Dog Boarding in Chester, IN
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog sitters in your neighborhood
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1. Penny H.

“Penny took incredible care of our dog! She provided lots of updates while we were gone and loved on our pup. We will definitely have Leroy stay with Penny again. Thanks!”


2. Jessica C.

“Jessica is hands down AMAZING!! She kept our new puppy while we were out of town in her home and Tali loved Jessica. She sent pics twice daily so that we could see how she was doing and made us feel totally comfortable. I cannot recommend Jessica highly enough. She is wonderful!!”


3. Nicole O.

“Nicole is amazing! She takes Nova on walks and to the dog park. She takes very good care of my baby Nova. She even offers to do pick up and drop off for your pet. I would recommend her to anyone :)”


4. Christa M.

“Great with communication and took wonderful care of my dog, Phoebe! Very professional and understanding to anxious pet parents. We will be using her services again!”


5. Courtney R.

“Courtney was such a wonderful dog sitter! She took excellent care of Woody! He came home happy and I felt really good about his stay! Thank you Courtney! Will definitely be using her again!”


6. Laura J.
“One of the few people I've meet who have put there heart and soul into loving animals. She loves and cares for dogs in a way that not many people are able to and that is truly special.”




7. Zackery K.
About: My name is Zack. I have had dogs my entire life. I have owned all different breeds of dogs. From miniature pinscher to pit-bull terriers. I started training my own dogs 20+ years ago. As I have gotten older, it grew with me. I enjoy playing with dogs and training them. I currently have my own dog training business on the side. So while your dog is with me, I will take special care of him/her and your dog will have a lot of fun. I also have 4 dogs of my own that we got from the shelter. Two are lab mixes, 1 is a maltese mix and 1 is an AustralianCattleDog. I also have 2 kids in their teens that help me with training dogs and also help me with dogs I take care of and take for walks. My wife and kids love dogs just as much as I do. Dogs are family in this home, not pets. I'm just glad my kids enjoy it as much as I do because it's a great way to teach my kids while spending quality time with them. My family and I have plenty of time with your pet while they are here for play time, walk time, socializing, lounge time and more. I currently have 4 dogs myself that are dog friendly that ur fur family can play with. I also have crates for dogs if I feel like dogs need a break from eachother. Your pet is treated like family in our home.


8. Lydia L.

“Lydia is awesome! She’s communicative and responsive. She took care of our dog so well. We’ll definitely take Otto back to her again. Really recommend her service!”


9. Brandi C.

“Brandi was awesome. Sophie was instantly at home the minute we arrived. Brandi sent daily pictures and messages. We felt super comfortable leaving Sophie in her care.”


10. Laurie S.

“Laurie was absolutely great! She was so good to Odin and welcomed into her home as if he was her own. He adapted well to her family and she kept me updated with messages and pictures throughout his stay. We are so thankful for her!”


11. Ava R.

“Ava did a great job of taking care of Sadie and communicated well the whole time. Thanks Ava!”


12. Alexis C.
“I couldn’t have asked for a better dog sitter! Alexis took amazing care of Duke while I was away, providing plenty of love, attention, updates, and even sent pictures. It was clear from the start that she truly cared about my Duke, and I felt completely at ease knowing my pup was in such good hands. I came home to a happy, well-cared-for dog, and I’ll definitely be booking again. Highly recommend!”


13. Dessi H.

“Dessi was amazing! She took great care of my dogs while we were out of town. She has an awesome set up for the dogs and they loved it. I will definitely be using Dessi for any future dog sitting needs I have.”


14. Haylie H.

“I would recommend Haylie and her family! They took care of our new addition to our family while we were away a few days. They were very understanding of her anxiety of being away from her family for the first time since we got her. They took good care of her. She was clean and everything I dropped off for her was also well cared for. She sent multiple videos and photos throughout the stay. I would rebook with Haylie in the future.”


15. Samantha N.

“Samantha was fantastic. She took great care of our Irish-doodle, Fitz. She was great about communicating and sending pictures. Her home was very clean and they have a very large fenced in back yard. We will definitely use Samantha again.”


16. Casey W.

“We loved Casey and her little family. Copper was well taken care of and had fun with the dogs that were there. Glad he could have vacation while we did!”


17. Tori K.
About: I have had my dog for 13 years now so I have experienced caring for puppies and senior dogs. I have worked through Rover for 4+ years now! I have worked with an array of clients, and have traveled all over the Cleveland area for dog walks, overnight stays, and drop-in visits. I am currently in college looking for a part-time job while home for breaks. I can be free all days of the week for most hours of the day! From staying overnight to just taking them on walks and having playtime! I allow my dog to roam free in my house but we used to keep her in a crate and also in a fenced-off area, so I know to crate a dog easily! I do not have a fenced-in yard so we usually take my dog for a walk, but if we let her out in my front yard we stay right by her side. I am comfortable with any method you use for your dog!


18. Xander B.

“Fern came home a very happy dog. I hope she wasn’t too much of a handful. Xander seems to have a way with the pups. Will plan to work with him again.”


19. Madison S.
“Madison is very knowledgeable with dogs and most animals. She has raised dogs and helped train many. She is very responsible and puts animals before herself. She would take care of your pet as one of her own.”


20. Jessica H.
About: I have been taking care of pets since I was a teenager. I specialize in providing boarding services for small dogs and cats. Your fur baby will get the same love and care that they would get from you. You and your pets happiness is my top priority. I am a stay home mom. I will have plenty of time to care for and play with your pet. I am available 7 days a week and most holidays. I have a designated space in my home set up for boarding. You are able to choose if you would like your pets to have interaction with my children or not. I can accommodate either way. My children love pets and are great with them. Your fur baby will get plenty of love from our family. My home sits on a beautiful 2 acre lot. Part of my yard is fenced with plenty of space for your pet to play. Each dog will have their own kennel to sleep in. All kennels and bedding are cleaned and sanitized after every stay.
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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 sitter has to cancel, we’ll work with you to find a new 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
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Chester on Rover as of Jan 2025 was about $34 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jan 2025, 24 sitters provided dog boarding in Chester. 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 Chester dog boarding sitters respond in under an hour.
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Chester.
Rover makes it easy to find Chester 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 24 dog boarding sitters in Chester 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.
