Dog Boarding Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 735 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.
“Brian and his family were awesome. I had some anxiety about leaving my little guy. I received daily updates which came with pictures. I knew he was in a good home when I saw how comfortable he was. When Brian noticed that my little guy hadn’t eaten a lot one day, he added beef broth to his meal. This surely encouraged my little guy to eat. The family enjoyed his stay and he enjoyed them as well. Thank you, Brian and your family for being so accommodating, responsive, and flexible.”
“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! ❤️🐶🐶”
“Felecia was awesome. My pet was sick before I dropped him off and she took really good care of him. By the time I pickes him up he was back to full health. Which means she really made sure he felt better. I will 100% recommend her to anyone.”
“Katie and her family took great care of my pup. He seemed really happy when I picked him up. According to Katie he got along really well with her kids and enjoyed their walks. I will definitely take him to stay with them again, highly recommended!!”
“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.”
“Kimberly was fantastic. Very responsive! We ended up booking with her last minute as our previous booking with another sitter canceled the night before we were leaving for our trip due to an emergency. I will say, we lucked up on Kimberly. Our 8yr old golden doodle got in walks, treats, chew toys, fun with her dogs, and lounge time. Our dog was happy and energetic when we picked him up. I would definitely recommend Kimberly. If her availability is open, we will book with her again.”
About: What sets me apart is the genuine care and attention I give to every pet. I understand that every dog has a different personality, routine, and set of needs, and I take the time to get to know them and make them feel comfortable, safe, and loved while you’re away. There is a stay at home parent who can provide daily care for your pet. And a family who will be there to provide plenty of attention and love. We have a large yard with plenty of trees and a spacious home for your pet to explore. Your preference of crate or bed or couch is ok with us.
“Patricia was very responsive and sent plenty of pictures. She took very good care of our gentle giant, 7yr old golden doodle, and I would definitely seek to use her services again. She is awesome to work with. I would highly recommend.”
“Sara was so amazing and loving and patient with our fur baby!!! We would recommend her a thousand times over. Sara sent numerous pictures and updates each day and we would be happy to have her watch our dog again.”
“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!”
“We had a wonderful experience with Kimberly [and Tom]! Both took great care of our two white Swiss shepherd boys while we were away. Kimberly was very responsive and kept us updated with videos and pictures throughout the stay, which gave us so much peace of mind. When we returned, the dogs were happy, relaxed, and clearly well cared for. We couldn’t have asked for a better sitter and will definitely be booking with her again. Highly recommend!”
“Kendall is the best to our fur babies. My one dog is always anxious but she makes sure he gets lots of love and care. He is also a very picky eater and she does above and beyond for him. So thankful to have her”
“Peggy was wonderful to our little Oscar. She messaged multiple times a day as requested and sent pictures of the little guy. She also noticed him biting his paws due to allergies and alerted me right away. I was in an area with bad service and did not get the message right away so she went ahead and reached out to my vet and scheduled a time to go in because he had chewed his paw to the point where he was bleeding. By the time I found out she was already on top of it. She took him and brought him home with a cone and gave him medication as prescribed. She even followed up asking about him days later once we picked him up. You can just tell that Peggy is an animal lover. I will absolutely be booking Peggy again, i love the fact that she only takes one dog in at a time because you know the full attention is going to your animal. Thank you Peggy!”
“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!”
“Fantastic family watched our dog. So kind and attentive. Our dog was in good hands. He loved being chased around the yard by their son. They tired each other out. Would definitely recommend.”
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.
“My dog has stayed with Toya a couple of times now, and every experience has been wonderful. My dog gets excited as soon as we arrive, which says a lot about how comfortable and happy she feels there. Toya does a fantastic job keeping us updated with photos and messages, which really gives us peace of mind. We’ve had nothing but great experiences and highly recommend her!”
About: I’ve taken care of my family dog until he passed. He was 16yrs old. I also take care of my sisters dog. He is a Husky/ German Shepard mix. My dog recently passed and I miss walking him. His daily walks were 7am and 6:30pm. I’m also opened to walking your dog on weekends. I have a huge fenced yard and a one floor home to reduce stair climbing for senior dogs. I have a car seat for small dogs and do enjoy taking them on DQ runs with the owners permission.
About: My name is Sandra and I’m 28 years old. I have two furry family members; Bonbon, an 11 year old poodle mix, and Wally, a 3 year old collie mix. I currently work as a Dog Groomer, but have about 6 years of experience in the Dog Daycare industry. My past jobs have given me the experience needed to handle and care for dogs of all sizes. They’ve also taught me how to greet an unfamiliar dog, how to do feedings for various dogs, administer medication, and how to detect signs of aggression and fear. With my personal experience and professional experience, I am well equipped to handle dogs in all stages of life. With that being said, It takes patience, hard work, and honesty to care for a dog. My offered services to clients are met with the highest of standards. I believe in giving 100% in all work that I do, meaning you’ll never receive less than excellent care for your best friend. It’s difficult to leave your dog in the hands of a stranger, however, I always treat every dog the way I would want my dog to be treated: like family. If you have any questions regarding my services, please feel free to reach out! I am fully committed to Rover, meaning I have full availability, and can give your furry family members my full attention 7 days a week. I care for your pets the way I would care for my own. Every furry family member is different, and you know them best. I can guarantee my care will reflect the dog’s lifestyle. Whether you crate at home, or your pet snuggles in bed with yourself; I aim to keep the routine as close as possible to that at home.
The median cost per night for dog boarding in Oswego is $50
Dog parents share their Rover experiences - Oswego
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!!!!!
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! ❤️🐶🐶
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!
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.
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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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 on Rover is $50 per night as of October 2026. Most bookings cost between $32 and $67 per night. 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 October 2026, there are 1,415 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 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, 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.
<b>Tip:</b> 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 , 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 .
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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