Dog Sitting Oswego
Book a Oswego dog sitter to watch your dog in your sitter’s home or yours.
Over 95 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.
“Meaghan was great with communication and I can tell that she gave a good amount of attention to our cats while we were away. We greatly appreciate the clean-up when we got home. I will certainly rebook with her the next time we need a sitter.”
“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 ability to provide both a structured routine and a nurturing environment tailored to your dog’s unique personality. As a dedicated pet caregiver, I specialize in providing peace of mind through consistent communication and attentive, individualized care. Whether it’s managing medication schedules for senior dogs with special needs or providing the patience and energy required for training young puppies, I approach every visit with the same level of care I would give my own family. You can rest easy knowing your pet is not just watched, but truly supported, engaged, and safe while you are away. My priority is making your dog feel like they are in their own home, which is why my remote work setup is such an asset to my pet care. I am fully available throughout the workday to monitor, nurture, and engage with your pet, ensuring they are never just 'watched'—they are cared for. Whether your dog needs extra help with potty training, consistent medical monitoring, or just someone to keep them company while they nap, my schedule ensures they receive constant, attentive, and loving supervision. Consistency is the foundation of my pet care philosophy. Whether at my place or yours, I maintain your pet's exact daily schedule—from precise meal times and medication administration to familiar walk routes and bedtime routines. In my home, this means a calm, structured, and nurturing environment where your pet can easily settle in. In your home, I provide reliable, respectful, and attentive care, ensuring your house stays secure and your dog’s routine remains completely uninterrupted.
“Elena was fantastic! Elena watched our two pets (Guinea Pigs) while we were out of town. Both pets are recent rescues and they both warmed up to Elena right away. We are very pleased. Elena is very friendly, respectful, great communication, and knowledgeable. We had peace of mind knowing out pets where in great hands.”
“Katy is extremely sweet and treats the puppers (all ages and sizes) like her own. She even did a meet and greet before starting since my little one is more anxious and way of meeting new people. Super flexible and responsible, couldn't ask for a better sitter/walker!”
About: I’ve handled pets of my own and have provided at home care for friends or family members my whole life. When needed I’ve boarded animals at my own home for friends or family. There’s nothing like a good break with furry friends that helps the day go by. Currently I have a flexible scheduled and enjoy the opportunity. I always make sure that animals are given loving attention. It’s important that they are provided with the bathroom, sleeping and toy accommodations they deserve and the exercise they need. I understand the need for routine.
About: Once upon a time ... you had to work long hours or leave for a family vacation. Here at Fairy Tails your pet’s dream come true! I will love your fur-baby in your absence & maintain all routines, training & schedules. My home can be adapted to meet your pets best wants or needs - including but not limited to .... a grate, a bed, playtime with our own dogs, couch, toys, walks, kisses, relaxing on the deck, treats, and prescription meds. Call to say hi to your pet ! FaceTime your pet ! I will send text messages and photos daily. Your pet will be treated happily ever after ! Love your Fairy Godmother, Katie G. Routines are set as requested by you! It’s rare I would not be able to keep a routine going as already put into place with your pet. I care for your pet in the same way I do my own dogs - unconditionally! I hope your pet is as happy to see me as I am to see them !
“This was my first time using “Rover” and chose Chelsie after reading her numerous positive reviews. This was a last minute decision and I had Chelsie meet with our daughter at our house since my wife and I were out of state. Chelsie was local and met with our daughter to meet our dogs. Chelsie came over to house for three separate days for 30 mins each day. Chelsie would upload photos and give daily progress reports and upload to the “Rover” for our review. This brought comfort to us and had complete confidence our dogs were in great hands. Chelsie went above and beyond.. We definitely will use Chelsie’s service again in the future. Highly recommend!!”
“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!”
About: I’ve taken care of our own, family and friends dogs since I was a kid. I previously worked with a dog walking company in college. I currently have my own, a 3-year-old Cavapoo named Berlioz who I adore. I look forward to hopefully meeting your furry friend! My schedule is pretty flexible right now. I am working part-time, so I can be available whenever needed. I prefer weekdays, but am willing to do weekends. Timing is flexible as well :) I have a fenced-in yard, and two dogs at the house. They are both under 20 pounds, but friendly. I can also keep dogs separated if needed.
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.
“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: 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 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: 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.
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
It's that easy! All payments are processed through Rover's secured platform
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 September 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 September 2026, there are 3,265 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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