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.
“Jennifer and Larry (and Brooks and Linc) were absolutely amazing! Monte had a wonderful stay, got to play with some new friends and had lots of belly rubs! If you don't want to have to worry at all about your dog while on vacation, I would highly recommend these guys!❤️”

“Lyndsey took such amazing care of Blue! I couldn’t have asked for a more seamless experience. Lyndsey gave so many great updates of Blue having the time of his life. Would highly recommend Lyndsey to take care of your dog”

“Katelin was wonderful with our dog, Grandma! Her and her husband were so sweet to her and patient with her when she was nervous. Katelin sent frequent photo updates, which are always so nice to see when we're away. I will definitely have Katelin watch Grandma again when we're in the area!”


“Aricela was an awesome host. Both our cat and dog stayed with her for more than two weeks and returned home in great condition. Aricela sent daily pictures of each animal, and both appeared to be happy and enjoying themselves. Our family is greatly appreciative of the care Aricela provided to our animals while we were out of town.”

“Alejandra made our first time using Rover a great experience. She sent daily pictures/videos of our dog Winston and gave updates as needed. Winston was able to play with her dogs & the other dogs staying with her in her large fenced backyard. Alejandra was very responsive to messages and was flexible for drop off & pick up. I would 100% recommend this sitter and use her again! I had peace of mind knowing my pup was in caring & loving hands. 5/5 star experience.”

“Josie is so welcoming to our boxer girl & myself when I drop her off. She sends pictures while you are away if you would like them. The pictures warm my heart. She knows how much I miss her while gone. She communicates very well & is so nice. She is always ready when you come to pick up. Has everything packed, doggie fed & let out to potty before arriving. Thank you for loving them while we can’t.”

About: Hi! I’m an experienced and passionate animal lover with over 10 years of hands-on experience caring for pets of all shapes, sizes, and personalities. Animals have been a huge part of my life since I was little, and caring for them has always been more than just a job—it’s something I truly love. I’ve worked with countless animal shelters, giving me experience with dogs and cats of all ages, breeds, temperaments, and special needs. I’ve also worked as a dog bather at PetSmart, where I learned proper grooming techniques, handling skills, and how to recognize signs that a pet may need extra attention or care. In addition to Rover, I also provide pet care through Wag!, so I’m experienced with daily walks, drop-in visits, overnight care, and making sure pets feel safe, comfortable, and loved while their owners are away. I understand that every pet is unique, and I take the time to get to know their personality, routine, and needs. Whether your pet is energetic and playful, shy and anxious, or a senior needing a little extra patience, I’ll treat them with the same love, kindness, and respect that I give my own animals. When your pet is with me, you can expect reliable communication, plenty of updates and photos, and the peace of mind that they’re in caring, experienced hands. I can’t wait to meet you and your furry family members! I work remote so I am always available! I love my home, and sharing it with others. I live in a beautiful neighborhood. I have a lot of free time at the moment. I make sure everything is followed correctly for what you and your pets needs require. I also am a very honest and kind person who won’t let you down! I prioritize safety and instruction.
“Faith was fantastic! She took great care of our dog and communicated well. She has all these homemade treats and you can tell that she cares a lot for not just for the health of her animals but others she watches.she took Harlee on walks, played with her let her snuggle Our dog sure loved being there and we will for sure use her again!”

“Georgie enjoyed his stay with Morgan. He came home as though he had never been away. I attribute that to Morgan’s calm personality making him feel so comfortable in her home.”

“Betty was great! She was able to take Baron on short notice after our vacation plans changed abruptly. Baron was well taken care of and seemed to fit in right away with the rest of her crew. She has a great setup of for small dogs and you can tell she is an expert at taking care of them. Thank you!”

“Awesome! Buddy loves his pup sitter. He was treated like family. They sent pictures. He was loved so much. I would recommend them to anyone who needs a pup sitter. I can't say enough about how great he was with our baby.”

About: I have worked in the veterinary field for 18 years. I love being around animals. Know how to care for pets medically as well as personally. I am a stay at home mom and have more time now that my kids are older and at school. I love caring for animals I have a fenced in back yard at home. I know how to properly administer medications and injections if needed. I understand strict diets. I know pets are a part of your family so their care if very important to me.
“Cinthia did an amazing job caring for my cats! she immediately communicated with me about how they were adjusting, sent photos, and was very friendly and easygoing when I reached out on short notice. My cats loved her and her kids!”

“Edna was AMAZING! I have 2 senior doxies and 1 has very bad eye sight. She took her time with them especially my doxie with the bad eye sight who moves slow. I recommend her to anyone and will rebook with her again. She was also nice to provide pictures and updates while they were staying with her. That was nice.”

“Kelsi is wonderful! She took great care of my dog Hank and sent me updates while he was with her. I love having the piece of mind that Hank is in good hands when I’m not with him.”

“We are so happy to have found Eddie. Leaving our girl behind while we were on vacation was difficult. Within the first day we felt so relieved Eddie sent a photo of Brooklyn sitting in a familiar way and we quickly believed she was totally comfortable. What a great feeling!! We found our go-to guy and as a result will be traveling more often sans Brooklyn. Thanks Eddie”

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.FAQs for Dog Boarding - Oswego
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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.
<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 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.



