Dog Boarding Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 736 pet parents in Oswego have booked dog boarding
Oswego, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Elizabeth was an amazing find on Rover! Starting from the meet and greet, she was a pleasure to work with and we couldn’t be more pleased with how well she took care of our baby girl Sophie! From updates including pictures to flexibility when we made it home early from a road trip, she made the experience so easy! I would definitely use Elizabeth again ?”
“Kasey was an exceptional dog sitter! She took great care of our goldendoodle, ensuring she was happy and well-exercised. Her dogs were sweet and friendly to my dog too. Kasey communicated regularly, sending updates and photos that put our minds at ease. Her genuine love for dogs was evident, and we returned home to a relaxed and content dog. Highly recommend her services!”
“Peggy is absolutely amazing! I can tell our dog is completely loved and taken care very well. I am very happy to find Peggy, she and her husband are true dog lover and takes amazing care of dogs. Their home is neat and dog friendly. Your pet will be in great hands. Definitely recommend.”
“Balbina was great! We left Simba with her for 2 weeks while we were out of the country. She took good care of our Simba and sent daily pictures and videos along with updates on his activities etc. I would highly recommend Balbina to anyone looking for dog care.”
“Kayla is an absolute gem! We were out of town for almost 2 weeks, and understandably nervous to leave our fur baby. Our family and Dash got to meet Kayla and her family before we left; everyone immediately felt at ease. Both Kayla and her family are dog lovers, and it shows! Dash was so well loved on! Kayla kindly sent us pics each day (even though we did not ask), so we could so how Dash was doing. Our kiddos looked forward to these pics and videos, and they helped us all have a vacation for the memory books! Thank you Kayla for loving on Dash just as much as we could hope for!”
“Julie and her family did a wonderful job taking care of Georgia for 5 nights. Georgia enjoyed her stay and got lots of attention and love from Julie's family. Julie sent us picture updates every day and responded to my text messages quickly. They love dogs and have a great experience with dogs. I highly recommend her service and will definitely use her again.”
“We have used Beatrice services for watching our 10 year old Pit Mix multiple times now. Mj loves going over to her house, I know she will be safe and loved and Beatrice is quick to respond and always is sending updates and pictures. She also was willing to add the service of bringing MJ home for us which was a huge help. We will continue to use Beatrice in the future!! Highly recommend!”
“I felt so relieved to leave our doggie Whiskey with Susan and her husband. They gave him so much love and attention. She sent us so many pictures of how he was doing and his daily activities. She walked him, played with him and gave him all the love I could ever ask for. We felt so great leaving our doggie baby with her and have already planned another trip in the spring and have it booked. Im so happy I found her on Rover”
“Rabia and her family did an excellent job of taking care of Archie, my golden retriever. They are so caring and loving! Rabia was very accommodating to a last minute change in schedule and very attentive, giving us frequent updates. I would definitely recommend her to anyone that needs reassurance their pet is being well looked after with so much love!”
“We boarded our 2 little guys with Rosarin for several nights and could tell they were very well cared for. We got updates via the app on their days felt relieved they were in excellent care. Would highly recommend!”
“Erin was fantastic with my dog, Max, this weekend! She provided daily updates, which gave me peace of mind while I was away. It was clear that Max was happy, comfortable, and well cared for throughout his stay. Erin was reliable, communicative, and treated Max like her own. I highly recommend her to anyone looking for a trustworthy dog sitter, and I would definitely book with her again.”
“Brian’s place was a perfect fit for Ralph. At the end of his stay when I got Ralph home he was not stressed at all and continued his evening as if he had never outside. Brian’s family with their pets is such a homely setting that I will definitely be rebooking with him. He was also very prompt in responding to my messages and provided timely updates about Ralph.”
“Pennie and her son were such a great team in taking care of our Frankie boy! Pennie regularly sent picture updates and let us know how he was doing. He stayed with them for quite a long time, so knowing he was safe and happy was a great relief. He seemed to have the best time. It’s so nice they have a fenced in backyard and we’re so welcoming to our gentle giant. We were so glad to have found someone to help us out with Frank. Thanks again Pennie!”
“Thank you so much for taking such wonderful care of Tintin while I was away. Knowing that they were in your hands gave me complete peace of mind and allowed me to enjoy a truly worry-free vacation. I really appreciate the updates, the kindness, and the attention you gave—it’s clear you treat pets like family. My dog came home happy, relaxed, and clearly well-loved. I couldn’t have asked for a better caregiver. I would happily recommend you to anyone looking for someone trustworthy, responsible, and genuinely caring. Thank you again for everything!”
“Felicia was so great with my boys! We booked for boarding last minute and she was able to take them no problem. The boys got to relax and spend time outside, it was like their own separate vacation. 5/5!”
“Miriam & Terrell were great. Definitely will book again! Daily pictures & updates were sent. My dog was very well taken care of. They had no problem giving my dog her medication on a daily basis.”
“100% positive experience. Wayne provided morning updates, photos, and had a nice home for my dog to get lots of playtime. It was very easy to book and communicate with Wayne. I highly recommend having him watch your dog as I would gladly book with him again.”
“We had never used an outside resource to care for our dog and we were completely surprised. Kimberly was thoughtful and kind and our dog was in amazing hands. She listened and walked us through the process and kept us updated throughout the whole weekend and even sent us pictures. We loved it and we will definitely use Kimberly again - she is awesome!!! Thank you for making our first time so easy.”
“Thank you so much! This was my first time leaving Dallas with anyone who wasn’t family! Kathleen was happy to let me meet her prior to booking which helped ease my mind. Throughout his stay she kept me updated and sent me pictures! I am so so thankful!”
The median cost per night for dog boarding in Oswego is $50
Dog parents share their Rover experiences - Oswego
Erin is outstanding! From the moment you meet her, and are greeted by the cute little chalkboard welcoming each of her furry friends for the day, it is clear she loves her job... And the ones she is caring for. She sends lots of pictures and videos so you know dog is having a great time with friends! Thanks aaron! Booster can't wait to come back!
Marko and his beautiful family took care of Cabo very well. He is very prompt in communicating, keeps updated regularly, also sent pictures whenever we asked. Cabo was so happy there. He was pretty clean. Overall wonderful experience. I would definitely recommend other dog owners to take his services for dog siting / boarding if required.
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 boarding
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 boarding - Oswego
Select a filter and find qualifying sitters offering dog boarding.Sitters in Oswego average 12 repeat dog boarding clients
FAQs for Boarding - Oswego
Frequently asked questions about Rover
The average cost for Dog Boarding in Oswego on Rover is $49.95 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .
As of August 2026, there are 1,409 sitters on Rover offering Dog Boarding across Oswego. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Oswego sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Oswego landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oswego home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Oswego.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Oswego sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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