Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 11 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.
“Brittney is a wonderful- for the first time in years I can go away without too much guilt! My dog is a little spoiled frenchie and Brittney and her family take such good care of her! I am forever grateful:)”
“This was my German shepherd, Evie's, first overnight stay with Laura, or anyone else for that matter. I was hoping it would go well and happily Evie had a great time running about and playing with three other dogs. Good to know I have a safe place to drop Evie off when I'm away.”
“Our son was getting married in upstate NY so we needed a sitter for our dog Kai while we were away. We have always left Kai with either family or friends, but since everyone we knew was attending the wedding I reached out to Laura. We set up a meet and greet -I knew from the first time I met her that she was a perfect match. She was warm and kind - obviously a dog lover - and she made a connection with our normally shy dog right away. She asked a lot of questions about Kai's habits - she wanted to make sure she followed his normal daily routine so that he would be comfortable in her home.. Her house is beautiful and she has a large, fenced in back yard that allowed Kai to run free in a safe environment. Laura took him for a 3 mile daily walk, and sent many pictures and updates the whole 6 days she had him. He became a part of her family❤️ I cannot say enough about how happy we were to have found her. She gave us peace of mind that Kai was well loved and cared for so we were able to enjoy the wedding without any worries. I would HIGHLY recommend Laura to anyone looking for a sitter!!”
“Thank you so much for taking such wonderful care of Forest this weekend. It means the world to us knowing he was safe, happy, and loved while we were away. Your kindness, reliability, and genuine care gave us complete peace of mind, and we’re so grateful for the time and attention you gave him. We truly appreciate you and feel lucky to have someone we can trust with our furry family member. With heartfelt thanks, Dave and Ana”
“From the very first moment we met Nadjeska, we knew she was the perfect person to care for our beloved dog, Forest. Leaving your dog with someone else can be stressful, but Nadjeska immediately put us at ease with her warmth, professionalism, and genuine love for dogs. Forest spent 11 wonderful days with Nadjeska and her family, and the level of care and affection he received was truly exceptional—far beyond what we could have hoped for anywhere else. Nadjeska treated Forest as if he were her own, ensuring he felt safe, loved, and happy every single day. What impressed us most was her commitment to keeping us connected. We received regular updates and daily photos that captured Forest’s joyful moments and his amazing interactions with her family and dogs. These thoughtful touches gave us complete peace of mind and showed just how dedicated Nadjeska is to her work. If you’re looking for someone who is not only highly qualified but also deeply passionate about caring for dogs, Nadjeska is the one. We recommend her with the highest confidence and gratitude—she is simply outstanding. Sincerely, David and Ana”
“We don’t leave our dog often and have been out of the area for a while so we were nervous. We were truly happy with Oscar’s care with Erica and her family. Erica kept us posted and sent pics to put us at ease. Oscar was very relaxed when we picked him up and not mad at us at all. Would definitely leave him in their care again.”
“Jill and her husband Doug were great hosts for our young, active Border Collie. They went out of their way to meet our needs. I had mentioned that Louie liked to chase a Frisbee, and when we arrived Jill had added one to her big bucket of dog toys. I was happy about the big play yard, but while we were away I received some pictures from Jill of Louie and his pals running at the beach. What a great place to leave my pet!”
“Catherine was an excellent boarder for our dog Forest. She is a true dog lover, and her home is welcoming and with a large yard, ideal for our active dog Forest. During his one-week stay, she provided regul;ar updates and photos. Forest came home a happy pup! My wife and I highly recommend Catherine.”
“Our first encounter with Karen was very calm and she was super sweet. Remi warmed up to her almost immediately. It was a last minute booking and she was able to accommodate a meetup before the actual boarding which I appreciated. She kept us updated with photo and videos of Remi throughout the day. That alone gave me a peace of mind. Overall very pleased and would love to rebook again in the future.”
“My Golden had a great stay with Connie and family. She sent photos, gave updates, and we met before at a dog park to make sure our dogs got along. He was well cared for, and even sent him home with a goodie bad with some treats. They are much more like professional caretakers and couldn’t recommend enough.”
“We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!”
“Brittany is amazing. She literally will treat your pet like her own and spoils them like they should be ❤️ I know my husky loves staying with her and she is my go to person! He even got a toy for Christmas. He gets so much exercise and love. Thank you Brittany!”
“Shannon was wonderful with my dog. She was flexible and able to work with a last minute schedule change to our vacation which was definitely appreciated. Our dog enjoyed her stay and we would definitely use Shannon again!”
“Thank you so much for watching and taking a good care of Ozzy while we were away. Maria is great and Ozzy enjoyed his stay with her. We will bring back Ozzy to you on our next vacation.”
“Torie was great with our two morkies, one of which has PLE and has some intense dietary restrictions. She was very communicative and quick to respond during the stay! Thank you Torie!”
“Mary Jo was a great sitter for our senior dog, Cosette. She answered my texts right away, communicated frequently and sent photos. Cosette enjoyed her stay with Mary Jo and her family!”
“Sherry provided wonderful care for Denver and Bronco while we were away for 11 days. She spoiled them so much and allowed our family to truly relax and enjoy our vacation.”
“We cannot think Julius and family enough for watching our two dogs over the holidays! It is always challenging for us to leave them behind, but Julius and family took great care of them. They were happy, and well-cared for. Looking forward to booking them again.”
The median cost per night for dog boarding in Chester is $52
Dog parents share their Rover experiences - Chester
Ashley was absolutely amazing with Rozi! She handled Rozi’s leash reactivity with patience, calmness, and so much care. I truly appreciated how attentive and understanding she was from the first message through pick-up. Rozi seemed so relaxed and happy when I picked her up—it’s clear Ashley made her feel safe and loved. It gave me such peace of mind to know Rozi was in a calm home with someone who truly “gets” her. I would 100% book with Ashley again and recommend her to anyone looking for a responsible, kind, and experienced sitter. Thank you so much, Ashley! 💛
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.
Meet local sitters who will treat your dogs like family
1. Search
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3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Chester sitters!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 $47.73 per night (as of July 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 July 2026, there are 836 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.
97% 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 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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