Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 84 pet parents in Cheshire have booked dog boarding
Cheshire, 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.
“Mark and his family were the best! First time ever using rover and first time leaving my baby with anyone other than family. We’re from out of state and i felt beyond comfortable leaving Lilly with Mark. Next time we’re back in CT, miss Lilly will be staying with Mark!”
“Thank you SO MUCH Yajaira for taking such great care of Jack and Mya; you are the ABSOLUTE BEST!!! You put me at ease and they were so well taken care of. Your kindness, professionalism, care, empathy, courtesy and understanding was greatly appreciated. You are a great sitter and a great person.”
“Kristen took great care of my lab/shepard mix! I could tell my dog was happy, well loved, and cared for in my absence. I really loved the photo updates too. I highly recommend Kristen!”
“Another awesome experience with Elizabeth! Everything is so easy from drop off to pick up. Communication is quick and frequent, and pictures she sends throughout the stay are so thoughtful. Her report card and care package at the end show her total investment in our dog and her business”
“They took great care of our dog. She loved running and playing in their large fenced in yard, as evidenced by the photos and videos they sent us (which we much appreciated). Will definitely use them again.”
“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”
“I had to fly back to Montana and was not able to bring my fur babies. Lilly and her husband took such great care of both my fur babies. I would highly recommend using them. As I will be using them again.”
About: I've been a chorkie mom for 15 years and I'm happy to say Pinky is still going strong! I have 6 years of experience taking care of 2-3 dogs at a time for family and friends, including senior dogs who require a little more care and affection. I love spending any free time I have playing with and caring for animals. I'm a part-time registered nurse. During my off days, I am available to play and care with your fur babies. I am also available for boarding during the week and on weekends but will have to be notified ahead of time. Safety is my priority for pinky which will be the same for your dog. Spacious backyard with cameras surrounding the property. Dogs will not be left unattended at any moment while outside. Out of an abundance of caution, dogs in my care will get an apple air tag attached to their collar. Kitchen counter tops and table will be cleared during their stay to avoid anything potentially harmful.
“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!”
“Stefanie and her family were so wonderful with my dog Winnie. They sent me photos of her having a great time every day and I felt so comforted knowing she was safe and happy. In fact, Winnie had such an awesome time that she didn’t even want to leave when I came to pick her up! 😂❤️”
“Klaudia was awesome! Our elderly dog had a health crisis while she was caring for him, and she took him to the vet, was very good with communication, and really cared about our guy for 2 days while we made our way home early from vacation. Highest recommendation!!”
“James was fantastic! I have a relatively shy dog, but he came home super happy and clearly had a fun time with James and fam in a super compassionate, loving household. Would recommend them anytime.”
“Sherry was responsive and sent multiple updates on how Otis was doing during the stay. Pick up and drop off were easy. Otis seems like he had a good time during his stay.”
“Georgiana took great care of our dog Max! She sent us daily updates with pictures and we could tell he was super happy which gave us so much peace of mind while out of town. I would definitely book with Georgiana again!”
“Victoria did an amazing job taking care of my dog, Kujo! She made sure all the pets were safe, gave him plenty of love and attention, and treated him like one of her own. It gave me so much peace of mind knowing he was in such caring hands. I highly recommend Victoria to anyone looking for someone trustworthy and compassionate to care for their pets!”
About: I have had pets since I was a baby. I had two rabbits who I took care of during my childhood, such as feeding and brushing. When I was around 10 years old we adopted my current dog, who I walk and play with frequently. My family often petsits other animals as well, mostly dogs. I have helped with catering to these dogs needs since I was 9 and have always loved getting the opportunity to take care of them! These experiences have taught me the responsibility necessary to actually take care of animals. I am available to pet sit the entire week except on Mondays. I am a very flexible person and do not mind cancellations or late notices. I have a large yard my dog loves to play in, along with The Canal Trail as a 2 minute walk away from my house. I often take toys from our large toy box to go out into the yard and play with him.
The median cost per night for dog boarding in Cheshire is $55
Dog parents share their Rover experiences - Cheshire
Lori took such wonderful care of my dog, Sonny, during his two-night stay! I was so happy with the care and attention she gave him. She kept me updated, and it was clear that Sonny was comfortable and well cared for the entire time. When I picked him up, he seemed happy, relaxed, and right at home. It gave me so much peace of mind knowing he was in such good hands. I would absolutely book with Lori again and highly recommend her to anyone looking for a caring and reliable dog sitter!
I would absolutely recommend Alaina and Jake as your dog sitter. They took the best care of our dog while in their care. He went on plenty of walks, outside fun time and plenty of snuggles throughout his stay. They communicate with you the whole time. We had such peace of mind knowing our pup was in great hands. I think our dog, Larry, was actually a little sad leaving them! We highly recommend Alaina and Jake when looking for the best sitter for your pup.
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 - Cheshire
Select a filter and find qualifying sitters offering dog boarding.Sitters in Cheshire average 12 repeat dog boarding clients
FAQs for Dog Boarding - Cheshire
Frequently asked questions about Rover
The average cost of Dog Boarding in Cheshire is $65 per night as of October 2026. Most bookings cost between $44 and $89 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 1,026 sitters on Rover offering Dog Boarding across Cheshire. 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 Cheshire 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 Cheshire 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 Cheshire.
<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 Cheshire 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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