Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 37 pet parents in Chester have booked dog boarding
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.
“Michelle took care of my dog, Sophie, while I was visiting my family in Boston for four days, and she was great! She sent me updates and pictures daily and gave me prompt responses when I asked her questions. Sophie had a great time with her new friends, Tanner and Rosie! I appreciate Michelle sleeping with Sophie and giving her a lot of love while I was out of town. I highly recommended her!!”
“Lindsay provided great care for our dog Daisy while we were away on vacation. We enjoyed all the photos of Daisy with the family and Lindsay's dog Coco playing in the large fenced in back yard. I would definitely recommend and will be booking again in the future.”
“This was my first time using Rover. I read all of the reviews for Shuling and was very impressed with what previous customers had to say. I requested her services and she accepted, even though it was deemed a last minute request. She was very communicative, responded quickly to my questions and made booking with her easy. Upon drop off, she was waiting for us outside and greeted us warmly. Throughout Loki's stay, she provided multiple pictures of him daily. She put our hearts and minds at ease knowing he was in good hands. I had a request to extend his stay a few more days and she didn't hesitate to accept. Made the change to the dates easy. Upon picking him up, she was waiting outside with him and he was happy and healthy! I will definitely use Shuling again!!!”
“Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)”
“As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!”
“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”
“Kevin was amazing! He was super responsive, caring and even sent me photos of my lab, Moon, every morning either playing or on a walk with him. When I picked her up, I knew she had been taken care of. I Will definitely use him again in the future!”
“It is great to know that your dog is cared for and loved. Kelly and Maurice showed EXTRAORDINARY care for Ginger!!! They are truly dog lovers, they are able to pick up on little cues when she needs attention or to go outside and acted immediately. Ginger had so much fun, when I picked her up she walked right by me like she had found a second home ?. Kelly was great at sending photos and videos to keep me informed and she had great commentary, lol. I will definitely use them for repeated care as they are trustworthy and truly care.”
“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”
“Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!”
“Mady is always a joy to work with! Kiko gets so excited to go over to her house and play with Bandit which is a testament to Mady’s care and attention! Kiko can’t wait to go back!”
“Kimberly and her family made Ruthie fe right at home and provided her with a home away from home! They were so kind and accommodating to her. Ruthie gets anxious knowing kennels and sometimes doesn’t like other dogs, so this is the perfect solution for her. She was treated like family! We will definitely be back!”
“This was our first time with Candice and our first time using Rover. Candice was amazing. Piper has to take medicine at a specific time every day and Candice was awesome about letting us know each time that the medicine had been given. She sent photos of Piper several times a day - and each time Piper was lokking relaxed and happy. I would highly recommend Candice!”
“I was a little nervous leaving our sweet pup for so long but Katie made sure we get constant updates and pictures of what’s going on. She has a safe and cozy home and made our pup very comfortable. It’s good to know we have her to watch our pup when we go out of town.”
“Ahhhmazing!!! Michelle will absolutely be our go to dog sitter! Oliver is still a puppy so he is high energy and still working on his potty training. This was our first time using rover and his first time away from us. Michelle took care of him above and beyond our expectations! She sent us model pictures of him daily (much better than he lets us take of him, so we have new profile pics of him, lol!) She provided daily updates with the pics too, all of which gave us complete peace of mind! We couldn’t have had a better experience and that made our vacation that much more relaxing. We are extremely thankful to Michelle for treating Oliver like her own! 😊”
“Fantastic - Amazing - Wonderful! Yukia was a great communicator from the start. We talked before we brought our rascal over. We even did a meet and greet just to make sure he would take to her - and he sure did! During our trip she sent daily photos and updates, and our kids could not wait to get them every day. I could tell when I went to pick him up that he was very happy to be with her. For a quick moment he could not decide if he wanted to stay with her or come back home. It was his first time with someone else and she obviously took great care of him. There is no doubt that we have found our pet sitter for good!”
“Angela was so kind and easy to work with! She really took our pup's specific needs into mind and helped her have a wonderful stay! Angela shared pictures and videos with us each day and gave us updates on how things were going. Thank you, Angela, for your attentiveness and kindness. We appreciate your kindness and the peace of mind your updates brought to us while we were on vacation. :)”
“Janice and Stalio were great hosts to our dog Diego. When Diego needed daily medicine after we made the booking they were happy to assist. They were communicative and helpful. They treated our dog like he was their own.”
The median cost per night for dog boarding in Chester is $50
Dog parents share their Rover experiences - Chester
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.
Meet local sitters who will treat your dogs like family
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 11 repeat dog boarding clients
FAQs for Dog Boarding - Chester
Frequently asked questions about Rover
The average cost of Dog Boarding in Chester on Rover is $31 per night as of October 2026. Most bookings cost between $30 and $61 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,376 sitters on Rover offering Dog Boarding across Chester. Enter your ZIP code to see which available sitters are closest to your home.
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.
92% 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.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
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 MD 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.
Connect anywhere with the Rover app
