Dog Boarding Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“Katelin did amazing!! She made me feel so at ease leaving my baby for the week. She provided a family oriented stay and kept him busy! She sent lots of photos and videos during the stay as well.”
“You can tell immediately that Jonna and her family love dogs! Jonna sent pictures of Zelda during the stay and it looked like Z was having a great time with so much attention from the kids and playing with Jonna's dogs. Jonna worked with us to drop off a bit earlier when we left town. We highly recommend and no doubt that Zelda will be back to stay again with them.”
“Roy was fantastic! He sent pictures and updates everyday and Revan was exhausted when he got home, which is always a sign of a good dog sitter. He was also very accommodating with our timing and even set up a lock box so we could pick Revan up when it was convenient for us, even though he was at work. Will definitely book again!”
About: With 17 years of experience in pet care, I bring a wealth of knowledge and genuine passion for animals. My experience spans across various stages of a pet's life, from training puppies to providing specialized care for senior pets. This broad range of expertise allows me to cater to the specific needs of each pet, ensuring they receive the best care possible. My proficiency in senior care means I understand the extra attention and gentleness older pets require, while my current experience with a puppy highlights my ability to handle high energy and training needs. My commitment to their well-being and personalized care sets me apart as a reliable and compassionate sitter for both dogs and cats. Whether it's early morning walks, afternoon play sessions, or evening training and cuddles, I ensure that every pet under my care receives the attention and affection they deserve. My experience with my own puppy and my deep understanding of pet needs make me a reliable and dedicated sitter who can provide consistent, loving care amidst a busy schedule. Currently, I care for dogs at my home by providing a structured and nurturing environment. Each day starts with a morning walk to ensure they get plenty of exercise and stimulation. Throughout the day, I engage them in playtime and training sessions tailored to their individual needs, whether it's reinforcing good behavior in my puppy or offering gentle care for senior dogs. I maintain a consistent feeding schedule and ensure they have access to fresh water at all times. My home is set up to be pet-friendly, with comfortable spaces for them to rest and play safely. By creating a routine that balances physical activity, mental engagement, and relaxation, I ensure that every dog in my care feels happy, healthy, and loved.
About: Hi there!! I love both dogs and cats, and look forward to taking care of them. I've had many pets growing up. Habló Español también. As of right now I am available and flexible on time as school is out. I have been trying to find a second job, and would much rather prefer this to be my 2nd job as I enjoy going on runs with my dog and hanging out with my furbabies (I also have 2 cats). Why not make money while having fun and meeting new furbabies? I live near downtown Elkhart (heading towards Bristol). I live in a very safe and quiet neighborhood where there is plenty of space to walk, run, and enjoy a large field of grass (if allowed to be off leash).
The median cost per night for dog boarding in Oswego is $40
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 9 repeat dog boarding clients
FAQs for Dog Boarding - Oswego
Frequently asked questions about Rover
As of November 2026, there are 92 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.
96% 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:
- 93% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 96% 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 IN 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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