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.
“Willow is completely at ease with Amanda. Amanda does a fantastic job keeping me informed about Willow’s health, activities, and interactions with their family. I have already rebooked. I have and will change plans if Amanda is not available.”
“Another great stay for our girls! Fantastic daily communication with pics! I highly recommend Dylan and Alex if you are looking for a safe, happy place to leave your fur babies!”
“Sure! Here’s a thoughtful review you can use: ⭐️⭐️⭐️⭐️⭐️ Amanda and Adam did an amazing job pet-sitting my dog over the weekend! They made sure she felt right at home, sending me daily updates and adorable pictures that gave me peace of mind while I was away. It was clear they truly cared for her, and I could tell she was happy and well taken care of. I really appreciate their reliability and kindness, and I will absolutely continue to use them in the future. Highly recommend!”
“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!”
“Siobhan is an excellent sitter. She was very attentive to Cairo’s needs from the moment we dropped him off and sent us updates daily to let us know how he was faring. It was great to be able to leave him and know he was in good hands. She was very flexible and understanding and made sure that we were able to vacation stress free without worrying about how our dog was doing. I would 100% reccomend her to others.”
“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!”
“Christine and Nick once again provided excellent care for my dog while we were on a trip. They were flexible with changes in schedule, provided frequent pics and updates about Mae, and are friendly and responsive.”
“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!”
“Shannon was wonderful! She provided so much love for our pitbull, Jaxon. She sent us updates and pictures. He played, snuggled, and really seemed to have enjoyed himself. Shannon's compliments and messages really put my and my husband's hearts at ease. Will definitely use her in the future.”
“Ayme and her husband took amazing care of our two dogs, Ella and Milo. They were so organized at drop off - they had a printout of the care instructions for our pups’ hanging by the door! We received photos daily during our 2 week trip abroad which showed two happy and well-loved dogs. Ayme was also very flexible and accommodating about drop off and pick up. Highly recommended!”
“Star’ visit was just as great as the first time. All went perfectly smoothly and Star appeared to thoroughly enjoy her stay. I was at ease knowing she was being well taken care of.”
“Aaren & Jordon are truly wonderful puppy sitters! Throughout my pup’s stay with them, I received multiple updates during the day of the fun activities they were getting into. We were put at ease and loved to see our girl so happy while we were apart! We are thankful for them for welcoming our pup into their home with open arms.”
“We were worried chewy wouldn’t want to come home! Ava and Ross are definitely dog whisperers. He had a great time and they sent lots of good photos. We felt he was in safe hands.”
“Matt was wonderful and easy to work with. Our dog Marlowe loved being at his house and having other playmates to be around. He communicated concisely and quickly with us. He took fantastic care of our little one and we would recommend him to anyone looking for a dog sitter.”
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 🐱🐕
“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”
“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
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 on Rover is $31 per night as of October 2026. Most bookings cost between $26 and $50 per night. 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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