Dog Boarding Chester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 13 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.
“It was our first experience boarding a dog through rover and we couldn’t be happier. We wanted our pup to feel like she was on vacation too, and every indication is that she loved her time at Laura’s! Laura sent pictures and videos throughout the week so we would know what she was up to. Glad we found a place for Emily to stay where she won’t miss us too much!”
“Carolina was amazing with Mucci!! She communicated well, sent updates and pictures, and made me feel comfortable the whole time. He looked relaxed and happy with her and her family and I appreciated how attentive she was to his needs. Thank you again for taking such good care of him. I would definitely book with you again.”
“This is the first time we have used Rover for our 2 golden retrievers. So glad that we found Tom & Erica. We received daily pictures and messages about how they were settling in. They were very understanding with our departure date changing 2 times due to the blizzard. Our 2 boys seemed very happy there and are booked already for the near future.”
“Serenity offered to meet our pups prior to their stay with her. She sent regular updates to let me know how they were doing. When we picked them up they seemed at ease. I will definitely reach out to her again when needed.”
“Millie was well cared for by Catherine and her family. We had a weekend away and she was able to accommodate our drop off and pick up time slots. There were numerous photos which made us feel confident in her care. Great setting with a large yard and only other pet was their cat. Our spaniel does not always grt along with other dogs. Well done! Will viait 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!”
“Julius and family took good care of our dog. Julius is super-responsive and sent several cute pictures of the visit. It looked like everyone got along well and were very active. Our dog came home exhausted, which is a good thing. We also needed to adjust the end time a little bit, and Julius was very accommodating of the last minute change.”
“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!!”
“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”
“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!”
“Ariel was amazing at taking care of my two big dogs. She knew what they needed and gave them opportunities for exercising and socializing. I feel confident leaving my fur babies with her! Thank you”
“Karen kept me informed and communicated promptly. My dog absolutely loved his stay and would recommend Karen for anyone looking for someone to watch your beloved pets.”
“My mom's puppy was in her arms looking very happy! We received updates which was wonderful She was very accommodating and we hope she's available again because it was our puppy's first time away and Anne made this experience easy”
“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!”
“Mary Jo was great! She was available during a major holiday which was so amazing for us. She is very quick to respond before the booking starts, during, and at pick up. She kept us updated on how our dog was doing & was very friendly. Her young children love dogs and I’m sure made our old guy feel right at home. He was happy and not anxious at all when we picked him up. Thank you so much!!”
“Maggie had a great time staying with Shannon and her family! She had a great time and came home exhausted from all the playtime she got with the other pups. We'll definitely have Maggie stay here when we go out of town again!”
“Absolute peace of mind. Leaving older dogs can be stressful, but Elisa made it completely worry-free. She took incredible care of our two dogs and treated them like family. She paid close attention to their medications, supplements, meals and senior routine. We received daily updates and photos. We highly recommend Elisa and will absolutely book her again!”
“Stephen was phenomenal with our pup!! Extremely communicative and friendly. We got multiple photos and videos each day! He took him on walks every morning and let him play with all the tennis balls he could find! This was our dogs first time staying with someone other than family and it seemed like a vacation - we were afraid he wouldn’t want to come home. Highly recommend Stephen and we will definitely use his dog sitting services the next time we go away.”
The median cost per night for dog boarding in Chester is $54
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
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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 Boarding - Chester
Frequently asked questions about Rover
The average cost for Dog Boarding in Chester on Rover is $48.84 per night (as of August 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 August 2026, there are 815 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.
96% 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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