Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Chester, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Susan was great with our girls! From the start, I could tell our fur babies were at ease with her. She sent pictures and updates while they were in her care! She was quick to respond and very easy to work with. We will definitely book with Susan again!”
“Katlynn took my ole girl even though it was a short notice request. She was extremely communicative with me which I loved and even got several daily pictures of my girl while we were apart which I really appreciated. She’s an amazing soul who I’d definitely recommend and rebook again when I’m in town again. Thank you so much for taking such great care of my girl!! 🫶🏼”
“James is the absolute best! He is a caring dog sitter that will exceed your expectations. He communicates well and provides daily photos. Can't say enough good things about James!”
“Vanessa was absolutely wonderful! She was so easy to communicate with, sent daily updates and pictures, and was always very responsive. Our dog had an ear infection when we dropped her off and she went above and beyond in helping her get the right level of care. We couldn’t be more grateful for the peace of mind she provided us with while taking care of our dog.”
“Jason and Kristen and their kids were awesome. They sent lots of pictures and made sure to let us know how our dog was doing. When they sent pictures you could tell he was comfortable and happy. He also loved playing with the kids.”
“Alice is awesome. She was attentive, and also sent daily pics and updates, which was greatly appreciated. She made our first time using Rover a good one, we hope to be able to book with Alice again. Thank you :)”
“MICHELLE IS AMAZING!! She has house sat, done drop ins and has boarded our dog many times. She is so thoughtful and compassionate towards dogs. She has a huge fenced in yard that my dog loves. Michelle sends pictures and a daily review of activities and opinions of how my dog or her dog are viewing the visit. I laugh and look forward to reading the fun and lively updates. I HIGHLY recommend Michelle for any dog sitting needs!”
“Honestly, the only review you need is that our dog jumped up in excitement when she saw Jordan for a second round of pet sitting. But if you want more, know that Jordan creates an inviting and warm environment for your pup, where they can play or relax as much as they want, and he sends pictures so you know they’re doing well while you’re away.”
“My dog, Pretzel, enjoyed his stay with Julie and friends. She is a great dog person. That is to say she was cheerful, relaxed and attentive to my dog. He got his exercise in and made himself at home.”
“Victoria and Rishi were great with our puppy! We needed to extend his stay with them by a night last-minute and they were very receptive. We could tell that he was well taken care of at their house and he had a great time playing with the other dogs.”
“Lauren and her sister, Geneva, were so amazing when caring for our 2 adult cats! They were loving, great with providing pictures, offered solid, clear communication, and were so incredibly flexible when we needed to make changes to our reservation! We can tell our girls had a great time and were so loved while we were away!”
“Amy was a wonderful sitter for our dog while we were away for a week. We loved all the updates she would share and I could see that our dog was very well cared for and absolutely loved staying with Amy. Thank you so much!”
“I am so pleased to have found Adriana. She took great care of our dog Reeba and we plan to continue using Adriana’s services in the future too. I will recommend Adriana to everyone.”
“Kathy was terrific with our dog. We got texts and pictures daily letting us know how things were going. She was also very accommodating with our drop off and pick up. Our family will definitely use Kathy again in the future.”
“Dublin stayed with Brooke & Buddy for 2weeks. He’s always excited when he realizes he’s staying with Brooke. He’s usually tired after picking him up. And I think he may lose some weight which is a good thing.”
“Cari treated my dog so well and sent updates to assure me that he was happy and well! She took him for walks and let him sleep by her, so I know he felt like he was at home with her. I will definitely use her again when I need a sitter!”
“We had an amazing experience with Stephanie! She took great care of our pup and sent pictures every day. Her communication was prompt! We will definitely work with her again.”
About: Hi, I have plenty of experience with my three grand-dogs. I am so good with them, my son suggested I sign up for Rover. The first dog is a border collie / flat coat retriever mix. She has spent overnights, and days with me at my home. I visit her daly for a walk and fun. The other two are golden retrievers. They come most of the time as a pair, Again I have had them for overnights, day time sitting and walks. I also spend time feeding my neighbor's two dogs, mainly getting them to sit for a treat. I am currently retired. My schedule is very fluid and flexible. I spend a lot of time on house/yard projects and spending time with my two son's families. I try to get goingearly and get outside. I do not have a fenced yard, sorry. With all of the dogs in my neighborhood, I keep my canine visators leashed, If your pet is with me I will make sure we get outside for some exploring the smells in my neighborhood.
About: I’ve been pet sitting for both dogs and cats since I was 16. Neighbors, friends, and family have relied on me to provide consistent, loving care while they’re away. I take the time to understand each pet’s routine, personality, and needs, whether that means energetic playtime for puppies, patience, or gentle, attentive care for senior pets. I treat every pet as if they were my own, making sure they feel safe, comfortable, and happy in their home environment. I’m currently a full time graduate student at Michigan State University. I’m away for classes on Monday’s, Tuesday’s and Wednesday’s for 3 hours each day. I’m not employed so I’m able to be home and care for your pet as needed! When caring for pets in my home, I make sure they feel safe, comfortable, and welcomed. I provide a calm, clean environment, stick closely to their usual feeding and exercise routines, and give them plenty of attention and affection. Pets get regular potty breaks, playtime, and rest, and I adjust care based on their age, energy level, and personality. Whether it’s extra play for energetic pets or a quiet, cozy space for seniors, I treat every pet like part of the family.
The median cost per night for dog boarding in Chester is $40
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Chester
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chester average 13 repeat dog boarding clients
FAQs for Dog Boarding - Chester
Frequently asked questions about Rover
As of November 2026, there are 239 sitters on Rover offering Dog Boarding across Chester. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Chester can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chester home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chester.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:
- 94% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Chester sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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