Dog Boarding Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 721 pet parents in Oswego have booked dog boarding
Oswego, Find top rated dog boarding
“Leslie was amazing!!! It was obvious right away that my dogs loved her. She was so good with Molly and Bear, whether it was playtime or snuggle time. And she was absolutely wonderful about keeping us updated regularly! It’s hard to leave my pups, but her updates and pictures made it a lot easier. Leslie really cares for your pups. She is truly wonderful.”
“Miriam and Terrell are the sweetest ever! They send so many photos and videos so that you can see what your pet is doing. They like to do meet and greets so that you know where your pet is staying and they have tons of toys and treats for your dog so they feel right at home. They do daily out side breaks and Miriam works from home so you’ll have eyes on your pets 24/7. Both are them are so extremely sweet and treated my dog with such love and care I couldn’t ask for a better sitter and I could truly tell that my dog was loved for and taken care of to the best of his ability. They also give little report cards for your dog which is the cutest thing ever so you can see when they went outside, when they ate, when and what the played with and overall what your dog did over their stay. Truly recommend their services as they did an amazing job!”
“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!”
“Brian and his family were great. They treated our fur ball with love and attention. Brian sent pictures and videos every day. It was great to see the dog enjoying his stay with Brian.”
“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.”
“Liz was a fantastic sitter! She sent us pictures daily and I knew our Parker was having her own mini vacation. She loved playing with their dog Luna and got plenty of love and snuggles.”
“Marko and his beautiful family were beyond amazing with my boxer, Lola. From the moment I met them, I could feel how warm, loving, and welcoming they were — including their two precious little girls. Lola was treated like a true part of their family. When it was time to pick her up, one of the girls was crying because she didn’t want Lola to leave — and honestly, that moment made me both emotional and incredibly happy. It told me everything I needed to know about how loved and cared for Lola was during her stay. Since bringing her home last night, Lola has been sleeping nonstop — a sure sign her last four days were filled with love, attention, play, and pure family time. That is exactly what I wanted for my precious girl. Thank you, Marko, for taking such wonderful care of my fur baby. We will absolutely be back. 🐾❤️ Monica with family”
“One again, Bibi took fantastic care of my pup! She treated her to a fun filled day at the beach, and Winnie was one tired and happy pup when I picked her up. I couldn't recommend Bibi enough.”
“Kimberly was amazing with my two girls, definitely a 5-star sitter! She sent photos updating me while I was away and was great calming my bi girl, who iI s afraid of thunder. She is communicative, timely, knowledgeable and loved my dogs like her own; I highly recommend Kimberly! !”
“My mini poodle was with Fanny for two nights. Fanny took care of him very well and she sent pictures and videos every day. My dog was very happy with her and her own little dog. Highly recommended!”
“This is our second time with Janet and her wonderful family. Our sweet Pepper is excited when she gets there. We always receive plenty of photos during the stay and feel a peace knowing our Fur Baby is well cared for. We will be using Janet again.”
“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!”
“Melvin enjoyed his time with Marisol. She kept me up to date with texts and photos. She also purchased optional food when Melvin wasn’t eating his regular food which had never happened before. I’ll use her services again in the future.”
“We have been using Erin for the past year or so to do drop in visits for our two dogs. We were instantly drawn to her daily pictures and videos she sent and how she communicated with us. She is professional , kind and you can tell she adores all dogs like her own. Recently she had one of our dogs for a week at her home. Erin sent daily videos , updates on how she was eating , behaving , getting along with her Arya * and other dogs she was sitting. We are so lucky to have found her and will continue to hire her as long as we can. Thanks Erin !”
“Keith was great! Very organized and respectful of trying keep our dog comfortable and on her routine. He frequently updated us with videos and was great about keeping her active with playtime and walks. All in all a great experience and I’ll be looking to use Keith again in the future.”
“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.”
The median cost per night for dog boarding in Oswego is €50
Dog parents share their Rover experiences - Oswego
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.
We'd never boarded our dog, Danny Boy, so we were very apprehensive about using Rover (he usually stays with family). But Katie made DB feel very comfortable and kept us regularly updated. He had a great time and bonded with Katie's pups and the other dogs she was boarding. Thank you to Katie for taking such great care of Danny Boy! We will certainly be using her again!
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 boarding
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 12 repeat dog boarding clients
FAQs for Dog Boarding - Oswego
Frequently asked questions about Rover
The average cost for Dog Boarding in Oswego on Rover is $49.95 per night (as of July 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 July 2026, there are 1,484 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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