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 was an absolute delight! She was incredibly helpful and accommodating, making me feel at ease leaving my dog with her for five days so I could finally enjoy a much-needed family vacation. I truly appreciated Brooke’s check-ins during this time, ensuring that my dog was doing well. It was a huge relief to know that my dog was in good hands.”
“Our dog Luka is so lucky to be able to spend time with Patti and her family when we are away. I love the pictures and updates she sends. Patti is so caring and loving to our dog. Thank you, Pattie, for taking such good care of Luka while we were away!!”
“Jessica and Josie were wonderful with Miss Ruby. Even understanding her occasional accident in the house as coming from anxiety. Possibly due to construction noises which were expected to be gone before Miss Ruby’s visit. It changed my perspective from paying for Dogcare to paying to have Miss Ruby share her joy with Josie and Jessica and their family. ???”
“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.”
“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.”
“My dog had a wonderful day with Manolita!! She’s so kind and caring and made us both feel comfortable! When I picked him up from his stay he was very comfortable and calm, which was a great sign! She also sent pictures and updates throughout the day, which I loved! I highly recommend her!”
“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”
“Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.”
“I booked sort of last minute and wasn't able to make a meet and greet happen (though Abigale kindly offered) and I felt totally comfortable dropping my Bernie off. I got plenty of updates while away and plan to use them again! Bernie was well cared for! And their home is lovely! Thank you!”
“Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.”
“Amy was awesome!! My dogs enjoyed her family so much. All the basics were met as indicated in daily pictures. But in addition my pups were showered with love and attention from the minute they arrived to the minute we left. Taz and Darby got along great with Amy’s dog Mayzie and now they have a new friend. I will definitely book with Amy again. The care she gave my pups put me at ease while on vacation!👍”
“Great experience having Taiyo stay with Sarah. Very prompt communication, extremely friendly and clearly evident from talking to her that she treats guests pups with as much care and attention as she does her own. Her easygoing approach gave me incredible piece of mind that is invaluable when leaving your fur babies behind on vacation. Will absolutely be booking again and would recommend to anyone looking for a reliable sitter.”
“So sweet! She sent me pictures of them every other day to keep me posted on how they were doing. She was fast at responding and welcomed my dogs into her home as if they were a part of her family too! When I went to pick them up they were happy and healthy! I will be using Lisette again to watch my pups!”
“Elizabeth watched my two dogs for the first time for two nights. My two seven year old boys are higher energy requiring more attention than many other dogs. I couldn't have asked for a better experience. She is incredibly sweet, attentive, and deeply responsible. Both my dog felt right at home from early on and absolutely enjoyed the walks and playtime. She sent me regular updates with pictures allowing total peace of mind. Perhaps more importantly, my two knuckleheads found a new best friend and I found a sitter that will definitely be used again for future needs.”
“Jan and Russ were AMAZING with my pup! They made sure to keep me updated while I was away on an extended weekend and it’s the first time I left Bowden for such a long amount of time. They really made me feel comfortable about my decision to board him for my trip! I will absolutely be using them in the future! Thank you both so much!!!”
“Mayra was wonderful! She treated my girl like she was hers. My Clover is very shy and doesn’t usually cozy up to people right away. But she did with Mayra and her family; she felt right at home. Mayra communicated the whole time with updates and pictures of how Clover was doing.”
“So happy to have Dorjee as our go-to sitter for Ziggy! This past trip was the longest yet, and we received so many great pictures that helped put us at ease to see how much fun he was having while we were gone. Thank you again :)”
About: Feeding, entertaining, and walking pets. Friends and family have trusted me in caring for their pets like my own when needed. I have had pets of all kinds growing up and have a passion for caring for dogs, cats and small animals such as guinea pigs. I currently work full remote and have flexibility to add in drop ins during the work day. I also have availability during weekends if you’re taking a trip, for multiple drop ins a day as needed. I currently have two cats who are my best friends. I have grown up around dogs and have dog sat for many years for friends and family. Walking and pop ins are the best part of my day.
“We left our sweet little king charles cavalier spaniel (Daisy) with Kaylyn for two weeks while we were away. Kaylyn is just wonderful! Took great care of Daisy and communicated with us every day. Gave us lots of peace of mind! This is the second time we have used Kaylyn. We highly recommend her!!”
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.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.
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 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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