Dog Boarding in Oswego
Find a loving dog sitter to watch your dog overnight at your sitter's home.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Oswego dog boarders
“Jennifer was excellent with my Dog Oreo and providing constant communication and photos. Seems like Oreo did enjoy his company with other dogs also during his stay. Also Jennifer made sure that he is eating his food and treats as per the schedule. Thanks and will definitely will take the services again!”
“Miriam and Terrell are the most kind people and will 200% love on your dog while you’re away!! ((So you don’t have to look any further at more profiles!!!!!)) Cooper our 20 month old Cavapoo stayed for a few days and it was our first time away. Not only did they update with photos and videos many times throughout the day but they sent home a report card letting me know how he ate and what he did. They really went above and beyond! Cooper didn’t want to play too much with the other dogs so Miriam had him cuddled by her desk throughout the day he was able to sleep with them at night. They truly love dogs and are some of the nicest people I’ve met!! Will always use them in the future !”
“Kasey was awesome! We had to attend a funeral out of town and booked with her last minute. Our young rescue dog, Cooper had never spent the night with anyone else but us since we rescued him so we were nervous. Kasey was so understanding and patient as she walked me through the process. Cooper was accepted by their lovely dogs right away at their meet and greet. The drop off was easy and Kasey communicated all throughout Cooper's stay. That really put us at ease. She was super flexible with the pick up which we really appreciated. We will definitely be booking with Kasey next time we go out of town.”
“Taylor is absolutely amazing. There is no reason to look for any other sitter, she is the best! This was my first time leaving our beagle and we were super nervous. Taylor was so understanding and kept us up to date with pics and videos! I was worried my dog wouldn't want to come home, he had the best time!! And even though he kept her up all night howling, she didn't get upset at all! We are so grateful and blessed to have her..and now I will never worry again about a dog sitter! ❤️ Thanks for everything, Taylor!!”
“We were able to really enjoy our vacation knowing Fin was being so well taken care of! We loved the daily pictures and updates so much. We’ll definitely use Erin again and again!!”
About: 🐾 Senior Dog Experience 🐾 Puppy Experience 🐾 Reactive Dog Experience 🐾 Anxious Dog Experience 🐾 Dog 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 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.
“Katie and Tim were absolutely wonderful. I got regular updates with pictures and they followed all of the directions with handling my dog. When I came to get him he was so happy and didn’t seem to want to leave. I would definitely use them again in the future!!!”
“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.”
“Sara was great with Kobe. She took lots of photos and kept me updated on his activity. He seemed so comfortable with her and enjoyed the company of her dogs. We definitely will be back.”
“Deja did an amazing job taking care of my dog! She has a genuine love for animals which shows in the way she cared for Roki. She took him on walks, spent quality time at the park, and kept me updated with pictures. It was clear my dog was happy and well cared for. I highly recommend Deja, she is truly a fantastic pet sitter who goes above and beyond. I will definitely be booking her again 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!”
“Extremely satisfied with the kindness and care Angelica and her family showed my dog while he stayed with them. He definitely enjoyed himself making new friends. Will be rebooking”
“Truly a great dog sitter and hospitality! On last minutes notice, i was able to contact Jill and she took in our Chocolate lab, Dexter, she made him feel right at home and eased any concerns we had while we did an overnight vacation. Thank you!”
Loving dog boarding sitters in your neighborhood
Search Results
Jennifer D.
Star Sitter
“Jennifer was excellent with my Dog Oreo and providing constant communication and photos. Seems like Oreo did enjoy his company with other dogs also during his stay. Also Jennifer made sure that he is eating his food and treats as per the schedule. Thanks and will definitely will take the services again!”
Brian T.
“Great experience. This was the 1st time I used Rover.com and I already recommended Brian and rover.com to kany friends. I will use Brian's services again.”
Miriam & Terrell J.Star Sitter
“Miriam and Terrell are the most kind people and will 200% love on your dog while you’re away!! ((So you don’t have to look any further at more profiles!!!!!)) Cooper our 20 month old Cavapoo stayed for a few days and it was our first time away. Not only did they update with photos and videos many times throughout the day but they sent home a report card letting me know how he ate and what he did. They really went above and beyond! Cooper didn’t want to play too much with the other dogs so Miriam had him cuddled by her desk throughout the day he was able to sleep with them at night. They truly love dogs and are some of the nicest people I’ve met!! Will always use them in the future !”
Kasey H.Star Sitter
“Kasey was awesome! We had to attend a funeral out of town and booked with her last minute. Our young rescue dog, Cooper had never spent the night with anyone else but us since we rescued him so we were nervous. Kasey was so understanding and patient as she walked me through the process. Cooper was accepted by their lovely dogs right away at their meet and greet. The drop off was easy and Kasey communicated all throughout Cooper's stay. That really put us at ease. She was super flexible with the pick up which we really appreciated. We will definitely be booking with Kasey next time we go out of town.”
Taylor C.Star Sitter
“Taylor is absolutely amazing. There is no reason to look for any other sitter, she is the best! This was my first time leaving our beagle and we were super nervous. Taylor was so understanding and kept us up to date with pics and videos! I was worried my dog wouldn't want to come home, he had the best time!! And even though he kept her up all night howling, she didn't get upset at all! We are so grateful and blessed to have her..and now I will never worry again about a dog sitter! ❤️ Thanks for everything, Taylor!!”
Alexandra A.
“Alexandra was amazing. She sent so many pictures and made me feel comfortable with leaving my little pup.”
Erin A.Star Sitter
“We were able to really enjoy our vacation knowing Fin was being so well taken care of! We loved the daily pictures and updates so much. We’ll definitely use Erin again and again!!”
Roger C.Star Sitter
“Roger is hands-down the best person you could ask for to care for your pup. He has a special way of connecting to dogs of all sizes, breeds l, ages and heath conditions. He was so kind with our senior GSD and even enticed him to play despite having osteosarcoma. Once our new GSD joined the family as a puppy, Roger was so helpful with recommendations and training options as well as helping teach her to play appropriately. I can’t say enough about him. Anyone would be lucky to have him around their dog.”
Katie & Timothy L.Star Sitter
“Katie and Tim were absolutely wonderful. I got regular updates with pictures and they followed all of the directions with handling my dog. When I came to get him he was so happy and didn’t seem to want to leave. I would definitely use them again in the future!!!”
Marisol A.Star Sitter
“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.”
Peggy M.Star Sitter
“Gus always loves Peggy. We are very happy return customers. Gus gets his favorite walks, regular meals, and all kinds of special treatment.”
Marko K.
“Marko was great with Bones, we received updated throughout the day. Accommodated us for last minute changes. Thankful to find someone great to take care of our Pup.”
Balbina K.
“Balbina was amazing with our dogs! She sent many videos, pictures, and updates which we appreciated greatly. The dogs were happy and well cared for! Would highly recommend!”
Sara H.
“Sara was great with Kobe. She took lots of photos and kept me updated on his activity. He seemed so comfortable with her and enjoyed the company of her dogs. We definitely will be back.”
Deja T.
“Deja did an amazing job taking care of my dog! She has a genuine love for animals which shows in the way she cared for Roki. She took him on walks, spent quality time at the park, and kept me updated with pictures. It was clear my dog was happy and well cared for. I highly recommend Deja, she is truly a fantastic pet sitter who goes above and beyond. I will definitely be booking her again in the future.”
Kathleen G.
“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!”
angelica o.
“Extremely satisfied with the kindness and care Angelica and her family showed my dog while he stayed with them. He definitely enjoyed himself making new friends. Will be rebooking”
Keith G.Star Sitter
“This was the first time dog boarding for my pet and he was very comfortable and we were keep getting pictures of his activities. Good Job Keith.”
Jill R.
“Truly a great dog sitter and hospitality! On last minutes notice, i was able to contact Jill and she took in our Chocolate lab, Dexter, she made him feel right at home and eased any concerns we had while we did an overnight vacation. Thank you!”
Felicia S.
“Felicia did a great job with Wrigley! She kept me informed and sent pictures throughout the week. Would highly recommend Felicia and will definitely be contacting her again.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Oswego is $48 per night, including service fees. Boarding your dog for one week typically costs $336. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Oswego dog boarding rates can be found as low as $28 to as high as $66 per night.
As of Aug 2025, 869 sitters provided dog boarding in Oswego. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Oswego dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oswego have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 13 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oswego.
Rover makes it easy to find Oswego dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 869 dog boarding sitters in Oswego on Rover, so you’re sure to find the perfect match for your dog! In Oswego, 96% of sitters offer daily exercise, 98% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
Connect anywhere with the Rover app
