Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 85 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.
“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!”
“Carolina was so accommodating and understanding. I could tell my puppy enjoyed being around her and her family. She gave his his meds as she was asked to and kept him on my same routine. Would definitely book her again.”
“I cannot thank enough Yajaira for taking such a good care of our sweet Mochi! She minded our dog for a very long time, always with frequent updates, understood my dog’s needs fully and loved her like her own. We will definitely be using her services again!”
“Mariana has been fantastic with our two dogs. We have both a senior dog and a puppy and both receive individualized care and attention tailored to their needs. They immediately feel cared for and at home. We will be back!”
About: I’ve taken care of my dogs for 10 years and in that time one of my dogs developed IVDD and became paralyzed overnight. For the past 2 years I have learned how to care for a special needs dog, including bladder/bowel expression, wound care, medication (oral, syringe, and shots). I have found an extreme lack in boarding support for dogs with special needs and I want to use the knowledge and dedicated care for special needs dogs I have to help others and give a safe space for those who need that extra love and care. I currently work part time as a behavior technician for kids with autism (3 hours a day, Monday-Friday) so I am home most of the day. While I’m at work, my husband comes home not long after so the dogs are not alone for very long. My husband has the same abilities for caring for a special needs dog, but I will be the main caregiver. We can board 1 dog at a time all days of the week. As we are only taking special needs dogs, we want to keep it one dog at a time to limit stress and give the most attention to our guest. We do have 2 dogs (11 year old Theo, a chihuahua/papillon mix 10lbs, and 7 year old special needs Mina, a pitbull/boxer/miniature poodle mix 25lbs) that enjoy being around other dogs. We have 2 crates dedicated to our dogs, as well as two travel crates we make comfortable with pillows and blankets. There are floor dog beds in the living room and bedroom and plenty of blankets to dig in and nest. The dogs have free range of the apartment aside from a storage room. The living space is kept clear of items that the dogs can get into to prevent unsafe interactions. While there is no yard, we have lots of paths for walks and a small fenced in dog park only available to tenants. While we have our apartment fitted to our dogs, we are happy to make any adjustments that means creating the most safe and comfortable experience for your fur baby.
“I can't say enough great things about our experiences with Jennifer. I've left my dog Peachy with her 3 times now, this last time being over a week. I got so many picture and video updates throughout and I could see how comfortable and happy my Peachy was. Jennifer and her daughter are so wonderful with her and I am very grateful to have found them. The peace of mind I have now while I'm away that my dog is well cared for is worth so much. Also, Jennifer was highly communicative and very flexible when my schedule needed to change last minute. I won't leave Peachy with anyone else now!!”
“My Dog loves staying at Laurie’s - 5 paw rating ! It’s not like a kennel, you have the whole family giving your dog love and affection! My Dog has so much FUN she comes home and immediately goes to sleep!”
“Brittney is a wonderful- for the first time in years I can go away without too much guilt! My dog is a little spoiled frenchie and Brittney and her family take such good care of her! I am forever grateful:)”
“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!”
“She is great . This is my first time living my dog there and im very happy with Addie .she kept sending me pic of my dog snd letting me know how she is doing.i will definitely recommend her .”
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.
“Hailey was wonderful and a dog loving person. She updated me with pictures and took care of Tucker’s medication needs. She will be my first choice when in the area again. She has a lovely home and yard.”
“Karina did an excellent job looking after my dog while I was away for the weekend. This was my first time having someone watch him, and her regular updates and photos kept me from worrying. Her friendly dog was an added bonus, and it was clear from the moment I picked up Teddy that he had been well-loved and cared for the whole time. I’ll definitely be reaching out to Karina again for future trips.”
“I highly recommend Klaudia. She did a great job with our dog, Macy. Klaudia has a kind family and two sweet dogs of her own. She sent several pictures, which I loved. I could tell our dog was comfortable and happy with Klaudia. I was worried Macy may not want to come home with us! We will definitely be coming back in the future.”
About: There really isn’t anything that sets me apart from other sitters. Since I was young I grew up watching my dog, taking care of my dog, training him to be a good sprit. I’m very good with animals and love dogs with my life I currently don’t have a job, but I am seeking one. But in the meantime I would be available everyday to dog sit until a certain point in time where I find my job I can easily mind the animal. we will have a lot of things to do and won’t be bored. Constantly making sure the animal is fed, walked, played with etc
“This family is absolutely wonderful. They watched our two dogs for the first time for 6 nights. One of my dogs is a senior and the other has epilepsy and needs medicine twice a day. This family took great care of the two of them and sent me daily updates and pictures. I will definitely book again with them!!”
“Araceli and Uciel did a fantastic job of watching my dog for a week. They took such wonderful care of him and sent pics\videos with updates every day. It was clear he had a grand time playing with their two dogs and being spoiled rotten. I will definitely be using them again when I go out of town.”
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 13 repeat dog boarding clients
FAQs for Dog Boarding - Cheshire
Frequently asked questions about Rover
The average cost of Dog Boarding in Cheshire is $67 per night as of November 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 November 2026, there are 1,032 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.
95% 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:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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 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.
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.
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