Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 38 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.
“Lindsay provided great care for our dog Daisy while we were away on vacation. We enjoyed all the photos of Daisy with the family and Lindsay's dog Coco playing in the large fenced in back yard. I would definitely recommend and will be booking again in the future.”
“We’re so grateful for the great care Katelyn took of Hank! And appreciate all the communication - receiving pictures, videos, and updates on how well it was going. It was our first time entrusting Hank to a dog sitter so I was nervous but it went perfectly!”
“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”
“If you’re not booking Mady when she has availability then what are you doing. Mady was AWESOME! She took great care of our dog and sent tons of pictures and some video. She has a dog friendly home so if your dog has free range of the house like ours they will feel at home. Definitely will be using Mady again if her availability meets our needs for boarding. 5 ⭐️ job Mady.”
“Absolutely amazing! If we could give more stars we would!! Katie alleviated all of the stress and anxiety about not being able to take Toby on our trip. She treated Toby like her own and made him comfortable and the communication between us was perfect! We fully recommend Katie if you ever need her services and we’ll 1000% book with her again in the future!!!”
“MeiMei’s stay with Michelle was above and beyond. Michelle was very on top of applying medication and made sure Meimei had tons of attention and snuggle. My picky eater seemed to enjoy eating during her stay. Would definitely book again with Michelle!”
“Marliez was absolutely amazing! She was attentive and kind. My fur baby was happy to stay with her and was very well taken care of; she stayed in a home away from home. Marliez sent me pictures every day and made sure to give me an update on my baby’s activities and mood. Would definitely recommend Marliez to anyone wanting their baby to stay in a loving home while they are away. Loved working with Marliez and will be booking with her in the future.”
“Kendall and her family helped me in a bind and proved to be reliable, friendly and incredibly welcoming to my dog, Shoto. I’d highly recommend her for anyone who needs pet sitting, and I’d definitely book her again.”
“Peggy made sure my dogs were always cared for and taken care of. This was my first time leaving my dogs with someone outside of family so I was nervous but I am glad I chose Peggy for my dogs as she was the best! I would definitely ask her to watch my dogs again.”
“Becca was so easy to communicate with and treated my Charleigh girl like her own. I was so nervous leaving her with someone for the first time I didn’t know, but Becca was great at helping me through that from our first meet and greet to all the text and pics of Charleigh being cared for and loved on by her and her son Kash while staying with them. I would definitely have Charleigh stay with her again.”
“Very smooth experience and great stay! They were very kind to our older beagle and he got along well with their dog so everyone was happy. We appreciate it!”
About: I grew up with family pets and spent years fostering animals before adopting a pup of my own, Lemonade (aka Lemmy). She is a little under 2 years old and loves making new friends. This is a great opportunity for your dog to come stay and play. For best care, I only take pets from one family at a time in addition to my own. I work from home full time during the weekdays, so your pet will be offered lots of play time, potty breaks, and cuddles. I also spend a lot of time home on the weekends and can provide extra quality care. I have a fully fenced front yard and my puppy Lemonade will be with me to help entertain your pet and keep them company during their stay. **Meet and greet is required before your first booking**
“Lena was WONDERFUL with a very last minute & difficult request. She was so responsive and communicative. We could not ask for a better or more professional / responsible & respectful Rover sitter. HIGHLY RECOMMENDED!”
“Lori is an amazing sitter! This was the first time that I left Charlie at someone else’s house, and I was very nervous. Lori quickly made me feel at ease. She touched base with me every day, and sent pictures. She was very attentive to my dogs’ needs and I can tell my Charlie girl was well cared for. Thanks so much, Lori! We will use you again.”
“They were absolutely amazing with Nellie. We couldn't of have had a better experience. Nellie enjoyed her time with them and they treated her very well. It was our first time leaving Nellie with anyone and the random updates on her with pictures and videos helped ease our minds during our time away. We would definitely recommend them to anyone who is looking for pet care/boarding.”
“Fidel and his wife were excellent. They regularly sent photos and made sure our Lyric received her pain pills when her hips started bothering her from all the running around. Although he’s a distance from us, he will be where we leave Lyric from now on”
“This is the second time Pretzel has stayed with Andy and Lydia, and it was wonderful once again! He had such a good time. Andy was very responsive on the app, and sent daily updates and photos. Highly recommended!”
The median cost per night for dog boarding in Chester is $50
Dog parents share their Rover experiences - Chester
Gizzi loves going to Idi’s house. He enjoys the playing and sitting on laps. We’ve used Idi a couple of times before this stay and the home is welcoming. My husband and I plan to take Gizzi to Idi again now that we know she is close to a few places we like to vacation.
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 11 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 $30 and $63 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 2,362 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.
95% 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.
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 , 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 MD 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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