Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 8 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.
“Harper enjoyed her stay with Brittany and her family...and of course Inara. Brittany kept me informed of via photos and comments. Harper loved the kiddie pool in the backyard and snuggling with her son Weston on the sofa. We will gladly use Britanny's services again.”
“Erica and Thomas were so great!!!! We were getting married and needed someone to help bring our dog to the church for some wedding photos. Erica and Thomas were so helpful and brought him to the church while we snapped some photos. They were SO responsive!! Would definitely book again!”
“Jill was amazing! We met before our booking so we could make sure my dog would be comfortable and fit in at their home. She sent me pupdates throughout the weekend and did so many adventures with our dog. I'm so happy to have found her!”
About: I’ve had 8 dogs over the past 30 years, so caring for dogs has always been a big part of my life. Over the years, I’ve cared for dogs through every stage, from energetic puppies to seniors who need a little extra patience and attention. I’m comfortable with dogs with a wide range of personalities, routines, and care needs, including feeding schedules, medications, exercise needs, and senior care. I understand that every dog is different, and I’m happy to follow the routine that works best for yours. Most importantly, I know how much trust it takes to leave your dog in someone else’s care. My goal is to make your dog feel safe, comfortable, and loved and give you peace of mind while you’re away. I have a flexible schedule that allows me to give your dog(s) plenty of attention and keep their routine as consistent as possible. Whether I’m caring for your dog in my home, staying in yours, stopping by for a visit, or taking them for a walk, I’ll do my best to follow the schedule they’re already comfortable with. I’m available for weekday and weekend care and can often accommodate morning, daytime, and evening needs. For boarding and house sitting, I’ll make sure we discuss your dog’s normal routine ahead of time — including meals, walks, potty breaks, medications, bedtime, and any special needs, so their days feel as familiar as possible while you’re away. Your dog’s safety and comfort will always come first. Before caring for a new dog, I like to learn as much as I can about their personality, routine, health needs, temperament, and any behaviors or situations I should be aware of. I’m also happy to do a meet-and-greet beforehand so both you and your dog can feel comfortable. I’m comfortable with everything from energetic puppies to senior dogs who may need a slower pace, medication, more frequent potty breaks, or extra attention. I’ll follow your instructions carefully, keep your dog’s environment safe and secure, and never force an interaction or activity they aren’t comfortable with. When your dog is staying with me, I want them to feel like they’re at home, not at a kennel. I also know how reassuring it is to see that your dog is happy while you’re away. I’ll stay in touch with regular updates and photos, and I’ll always reach out if I have a question or notice anything unusual. My goal is simple: you should feel completely comfortable knowing your dog is safe, cared for, and getting plenty of attention.
“Bailey loves visiting Brittany and family!!! Never EVER worry about his care So many photos of Bailey’s antics. Always know what he’s up to because of her amazing communication He becomes an instant member of their family. Absolutely the best sitter!”
“Our two dogs had a great stay with Sherry. She gave them wonderful care and attention, and plenty of walks. She sent a picture or two daily. We were away for 2 weeks, and it was comforting to know they were being well cared for.”
“I highly recommend Klaudia. She did a great job with our dog, Macy. Klaudia has a kind family and two sweet dogs of her own. She sent several pictures, which I loved. I could tell our dog was comfortable and happy with Klaudia. I was worried Macy may not want to come home with us! We will definitely be coming back in the future.”
“Great experience. Lots of pictures. Took great care of our small 8lb puppy. Separate place in the house for small dog and slowly introduced her to their other dogs that were bigger. Would recommend!”
“Maggie was so great with our dog while we were away for a weekend. He was well taken care of and we loved receiving photo updates each day while we were gone. We would highly recommend Maggie to anyone who needs boarding/doggy day care”
“If I could give them more than 5 stars, I would! My dogs are very anxious pups and they are Velcro dogs, but I was able to leave them and walk away without them following or whining. They felt so safe and loved as I could tell with all the videos, pictures and messages. If you want your babies to be safe and cared for, please book with this family!”
“Will was wonderful. He was extremely flexible with meet and greet, drop off, and pick up times. He was helpful at drop off with handling of dogs and supplies. He provided pictures of stay too. All around pleasant and professional.”
About: I've lived with and taken care of dogs since I was 11 years old. Starting off in apartments where they needed to be walked. I've had my own dogs for the past 16 years. From puppies to seniors on daily medications, I've taken care of it all with my own doggos. We recently lost our doggy siblings, Tegan and Sara in May and July 2022 at 15.5 years old. We currently have a 6 month old rescue named Oswald. I love all dogs! I do not breed discriminate! I live on 3/4 of an acre with a 5' chain link fence surrounding the back yard. I also work from home, so I'm always here. With your permission, I may even take your pups on adventures while in my care! We do have a cat, but she owns the 2nd floor of our house (2 spare bedrooms), so it will not affect your pups stay as we will stay on the first floor. I work from home 9-5:30 M-F. Your baby will get to go out whenever needed in my fenced yard and I will give them love in small breaks during my own work day. They will not spend their days in a crate as I am here to keep an eye on them. I have a fenced yard. I do have a very dog and person friendly pup of my own who will be happy to play with your pup, too, as his favorite place is the dog park. We have few stairs that need to be climbed, 1-3 off our deck (we have a few entrances on the deck) that can be adjusted by closing deck doors as needed for seniors.
“Mari was amazing with my girl Mabel. I boarded with her for a week and she was consistent with updates and keeping up with my dogs high energy levels. Her dog Duke was a great playmate for her and she took her to the dog park for daily playtime. Would absolutely recommend her services and rebook for my next trip away. She’s the best!”
“Mark and his family did a great job with our two pups, one who's 13, and one who's six months old. The dogs came home relaxed and happy. Mark gave our puppy the medication she needed. We would happily use Mark again!”
“My dog is nearly 14 years old and has never been kenneled. With a family destination wedding on the horizon, I knew I had to find her somewhere safe. She’s a quirky dog and very set in her ways. We are so happy to have found Bev! Our dog came home happy and was very well cared for while we were away! I would recommend Bev to anyone!”
“Brianna took great care of my Phoebe! I was glad Brianna had dogs of her own to keep mine distracted while I was away for the weekend. Highly recommended! Thanks, Brianna!”
“Amanda and family was so accommodating to Beau. He was happy to play ball and loved the pool. From the moment we walked into their home I knew our boy would be care for. I would highly recommend your services. Thank you”
The median cost per night for dog boarding in Chester is $55
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How to book dog boarding
1. Search
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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 of Dog Boarding in Chester is $59 per night as of October 2026. Most bookings cost between $46 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 804 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 CT 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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