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
“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.”
“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.”
“Thanks Liz for watching Beau and for being flexible with the wintry weather. We are glad that we found you! It was hard to leave our pet at Christmas time, but we felt comfortable with him in your care.”
“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!”
“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.”
“Felicia took great care of our Golden Retriever! Her dogs were wonderful company for sweet canine. She also sent us video updates which were very appreciated. Will be returning to Felicia in the future!”
“We have left our dog with Beatrice on 2 different vacations so far and we couldn’t be happier. She treats our Ivy so well and gives us peace of mind while we are away.”
About: I’ve grown up around dogs and have always been comfortable caring for them. For the past 2.5 years, my wife and I have also been dog parents to our corgi, Riley. I’m experienced with daily walks, feeding, playtime, basic routines, and giving dogs plenty of attention and affection. I understand how important it is to have someone you can trust with your pet, and I’ll treat every dog I care for like they’re part of the family. Pet care fits naturally into our daily routine since we have a dog of our own. I also have the flexibility to work from home whenever needed, so I can be around throughout the day for walks, playtime, feeding, potty breaks, and plenty of attention. We have a dog-friendly home with a fenced-in yard and our friendly corgi, Riley. We’ll follow your dog’s normal routine, feeding schedule, and any special instructions you provide. We want every dog staying with us to feel safe, comfortable, and at home.
“We booked a last minute stay for our puppy with Jessica and she was so accommodating. I was happy to receive a video and update part way through our trip. She did a great job and our dog was happy and wagging and in great shape when we got back. We would recommend her and will book again when we need too. Thanks Jessica!”
“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.”
“Palvi is very nice and did a great job in taking care of Snoopy over 5 days while we were on vacation. Snoopy is shy, anxious by nature & picky eater. Snoopy got comfortable with her family in short time & had good fun time playing hide & seek with her kids & her pet Corgi. We are so thankful that we found Palvi & would definitely recommend her.”
“This was the longest I've left my dogs and had no worries. Kimberly treated my dogs like they were her own with lots of love and attention, had great communication, and sent lots of pictures and updates. There's nothing better than picking up well cared for and happy dogs! HIGHLY RECOMMEND!!”
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 warm-ups, from 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.
The median cost per night for dog boarding in Oswego is $50
Dog parents share their Rover experiences - Oswego
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
This is our second time leaving our Dobie Diesel with Jennifer, he absolutely loves staying her and her family and I have peace of mind knowing he is having fun, is safe and comfortable with someone that has experience with his breed and takes good care of him! I love getting his pictures at the end of the day while we are on vacation and see him having so much fun playing with other doggie friends 🐶
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
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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 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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