Dog Boarding in Chester, IN
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Chester dog boarders
“Gabriel was great in taking extra steps to care for Coco while I was out of the country. He sent pictures and updates that put me at ease! He has a wonderful home and yard that my dog enjoyed. I definitely would recommend him for your animals stay. I knew Coco was safe.”
“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!”
“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 :)”
About: I have been taking care of animals for my whole life. I currently own two Ferret, a rat, two dogs, and two cats. I love training dogs I am actually trying to save money to start taking certifications for dog training. I am a disabled human, so I spend almost all day at home able to care for animals. Dogs will go outside to potty every 4 hours unless special instructions are given. My dog Ruger will not be around any male dogs that I watch. I will only accept to watch a dog if the owner also bring their dog a crate, their own toys, and some of the dogs food. I will not accept dogs that have any aggression.
About: i have lots of experience walking dogs and pet sitting! with my rover experience and dog walking for the animal shelter i can assure you that your pet would be in good hands! i work third shift four days a week so i have a very open schedule for walks and drop ins. my best times are 9am-noon and 4pm-7pm but i am open to requests at any time:) while walking dogs i ALWAYS keep them on leash. i’m comfortable helping with whatever you need whether that’s just hanging out or maybe brushing your pet:) just ask!
About: I've taken care of dogs since I was kid. To me they are like family and should be treated with love. I have 3 of my own that I've had since they were puppies. I'm currently working part time so I'm using my extra time to help others with their fur babies. I'm home most of the time so I can give them extra attention. My back yard is fenced in. I have dog crates available if they need it. Tons of toys and treats too. Clean and bug free home.
“Pam is a very sweet, welcoming person! You can sense her love for animals. Midnight was very comfortable there and made friends quickly with her dog. Pam was also very responsive when watching Midnight. She helped me out on short notice. I will definitely use her again.”
“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.”
About: We love dogs! We have a female English massiff that stays inside, and currently care for 4 hunting hounds in our outside kennel. I can care for your dog any way that you see fit. If you are more comfortable with your dog staying in their own home I can do that. I am also available for drop ins. And walks. I do work a part time job Wednesday- Saturday 9:30-5pm. I have 3 children so your pet must be friendly with children. We are a dog loving family. We look forward to hearing from you and getting to know you and your wonderful dog. Feel free to ask me any questions. I currently work a part time job from 9:30am-5pm Wednesday- Saturday. On my days off and before and after work I will have time to spend with your dogs. I currently am not offering sitting at my house. But I’m more than happy to care for your animals at your home, providing any services that you need.
“Everything went as expected. It's clear that Xander loves dogs! Mine is young and rowdy but he didn't mind at all. He said that he'd take Oliver any time I needed him to and I will be using his services again!”
“I would definitely recommend Corinne, she was great! She was easy to communicate with, flexible, and sent lots of updates and pictures. She also made sure Nova was well-exercised and comfortable. I came back to a very happy puppy! :)”
“Karen did great with Ollie. We received daily pictures and text with updates of Ollie's stay. She knew how to handle Ollie's energy level. She even spent sometime working with Ollie on proper loose leash walking and handling meeting other dogs. This was unexpected, but greatly appreciated. Will definitely look to board Ollie with Karen and her well behaved pack in the future.”
About: I'm 30. I have had dogs all my life. I've trained since age 8(in 4h and then as an adult) I've trained service dogs, search and rescue. Protection training, basic obediance, conformation, fastcat, dock diving.... dogs are my life other than my other half and our girls! I work a couple hours a day. I train dogs daily. I'd love to help if somebody needs a sitter(I cannot stay the night as I have a toddler) but I can go let dogs out as many times a day as needed. Not afraid of messes. Dogs are my life I crate my dogs and introduce slowly. Dogs don't get rushed. We live for the dogs! I take the dogs seriously. And their needs come first!
“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.”
Loving dog boarding sitters in your neighborhood
Search Results
Penny H.Star Sitter
“Fantastic with my dog, clean and cozy house. Kept him very active with daily walks and dog park visits. Daily updates. Couldn’t ask for better care.”
Gabriel N.Star Sitter
“Gabriel was great in taking extra steps to care for Coco while I was out of the country. He sent pictures and updates that put me at ease! He has a wonderful home and yard that my dog enjoyed. I definitely would recommend him for your animals stay. I knew Coco was safe.”
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!”
Lydia L.Star Sitter
“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!”
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 :)”
Aliegha U.
“Aliegha has taken incredible care of my animals, she's even taught me more about dogs than I ever thought I would know. She's a very knowledgeable woman and very upfront, I highly recommend her to anyone who wants their animals cared for like you would at you own home.”
Aurora B.
“There's no one better to leave your animals with than Aurora, she's always had pets and is very dependable. She has a dog herself who she takes to the dog park every day and always interacts with every dog there and has never met an animal she didn't like.”
Kristina B.
“Kristina does a phenomenal job caring for all types of animals. She is a wonderful caregiver and dreams of having her own animal rescue one day. Shes taken care of my rabbits dogs and chickens in the past and she's done a great job caring for all of them.”
Pam H.
“Pam is a very sweet, welcoming person! You can sense her love for animals. Midnight was very comfortable there and made friends quickly with her dog. Pam was also very responsive when watching Midnight. She helped me out on short notice. I will definitely use her again.”
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.”
Haylie H.Star Sitter
“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.”
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!”
Casey W.Star Sitter
“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!”
Beth C.
“Beth did an amazing job house sitting for us. We went on vacation for a week and hired her to watch our house for a couple hours a day and spend some time with our dogs. She did an amazing job, our dogs were very well taken care of and our house was very clean when we returned. I would definitely hire her again.”
Xander B.
“Everything went as expected. It's clear that Xander loves dogs! Mine is young and rowdy but he didn't mind at all. He said that he'd take Oliver any time I needed him to and I will be using his services again!”
Corinne F.
“I would definitely recommend Corinne, she was great! She was easy to communicate with, flexible, and sent lots of updates and pictures. She also made sure Nova was well-exercised and comfortable. I came back to a very happy puppy! :)”
Karen S.
“Karen did great with Ollie. We received daily pictures and text with updates of Ollie's stay. She knew how to handle Ollie's energy level. She even spent sometime working with Ollie on proper loose leash walking and handling meeting other dogs. This was unexpected, but greatly appreciated. Will definitely look to board Ollie with Karen and her well behaved pack in the future.”
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.”
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.”
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, 22 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, 79% 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 22 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.
Connect anywhere with the Rover app
