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 for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Brooke and her family were great! I had to find boarding on a moments notice and Brooke was so good to me and Ryder. Ryder had a great time staying with Brooke and her family! Thanks so much for watching my baby!”
“Patti (and family) is the best! She’s so responsive and communicative. I never have to worry when leaving my precious pup with her, as I know she’s in great hands.”
“Davey had a lovely stay with Kathleen! It was very clear when I picked him up that she took great care of him - he had a lot of affection for her! Kathleen sent regular updates and pictures, which set my mind at ease. I would be happy for Davey to stay with Kathleen again!”
“We love knowing Clover has such a loving place to stay with such terrific people, and appreciate the high level of communication and care. Can’t say enough good things.”
“They we're great with Ranger! I received updates and pictures each day about how Ranger was doing and any antics he was up to. Lots of walks were taken and i really appreciated the help and flexibility to work with my schedule. Ranger came home happy and tired from all his excitement!”
“Sandra was very accommodating and welcoming. This was our first experience with having someone other than family care for Chase. He seemed at ease and well cared for. We will definitely rebook with Sandra and cannot thank her enough for making this process easy.”
“Yvette and her husband clearly fell in love with dogs and treated them as precious children. The photos sent showed two content and well-cared for dogs. I will definitely leave “the girls” with Yvette again.”
“Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.”
“Heather sent photos every day and videos so I knew my dogs were enjoying themselves. Beautiful fenced in yard made play time fun and safe. Quick communication, easy drop up, and willing to change pick up time. I would recommend her for all dog parents!”
“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”
“Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.”
“Our energetic black lab had such a great time with Karl and his dogs! When we picked her up she was happy and relaxed. Communication with Karl was very easy: he responded quickly to any questions we had, and sent pictures every day! His place is a great set up with a fenced in yard and safe areas for dogs to move around indoors. We will definitely use Karl again in the future!”
“I highly recommend this sitter! They were incredibly responsive, transparent, and communicative from the start, which gave me immediate comfort and trust. It was obvious how much they genuinely cared for Tahoe, and I knew he was in great hands. Their home was clean, safe, and welcoming, and the updates throughout his stay were greatly appreciated. I wouldn't hesitate to book with them again!”
“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”
“Irene has been such a great find in the Berkshires! She always gives helpful communication with each stay, and Ruby seems to love her time with Irene (and her sweet dog Goldie). Thanks for all of the care that you give to Ruby - we'll see you soon!”
“Karina was amazing!! She made the whole boarding process with our dog easier than I thought it would be! This was our first time leaving our dog in someone else's care and Karina made sure to update us daily on how our Nova was doing and she even sent pictures! We could tell that our dog adored Karina and was always having so much fun with Karina's dog, Ariel! Knowing that Nova was being loved and cared for by a responsible individual while my family was away definitely put my mind at ease. I (and Nova) are so thankful and look forward to seeing and booking with Karina again! I could not ask for a better person! I would, and will recommend Karina every time!!”
“Kim was the perfect dog sitter for our one-year-old miniature labradoodle! She took great care of our dog, sending pictures and updates and always responding quickly to any questions. Next time we travel, we will absolutely go to Kim again. Thank you so much!! :)”
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.FAQs for Dog Boarding - Chester
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 MA 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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