Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 13 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.
“We recently left our dog, Ivy, with Brittany, and we couldn’t be happier with the care she received. Ivy absolutely loved being there! Brittany and her family treated Ivy like one of their own, showering her with love and attention. It was clear that they genuinely care about the pets they look after.”
“This was my first time using the app, and I couldn’t be happier with the care Laura provided. She was friendly, attentive, and a pleasure to communicate with throughout my dog’s stay. I really appreciated the regular photos and updates—it gave me such peace of mind knowing my dog was in good hands. I would happily use her services again and highly recommend her.”
“Sandy and her family made our dog (Little Rose) feel very welcome. She sent photos when we asked and in each photo our dog seemed very happy. When Rosie returned to our house, she was much happier than when coming back from previous kennels. Sandy was also very well organized and she helped us have an easy drop-off and pick-up.”
“Brittany was so great! She sent lots of photos of all the fun our dogs were having, keeping my mind at ease. She walked the dogs and made sure they had plenty of exercise, and from the looks of it- a ton of fun. Absolutely phenomenal!”
“Hope's stay with Erica and Thomas left her exhausted and happy. I have never seen my dog look sad when I picked her up from somewhere but she was definitely not ready to leave them. It was obvious through her demeanor and how the kids came running down from school just to give her a hug goodbye that she was well cared for during her stay. I would absolutely recommend them to anyone looking for a great family to leave their dog with and will be leaving Hope with them again soon.”
“Our first encounter with Karen was very calm and she was super sweet. Remi warmed up to her almost immediately. It was a last minute booking and she was able to accommodate a meetup before the actual boarding which I appreciated. She kept us updated with photo and videos of Remi throughout the day. That alone gave me a peace of mind. Overall very pleased and would love to rebook again in the future.”
“Serenity offered to meet our pups prior to their stay with her. She sent regular updates to let me know how they were doing. When we picked them up they seemed at ease. I will definitely reach out to her again when needed.”
“Beverly was great with Oscar! She sent pictures everyday and responded quickly to texts. She made sure Oscar got his medications even when he didn't want to eat. Thanks and we'll be back!”
“Josh was great with Chester for my long vacation. He kept me updated at all times and sent me pics of him all happy and smiling; and ball chasing all the time. Josh was a great communicator at all times. I will definitely use him again. Thanks Josh for everything!”
“I had a family wedding to go to and wanted to find a safe and comfortable place to leave Winston, my young dorgi (half dachshund, half corgi) who had never been away from me since I was lucky enough to get him. Laura and her family turned out to be the perfect people and place. With a beautiful, safe home out in the country, a deck and fenced in yard where he could play, a open-plan house where he was visible at all times, Laura’s place was perfect. And the bonus: three little girls who adored him and lavished attention upon him, much to his delight. Laura, herself, was wonderful, caring, professional, delightful. She took him on long walks which he loved, texted me photos and updates on this progress during the stay, saw to his every need and even made some recommendations to me as to feeding bowls which might slow his eating down (he snarfs up his food in seconds!). I was afraid he wouldn’t want to come home. But I think he knows he can go back and stay in this home away from home which he will definitely be doing the next time I need to go away without him. I can’t tell you the peace of mind that all this brought me, knowing that he was happy and being well-cared-for and loved.”
“My Golden had a great stay with Connie and family. She sent photos, gave updates, and we met before at a dog park to make sure our dogs got along. He was well cared for, and even sent him home with a goodie bad with some treats. They are much more like professional caretakers and couldn’t recommend enough.”
“Left our labradoodle for 11 days. Shannon was very helpful, no drama, and our dog was relaxed and fine when she returned home. Also accommodated our pick up time request that was a change due to airline delays - and offered to keep the dog an extra night if need be. First time using her - no complaints at all. Good experience”
“Maria is just fantastic! She is very professional, so very kind and sweet. We received daily updates, pics and videos of our dog Micky. She even groomed him and trimmed his claws for us. Our dog was part of her family and we highly recommend Maria and we will happily use her again. Maria deserves more then 5 stars. ???”
“We’ve boarded with Nadjeska and family several times now and they’ve always been nothing but wonderful with our high energy GSD. Always with updates and photos throughout to put our minds at ease. Definitely highly recommend to all!”
“Our dog was in great hands with Anthony! She was able to play with another dog in his spacious backyard daily. We received video updates and communication was a breeze. Will be rebooking with Anthony in the future!”
“Anne-Marie and her partner did a superb job taking care of Bella. They sent daily updates and photos, and provided Bella with thorough and attentive care. It was clear from the photos and when I picked up Bella that she enjoyed her stay :) highly recommend, looking forward to next stay.”
“We cannot think Julius and family enough for watching our two dogs over the holidays! It is always challenging for us to leave them behind, but Julius and family took great care of them. They were happy, and well-cared for. Looking forward to booking them again.”
“Christopher was very accommodating and flexible. He went out of his way to pick up Cameo at a more ideal timing prior to my departure for my work trip. He sent daily updates and pictures of Cameo playing and answered any questions that I had. Cameo got lots of play time and came home happy and exhausted :)”
The median cost per night for dog boarding in Chester is $54
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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 Boarding - Chester
Frequently asked questions about Rover
The average cost for Dog Boarding in Chester on Rover is $48.84 per night (as of August 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 August 2026, there are 815 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.
96% 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 CT 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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