Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 83 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.
“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.”
“As a pet mama it was such an amazing experience for our sweet Batman! Karen was so diligent and professional with consistent and regular updates and fun photos and video updates. I know we will definitely use her again- Batman will be happy to go back anytime!”
“I have never left my Eli with a family before so this was something entirely new for us. However, after having unsuccessful stays at a couple of boarding facilities over the years, I decided to try this route. I couldn't have been more pleased with the care that was afforded to Eli. Mark allowed me to bring Eli to his home prior to my actual booking so that Eli could get acquainted with the family and other pets. Once I saw the positive interaction between all of the pets, and Eli's level of comfort, I was sold. Mark even sent me a message while I was away sharing how well Eli was doing throughout his stay. Needless to say, I will definitely rebook with Mark and his family in the future. They are great!”
“I have a high energy 3 month old Chihuahua Daschund mix! Enrique was kind and patient in helping me through a 1st time experience! He provided a clean and tidy room! He walked and handled meal time smoothly! He would also send me a photo daily! I highly recommend and would use his service again! Job well done! Thanks to Enrique, I appreciate you! 😘”
“Yajaira took my pup in at the last minute & also was able to extend her stay since I had gotten surgery & realized I needed a little more recovery time. Yajaira also stayed in touch & sent me pics on a regular basis. My pup seemed in good spirits after two weeks with Yajaira & that let me know she had taken good care of her. Will book with Yajaira again.”
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.
“Mariana was absolutely wonderful with our puppy, Charmy! She cared for her for 16 days and kept us updated with regular messages, photos, and videos, which gave us so much peace of mind. Charmy clearly had a great time, she came home happy, healthy, and relaxed. Mariana was responsive and treated Charmy like part of her own family. We couldn’t have asked for a better sitter and will definitely reach out to her again in the future. Highly recommended!”
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.
“Bruce was wonderful with our pup, Cody! He was very communicative throughout the stay, and it was clear that Cody had a really nice time with him. We are grateful for his efforts to take such good care of Cody!!”
“Elizabeth went above and beyond for our 2 babies!! She communicated with texts and pictures their entire stay and even gave them treat bags, toys, and a detailed report at their pick up! It was my first time leaving my fur babies with anyone other than family and I won’t ever hesitate to leave them with Elizabeth again! She was simply the best!!”
“We had a wonderful experience with Kristen who watched out dog for 10 days. He got lots of love and went for walks and hikes. We appreciated all of the photos and updates! We know he will look forward to returning to his home away from home!”
“Poppy had a wonderful time with Jennifer. She is very caring and attentive. She sent me multiple pictures each day and kept me informed. This is my second time using Jennifer to care for Poppy, and I couldn’t be more pleased. Thank you Jennifer.”
“Noemi was wonderful with my dog and accomodating to my last minute booking! She sent me daily doggy mail and updated me on his activities. She has a beautful large fenced in yard for the dogs to run around and play. Very pleasant and my dog seemed happy when i picked him up also so i know he enjoyed himself! Will definitely book with Noemi again!”
“Erika took care of our Baby “Rydah” She sent regular updates along with photos, meal times, and Rydah’s walking schedule. We WILL be using Erika again. Strongly recommend her to any other family. Thanks Erika Rydah will see you soon!”
“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.”
“Will was wonderful. He was extremely flexible with meet and greet, drop off, and pick up times. He was helpful at drop off with handling of dogs and supplies. He provided pictures of stay too. All around pleasant and professional.”
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.
“Christopher was very accommodating and flexible. He went out of his way to pick up Cameo at a more ideal timing prior to my departure for my work trip. He sent daily updates and pictures of Cameo playing and answered any questions that I had. Cameo got lots of play time and came home happy and exhausted :)”
The median cost per night for dog boarding in Cheshire is $55
Dog parents share their Rover experiences - Cheshire
Danielle was wonderful with Daisy Mae! This was our first time leaving her with someone we didn’t personally know, but Danielle immediately made me feel comfortable. She was kind, responsive, and sent us pictures and updates while we were away. Daisy Mae looked happy, comfortable, and very well cared for—and came home happy too! We would absolutely book with Danielle again and highly recommend her.
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 $69.73 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 1,050 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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