Dog Boarding in Chester, MI
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Top rated Chester dog boarders
“Rex and family are the best. Our dog loves going here to play with other dogs in the big backyard. Super accommodating and so nice. It’s where we always take our guy when we are in the area and need a dog sitter! Thank you!!”
“Katlynn is amazing! Zoe always has a great time when she’s with Katlynn. Zoe stayed with her for a full week and she even bathed Zoe before I picked her up, which was really sweet of her! Will definitely book her every time.”
“From a first-time Rover user, Kelli was a great caregiver for our dog when we went out of town. She was very attentive, sent lots of photos and videos to make sure we felt comfortable and knew he was well taken care of.”
“Love Fay, what a wonderful dog sitter, I’d trust Fay with my kids if I had any small children anymore. Fay was very caring, sent me photos around the clock of my dog’s activities which included long walks, napping, making friends with Fay’s dog. It was nice my dog Bao had a friend for a while in her care. I’d rebook with Fay in a heartbeat. Wonderful person.”
“Victoria and Rishi are incredible! Leon took a liking to them immediately and felt like staying with them was his second home away! Leon was always happy when I picked him up and actually didn’t want to leave 😂. I know that Leon is safe and happy in their hands. If you are type of person that likes to be communicated with frequently about your pup, you can text them and they will give you an update.”
“Sara was amazing! Super friendly, great to work with, and our doggie was so well taken care of! Frequent updates with photos. Excellent experience. Highly recommend!!! She (and her adorable kids) are now our go-to dog sitters! 😁”
“Jason and Kristen’s family always take such good care of our dog. They are great with communication with daily pics and updates!! They give him lots of care and attention.”
“Paige gets a 10 out of 5 stars from us! We were nervous about leaving our spunky puppy with anyone during our trip, and Paige was extraordinary. She and Decky were loving and took such great care of Maisy. Her care gave us the peace of mind we needed to enjoy our travels. She sent us so many photos and went above and beyond what we asked carewise. THANK YOU!!”
“My pup stayed with Julia and working with her was great! She was easy to work with and gave consistent updates with pictures every day. I would definitely recommend Julia for anyone needing dog boarding.”
“Alice is an amazing sitter. She took such great care of my dog while I was away. My dog has a lot of allergies and skin issues and ended up needing to see the vet and have a minor surgery. Alice made sure she was well taken care of and got her to all her appointments and gave her the appropriate after care. She is the best pet sitter I've ever used and I would use her again.”
“Kasey was an excellent choice for watching our puppy, Rocky. She provided regular updates throughout our trip, which gave us peace of mind. When we returned, Rock was happy and well cared for. We highly recommend Kasey for pet sitting!”
“Cheryl watched my 13+ year old tri-ped for 2 weeks. He was well taken care of, she recognized when his remaining back leg was too tired for a 2nd walk of the day. Took care with him during thunderstorms. My dog and hers got along well. I absolutely would and will book with her again.”
“Boji had yet another great time. He's super happy and ready to sleep the night away! Definitely book with him! They are the best out there and the most flexible!!”
“Deb was awesome. She really took good care of my dog who is 13 years old. You can tell she has a love for dogs. She was very professional and sent me cute pics during his stay. I would highly recommend Deb to care for your fur baby..”
“Taya was absolutely amazing with Travis! She was very responsive and sent us pictures of our pup throughout his stay. She is so kind, and sweet! You can definitely tell she is passionate about what she does and treats all the pets that stay with her, as she would her own! We could Travis was so happy staying with her, and enjoyed being able to socialize with the other dogs. I would highly recommend Taya to anyone that is trying Rover out. This was my first experience using Rover, and first time leaving my 7 month old puppy. Overall the experience was great and I felt a lot less anxious knowing Travis was in great hands!!”
“Our energetic girl had a great 3-night stay with Cari. She was well cared for and enjoyed herself tremendously! Cari sent updates/pictures several times a day, which was reassuring, especially since it was our first time using Rover. We recommend Cari highly!”
“Hayley has watched my puppers before and Iroh always comes back happy and suckered out from playing with her two dogs. He loves it there. Hayley is also so kind, working with me on a new pickup time when my original pickup time proved difficult. Thanks for the flexibility, Hayley!”
“This was my first time using Rover and it was anxiety filled because my dog is a senior, 16 years old, and deaf and blind. He had also never been boarded. Brianna was lovely and made me feel comfortable leaving Jake with her and her family.”
Loving dog boarding sitters in your neighborhood
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Rex L.Star Sitter
“Rex and family are the best. Our dog loves going here to play with other dogs in the big backyard. Super accommodating and so nice. It’s where we always take our guy when we are in the area and need a dog sitter! Thank you!!”
Katlynn S.Star Sitter
“Katlynn is amazing! Zoe always has a great time when she’s with Katlynn. Zoe stayed with her for a full week and she even bathed Zoe before I picked her up, which was really sweet of her! Will definitely book her every time.”
Kelli G.
Star Sitter
“From a first-time Rover user, Kelli was a great caregiver for our dog when we went out of town. She was very attentive, sent lots of photos and videos to make sure we felt comfortable and knew he was well taken care of.”
Fay A.
“Love Fay, what a wonderful dog sitter, I’d trust Fay with my kids if I had any small children anymore. Fay was very caring, sent me photos around the clock of my dog’s activities which included long walks, napping, making friends with Fay’s dog. It was nice my dog Bao had a friend for a while in her care. I’d rebook with Fay in a heartbeat. Wonderful person.”
Victoria & Rishi S.Star Sitter
“Victoria and Rishi are incredible! Leon took a liking to them immediately and felt like staying with them was his second home away! Leon was always happy when I picked him up and actually didn’t want to leave 😂. I know that Leon is safe and happy in their hands. If you are type of person that likes to be communicated with frequently about your pup, you can text them and they will give you an update.”
Sara & John Patrick C.Star Sitter
“Sara was amazing! Super friendly, great to work with, and our doggie was so well taken care of! Frequent updates with photos. Excellent experience. Highly recommend!!! She (and her adorable kids) are now our go-to dog sitters! 😁”
Jason & Kristen S.Star Sitter
“Jason and Kristen’s family always take such good care of our dog. They are great with communication with daily pics and updates!! They give him lots of care and attention.”
Paige L.Star Sitter
“Paige gets a 10 out of 5 stars from us! We were nervous about leaving our spunky puppy with anyone during our trip, and Paige was extraordinary. She and Decky were loving and took such great care of Maisy. Her care gave us the peace of mind we needed to enjoy our travels. She sent us so many photos and went above and beyond what we asked carewise. THANK YOU!!”
julia c.
“My pup stayed with Julia and working with her was great! She was easy to work with and gave consistent updates with pictures every day. I would definitely recommend Julia for anyone needing dog boarding.”
Alice B.Star Sitter
“Alice is an amazing sitter. She took such great care of my dog while I was away. My dog has a lot of allergies and skin issues and ended up needing to see the vet and have a minor surgery. Alice made sure she was well taken care of and got her to all her appointments and gave her the appropriate after care. She is the best pet sitter I've ever used and I would use her again.”
Kasey K.Star Sitter
“Kasey was an excellent choice for watching our puppy, Rocky. She provided regular updates throughout our trip, which gave us peace of mind. When we returned, Rock was happy and well cared for. We highly recommend Kasey for pet sitting!”
Cheryl L.
“Cheryl watched my 13+ year old tri-ped for 2 weeks. He was well taken care of, she recognized when his remaining back leg was too tired for a 2nd walk of the day. Took care with him during thunderstorms. My dog and hers got along well. I absolutely would and will book with her again.”
Christopher G.Star Sitter
“Boji had yet another great time. He's super happy and ready to sleep the night away! Definitely book with him! They are the best out there and the most flexible!!”
Deb S.
“Deb was awesome. She really took good care of my dog who is 13 years old. You can tell she has a love for dogs. She was very professional and sent me cute pics during his stay. I would highly recommend Deb to care for your fur baby..”
Taya A.Star Sitter
“Taya was absolutely amazing with Travis! She was very responsive and sent us pictures of our pup throughout his stay. She is so kind, and sweet! You can definitely tell she is passionate about what she does and treats all the pets that stay with her, as she would her own! We could Travis was so happy staying with her, and enjoyed being able to socialize with the other dogs. I would highly recommend Taya to anyone that is trying Rover out. This was my first experience using Rover, and first time leaving my 7 month old puppy. Overall the experience was great and I felt a lot less anxious knowing Travis was in great hands!!”
Cari S.Star Sitter
“Our energetic girl had a great 3-night stay with Cari. She was well cared for and enjoyed herself tremendously! Cari sent updates/pictures several times a day, which was reassuring, especially since it was our first time using Rover. We recommend Cari highly!”
Haley S.Star Sitter
“Hayley has watched my puppers before and Iroh always comes back happy and suckered out from playing with her two dogs. He loves it there. Hayley is also so kind, working with me on a new pickup time when my original pickup time proved difficult. Thanks for the flexibility, Hayley!”
Paul R.
“We had a GREAT experience with Paul!!!!! My dog came back happy and exhausted! He might have had more fun on his vacation than I did! Highly recommend!”
Damoan B.
“Damoan was amazing with my 12 weeks old puppy! She was caring, reliable, and kept me updated throughout. I highly recommend her for anyone needing excellent pet care!”
Brianna E.
“This was my first time using Rover and it was anxiety filled because my dog is a senior, 16 years old, and deaf and blind. He had also never been boarded. Brianna was lovely and made me feel comfortable leaving Jake with her and her family.”
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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?
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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, 147 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, 97% of Chester dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chester have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 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 147 dog boarding sitters in Chester on Rover, so you’re sure to find the perfect match for your dog! In Chester, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.
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