Dog Boarding Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 727 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.
“It was a last minute request for the holiday weekend and Jessica was so willing to help. She is great with my little girl and kept her from freaking out with the fireworks!! Thank you again for taking care of our baby!”
“Pennie was amazing! We recieved photos and updates for my dog every few hours. My dog was happy and well taken care of. Highly recommend Pennie and will definately rebook with Pennie.”
“Julie and her family were absolutely amazing with my puppy Mabel!! They are so experienced with many breeds and personalities of dogs and are so attentive and loving. They are absolute pros and overall a wonderful family, do NOT hesitate to contact them!! Thank you so much:)”
“Kendall is so incredible!! I was nervous to board our dogs using Rover, but my worries we quickly gone after we met her. Kendall is sweet and genuine, and you can tell she truly loves what she does. It was so nice knowing that our dogs were cared for and in the comfort of her home. I am so excited for the next time we need boarding so that we can work with Kendall again!!”
“Beatrice did an amazing job caring for our 9 year old pit mix dog. She took pictures, updated us and was always quick to respond. We felt very comfortable leaving our dog with her while we went away for a weekend. We would use Beatrice again in the future!”
“Always get anxious leaving my girls…..except when they’re at Diana’s house! We get videos, pictures and updates frequently and they’re so spoiled while they’re there. A large fenced yard gets them nice and tired….so tired they sleep for a whole day once they get home. Highly recommend.”
“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!”
“Susan is wonderful and I will definitely book again! She and her husband took great care of my dog and even sent pics and video while watching her. I couldn’t be happier. So glad I found her!”
“Due to a circumstance beyond our control, we needed to board our pup for ten days. After reading her reviews I reached out to JoElle and was so glad I did. Quick responses and a safe place for my pup is the reason we will reach out again! Thank you Jo’Elle”
“Mera was a wonderful sitter for our dog Chewie, giving him walks and his special dinners. She and her family took great care of him while we were away for a few days. We hope to rebook with Mera.”
“Balbina took my gentle giant over an extended period of time and took him in as if he was her own. Sent daily updates of all activities and even did a stellar job with his medication. 10/10 I would rebook. And I’m sure my dog got all of the attention he could have ever wanted. Thank you!”
“Morgan always takes such good care of Navy! She always provides lots of pictures and timely updates that make us feel comfortable leaving her with Morgan and Ross anytime! I know Navy always has such a good time at their house, she doesn’t want to come home! 😉”
“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 ?”
“Kimberly was WONDERFUL! She was so sweet to our dogs, sent us communication throughout the stay and was just a very kind person. Max and Muffin had a wonderful time and we will definitely be using her services again. Just a note, our dog Muffin is 17, blind and going deaf and she took wonderful care of her. Her family also loved on our dogs which was so comforting to know as well. Thank you so much!!!”
“Fantastic Dogsitter! We had a very bad experience with a previous Dogsitter and were worried about how our next sitter would be. We felt very comfortable with Jackie, her family and her lovely home, right from our first meet and greet. She is obviously a dog lover! She gave daily updates, with adorable pictures and went above and beyond when our boy had an open sore (see above) that needed to be tended to. We have definitely found a gem!”
“Kimberly went above and beyond our expectations as she took care of Olive as her own. We trusted her when she had to take Olive to the vet and was diligent about medications and also informing us of all updates. Olive has been sleeping all day since she got home and I know she had an amazing time! Would definitely recommend and will be back when/if we need a sitter again!”
“So happy to write this ruffview. Had a wonderful time Vanessa and her family while my family went on vacation without me :( It is Ok, I met new friends and was given so much TLC I'm kind of missing it I was taken care of and we sent selfies to my family every day so they could see that I was having fun. I recommend my friend Vanessa to all pets looking for a safe fun place to visit. Archie the pug”
“I highly recommend Justine and Brett to care for your dogs. They have a beautiful family of 4 children who showered my two dogs (a Boxer and a mix breed) with love and affection. They came home so tired and content. This was the first time they were away from home so I was a little afraid of how they would act. I was told they behaved and I hope that was true. I would not hesitate for a minute to use Justine and Brett again.”
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 13 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 September 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 September 2026, there are 1,413 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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