Dog Boarding in Oswego, IN
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Top rated Oswego dog boarders
“Wonderful!! Katelyn and her family were so kind and helped me get a nervous pup into her home. She took care of her so well sending pics that were so comforting. She even slept near her a while to help calm her. I’m so grateful for such great care!”
“I highly recommend Alejandra. She took great care of my Josie. She sent messages and pictures and videos. Her family gave Josie lots of love and she really enjoyed her walks and running around in the fenced in yard!”
“Lanae was wonderful to our pup. She was willing to take him last minute, which saved us from missing our vacation. She took the time to update us regularly, and responded to any question I had promptly. She gave him all the love and attention he requires and I’m very grateful for that. HIGHLY RECOMMEND.”
“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.”
“Mary is so nice and took really great of Lizzie Lou why we were out of town. I would definitely recommend and leave anyone of my fur babies with her anytime. I didn’t have to worry about Lizzie I knew she was in great hands. Thank you again Mary you’re the best. Kellie”
“Faith was so pleasant and her accommodations are beautiful. The yard was big and offered shade. Faith's dogs are super cute and they were extremely friendly with my dog. It all made my dog's stay very enjoyable.”
“Griff and Butters LOVED staying with April. They made themselves at home immediately. We felt secure being gone and knowing they were in good hands. They loved Jake. And thanks for the pics, April!”
“Lyndsey is AMAZING! Very affordable and sent daily messages for an update while I was away from my fur baby. Her and her family loved my pup as their own and I would recommend her services to EVERYONE. Will def be using her again for future vacations.”
“Lindsay is literally the definition of a GODSEND when it comes to dog sitting & taking care of your pet when you have to leave him or her behind going out of town. This was my second time leaving my dog (Hank) with Lindsay and her family, and for as long as I live here in the South Bend/Michiana area I will never look elsewhere for a sitter. She truly treats ALL dogs as if they are her own, and ensures that each and every one of them has a remarkable experience under her care. I promise promise promise there is no better sitter in the area, so if you’re looking for someone to look after a pet you love so dearly, look no further because Lindsay & her family are the best there is. I will forever be thankful I found her & will continue to use her as often as I can throughout the near future!”
“Karen was SO good with my very anxious dog! She took extra measures to make her feel very comfortable and my dog has never been so calm before with a boarder/sitter! I will definitely be using Karen, if possible!!”
About: I have been taking care of all dogs since I was 10. Doberman, Rottweiler, Hounds, Cocker spaniel, Labradoodle and Wheaton Terriers to name a few. I know how to be patient with the Rescues. When to give space and when to shower them with love. I have experience with senior dogs and their extra needs. I work from home, which allows plenty of time for potty breaks, play time, treats, and cuddles. I'm available for boarding 7 days a week. Treat them as i do my own. I have a spacious backyard and a friendly dog to keep your fur baby company. I have pet gates available if needed and plenty of comfy dog beds.
About: I am someone who loves pets of all types. I have years of experience with multiple types of animals and I love them all. If my pets could talk they would tell you to choose me. My job has multiple stretches of time off for me to care for your pets full time. If for whatever reason I am working on a time you are looking for a sitter I will always let you know my schedule in advance. But for the most part I will always be home. I have a decent yard. However, the yard is not fenced. I have 3 litter boxes in my home that are scooped daily as well as provide privacy. I have 3 cats who are all friendly with each other and love to play. Their ages are 4 years, and 2 of them are 7 months. All my pets are neutered and spayed. I also have a rabbit who loves to play with the cats as well. However, if you are uncomfortable with this idea he is also always willing to chill in his cage.
About: I've taken care of pets since I can remember. This past year I have started dog sitting for friends and family and they have trusted me to care for their animals like I would for my own. I am currently working part-time and am enrolled in college, doing mostly online work. I am able to work around my work schedule and leave periodically if needed to care for a pet. I make sure to have lots of outside time with my own pets. We play fetch and go on walks daily. I have a fenced in yard to make sure my pets are safe.
“Heather and her family were absolutely amazing with my little pup! I feel so much more confident, leaving him with Heather. He had the best time playing with her two dogs. He will absolutely be staying with Heather and her family again!”
Loving dog boarding sitters in your neighborhood
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Katelin T.Star Sitter
“Wonderful!! Katelyn and her family were so kind and helped me get a nervous pup into her home. She took care of her so well sending pics that were so comforting. She even slept near her a while to help calm her. I’m so grateful for such great care!”
Alejandra M.Star Sitter
“I highly recommend Alejandra. She took great care of my Josie. She sent messages and pictures and videos. Her family gave Josie lots of love and she really enjoyed her walks and running around in the fenced in yard!”
Lanae K.Star Sitter
“Lanae was wonderful to our pup. She was willing to take him last minute, which saved us from missing our vacation. She took the time to update us regularly, and responded to any question I had promptly. She gave him all the love and attention he requires and I’m very grateful for that. HIGHLY RECOMMEND.”
Josie & Michael D.Star Sitter
“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.”
Mary G.
“Mary is so nice and took really great of Lizzie Lou why we were out of town. I would definitely recommend and leave anyone of my fur babies with her anytime. I didn’t have to worry about Lizzie I knew she was in great hands. Thank you again Mary you’re the best. Kellie”
Faith G.
“Faith was so pleasant and her accommodations are beautiful. The yard was big and offered shade. Faith's dogs are super cute and they were extremely friendly with my dog. It all made my dog's stay very enjoyable.”
April K.
“Griff and Butters LOVED staying with April. They made themselves at home immediately. We felt secure being gone and knowing they were in good hands. They loved Jake. And thanks for the pics, April!”
Edna H.
“Edna is warm, friendly, calm and patient. She treated our 15 year old dog with kindness, patience and love. I would recommend her highly and without reservation.”
Lyndsey B.
“Lyndsey is AMAZING! Very affordable and sent daily messages for an update while I was away from my fur baby. Her and her family loved my pup as their own and I would recommend her services to EVERYONE. Will def be using her again for future vacations.”
Betty G.
“Betty G. was great. Upon arrival she checked their vaccination records and got to know each one (we have 3 dogs). The girls are sound asleep from their fun day.”
Katie S.
“Katie did a good job taking care of Bogey. She sent us updates during our time away.”
Lindsay M.
“Lindsay is literally the definition of a GODSEND when it comes to dog sitting & taking care of your pet when you have to leave him or her behind going out of town. This was my second time leaving my dog (Hank) with Lindsay and her family, and for as long as I live here in the South Bend/Michiana area I will never look elsewhere for a sitter. She truly treats ALL dogs as if they are her own, and ensures that each and every one of them has a remarkable experience under her care. I promise promise promise there is no better sitter in the area, so if you’re looking for someone to look after a pet you love so dearly, look no further because Lindsay & her family are the best there is. I will forever be thankful I found her & will continue to use her as often as I can throughout the near future!”
Karen S.
“Karen was SO good with my very anxious dog! She took extra measures to make her feel very comfortable and my dog has never been so calm before with a boarder/sitter! I will definitely be using Karen, if possible!!”
Venus K.
“Mrs. Venus is so sweet and loving to our sweet Kobe. Venus has taken care of Kobe since he was a puppy. The first time we dropped Kobe off with Venus, we could tell it would be the perfect fit for Kobe; there is so much room for each puppy to run around and play. Venus also sent picture updates throughout that day, and she was okay with me calling from time to time to check in, which made me feel happy to see my furson having a good time. Now, whenever I put Kobe in the car and he knows he's going to see Mrs. Venus, he wags his tail all the way to her home.”
Alison S.
“Alison was great with our anxious English Springer Spaniel. Pick up and drop off were a breeze. Alison was wonderful to work with. We highly recommend her.”
Kyla G.
“Kyla gave our pups the best care, from daily walks to pup cups for the hot days! We are grateful to have found such an excellent dog sitter! Highly recommend Kyla!”
Chrissy B.
“She kept me informed how Lucy was doing and sent pictures. She was very flexible with changing the drop off time and took great care of Lucy!”
Raiden K.
About: I am someone who loves pets of all types. I have years of experience with multiple types of animals and I love them all. If my pets could talk they would tell you to choose me. My job has multiple stretches of time off for me to care for your pets full time. If for whatever reason I am working on a time you are looking for a sitter I will always let you know my schedule in advance. But for the most part I will always be home. I have a decent yard. However, the yard is not fenced. I have 3 litter boxes in my home that are scooped daily as well as provide privacy. I have 3 cats who are all friendly with each other and love to play. Their ages are 4 years, and 2 of them are 7 months. All my pets are neutered and spayed. I also have a rabbit who loves to play with the cats as well. However, if you are uncomfortable with this idea he is also always willing to chill in his cage.
Blair H.
“Blair was great! She sent us plenty of updates and pictures while we were gone. We felt both our cat and our dog were in good hands!”
Heather J.
“Heather and her family were absolutely amazing with my little pup! I feel so much more confident, leaving him with Heather. He had the best time playing with her two dogs. He will absolutely be staying with Heather and her family again!”
Popular requests near you
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The median cost per night for dog boarding in Oswego is $35
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Sitters in Oswego average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 56 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, 94% of Oswego dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 10 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 56 dog boarding sitters in Oswego on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
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