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
“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!”


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
“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 owned cats for the past 30+ years and owned dogs for the past 12 years. We are an animal loving household that would love to help you out with your pet care needs. I have experience with all ages and sizes of dogs. I work from home and have a pretty flexible schedule, so I would be home taking care of your pets needs throughout the day, evening and night. I have a fenced in yard and 2 friendly dogs for your dog to play with. We have plenty of people in the house to give lots of love, affection and playtime daily. Your pup will be treated like one of our own while they stay with us.

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!
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 went above and beyond to take care of my cats and I'm very greatful for her! She updated me after every visit with the rover card with details, she did everything according to my cats unique quirks and she was always on time. I felt at ease knowing she was there to take care of my cats. I would highly recommend her for your pet care needs!”

“Jodi was the best pet sitter I’ve ever had. She understands dogs incredibly well and went above and beyond, loving my dogs as if they were her own. I felt completely at ease knowing they were in her care. I’ll absolutely be booking Jodi again the next time we’re out of town.”

“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.”
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!
About: I’ve taken care of dogs since I was 4.Strays,Rescues,Family and friends dogs.It’s just something I love doing and wanna continue on that journey of helping people. I’m currently available for walks,house sitting and drop ins for your dogs or cats .I will make sure they have tons of fun and be happy I have a fenced in yard and a deck so the dogs can use the bathroom safely without any problems.I have a 3 yr old goldendoodle mini poodle mix.He has tons of energy needs constant attention or someone to be by.He loves taking walks & he loves new people meeting him.
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.
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.
“Sara did an excellent job caring for our two dogs. Extra kudos for her special care and attention to our very high strung/separation anxiety ridden 8 month old puppy. Highly recommend her.”

About: Hi, my name is Maddie, I’ve been caring of animals for as long as I can remember! I have watched friends and families dogs over the last several years, as well as taking care of my own dogs and cats since I was little. I am constantly around animals and dedicated to making sure that every animal feels comfortable, safe, and loved and I understand that every animal has a unique personality and routine ☺️ With my current job, I have a lot of flexibility. My shifts are primarily on weekend nights, giving me availability during the weekdays from morning to evening and I often have weekend availability during the daytime. I am comfortable with adhering to their needs and overcoming any challenges that may arise. I will provide a comfortable, safe environment for you and your pets.
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.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Oswego sitters!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.








