Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 81 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.
“Danielle and her husband were absolutely amazing while watching our little guy (Jaxson) for a quick getaway this week. We were given constant updates/pictures, and he clearly made himself right at home and was as comfortable as can be. Communication was prompt from the beginning and we were truly at ease while we were away that he was receiving more than adequate care. Jax became quick friends with their pets, and was moping around when we got home because he clearly misses them! Could not recommend enough!”
“Mark and his family were so fabulous and accommodating for our young beagle puppy. He sent updates and pictures while we were away. Highly recommend this family if you’re looking for a dog sitter- Thanks again, Mark!”
“Lori is great with our cats. She doesn’t just stop by to feed them; she brushes them and plays with them too. She goes out of her way to make sure their routine is maintained as much as possible while we’re away and we greatly appreciate it.”
“Cassandra did an amazing job caring for our 4 year old English bulldog for 8 days. Our bulldog is quite stubborn with several medical conditions and she administered all medications and went above and beyond so we can travel without him for the first time in 4 years. Cassandra sent us daily updates and was very quick to respond to us and helped put our minds at ease while away.”
“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.”
“Caring and loving family. She kept me abreast of my pup being sad that we weren’t around, and continued to go out of the way to make sure he was ok, just sad. Don’t hesitate to have them watch your pups.”
“Luci & her husband did a great job taking care of our dog recently for a couple of days. They have a fenced backyard - super for our dog to safely run & play with her dogs. When I returned to pick her up, the hosts provided me with a sweet thank you/remember them before leaving - a wonderul bag with colorful graphics of dogs, as well as a poop bag clipped to our dog's leash. They were lovely.”
“We had such a wonderful experience! Bruce took amazing care of our dog overnight, and it truly gave us peace of mind while we were away. When we picked him up, he looked so happy, relaxed, and well cared for—it was clear he had a great time. We really appreciated the attention, care, and kindness shown throughout his stay. We will absolutely trust them again and highly recommend them to anyone looking for a reliable and loving dog sitter!”
“Kristen was awesome, highly recommend! Very accommodating considering that it was a major holiday with a chaotic schedule, excellent communication leading up to and during our dog’s stay with her, and a down-to-earth person that truly loves animals and welcomes them into her home. Couldn’t have asked for a better experience!”
About: I've always had a deep love for animals, I've cared for dogs of all breeds and ages, giving them attention and afection, always making sure they feel safe, comfortable and happy! I work from home part-time, so this easily allows me to look after and keep an eye on your pets, as well as attend to all their needs. In my home🐾 i have a very friendly Frenchie and he would love to having a friend to play, i provide a warm and safe environment where your dog can feel happy! I stick to their usual routine, feeding times, walks, playtime and rest. Pets have acces to cozzy sleeping spots, and supervised outdoor time. I always can send you photos and updates so you can feel connected while you're away.
“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 💚💚💚💚”
“This was our first time using Rover and leaving our dog anywhere else other than our home. It was a little bit stressful, and we had a bit of anxiety, but Erika made us feel so at ease. We received multiple updates during the day. She sent many pictures and really made us feel comfortable knowing that Ginger was happy and well taken care of. Would definitely recommend and book again.”
“La mejor cuidadora que he conocido extremadamente comunicativa, cariñosa con nuestro perrito 🐶 siempre pendiente en todo momento y manteniendo al tanto de cada cosa con nuestro perrito la recomiendo al 100% muchas gracias definitivamente volvería a dejar a nuestro tequila con ella”
About: I've owned dogs all my life and have dog sat in some capacity for family and friends for the last 10 years. I love dogs and treat each like my own. I'm reliable, flexible, and ready to work on short notice during summer. I'm willing to stay and house sit if my schedule permits. I love going for walks and hikes with pups and am not afraid to roll around on the floor for some playtime. I understand how important your pets are and will treat them as you would! I am willing to administer medicine if necessary and am flexible to other needs of your pet. Look forward to meeting you furry baby(ies)! I am a full time teacher. During the week I can let animals out early mornings and then am usually out of work by 3. My weekends are usually free. I will abide by house rules for your pet at home. If you use gates or electric collars please let me know. Happy to bring them on walks if needed.
“Liliana & her husband were very good with Luigi. They both took the time during our Meet & Greet to ask questions and get to know him. Liliana sent pictures during his stay and he looked happy out on his afternoon walks.”
“Stephanie is such a thoughtful, attentive, and caring host to your pup. She clearly has years of dog sitting experience and goes above and beyond to get to know your doggos personality and how it blends into her schedule and home. Will certainly book again :)”
“Jourdyn was kind and nice with my dog (Bianca), they were together for 2 weeks, I am sure Bianca enjoyed her stay. Jourdyn sent me updates everyday. Bianca was in good mood after I picked her up. Definetly”
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
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
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3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Cheshire sitters!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 $69.91 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 1,061 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.
97% 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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