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!”
“We couldn’t have asked for a better sitter for our pup. Maria sent tons of photos and kept us updated throughout the stay. We had our original booking cancel within 24 hours and Maria did not hesitate to step in and care for our pup. We will absolutely be using Maria again.”
“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!”
“Mark was our first experience with a pet sitter and we approved the experience. He and his family watched our dog Luke during 16 days, giving us updates about his behavior upon request and sent us pictures. It really felt like our dog was embraced by Mark and his family. We will use his services again and we will highly recommend Mark to our friends.”
“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.”
“Was nervous at first to leave him overnight with someone for an entire week but as Yajaira reassured, my boy was in good hands. Everything went smoothly & loved that she kept me updated with photos that showed he was enjoying his vacation as well. Defiantly would recommend & will sure be booking again when needed!”
“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.”
“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!”
“My dog was very well treated and cared for by Elizabeth and her family. She kept me up to date every day with photos and his activities. Excellent care by lovely people!”
“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.”
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.
“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!”
“Stephanie became a second mom to our Charlie. She gave him so much love and helped him acclimate very quickly and he felt comfortable right away. She was always quickly available to us and sent us multiple photos a day. I would more than highly recommend her as your future fur babies sitter. Thank you again Stephanie.”
“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”
“This is the second time we book with Bruce. He’s amazing I know Lola is in great hands with him. He give me details and pictures during the day. Lola loves him and we appreciate him”
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.
“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!!”
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 $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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