Dog Sitting Oswego
Book a Oswego dog sitter to watch your dog in your sitter’s home or yours.
Over 91 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.
About: Hi, my name is Erin, and I have been around dogs since the day I was born. I have dog sat many different breeds for my neighbors and family friends. I worked at a dog groomer's as a bather and learned so much about taking care of dogs. The most important lesson I learned during that experience is that patience and kindness are key when interacting with a new dog. Having these two skills is especially important for taking care of senior dogs and nervous dogs. I also learned that a dog experiences the world through their nose. With that knowledge, I always make sure to include sniffing time on walks. Taking different paths and experiencing new smells keeps their mind active and makes the walk 10 times better. I use all of my knowledge to make sure that each walk is a fun and rewarding experience. I can't wait to meet your pup! For the next few months, I will be on summer break. I only work on the weekends and have always wanted to give Rover a try to meet some new furry friends and help them exercise! I will have plenty of free time during the week, but I am willing to chat to see what works best for you and your dog! I have two dogs whom I love to take on walks in my free time. I always make sure to have two hands on the leash at all times when walking both of my dogs. My older dog (110 lb) is quite reactive and could try to chase something at any moment, so I need to be prepared. My younger dog (70 lb) is very sweet and relaxed on walks and not reactive to other dogs or people; however, he is very skittish around loud noises. If he gets frightened, he may try to run and hide, so keeping two hands on the leash is crucial. I never push my puppies beyond their limit, especially if it is hot outside. Their health and safety are always a concern.
About: I grew up with pets, friend and family members ask me to sit for their furry babies which I love to do and give them the same love they get at home I'm currently working part-time in the mornings, 3 days a week so i have plenty of time to be home play and take out for walks I have a fenced yard to play and spend time with them and 2 loving dogs that love to play and make new new friends
“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.
“I just got home to the happiest kitties - Amelia was great! She’s an excellent communicator and I’m grateful that someone so caring was here for the cats while I was away. Thank you, Amelia!”
About: I have taken care of animals since I was a small child. Animals of all kinds are gifts to be cherished! I treat them like they are my own babies. I am comfortable with animals of all types! I can stay at your home on weekends and provide constant care for your pets while you’re away! I am happy to get up throughout the night if your pets require it. I am flexible in providing whatever care your animals require at your home. I will play with them, tend to their feeding, grooming, and bathrooming needs and can assist with medical care.
About: I've taken care of dogs for over 4 years. 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.
“Cynthia is a real find! We were very anxious about leaving our senior cat, Stephan, but from the very first moment, we knew he was in safe hands. Cynthia was incredibly gentle and attentive to his needs as an older cat. We received regular photo updates and check-ins, which kept us completely at ease. Stephan was calm and content when we returned, and our home was left in perfect order. We will definitely be booking with Cynthia again!”
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 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
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!
“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: 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.
About: I’ve taken care of my 2 dogs for 12 years along with helping my friends and siblings care for their pets. I love dogs and cats of all ages and breeds and I love to show them the affection and care they deserve. I am currently working part time so I have pretty open availability including all day off on Monday, Wednesday and Sunday. I can provide multi day care if needed or just a walk or visits! I have plenty of experience with all types of dogs with different attitudes and personalities. I know how to effectively and nicely deal with any problems that pop up and I’m always willing to provide whatever care is needed for any dogs.
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 have owned cats for the past 30+ years and owned dogs for the past 16 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 currently have a diabetic dog that I give special care to - Homemade food- insulin - CGM to monitor her blood sugar. 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.
The median cost per visit for dog sitting in Oswego is $20
Dog parents share their Rover experiences - Oswego
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!
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 $23.31 per visit (as of August 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 August 2026, there are 3,362 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
- 97% 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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