Pet Sitting Oswego

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

When are you returning?
Search

Over 126
pet parents in Oswego have booked pet sitting

Oswego, Find top rated pet 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: Leslie P.
Verified Enhanced Background Check
Leslie P.
from
$14
per visit
5.0 out of 5 stars
4 reviews
30 years of experience
Aurora, IL, 60506

Leslie was great with my dog. She was very flexible and communicative. I highly recommend her for your pet.

Profile image
James Q.
Sitter Profile Image: Lauchlan J.
Verified Enhanced Background Check
Lauchlan J.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
49 reviews
9 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!

Profile image
Jen W.
Sitter Profile Image: Shirley G.
Verified Enhanced Background Check
Shirley G.
from
$17
per visit
5.0 out of 5 stars
3 reviews
50 years of experience
Oswego, IL, 60543

Our experience with Shirley was perfect! We received check ins on our beloved pets. Our pets were happy and well cared for! Highly recommend Shirley!

Profile image
Jill D.
Sitter Profile Image: Jenny B.
Verified Enhanced Background Check
Jenny B.
from
$20
per visit
2 repeat clients
18 years of experience
Oswego, IL, 60543

About: Hi! I’m Jenny, a lifelong dog lover who truly believes our pets are part of the family. 🐾 I’m a caring, responsible, and attentive pet sitter who would love the opportunity to care for your dog while you’re away or give them some extra love and exercise during the day. I’m also a proud dog mom to two dogs of my own. A Great Dane and a Lab/Pit mix! Having dogs with very different personalities, sizes, and energy levels has given me plenty of hands-on experience understanding that every dog has their own unique needs and routine. I offer drop-in visits, dog walks & house sitting, and I’m happy to tailor my care to your dog’s individual personality, routine, and needs. Whether your pup loves a long walk, needs some playtime and attention, or simply wants someone to keep them company, I’ll make sure they feel safe, comfortable, and cared for. I understand how important it is to feel confident when someone else is caring for your pet. I’ll keep you updated with photos and messages during each visit so you can have peace of mind knowing your pup is doing well. I’m comfortable with dogs of different sizes, ages, and personalities, and I’m happy to follow specific feeding, walking, medication, or care instructions. I can’t wait to meet you and your four-legged family member! 🐶❤️ Pet care is already a natural part of my daily routine since I have two dogs of my own, a Great Dane and a Lab/Pit mix. I’m used to staying on a consistent schedule with walks, feeding, playtime, and plenty of attention. I have flexibility in my schedule to accommodate drop-in visits, dog walks, and house sitting, and I’m able to plan my week around the needs of the pets I’m caring for. I’m reliable, communicative, and happy to work with each pet’s individual routine and schedule. I care for every pet as if they were my own, while making sure to follow their normal routine and any specific instructions from their owner. I have two dogs of my own so I’m comfortable with dogs of different sizes, personalities, and energy levels. For drop-in visits and walks, I focus on making sure pets get the exercise, attention, potty breaks, food, and fresh water they need. I’m respectful of my clients’ homes and will always keep them clean and secure. I’ll also send regular updates and photos so you can feel comfortable knowing your pet is happy and well cared for while you’re away.

Sitter Profile Image: Jessi D.
Verified Enhanced Background Check
Jessi D.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
71 reviews
15 repeat clients
15 years of experience
Oswego, IL, 60543

Jessi has been such a blessing!!!!! I will definitely book with her again. My cats don’t ever come out to be seen & she got pics every visit.

Profile image
Eyvette F.
Sitter Profile Image: Phoebe C.
Verified Background Check
Phoebe C.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
139 reviews
42 repeat clients
20 years of experience
Oswego, IL, 60543

Phoebe is a wonderful pet sitter, very kind and completely accepted by my cats, I am thrilled that we found her! One cat in particular never likes anyone (typically hides and does not come out for attention), and the pictures provided (with every visit!) always had my girl cat in the frame. That is something that no other sitters could do. Now I’ll skip to the end when we came back home and I announced to my husband that she was the best of all the cat sitters we’ve had! With other cat sitters, after being away for a week, I typically went downstairs to have to do much work in getting the cat quarters up to par - but she did a terrific job and I came upstairs with no work required. She was also a trooper in that I left her a very detailed list of how to handle our cats and she followed my instructions perfectly. We even had a day where there was an unexpected event (car trouble) that occurred and Phoebe was quick to communicate with me to figure out the best way to handle it. I’d highly recommend her to anyone needing pet care assistance while you are on vacation or away for a few days.

Profile image
Suzette R.
Sitter Profile Image: Nancy A.
Verified Enhanced Background Check
Nancy A.
from
$30
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
25 years of experience
Oswego, IL, 60543

Excellent. Trustworthy. Responsive and communicative. Well done.

Profile image
Steven P.
Sitter Profile Image: Erin D.
Verified Enhanced Background Check
Erin D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
7 repeat clients
15 years of experience
Plainfield, IL, 60585

Marbles had a great experience with Erin's care! Great communication and experience!

Profile image
Erin H.
Sitter Profile Image: Kimberly D.
Verified Enhanced Background Check
Kimberly D.
from
$20
per visit
25 years of experience
Oswego, IL, 60543

About: Family first, paws included! I offer specialized care for all ages, from energetic puppy training to gentle, comforting support for senior dogs. Your pet is in safe, loving hands. My weekly routine is built around providing active, engaging, and reliable pet care. I dedicate my mornings to walks and puppy training reinforcement, afternoons to enriching playtime, and evenings to relaxed downtime with senior pets. Because my schedule is highly flexible, I can easily adapt to your pet's specific feeding and sleeping habits to ensure a seamless, stress-free transition. Safety and trust are always my top priorities. Because I believe pets are family, I create a calm, completely hazard-free environment whether they are staying with me or I am visiting your home. I double-check all gates and doors, use secure leashes on every walk, and ensure living areas—including litter boxes—are kept impeccably clean. I always send frequent photo updates so you know your best friend is safe.

Sitter Profile Image: Sandra C.
Verified Enhanced Background Check
Sandra C.
from
$30
per visit
5.0 out of 5 stars
59 reviews
16 repeat clients
14 years of experience
Aurora, IL, 60504

Sandra has walked our boys twice now and her service is top-notch. After our meet and greet in person with the pups, you could tell she takes a gentle, confident approach with all dogs. The two visits with our boys has been excellent. I would highly recommend Sandra to everyone.

Profile image
Blake S.
Sitter Profile Image: Caitlin H.
Verified Enhanced Background Check
Caitlin H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
70 reviews
16 repeat clients
11 years of experience
Plainfield, IL, 60585

Truly the gold standard of cat sitters! Caitlin was absolutely amazing from start to finish!!! Her communication was fantastic—so many thoughtful updates, pictures, and videos that made being away completely stress-free. She went above and beyond in every way, even taking care of things like the garbage and checking in on the house without being asked. Very impressively, she built a genuine relationship with our shy cat (which is no small feat!). It was clear our cat felt safe, comfortable, and cared for. We will be booking Caitlin again in a heartbeat and can’t recommend her highly enough!

Profile image
Maria D.
Sitter Profile Image: Ace A.
Verified Enhanced Background Check
Ace A.
from
$35
per visit
5.0 out of 5 stars
18 reviews
5 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: Brittany B.
Verified Background Check
Brittany B.
from
$20
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
20 years of experience
Yorkville, IL, 60560

About: I have grown up with all kinds of animals! Currently have 3 loving and friendly dog along with 1 cat! They love when friends come over and they have someone to play with! We go on walks, love to be outside in our fenced in our back yard and snuggling up on the couch! My fur babies and I can’t wait to meet you and your fur babies! I do have 3 children so being good around kids for stays with me is a must! Thank you! I am currently a full time stay at home mom, so I will be home with your pets all day long! We like to spend a lot of the day out in the fenced in backyard, and getting cozy on the couch afterwards for a nap! We have a monthly bark box subscription, so we have plenty of toys to play with! I have a big fenced in yard, and sweet dogs, eager to meet some new friends to play with! We do not have crates at my home, but always welcome to stay consistent with your preference of crate training if necessary!

Sitter Profile Image: Ally R.
Verified Background Check
Ally R.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
74 reviews
32 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.

Profile image
Marsha H.
Sitter Profile Image: Annalee H.
Verified Enhanced Background Check
Annalee H.
from
$20
per visit
6 years of experience
Oswego, IL, 60543

About: I have a deep passion for dogs! I grew up with pitties and love any kind of dog. I have dog sat for neighbors and family friends since I was 16 years old. I have experience with small dogs all the way through XL dogs, ranging from 5 months old to senior dogs I am currently working part time and will start my graduate program in the fall. I am very flexible with time! I can adjust to a dogs needs... lazy dog? Cool, we can lay inside all day! High energy dog? Let's go on a few long walks! I have no problem being firm and needing to crate your dog if needed, I grew up with 2 stubborn dogs so I understand! I will do my best to keep your furry friends safe and comfortable

Sitter Profile Image: Joseph S.
Verified Enhanced Background Check
Joseph S.
from
$18
per visit
10 years of experience
Oswego, IL, 60543

About: 10+ years of training and taking care of dogs. Have 2 amazing dogs myself. People say me and dogs have a connection. There’s never been a dog that doesn’t like me, even the “meanest” of the bunch. Treat every dog like my own. I work completely remote from the comfort of my house. I have plenty of time to do pet care. I am available on a days notice. Ready to do as many visits and take care of as many beautiful pups as possible! I will only be doing drop in visits or walks at other peoples homes. I treat every dog as if they were my own. Making sure I abide by directions and rules given by the owner. Dogs sense a good person and I promise they will sense that with me. Me and dogs have a super connection some people can’t explain

Sitter Profile Image: Erin A.
Verified Background Check
Erin A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
328 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.

Profile image
Tammy J.
Sitter Profile Image: Shelley M.
Verified Enhanced Background Check
Shelley M.
from
$16
per visit
5.0 out of 5 stars
10 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.

Profile image
Jarred H.
Sitter Profile Image: Lynnette T.
Verified Enhanced Background Check
Lynnette T.
from
$22
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Aurora, IL, 60504

Our lab had an excellent afternoon with Lynnette while we were out of town! Thanks so much.

Profile image
Josh G.
Sitter Profile Image: Shannon O.
Verified Background Check
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!

Profile image
Laura H.
1 / 1
View more

The median cost per visit for pet sitting in Oswego is $20

Pet parents share their Rover experiences - Oswego

1 / 1
5.0 out of 5 stars

Lauchlan was just wonderful. Our cat really liked her and Lauchlan was very kind to her. We appreciated her reliability and professionalism.

Profile image
Julie F.
Drop-In Visits
5.0 out of 5 stars

Our experience with Shirley was perfect! We received check ins on our beloved pets. Our pets were happy and well cared for! Highly recommend Shirley!

Profile image
Jill D.
Drop-In Visits
5.0 out of 5 stars

Balbina was absolutely wonderful with my dogs! She is incredibly reliable, responsible, and truly cares about animals. I always felt at ease knowing my boys were in such good hands. She was patient, kind, and made sure they were well taken care of and happy. She also communicated well and was very dependable throughout the entire booking. I highly recommend her to anyone looking for a trustworthy and caring dog sitter. Thank you so much, Balbina!

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

Carol was so amazing and patient with Lady! She was able to accommodate a last minute booking for us and sent us wonderful updates and pictures during every visit. We will definitely be booking with her again.

Profile image
Jennifer B.
Drop-In Visits
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!!!

Profile image
Kerrie F.
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.

Profile image
Brandon D.
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

Profile image
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!

Profile image
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.

Profile image
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

Profile image
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! ❤️

Profile image
Amy N.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • 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 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 pets like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet sitting - Oswego

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Oswego average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Oswego

Frequently asked questions about Rover

The average cost for Pet Sitting in Oswego 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 3,368 sitters on Rover offering Pet Sitting across Oswego. 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 Oswego 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% 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 pet, 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.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge