hope you can consider me to help you take care of mans best friend! Thank you!! I work a full time job but it is remote 90% of the time which is why I love to multi-task & spend time with pups! I always spend as much time with your pups as possible and as much as they will allow me! Making sure they are happy, not hungry, and receive all the pets they deserve!

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Oswego dog parents share their Rover experiences

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5.0 out of 5 stars

Emma did an excellent job caring for our dog Dante! She was great with him and was very attentive to his needs and well-being. We were very happy with the service she provided our family in taking care of our Dog.

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Brandon D.
Drop-In Visits
5.0 out of 5 stars

Lauchlan, we can't thank you enough for coming by and being so flexible with the dogs! I hope they were no problem! We appreciate you and so happy all seemed to work out.

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Robin N.
Drop-In Visits
5.0 out of 5 stars

Roger was outstanding with my pup. He was gentle and kind with each visit. I will certainly use Roger again

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Debora D.
Drop-In Visits
5.0 out of 5 stars

Balbina is the best dog sitter ever! She’s incredibly attentive and always goes above and beyond to accommodate last-minute requests. She’s truly a lifesaver!

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Kailene F.
Drop-In Visits
5.0 out of 5 stars

Sarah was timely and followed the few instructions that I had for Luna and she sent me a few photos. Thank you

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Cherise H.
Drop-In Visits
5.0 out of 5 stars

Alyssa is such an amazing sitter and caregiver! My 6 month GSD/Malinois mix is very energetic and can be a handful as he learns his commands and works through training but that didnt mind Alyssa! She helped reinforce his trainings during her time with him and although it took a few, he became acclimated to her and listened. Alyssa must be an animal whisperer! I am so happy we have found our "go to" sitter for Jefe! I cannot thank you enough as its very difficult for me to leave my little babes. You make it easy! ❤️

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Amy N.
Drop-In Visits
5.0 out of 5 stars

Jaidyn was very responsive and gave both our animals lots of love even though it was last minute! Highly recommend her!

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Angel R.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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  • Reservation protection

    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Oswego dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Oswego.

Rover makes it easy to find Oswego dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.