Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 700 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.”
“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!!!”
“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!”
“Kourtney provided great care for my two dogs. She's a compassionate and caring person and I felt very comfortable leaving them in her care. Communication was excellent. I'd definitely book with her again. Thank you Kourtney!”
“Matthew & Lucky are the best! They have always taken great care of my sweet Bailey. She has stayed with them several times & has always had the best time playing with her friends 🐾 Daily photos & updates are provided as well. I definitely recommend booking with them & look forward to bringing Bailey back soon!”
“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 love Damacia, and so does our Onyx. She has taken care of him since he was a young puppy and has even provided insight/suggestions in things to add into his daily routine. He has grown a lot and LOVES her so much.”
“Maryurith was AMAZING with Roman during the 3 nights we were away! Even though we weren't always the quickest to respond on our end, she was always great about keeping us updated with pictures and videos. It was so reassuring to see how comfortable and at ease Roman was with her. We could tell he was well cared for and getting LOTS of love. We couldn't have asked for a better sitter and would absolutely recommend her! ❤️”
“Star appeared to have a great time with Laura and family and be well taken care of. She had a nice large yard to run in and both caregivers were clear dog lovers and she immediately took to them. I would definitely use them again!”
“Joy was absolutely incredible! Sometimes my puppy can be a little nervous, but he played so well with the dogs at her house. She communicated with me well, and I could tell Kolbie loved being there. Very happy dog mommy here!”
“Kelsey is very flexible and responsive. My dog looked sad to leave! Oddly enough, we are excited to drop our dog off for our next vacation because we knot she'll have a great time. We highly recommend Kelsey!”
“Adam was great! Sent lots of pictures and was very responsive. Had a slight mix up with drop off time but he was very considerate and picked up and dropped off our dogs to make up for it. Will definitely trust him with our dogs again in the future.”
“Jonathan is great!! He was able to take my baby with one day notice for an entire weekend. He has great dogs too that are great playmates for my furbaby. The house is clean and in a very convenient location for me. Will definitely use Jonathan again. I have also recommended him to my friends!”
“Killie was so well taken care of with Angelica. I received multiple updates a day which I was happy to share with my daughters about their “brother” while we were away. It appears that his playtime and cuddle time needs were more than adequately met and we hope he’ll get to hang with Angelica again very soon 🩵”
“Julie really put me at ease and payed attention to details. I appreciated the way she introduced Nacho to her house and her cats, it showed she cared. I also really liked that she kept in contact via pics and messages. Nacho will definitely be staying with Julie again! ”
“Raye is so attentive and showed my dog lots of love! When I picked up my pup, she was tuckered out and had endless smiles. Absolutely will book with Raye again!”
“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!!🥰🐾”
The median cost per night for dog boarding in Chester is $45
Dog parents share their Rover experiences - Chester
Maryurith was AMAZING with Roman during the 3 nights we were away! Even though we weren't always the quickest to respond on our end, she was always great about keeping us updated with pictures and videos. It was so reassuring to see how comfortable and at ease Roman was with her. We could tell he was well cared for and getting LOTS of love. We couldn't have asked for a better sitter and would absolutely recommend her! ❤️
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 13 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 November 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 November 2026, there are 814 sitters on Rover offering Dog Boarding across Chester. Enter your ZIP code to see which available sitters are closest to your home.
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.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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