Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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.
“Madison took great care of my little senior. She provided me updates and pictures. My girl was as perfect when I picked her up as she was when I dropped her off. Would recommend!”


“Joel & Crystal took great care of our daughter’s companion dog while we took her on vacation. They sent us pictures and updates. It’s nice to know of someone in Springfield we can count on.”

“Erin did an exceptional job of communicating with me about how Mitzi was doing during their first time together. Without my asking- Erin sent photos of Mitzi with a brief comment. I will definitely use Erin again if the need arises.”

“We had Ying watch our kitty cat, Mr. Ribs, for a week while we were away. He was a fantastic cat sitter. He sent tons of pictures and videos and kept us updated with his sleeping and eating habits. Ying played with Mr. Ribs and kept him entertained. This was comforting for us as the little guy loves people, so leaving him alone or isolated was not an option. Ying was a great companion for the kitty, and we will definitely use him in the future.”

“Susana was fabulous with Daisy! I received daily updates with a sweet photo of how she was doing including lots of walks and cuddling. Susana is well versed in dog behavior so she was able to comfortably have Daisy along with a couple of other dogs and monitor their behavior closely during her stay. Daisy was well cared for and seemed very happy during her stay. I would absolutely book Susana again!”
“Upon arrival, Joseph greeted my dog and showed an interest in her. Because this was our dog’s first time with him, I appreciated that he inquired if she is food aggressive and if she enjoys playing fetch. My request for photos was honored along with a brief narrative update. Joseph was quick to respond to my messages. I feel comfortable with having my dog stay with Joseph again. 🐾”

“Brandy was very communicative and flexible. Treated our pooches like family. With love and respect and had nothing but time for them. Clearly, Brandy and her husband love dogs and are able to provide a great time.”

About: I am an avid lover of animals and take my treatment of them to heart. I can keep your pup or kitty very happy and very healthy. My last old guy was a diabetic with a thyroid condition for the last 8 years of his life (2 insulin shots a day. 2 thyroid pills a day.) I’m very comfortable with giving medicine or shots to any animal. That includes emergency situations or routine management for the fur babies. My schedule is very flexible right now. I’m available most every day except for special occasions. I have a routine cancellation policy, but I’m pretty chill. I have a big fenced yard with beautiful grass and lots of things to smell. My house is single story with lots of open space for zoomies.
“Thanks to Wilna and her husband for taking good care of my girl. I was nervous to leave her because I had adopted her just three months ago, but a family emergency made it necessary. The photos and updates I received reassured me that she was doing well. She came home happy.”

“I would highly recommend Caleb to everyone! At our meet and greet, he asked a ton of questions about my pup, Atticus, and took notes of his needs and habits. Atticus is a very itchy boy and the fact that he came home without any hotspots is a testament to Caleb's attentiveness to care. Given the opportunity, I would not hestitate to book with Caleb again. He's also a great dog photographer, to say the least!”


About: I’ve always loved animals and grew up surrounded by dogs. I have experience caring for them through daily walks, feeding, bathing, playtime, and trips to the park. I genuinely enjoy spending time with dogs of all breeds and personalities, and I understand how important it is to make sure they feel safe, comfortable, and loved while their owners are away. I would love to treat your dog like one of my own! I have school part-time so my schedule is very open. I have class from 10-2pm and can check on your dog in between. My availability on weekends is very open as well. I don’t have any other animals at my apartment. My roommates and I all love dogs so your pup would get a lot of attention. I would always keep your dog on a leash and keep my eyes on them at all times.
“Julie is amazing. I would definitely recommend her for pet sitting needs. After our initial meet and greet I was confident we could leave our two small dogs with her. Our pups were well cared for and happy. She even sent them home with a little treat bag. So glad we found Julie on Rover.com”

About: Living vicariously through pet sitting so that I don't have 20 dogs of my own. Dogs have always held a special place in my heart! With three dogs of my own, I understand that every pup has their own personality, quirks, and needs. Whether your dog is a couch potato, an adventure buddy, or a high-energy ball of chaos, I'm here for it! I'll treat your furry family member like one of my own, with plenty of love, patience, playtime, and maybe a little extra spoiling! 🐾❤️ I'm a full time real estate agent looking to fill my downtime with what I love the most, animals! Flexible to fit your pets needs. I have a fully fenced back yard and a home with great division if needed. We have one dog (male fixed black lab) full time and 3 total part time. Wether your pet is best at their own home or love exploring new places, I can accommodate.
About: I have experience with small Chihuahua breeds, and have grown up alongside Labs, Pitties and Rottweilers. I personally have trained our rottie on leash manners along with the many other dogs we’ve had growing up. I am an animal person through and through and through. I treat every animal to their specific needs for space, playtime, and rest time. I am currently working full time, but have evening availability 6 days per week. I have open availability two days per week and am open to last minute bookings. I am a responsible and detail oriented person who puts your pets needs first! We have a current puppy in training so I’m open to dogs of all ages. We have a fenced in yard, a nearby park and plenty of walking trails so there is the option to take your pups on walks if they are high energy. I have experience with small Chihuahua breeds, and have grown up alongside Labs, Pitties and Rottweilers. We love all shapes and sizes here!
“Our dog Kaya had an amazing stay with Julie! We were out of town for 9 days and Kaya was so well taken care of. Julie has a great system for meet and greets to make sure it’s the right fit and for your dog to meet Jackson. We received regular updates throughout our trip and very clear communication from Julie. All went smoothly and we would work with Julie again!”

The median cost per night for dog boarding in Cheshire is $45
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 9 repeat dog boarding clients
FAQs for Dog Boarding - Cheshire
Frequently asked questions about Rover
As of November 2026, there are 325 sitters on Rover offering Dog Boarding across Cheshire. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
98% 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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Cheshire. On Rover:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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 OR 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.




