Pet Boarding Chester
Find a loving Chester pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 704 pet parents in Chester have booked pet boarding
Chester, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“This was my pup’s second stay with Michelle and it went just as smoothly as the first time. I always get nervous leaving my dog for any period of time, but especially for long trips. Michelle is thoughtful and welcoming and does an amazing job taking care of my dog.”
“Finn had a wonderful time. He was so exhausted from all the playtime that he fell asleep on the drive home. It is so nice to know your fur baby is having so much fun and not missing you at all. We will definitely use Lucky again!!”
“Tianna is great! She took excellent care of my pup. I didn’t have to worry about him while I was at a concert. Her location is about 10 minutes from Kings Dominion & the Meadow Event Park. It’s very convenient, Your dog will be the only pet while at her house. That’s a plus if yours is spoiled like mine. I will definitely book her again in the future!”
“Shay and Jake took such great care of our puppies. As soon as we met them and their awesome kids, we knew that our boys would have a great time while we were out of town. They had plenty of playtime, outside walks, and cuddles with the whole family. The care and security they provided gave us a peace of mind that we have not had with some of our local dog kennels. We will definitely be repeat clients.”
“Moose always loves staying with Michelle and her sweet pup, Milo! He gets excited when he recognizes where we are and I always know Moose is in great hands!”
“Kourtney was awesome! She was very flexible and accommodating to our schedule, which we really appreciated. She also took great care of our pups and sent us daily updates with photos. We felt extremely confident leaving our dogs in her care, and will definitely use her services again if we are in the Charlottesville area!”
“Laura had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had”
“Very professional and practical. The communication was punctual and timely. I was very pleased to see our dog having such a lovely time during my time away. Highly recommend Anita for your Rover needs.”
“My dog Boomba came back from her 9 day stay with Damacia a happy dog! Damacia was easy to stay in touch with and sent me photos and updates daily. I would def book with Damacia again!”
“Myrna was great with my little guy! She gave updates the whole time I was away and helped with his anxiety while I was out of town. She made sure he had everything he needed and more! Thank you Myrna!!”
“Thank you Abreya for taking great care of our old 11 year old gal, Lacey. We booked semi last minute for 6 nights & we’re glad we found Abreya! She promptly coordinated a meet & greet at the local park and asked great questions that made us comfortable with her care. During Lacey’s stay, we asked for more photos and she quickly adjusted for us. As anxious dog parents, this was huge. We think Abreya would be a great fit for any dog as she listens great to both the owners & pets needs so be sure to speak up if you’re like us. See you next time, Abreya!”
“Luna frequents Laura’s quite a bit but this was her longest stay and it was such a peace of mind to us being across the country knowing she was at her home away from home. The pictures Laura sent throughout the week showed she was having the happiest vacation herself 😎🐾”
“Michaela was absolutely fantastic with Zephyr and it was so clear he had such a great time with her this weekend! During our stay she sent tons of pictures to keep me updated on what Zeph was up to and was very communicative throughout the whole rover process. We met ahead of time during a meet and greet where Zeph got tons of time to get to know his new aunt Michaela and vice versa and it was clear to see how great she was with handling him from the start. We will absolutely be back and are so happy to have met you! Thanks so much for taking such great care of Zephyr!”
About: • Home full-time • Only 1–2 guest dogs at a time • Large fenced backyard • Constant supervision • Family environment • Daily enrichment and play • Red Cross Pet First Aid & CPR Certified • 30 years of dog experience • Meet & greet required for every new client. Dogs have been a part of my life for over 30 years, and caring for them is one of my greatest passions. I've raised and trained my own dogs throughout my life, volunteered with pet shelters and continued expanding my knowledge by learning from professional dog trainers, working with a canine behaviorist, attending obedience classes, and reading about canine behavior and psychology. As a Stay at home Mom, I'm home most of the day allowing me to provide constant supervision, companionship, and individualized care. Your dog will enjoy a large, securely fenced backyard, a calm cage-free environment (unless you provide your own crate), and lots of love and attention. I intentionally limit my care to no more than two guest dogs at a time so every dog receives personalized care. A meet-and-greet is required before the first booking to ensure everyone is a good fit. Guest dogs must be at least one year old, house-trained, friendly with other dogs, and comfortable around children ages 4 and 7. I do not accept puppies or cats to my home. My goal is to provide a safe, loving home where your dog feels like part of the family while you're away. Where dogs spend the day like part of the family! As a stay-at-home mom, I'm home throughout the day, allowing me to provide frequent potty breaks, playtime, companionship, and constant supervision. I intentionally accept a limited number of dogs so each one receives individualized attention. Enrichment activities; Snuffle mats Enrichment treats (owner approved, of course) Puzzle toys Backyard sniff sessions Fetch Sprinkler or kiddie pool (seasonal) One-on-one play and belly rubs Your furbaby spends the day: playing sniffing socializing supervised backyard time relaxing indoors napping showered with attention You pick up a tired, happy dog after! Your dog's safety and comfort are my top priorities. My home has a large, securely fenced backyard for supervised outdoor play, and dogs are never left outside unattended. I provide a calm, cage-free environment unless you prefer to bring your dog's own crate. Baby gates are used to separate areas of the home when needed. I accept a maximum of two guest dogs at a time to keep the environment safe and low stress. All guest dogs must be at least one year old, house-trained, fully vaccinated, non-reactive toward other dogs, and comfortable around children ages 4 and 7. I do not accept puppies or board cats. Meet-and-greets are required before every first booking to ensure everyone is comfortable and a good match.
“Grateful to have found Aaren and Jordon. I felt comfortable trusting our boy with them the moment we met. We appreciated the great communication and the pictures/updates we received during Apollo‘s stay. Plus he got plenty of walking in so we know he loved that. Will be rebooking when that time comes. Thanks guys!”
“Callie put me at ease about leaving my furbaby and answered all my questions without hesitation. Her dog Barry is sweet and really laid back. As partners you couldn’t ask for a better pair. Callie sent pics and updates throughout to continue to ease my own anxiety. It’s priceless knowing your furbaby will be loved on while you’re sway. Will definitely book again.”
“This was our first time using Rover and we were blessed with meeting Jay! Jay arranged for is to meet her before the first stay, the house is roomy and super clean! Jay is friendly and attentive. She sent so many pics and even a video or two which eased our anxiety about going on vacation. Chloe (our beloved miniature schnauzer) looked happy and Jay took great care of our fur baby! We will continue to use Jay as long as she will have us. Jay is a God send!!!!”
“Adam is a natural, per Cooper. We knew the moment we met him that Cooper was in good hands. Cooper took to him immediately and made himself at home. We got him back last night and Cooper was calm and happy. Thanks Adam!!!”
“Cindy has been the best sitter for my Ziggy. He loves going to her place. Soon as we arrive, he just runs inside. She sends me daily updates and pictures also. Anytime I’ve needed to extend, Cindy is always accommodating and I truly appreciate it. I can’t recommend her enough!!”
The median cost per night for pet boarding in Chester is $45
Pet parents share their Rover experiences - Chester
Amanda is a true pup lover. My dog has anxiety when he leaves home, and usually won't eat or play while I am gone. Amanda's calm disposition and pup friendly home was all it took for him to be comfortable. She had him eating like normal on day one, and living his best pup life with his 2 new best friends. Thank you so much!! Would definitely recommend for anyone whose pup struggles when they leave home!
This was my pup’s second stay with Michelle and it went just as smoothly as the first time. I always get nervous leaving my dog for any period of time, but especially for long trips. Michelle is thoughtful and welcoming and does an amazing job taking care of my dog.
We recently hired Claire to care for our dog AJ, a 4 year old retriever , while we were away for an entire month. Overall, the experience was excellent, and we felt confident that our boy was in capable hands. From the start, communication was smooth and timely. Claire made sure to ask detailed questions about AJ’s routine, diet, preferences, and quirks, which gave us peace of mind. During the stay, she provided regular updates and photos, showing walks, playtime, and quiet moments — a thoughtful touch we really appreciated. Our dog seemed relaxed and happy upon our return. It was clear Claire took her responsibility seriously and genuinely cared for our pet’s well-being. She was by far our best boarding experience. We would absolutely recommend Claire to other pet owners looking for reliable and attentive care. We’re already planning to rebook for our next trip!
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 Rover works
1. Search
Browse profiles of sitters near you who offer pet boarding2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chester sitters!Sitters in Chester average 13 repeat pet boarding clients
FAQs for Dog Boarding - Chester
Frequently asked questions about Rover
The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .
There are 825 sitters on Rover for Pet Boarding in Chester. About 93% of Chester sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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 VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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