Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 767 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.
“Amanda did a fantastic job with Willow. I was impressed with Amanda’s follow up. I received pictures multiple times a day. She understands that Willow is my world. She made sure that I knew that Willow was eating interacting with the other dogs and comfortable where she was. Not only will I rebook with Amanda. I already have.”
“Dylan and Alex were amazing! They took excellent care of our pup while we’re were out of town for a week. We got daily updates and pictures and any question we had was answered within minutes. Will definitely book with this sitter again and highly recommend.”
“Adam and Amanda are the best! There are plenty of other dog sitters who live closer to me, but there’s a reason why I am willing to drive 45 minutes one way to drop off Rocky. I know he will be taken care of and loved. Which is a peace of mind for our family.”
“If I could give 100 stars I would for the exceptional care Sarah gave to my baby I would. Not only did she care for Penny as if she was her own, this was the first time Penny has been left with anyone other than family, and Sarah made Penny feel as though she was family. I would recommend Sarah to service your pet without hesitation only when I wouldn't need her again, period!”
“Michelle took great care of our 5 month old puppy for a week, including getting up at all hours for him to potty. She sent pics every day and her lovely dogs took ours under their wing.”
“We were very pleased with the attention that Shannon and her family gave to Sierra. He is a very senior dog and needs a little extra loving and care. Shannon sent pictures every day and was careful to keep him cool during the hot July 4th weather. Her home is really nice and perfect for a large dog. Sierra really enjoyed Shannon's backyard. He didn't want to come home. We would recommend Shannon to anyone who want's a Rover sitter.”
“Ayme was great. She watched our dog for a week while we were on vacation. We did an initial meet-and-greet with her dogs to make sure that they got along, but they all got along very well. Ayme was very responsible and communicative. She sent a lot of pictures and updates. We will definitely use her again.”
“Laura and her family were great. She sent daily updates, responded quickly, and was able to work with our schedule. Brady looked happy and well cared for. Would definitely board with her again!”
“Aaron & Jordan are amazing! I’ve boarded my dog, Franklin, with them twice & it has been a great experience both times. They are very communicative, sending lots of pictures & updates which always eases my mind when I’m away from Franklin. Will definitely be rebooking & I couldn’t recommend them more!”
“Alice came home from a long stay happy, relaxed, and waggy. Grateful to Ross and Ava for their thoughtful care, communication, flexibility, and laid back orientation. We (and by we, I do mean Alice…) will be back!”
“Matt is everything you want in a dog sitter! He provides consistent updates with the best pics, responds quickly, and most importantly treats your dog like one of his own! We use him whenever he’s available and highly recommend him.”
About: Desde niña he estado rodeada de animales, vivia en una granja en Guatemala y he cuidado perros, gatos, Borregos, Vacas Etc. Asi que disfruto jugar y cuidar peluditos. Actualmente tengo un trabajo parcial, así que estoy totalmente disponible para cuidar y jugar con esos hermoso peludos. Los fines de semana desde muy temprano. Tengo un patio muy hermoso. Donde hay un enorme espacio para jugar y pasear y divertirnos a lo máximo con tu perrito o gatito 🐱🐕
“From start to finish, Michaela did a wonderful job watching our little dog Coco! She always responded in a timely manner and kept in touch with us, sending pictures and updates daily. We’re so grateful that Coco was loved and taken well care during our trip abroad. We would highly recommend Michaela if you should need a loving and caring pet sitter!!🥰🐾”
“Madelyn took excellent care of my dog Link and provided me with consistent updates so that I knew he was in good hands. I chose her to board him while I was away for the holidays, and would highly recommend her to anyone looking to do the same. I could tell he was treated as if she was his own. Thank you!”
The median cost per night for dog boarding in Chester is $45
Dog parents share their Rover experiences - Chester
Our dog had the best time with Beverly, her and her family were very accommodating with our dog’s special needs and kept her on schedule. She was also very welcoming, her energy was very positive and we got plenty of pictures and videos throughout our dog’s stay. Drop off and pick up went very smoothly. Would book again and definitely recommend
Kendra took such great care of our dog. She was very thoughtful in sending multiple updates throughout the day every day of our pets stay with her. She was also very responsive to all messages. We had no worries at all and would love to be able to have our pet stay with Kendra again in the future.
This was my first time leaving my pup with a sitter after having him for over five years Miss Melissa insured that at every stage of the weekend, I knew what he was doing, and how he was doing and took him for many walks. Sent lots of pictures. She treated my baby like one of her own I would recommend her and we’ll keep having her watch my pup as I was very comfortable with her care.
Charlotte is the absolute best, and my puhpeh girl Winter loves her stays. She's super understanding and flexible if able. My girl always comes home ready to nap so I know she was well taken care of and probably a little spoiled. Communication is always great/consistent and I get some cute pictures while I'm away. Your fur kid(s) will be in great hands here.
If I could give Amy and Grant more than five stars, I would! Leaving your dogs with someone else is never easy, but from the moment we met them, they made us feel welcome and at ease. They took the time to show us both the inside of their home and their yard, which was very important to us, and it was immediately obvious how organized and prepared they are. They asked thoughtful questions about Charlie and Roscoe's personalities, routines, feeding schedules, medications, supplements, allergies, and habits so they could care for them exactly the way we do. Amy and Grant took the time to understand each of their individual needs, and it was obvious from the beginning that they truly wanted to provide the same level of care our dogs receive at home. We had a last-minute schedule change that was completely my fault, and they were incredibly understanding and accommodating without making me feel like it was an inconvenience. Throughout their seven-day stay, they sent multiple updates every day with photos and videos that made us smile and reassured us that our boys were happy, safe, and loved. It was especially sweet to see their children spending time with Charlie and Roscoe and treating them like members of the family. The thing that impressed me most was the incredible attention to detail. They sent home a spreadsheet documenting everything—from feedings, medications, and supplements to personalities, allergies, and routines. Because we have a very specific way of caring for our dogs, that level of organization meant the world to us. Amy and Grant cared for Charlie and Roscoe as if they were their own, and that's something you simply can't put a price on. We are so grateful for everything they did, and I would trust them with our dogs again in a heartbeat. I recommend them wholeheartedly to anyone looking for caring, dependable, organized, and genuinely wonderful Rover sitters.
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.
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.Sitters in Chester average 12 repeat dog boarding clients
FAQs for Dog Boarding - Chester
Frequently asked questions about Rover
The average cost of Dog Boarding in Chester is $31 per night as of October 2026. Most bookings cost between $26 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 805 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 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.
96% of sitters in Chester can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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, 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 , 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 .
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.
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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