Dog Boarding Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 291 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.
“Kathleen took great care of my girl, giving her extra attention during a thunderstorm. She gave me regular updates & was flexible when I requested a schedule change. I will absolutely use her again!”
“Vishvesh and Julia provided exceptional care for my girls, Maple and Maisy! From the moment I dropped them off, I felt completely at ease. They kept me updated throughout their stay with pictures and messages, which made being away from my girls so much less stressful. When Maple and Maisy came home, they were calm, happy, and clearly very well loved. They came back ready to give us all of the love and joy they had received from Vishvesh and Julia. 🐾❤️ They even went the extra mile and brought my girls home, which meant so much to me. I am beyond grateful for the care, attention, and love they gave my girls. You can tell when someone genuinely loves animals, and Maple and Maisy definitely found that with Vishvesh and Julia. Five stars isn't even enough! ⭐⭐⭐⭐⭐ We highly recommend them and, without a doubt, they are our dog sitters for life! Thank you so much, Vishvesh and Julia, for taking such wonderful care of our girls. We are forever grateful! ❤️🐶🐶”
“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!”
“Erin took such great care of our Sadie! I could tell from all the pictures that Sadie felt comfortable and happy. Knowing Sadie was well cared for, made our time away more enjoyable.”
“Kimberly is a very good communicator-- promptly responds, sends photos, etc. She was easy-going and flexible when my timing for pick up had to change-- much appreciated! She is a DOG PERSON - loves dogs!”
“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.”
“Vanessa is great! We can tell Molly had a great time in her care!! Knowing Molly was safe, had a proper care, and enjoyed companion in Vanessa’s house while we’re on a trip give us peace of mind. We will definitely book her boarding again!!”
About: 🐾 Senior Dog Experience 🐾 Puppy Experience 🐾 Reactive Dog Experience 🐾 Anxious Dog Experience 🐾 Training & Coaching Experience Whether your dog is super anxious, super chill, extra bossy, extra playful, or just needs someone who truly gets it- I offer experienced and thoughtful care that adapts to their individual personality. From enrichment games to slow warmups, and athletic activity to assisted mobility, I meet your dog where they are physically and support them emotionally. Great with high energy, nervous, and special need dogs, but I welcome all temperaments! You'll always get detailed notes and they’ll always get real connection. No guesswork, no missed meds, no rushed visits. Just reliable, behavior-savvy care for dogs and their big feelings. If your pup needs someone who truly understands them while you’re away, I’d love to help. My wife and I both work from home so my schedule is flexible. I’m happy to make your pet a priority and be consistent care you can count on. I can keep up with your dog’s home routines and provide playtime, walks, feedings and medication while you’re away. My home has a large, grassy, fenced in yard with nature views and a lot of cozy places to rest inside. I never use crates unless asked to, and your dog will be treated like one of my own— spoiled, safe, and seen.
“Peggy was great! Our dog Groot had a wonderful time. She responded quickly to our request and thankfully, was okay booking last minute. She kept us updated regularly on how he was doing to keep our minds as ease. We will definitely be using her services again!”
“I feel like Kyle struck the jackpot when we found Renae for boarding! It was easy to arrange pick up and drop off and we were able to meet up beforehand so that Kyle could meet Renae's two dogs. Renae kept me posted with pictures and updates about how Kyle was doing. I'm a new dog owner and Kyle is young, so I didn't know how he'd adjust to a 2+ week stay with someone else, but he had a great time and was lucky to be able to find a new playmate in Renae's younger dog. I highly recommend Renae!”
“Zuko had a great time with Kimberly and her lovely family. They took such good care of my dog, were extremely responsive and sent loads of pictures. Zuko would be thrilled to go back to stay with Kimberly.”
“Chad and his wife were amazing. He was super communicative and sent lots of fun videos and pictures. He was truly excited to watch my dogs and it showed in the care he gave them. He was super flexible too, I accidentally booked the stay for one less day than I needed and he was more than happy to book the extra day with me. I’ll use Chad again for sure!”
“Freya was fabulous and open with communication about our pet. They constantly sent us pics and updates on the status of our Waffle. I feel they went the extra mile on caring for our baby. This was my first experience using this app and now I am willing to keep using it! Thank you Freya!!”
About: I have been taking care of all different types of animals since I was very young. My mom was a vet tech, she brought home animals to nurse back to health. We also fostered many animals. I found my love for animals then. Especially dogs and cats. I have had so many cats and dogs growing up its hard to keep count. I had had small, big and huge dogs in my lifetime. I have experience with dogs with anxiety and elderly dogs. I can administer oral medications. I have volunteered at shelters in the past. And I have also fostered dogs with several organizations. I have two dogs of my own that are both rescues. They both love all dogs and play very well with other dogs. Im a work from home dog mom. I am free for doggy daycare most days. I am also available for overnight stays and weekends. I am open to overnight stays during the week or weekends. My schedule is very flexible. My dogs are allowed on the bed and couches so your dog is too. If you dont allow that at your home I will do my best to keep your dog off of the furniture. Dogs must be spayed or neutered. I prefer your dog be microchipped and up to date on all vaccines.
“Jackie and her family were amazing. Our 2 kitties had so much fun and acclimated very quickly to their home. The kids played with the cats, so they got lots of affection and attention. Jackie is a great communicator before and during our trip and she sent photos along the way which gave us peace of mind. I'll definitely go back to Jackie for any pet sitting needs!”
About: 🐾 Care & Experience * Senior dog care (mobility support, patience, slower routines) * Experience with high-energy breeds 💊 Health & Safety * Giving oral medications * Experience with dogs who have health issues 🏡 Environment & Routine * Sticking to a feeding/walking schedules * crate comfort * Providing a structured, calm home environment * Potty training reinforcement 💛 Extra Touches * Sending photo/video updates * Flexible care based on owner preferences * Treating pets like family * Clean, safe, dog-friendly home Daytime Dog Sitting Up to 4 hours First dog $45 Up to 4 hours Each additional dog $45 Over 4 hours First dog $55 Over 4 hours Each additional dog $45 Overnight Dog Sitting Per night First dog $60 Per night Each additional dog $45 Holiday Pricing Holiday bookings are charged at the same rates listed above. No additional holiday fee applies. I work for a local school district from 7:00 AM to 2:30 PM, and my workplace is only about 8 minutes from my home. During my lunch break at 11:45 AM, I am able to come home to check on your pet and provide a potty break and some attention. Because I work for a school district, I am home on weekends, holidays, school breaks, and throughout the summer, giving me a flexible schedule that allows me to provide consistent and attentive care. While I am at work, my mother is also available to assist with your pet as needed, so your dog will always have someone available to provide care and attention. My schedule allows me to create a dependable routine while still giving your pet plenty of companionship, exercise, potty breaks, and individualized attention throughout the day. My dog follows a consistent routine with daily feedings, Three walks, and regular outdoor play and potty breaks. He’s a friendly, 3-year-old who loves having other dogs to play with. Pets in my home are treated like family, allowed on furniture and welcome to sleep in my bed if that’s your preference. I’m happy to match your pet’s routine and comfort level.
“Estefania was wonderful with Bella during her stay there!! I got lots of updates and pictures and videos to let me know what and how she was doing. I was very thankful that Bella was in such good hands while I was out of town!!”
The median cost per night for dog boarding in Oswego is $50
Dog parents share their Rover experiences - Oswego
We had a meet and greet with Balbina beforehand which really worked out. Balbina liked Sky and Sky liked her. Picking Sky up helped me a lot fore to get ready for the wedding I was attending. And I was sent pictures and I'm pretty sure Sky forgot all about me. From the pictures it looked like she was at home. I know I have an alternative if my brother is busy and I need a sitter for Sky. Very happy with Balbina, worked out great.
Moose enjoyed his stay and company with Kathleen/ doggos! She is so warm and welcoming. Taking care of a 180 pound Saint Bernard is no small task, but she loved him like he was her own. I highly recommend to anyone in the area and will definitely be rebooking with her in the future!
Jen and Drew are the best!!!! I don’t think I can say enough great things about them. My 2 dogs stayed at their home for over 4 months during a huge transition in my life when I could not have the dogs with me. They welcomed them into their home, made them a part of the family, and cared for them so well. My furbabies were well loved and pampered. I will be eternally grateful to them, and to Rover for connecting us, so that I could rest easy that they were ok while I couldn’t be with them. If I could give more than 5 stars, I would. They have a great yard and my dogs met so many new fur friends during their stay. I highly recommend them for boarding and/or doggie daycare. Thank you, Jennifer and Drew!!!!!
This is my second booking with Alexandra and I’ve got to say, she really is the best. Milo gets along with her and her family so well. She sends lots of pics and updates and gives my pup a vacation while I am on vacation. I would definitely book her again. She is an amazing sitter
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!
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 to book dog boarding
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 Dog Boarding - Oswego
Frequently asked questions about Rover
The average cost of Dog Boarding in Oswego is $49 per night as of November 2026. Most bookings cost between $28 and $58 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 1,427 sitters on Rover offering Dog Boarding across Oswego. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Oswego can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in Oswego. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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