Dog Sitting Oswego
Book a Oswego dog sitter to watch your dog in your sitter’s home or yours.
Over 86 pet parents in Oswego have booked dog sitting
Oswego, 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.
“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.”
About: Hi there! We’re Colleen and Ryan — a huge animal-loving family from Aurora, Illinois. We both grew up surrounded by dogs and cats and truly can’t imagine life without them. Over the years, we’ve cared for pets of all sizes, from 10-lb lap dogs to 115-lb gentle giants! We live in a house with a large fenced-in yard that’s perfect for playtime, walks, and fetch. Our two boys (ages 6 and 8) are just as kind and gentle with animals as we are — they’ve grown up learning how to love and care for pets. Our furry family currently includes our goofy and gentle English Labrador, Skye, our sweet and snuggly chihuahua, Nacho, and our two brother cats, Pete and Steve — who basically think they’re dogs and love to join in on the fun! I (Colleen) work from home in talent acquisition, and Ryan is a high school science teacher, so there’s almost always someone home to give your pets plenty of attention and care. We’d love the chance to help care for your pets as if they were our own — they’ll be in wonderful hands with us! I am currently available every day from morning to night. I would love the opportunity to care for your pets whether having them stay overnight or taking them for quick walks. Just let me know how I can help! I have a large fenced-in backyard with plenty of space to roam and play. I have multiple crates for both large and small dogs, if requested.
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.
About: Hi, I'm Tim! I've always loved animals and genuinely enjoy spending time with pets of all shapes, sizes, ages, and personalities. I understand that your pets are family, and when you're away, I believe they deserve the same love, attention, and care they receive from you. I'm dependable, patient, and attentive to each pet's individual needs. Whether your dog enjoys long walks, playtime, cuddling on the couch, or simply sticking to a familiar routine, I'm committed to making sure they feel comfortable, safe, and happy while you're away. I recently cared for five dogs and two cats for an entire week, and I treated them as if they were my own. I made sure they had fresh food and water, took the dogs on regular walks, spent quality time with each animal, and kept a close eye on their overall well-being. My goal was to ensure they felt loved and secure until their owner returned home. I also believe in going above and beyond. During my stay, I completed a few small projects around the house, helped keep everything tidy, and thoroughly cleaned before the owner's return. I take pride in leaving both pets and homes in excellent condition. When you hire me, you're getting more than a pet sitter. You're getting someone who genuinely cares about animals, respects your home, communicates reliably, and will do everything possible to give you peace of mind while you're away. I look forward to meeting you and your furry family members! Daily routine morning to evening. Specialized care with lots of Love. There will be plenty of play time for each furry baby. Individual time is the most important. They would be walked securely. It really depends on your pets needs. I will adapt my time to each animal as needed. If at any time I will reach out if I have questions.
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!
“Carol was extremely helpful in caring for Dante while we were out. She did a great job and gave Dante an excellent level of care that went beyond our expectations!”
“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.”
About: What sets me apart is my lifelong experience caring for animals and my genuine love for pets. I’ve had dogs since I was a child and currently have two cats of my own, so I understand the unique needs and personalities of both dogs and cats. I’m comfortable caring for pets of all ages and temperaments, and I know how important it is to maintain their routines and make them feel safe while their owners are away. I am dependable, attentive to details, and will treat your pets with the same care and affection I give my own. I also provide regular updates and photos so you can have peace of mind while you’re away. I’m a speech therapist by trade in the school system. I am off for the summer and my schedule is wide open. I can accommodate your schedule. I treat every pet as if they were my own and tailor my care to their individual needs and routine. In my home, pets receive plenty of attention, exercise, playtime, fresh water, and a safe, clean environment. I follow any feeding schedules, medication instructions, and special care requests provided by the owner. When caring for pets in a client’s home, I strive to maintain their normal routine to help them feel comfortable and secure. I provide regular updates, photos, walks, potty breaks, playtime, and lots of affection while respecting both the pet’s needs and the client’s home.
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.
“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.”
About: I have grown up with dogs my whole life! I have experience with dog sitting and dog walking! Always excited to meet a new puppy! I am free all afternoons! But if needed in the morning or evening let me know! I’m always willing to negotiate a schedule to whatever is easiest for you! Unfortunately I am in an apartment so I will not be able to pet sit at my home, but whenever your pet needs to go outside I will keep an eye on them (especially if there is no fence)! I am able to lead a pet into a crate if needed. If there is anything else you would like me to do while with your pet let me know!
“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!”
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.
“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!! 😊”
About: I've spent the last 10 years around puppies and big high energy dogs. I've handled pretty much everything a dog can possibly throw at me. Whatever quirks your dog has, I'm ready for it!! I'm completely available! I've got a pup of my own to take care of, so I understand that dogs usually stay on a tight schedule, and sometimes their schedule doesn't line up with yours. I'll do my best to be there when you need me! 👍 I'm unable to petsit at my own home, but I'm great at keeping things clean and respecting any boundaries clients may want to set with their home and/or pet!
The median cost per visit for dog sitting in Oswego is $20
Dog parents share their Rover experiences - Oswego
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! ❤️
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Oswego
Select a filter and find qualifying sitters offering dog sitting.Sitters in Oswego average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Oswego
Frequently asked questions about Rover
The average cost for Dog Sitting in Oswego on Rover is $22.2 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 3,568 sitters on Rover offering Dog 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.
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 Oswego 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 Oswego 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 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.
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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