Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 82 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.
“Karen was outstanding caring for our dude while we were gone. She sent pictures daily and treated him like her own. She helped us feel completely comfortable and we are excited to utilize her in the future. We can’t be more thankful for finding her so close to us!”
“Maria was an angel ?! She helped me with my baby Callie(who's really 9) while I worked back to back 12 hour shifts and my Mom was in the hospital. Mom's Callie Mama2 and is usually with her when I work. I can't say enough wonderful things about Maria and her care of my Callie. I would definitely recommend Maria to care for your beloved pet. Thank you to Maria and her family from me and Callie.”
“Cassandra & Nolan took excellent care of my Rosie girl while I was on a day trip to NYC. Frequent walks, cuddles, playtime, and plenty of photo updates. She enjoyed taking part in their holiday celebration! I will definitely book them again next time I'm in CT.”
“This was our first time using Rover and Mark and his wife answered all our questions. During our trip he kept us posted and shared photos. We are sure that Tina was in good hands and she was safe and happy with Mark and his family. Thank you so much Mark!”
“Enrique H. was... no is absolutely amazing! He was very kind to our puppy. We were very nervous leaving our lil one for the first time, but his experience, set up of his house, and communication skills made it easy for us to trust he would take good care of our puppy. If you are looking for someone to take care of your high energy puppy, Enrique H. is the one!”
“I was nervous leaving my baby girl with someone who I had only met once as a meet and greet. I have to say I was extremely happy. I got messages daily along with pictures. Willow was very relaxed and happy and after the first 24 hours I didn’t have to worry about Willow she was having her own vacation. When she came home she was was relaxed and not at all stressed which was very comforting. I would highly recommend Yajaira, and we will be using her again. Thank you for taking such great care of my baby girl.”
“Paola and her family were very sweet to my dog Winnie. They kept me updated with photos and stories the whole time. Also they never left her alone, which I know can’t always be the case, but was really great for Winnie’s anxiety. I would definitely recommend Paola to others looking for a great sitter!”
“Wonderful experience boarding our dog! Kristen allowed us to do a meet and greet with her cat before booking, to ensure that her home was a good fit. Despite being Christmas week, Kristen was super accommodating and made us feel comfortable leaving our dog with her. She was great at communicating and took amazing care of Raya! ❤️”
“Carolina and Angel were great to deal with and welcomed Bella into their family for the weekend. Quick responses and provide ample updates during the stay. Highly recommended. Thanks again!”
“This was my first time leaving Liam anywhere overnight. I was sad and hoping for the best out of this new experience for Liam. Bruce came out and was Super friendly with him and I could automatically tell he has a special relationship with pups. From booking Bruce was very thorough, making sure I packed everything needed. He also made sure I gave him instructions on Liam’s food. During the stay I received pictures and messages of Liam. It put me at ease seeing him and how much fun he was having on his walks. I picked up Liam and he Wouldn’t stop jumping on Bruce and wanting pets, that was a sure sign I made the right choice with Bruce. I couldn’t recommend him more.”
About: I’ve trained multiple dogs for obedience & hunting, which I’ve dedicated several months to do for each pup. I have a 10 year old Chesapeake Bay Retriever that’s very well trained and well behaved. I work from home, so I’m here all day unless I go out for something at the store or gym. If gone, I always let the dog roam free and keep the tv on for him. Naturally I play with the pup several times a day. My office is connected to the backyard, so I can throw the ball or play often. I have no issues letting the dog outside whenever they’d like.
“This was my first time boarding my pup and he had a blast! Mariana is so attentive and clearly loves the dogs in her care. My trip was made better by getting cute pics and vids everyday. Can't wait to board with her again.”
“Absolutely thrilled with the exceptional care provided by Elizabeth, Sitter for our beloved kiwi! From the moment we entrusted our kiwi to her capable hands, we were impressed by her professionalism and genuine love for animals. Elizabeth went above and beyond to ensure our kiwi was comfortable, well-fed, and entertained, providing regular updates and photos that put our minds at ease. Her attention to detail and personalized care made all the difference. We highly recommend Elizabeth as your doggy Sitter ; anyone seeking top-notch care for their pets. Five stars all the way! Thank you Elizabeth 💚💚💚💚”
“Davon was amazing. I outreached very impromptu and he was available for a meet and greet with Arya. ( which went well. We reviewed the basics of her care and he made sure to get a full understanding of what is needed to make Aryas stay as comfortable as possible) drop off was nice. He has spacious living accommodations. What stood out is his willingness to work with Arya being that she is a Bully. There are a many false conceptions about this breed. With his family background working with bully’s and pitbull, and his love for animals in general, I had no concerns that Arya was in good care. During her overnight visit, he provided checks up and sent pictures for reassurance. He also introduced Arya to family and friends ( which I love ) being that she is not around other dogs or people, helping her socialize. Picking Arya up was easy. All items returned and she was happy ! I previously boarded her , and when picking her up she was distant, had scratches and limped !!! All in all, 5 stars for Devon. I recommend and will use him again. 🐾💕”
The median cost per night for dog boarding in Cheshire is $55
Dog parents share their Rover experiences - Cheshire
Karen was fantastic with our two dogs. We needed to board them unexpectedly, with very little notice. She responded quickly and was able to take them and was even able to extend the stay when we needed more time. She sent frequent updates and photos. Our dogs looked happy the whole time. We have one dog who has anxiety and she looked so comfortable with Karen. She definitely went above and beyond to ensure they were well taken care of. Highly recommend her and would use her again in the future.
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.
Meet local sitters who will treat your dogs like family
1. Search
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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 Boarding - Cheshire
Frequently asked questions about Rover
The average cost for Dog Boarding in Cheshire on Rover is $64.2 per night (as of September 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 September 2026, there are 1,038 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 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 Cheshire 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 Cheshire 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 Cheshire 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 Cheshire.
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 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 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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