Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 754 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.”
“My dog came back his self and Abby let me know that he does well with cats, which is great. I came to pick him up straight from the airport and I was running half an hour late to pick him up but Abby was accommodating.”
“Kendra is amazing as always. I always feel comfortable and at ease when my dog is in her care. She provides quality care and consistent updates. I highly recommend her services.”
“This is the 2nd time we have left our dog with Dylan and once again he was amazing! Our pup was well taken care of and we had no worries about her while we were out of town. Dylan sends daily updates and is quick to respond with any questions we have. 5 plus stars!”
“I'm happy to report that I was Lisa's first customer. She was absolutely phenomenal with Ryce. She ensured that he was safe, fed and entertained. I received many pictures from the beginning to the end of the stay. Lisa is definitely a breathe of fresh air and I will use her again and again. See you soon, Lisa!!!”
“Melissa was absolutely wonderful with my dog. She was excellent with the communication and pictures and I felt so good to see my dog happy while I was out of town taking care of business. Melissa will forever be my dog sitter for my pup.”
“Ellysia is so kind and warm. She takes such good care of Harley and Harley came home so happy! She’s also very communicative and sent a bunch of goofy photos of Harley! Will definitely book with Ellysia again!”
“Always a good sign when Sven doesn't want to come home. I promise we're nice to him, but he must have loved it there--especially having other dogs to play with.”
“We had an amazing experience boarding our dog with Deven and Tyreek from start to finish! They treated Riot just like their own; he was happy, comfortable and loved! Their communication was excellent, especially the frequent updates they sent with pictures and videos to show us how much fun Riot was having. We (Riot included) are grateful for the care they provided and would absolutely book them again in the future!!”
“Beverly was AMAZING. Kept in contact with me every step of the way, sent me the greatest photo updates, taught my puppy some new lessons, took incredible care of him, even washed my dishes she returned that my puppy had used while staying with her. I can’t say enough good things about her. I will absolutely be using her every time I go out of town. Her house was an incredible set up for dogs, especially the backyard. My puppy had the best time and didn’t want to leave. Thank you, Beverly!!!”
“We had a wonderful experience with Leidy! She took excellent care of our senior dog, kept us updated with messages and photos, and made us feel completely at ease while we were away. It was obvious our dog was happy, comfortable, and well cared for ❤️ We would absolutely book with Leidy again and highly recommend her to anyone looking for a trustworthy and caring sitter!”
“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!”
“Ari took such good care of Stella!! I received updates and photos every day. You could tell Stella was having an awesome time. Ari was very accommodating of Stellas needs as an older dog with knee issues. Her home is so dog friendly with plenty of places for Stella to rest and explore. She was also very understanding and flexible with my travel plans. Would 1000% recommend, and Stella will be back here for sure”
“Shay and Jake took care of my 9-year old Goldendoodle for a week and were amazing with her! They updated me daily with how she was doing and made sure she got lots of loving and play time/exercise. Shay was great with communicating all the details with me both before and during my dog’s stay and made me feel very at peace with having my dog there! Will definitely be using them again when I need a sitter!”
“Michelle is loving, kind and very accommodating. Her house is spotless and your pet always comes first. She updates you just enough so you can enjoy your travels and not worry about anything. I don’t think our dog wanted to leave. She got so much attention and love. Michelle is wonderful!”
“Christine and Nick were amazing! They took such great care of our Frenchie for a week while we were out of the country. They sent daily pictures with updates. Took her on walks and she played with their two dogs. Their dogs were GREAT with her and well trained. I highly recommend them!! Thank you so much!!!”
“Andrada took great care of my girl! She sent a lot of pictures, videos, and updates which I appreciated. She made me feel comfortable that things were going well so I could enjoy my trip. My dog was happy when I picked her up and I would use Andrada again!”
The median cost per night for dog boarding in Chester is $45
Dog parents share their Rover experiences - Chester
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.
Amanda was amazing. Couldn’t ask for better person to leave our little Scarlet with. Scarlet didn’t want to eat so Amanda shared her dinner with her. Scarlet got lonely at night so Amanda slept beside her on the couch. She treated Scarlet like part of the family. Will definitely use her every time we get away.
Of course! Here it is with Tracey spelled correctly: Writing Miss Tracey was absolutely wonderful with my Milo! 🐾❤️ She did such a fabulous job taking care of him over the weekend, and I truly couldn’t have asked for a better sitter. She is incredibly kind, thoughtful, considerate, and attentive, and you can tell how much she genuinely cares about the pets she looks after. She always goes above and beyond to make sure Milo is happy, comfortable, and well cared for, and that means the world to me. I have complete peace of mind whenever he’s with her, which is priceless! I absolutely adore Miss Tracey, and she is without a doubt my go-to sitter for Milo. We are so lucky to have her! Thank you, Tracey, for always taking such amazing care of my boy. We appreciate you more than you know! 🐶💕
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?
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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
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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 for Dog Boarding in Chester on Rover is $31.08 per night (as of September 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 September 2026, there are 799 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.
94% 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 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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