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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”
“Mirriam and Terrell were the best rovers we’ve ever had! We received plenty of updates, pictures, and videos of our dog being spoiled, playing, and sleeping! They were also kind enough to watch our dog last minute with no issues while we went on a camping trip. We felt very relieved and safe that our pet was in good hands. We highly recommend them!!!”
“Brian took care of my 6 month old puppy over Labor Day weekend. He sent pictures of her playing and going on walks. She was allowed to snuggle in bed and make herself at home. I would definitely use him in the future to care for our fur baby. Thank you Brian!”
“Our pup, Ruby, stayed with Kasey & her family for a week. During this time we received many photos as well as regular updates. Ruby was well taken care of and we will happily book again with Kasey!”
“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 excellent care of my dog while I was out of town. He was in high spirits when I picked him up, and she kept me updated throughout his stay. Will rebook in the future.”
“Kathleen was amazing! Her communication before, during and after my pets stay was great and she shared many photos! My dogs seemed happy and well taken care of! I 100% recommend!”
“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!”
“Kept us in the loop throughout their stay! She made sure we knew everything going on while they were in her care! Certainly would recommend her to anyone looking for in home boarding!”
“My dog sitter Fanny was wonderful! She was very communicative throughout the stay, which gave me peace of mind, and I could tell my puppy was in great hands. I would absolutely use her again”
“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.”
“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.”
“I was traveling out of the country for 2 weeks and boarded Sammy with Katie & Tim…they were amazing hosts , and it was a home away from home for Sammy. They communicated promptly, sent pictures and updates regularly so we did not miss a beat! Sammy came back home a happy dog! Will always board with Katie & Tim, they were awesome!”
“5 ? review here! Peggy was wonderful! She took excellent care of Rita. Peggy was so nice and she went well and above to make sure Rita had a good time while we were away. We are so glad we found her so now we can vacation with confidence that Rita will be having a great vacation too. Thank you Peggy!”
“Keith took excellent care of Sarah over the weekend while we were away. He was also very flexible with last-minute schedule changes and adjusted the timing without any issues. I would definitely recommend him for dog sitting.”
“Julie and her family were absolutely wonderful. They kept us informed the entire time with photos, they obviously all have a love for dogs, their yard is large which made for a lot of fun for Simba. Simba loved his time and I think was a little sad to return home. Thank you Julie and family for giving Simba a home away from home.”
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.
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 near you
Select a filter and find qualifying Oswego sitters!Sitters in Oswego average 12 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 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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