Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 31 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.
“Lindsay was amazing! She sent photos everyday, loved io Pepper while my daughter and I were away, and was always quick to respond if I had a question. Her home was lovely and Pepper enjoyed Lindsay’s backyard and her sweet dog, Coco!”
“Shuling was fantastic! I was very nervous to have my pup Miso puppy sat for the first time, but I needed a sitter for the holiday weekend, with very short notice. Shuling said yes immediately, and allowed me to come and meet her and her sweet pup Bear that same day. She really put me at ease. She kept Miso for 3 nights and sent several photos twice per day. I never had to worry at all. I can’t thank you enough, Shuling! Miso would love to come and hang out with you again sometime soon!”
“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”
“Katelyn was really excellent and accommodating for our puppy’s needs. She was vigilant about potty time and gave us multiple updates while we were away for a wedding. She was welcoming and helped us feel secure, especially for one of our first times using this type of service. Definitely recommend!”
“Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!”
“Kelly and Maurice are great. This is my second time using their services, although my old fella experienced some challenges with separation anxiety this time, he was well taken care of, i would definitely use them again if they will have us. Again, thanks for the loving care.”
“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!”
“Celena was great! She sent tons pictures of our boy having a great time and she had plenty of updates. We also appreciate that she worked with us on our drop-off and pick-up times! We will definitely work with her again!”
“Very smooth experience and great stay! They were very kind to our older beagle and he got along well with their dog so everyone was happy. We appreciate it!”
“Kimberly and her family were fantastic. My dog seemed super happy during her stay. I received a photo and note every night. I will definitely be booking with them in the future.”
“Justine was great. She has lots of experience, and a bunch of energetic playmate pups! I appreciated the quick drop-off/pick-up without a hassle. She’s quick to respond and sent pictures throughout the day.”
“Janice and Stalio took amazing care of our dog Charlie! Couldn’t be happier with the experience and they were exceptionally understanding when our return flight was cancelled due to the winter storm and we were delayed coming home. Would highly recommend.”
“Crystal was amazing. I can totally tell my little baby Rio felt comfortable in her presence. I appreciate her love for my baby and how much she communicated! She sent photos and videos daily and informed me of how he was doing. I would absolutely hire Crystal for her services and recommend her to anyone.”
“Shelby is such a gem. This is our second stay with her. She will love your pup as her own. Fantastic updates throughout the day, lots of fun with her Ellie to play with too. Cannot recommend her enough! Thanks again Shelby!”
“Candice is very responsive and a great communicator. At our meet and greet, I knew immediately that our fur baby would be in good hands. We received updates and pictures throughout our dog’s stay, so we were never left wondering how things were going. I’m so happy to have found her.”
“We had a perfect experience with Peggy! Our senior Golden Retriever requires twice daily medication and extra attention, and Peggy handled everything with great care. We received regular updates and felt at ease knowing our Charlie girl was in great hands. We will definitely book with Peggy again!”
The median cost per night for dog boarding in Chester is $50
Dog parents share their Rover experiences - Chester
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!
Lindsay is amazing. She took such great care of my dog this weekend. From the moment I met her, she put my mind at ease that Comet would be well taken care of. I got several updates throughout the weekend that confirmed just that. If you need a dog sitter in our area, I highly recommend her and will be using her again in the future when I go away.
We couldn’t have asked for a better person to take care of our dog, Murphy, during our wedding weekend. Murphy was our ring bearer and Melanie brought him to and from the venue for us. She sent us pictures and videos of him enjoying play time and went above and beyond to make sure Murphy was ready for his ring bearer duties. When we picked him up, he could not have been a happier puppy! This was the first time he ever spent away from family and Melanie was the perfect option. Thank you for making our baby feel right at home. I know he loved his time with you!
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
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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 Boarding - Chester
Frequently asked questions about Rover
The average cost for Dog Boarding in Chester on Rover is $31.08 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 2,348 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
92% of Chester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chester landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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.
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.
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