Pet Sitting in Oswego

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Oswego pet 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: Phoebe C.
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Phoebe C.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
126 reviews
37 repeat clients
20 years of experience
Oswego, IL, 60543

I am so happy with our experience :) took a week long trip out of state and our regular sitter was unavailable, so you can imagine the anxiety! Phoebe was very communicative and provided amazing photos of my babies while gone that made me feel so at ease with her caring for them :) 11/10 do recommend!

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Stephanie H.
Sitter Profile Image: Emma C.
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Emma C.
from
$15
per visit
5.0 out of 5 stars
2 reviews
18 years of experience
Oswego, IL, 60543

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.
Sitter Profile Image: Roger C.
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Roger C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
41 reviews
13 repeat clients
18 years of experience
Montgomery, IL, 60538

Our pups loved there timenwith Rog, even if just for walks. He stayed in touched with pics and communication, which kept the Wife at ease. He's definitely invited to the cookout as Family. Also will be the 1st call for future plans. Pet knowledgeable and makes them feel like Family. 10✨️✨️✨️✨️✨️

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JaQuere W.
Sitter Profile Image: Lauchlan J.
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Lauchlan J.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
50 years of experience
Oswego, IL, 60543

Lauchlan was fantastic! She sent thorough daily reports and photos of her drop-in visits with our cat. I looked forward to each one and loved hearing that he got along so well with her. She was on time, respectful of our property, and followed instructions perfectly. I would absolutely book with her again next time we need a pet sitter!

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Jen W.
Sitter Profile Image: Balbina K.
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Balbina K.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
67 reviews
24 repeat clients
35 years of experience
Oswego, IL, 60543

Balbina was patient with Jackson as this was their first time meeting and my dog was a little hesitant! Thank you so much for taking care of my boy when I was in a bind!!

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Conor S.
Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
391 reviews
188 repeat clients
15 years of experience
Montgomery, IL, 60538

About: I loved animals all my life! I have fostered and adopted cats and dogs for over 10 years. I work from home and I am in tune with my animals and understand their needs. I have a two story home about 2300 square feet and a half acre fenced in yard for activities. Your pet will be welcome as an honorary member to my pack. For the privacy and safety of my family and the pets in my care, I do not offer tours inside my home. I am happy to provide photos, videos, and answer any questions before booking. Communication & Updates I know how important it is to feel connected while you’re away. I provide a daily update with photos each evening (typically between 5–9 PM) so you can see how your dog’s day went. If you’d ever like a quick check-in during the day, you’re always welcome to message me and I’ll respond as soon as I’m available. Because I focus on hands-on care for the dogs in my home, updates are typically sent once daily rather than throughout the entire day. I currently work from home and have a pretty flexible schedule in order to meet pet care needs. If you have a specific schedule, please include it in your reservation so I can accommodate your best needs. I have a large fenced in yard, great for a high energy pack. I can also crate your dog, and I am very accommodating to their normal routine. *I secure each dog for feeding due to allergies and/or medications. *Important to also note, I will have to secure animals while I am performing another meet and greet or if an animal is arriving/departing from my home. *Please show proof of vaccination records and preventative medications like flea, tick, and heartworm before boarding. For the privacy and safety of my family and the pets in my care, I do not offer tours inside my home. I am happy to provide photos, videos, and answer any questions before booking.

Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
46 reviews
11 repeat clients
40 years of experience
Yorkville, IL, 60560

Carol is great! She is great at communicating and I love all her pet knowledge! Highly recommended!

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Jarred H.
Sitter Profile Image: Jessi D.
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Jessi D.
from
$25
per visit
5.0 out of 5 stars
61 reviews
13 repeat clients
15 years of experience
Oswego, IL, 60543

Jessi has been awesome letting the pups out. She always sends a lot of pictures and information on how the dogs are doing. We have used her multiple times and will continue to use her

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Cody C.
Sitter Profile Image: Leo M.
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Leo M.
from
$35
per visit
4.3 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Oswego, IL, 60543

Leo love animals and was very good to our dog and cat! I highly recommend him!

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Travis S.
Sitter Profile Image: Samantha G.
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Samantha G.
from
$20
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
21 years of experience
Oswego, IL, 60543

Samantha did a great job of taking care of our almost 11 year old Zeus! We had some drop in visits and Samantha sent us notes and photos of her time with Zeus. We were very happy and highly recommend.

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Dawn D.
Sitter Profile Image: Shelley M.
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Shelley M.
from
$16
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
30 years of experience
Oswego, IL, 60543

Shelley was great! She kept me updated and my pup likes her. Definitely use her again.

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Jarred H.
Sitter Profile Image: Caitlin H.
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Caitlin H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
57 reviews
9 repeat clients
10 years of experience
Plainfield, IL, 60585

Caitlin was great!!!! My dog, Rodgers, loved her and her belly rubs. My booking was also VERY last minute so very thankful she was able to help with such short notice and on a Holiday! Will be using her every time we need a dog sitter 🥰

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Patricia O.
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: Erin A.
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Erin A.
from
$30
per visit
5.0 out of 5 stars
323 reviews
98 repeat clients
20 years of experience
Oswego, IL, 60543

Erin is great. One of the cats gets anxious when we leave and had a couple of accidents outside the litter box. Erin was so kind and understanding. She is the best. I feel so at ease watching my babies. I would highly recommend Erin.

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Tammy J.
Sitter Profile Image: Ally R.
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Ally R.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
73 reviews
31 repeat clients
7 years of experience
Aurora, IL, 60505

Ally was just perfect. We had a great experience. She completed all that was requested to ensure our first session went smoothly. We had peace of mind knowing that our cat was well cared for.

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Marsha H.
Sitter Profile Image: Shannon O.
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Shannon O.
from
$32
per visit
5.0 out of 5 stars
15 reviews
9 repeat clients
28 years of experience
Oswego, IL, 60543

Thank you Shannon for taking care of Milo and Chief this week! Your promptness and reliability really relieved worry for me on how long the dogs would be in the crates without a break. I appreciate the daily walks! Thanks again! You’re definitely recommend and I’ll reach out to you again when needed!

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Laura H.
Sitter Profile Image: Kasey H.
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Kasey H.
from
$30
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
29 years of experience
Oswego, IL, 60543

About: Hello! My name is Kasey and I absolutely LOVE dogs. My whole life I have been a dog lover. I like big dogs, small dogs, and anywhere in between. I live in large house with plenty of space for your dog to roam and have a large, fenced back yard for exercise. Dogs are allowed on furniture in this house! I will watch your dog during the day or over night. I also offer drop-in visits and dog walking. I am home during the day, most days of the week, and can let your dog out to play or run or go potty frequently. I love to snuggle with dogs so don't worry about your dog feeling lonely. If dogs want to feel the comfort of their kennel or crate that is fine too. This is a loving home for all dogs.

Sitter Profile Image: Cassie D.
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Cassie D.
from
$20
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Yorkville, IL, 60560

Cassie was super sweet and patient with our 14 year old and 2 year old pups.

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Amanda C.
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: Brian T.
Verified Background Check
Brian T.
from
$20
per visit
5.0 out of 5 stars
82 reviews
43 repeat clients
30 years of experience
Oswego, IL, 60543

About: I grew up with pets in my house and have had responsibility for special needs animals. Currently have a chihuahua and a Saint Bernard. I am a strong pack leader that understands dogs needs and provides for the a safe and fun environment. I have cared for special needs animals and can administer medication. I have cared for dogs ranging from a 4 pound teacup chihuahua to a 100 plus pound Rottweiler. I will take great care to make sure all of your pets needs are taken care of. A safe environment with fenced in yard and unlimited supervised outdoor playtime is available. If you prefer I can check in on your pet in their own home always remembering that I am entering their territory. Walks provided in a safe residential neighborhood.

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Over 266
pet parents in Oswego have booked pet sitting

Oswego pet parents share their Rover experiences

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5.0 out of 5 stars

Jessi is so great with my cat Luna. I feel so reassured that she is taken care of when we are on vacation. Highly recommend Jessi!!!

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

Balbina is an excellent care giver for our cat Milo. She is definitely reliable, caring, responsible and respectful. We appreciate you Balbina very much for being there for Milo.

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Nora P.
Drop-In Visits
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

Erin is wonderful with our cats! I highly recommend her for pet sitting. She spends lots of time with our two boys and she sends cute pictures and notes after every visit. One of our cats takes oral medication and Erin handles it with ease. Thank you, Erin!

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Nancy M.
Drop-In Visits
5.0 out of 5 stars

Sarah did a great job with our cats (3) and was very attentive. I could tell they liked her and she had good quality play time with them. She was prompt and on time and sent us great pics of the cats.

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Steve P.
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 pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Oswego is $22

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet 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.

Sitters in Oswego average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Oswego on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

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

As of Jun 2026, there are 490 pet sitters in Oswego. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 94% of Oswego pet sitters respond in under an hour.

Pet sitters in Oswego have an average of 17 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Oswego.

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

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

There are 490 pet sitters in Oswego on Rover, so you’re sure to find the perfect match for your pet! In Oswego, 94% of pet sitters offer daily exercise, 94% offer medication administration, and 89% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.