Dog Boarding Cheshire
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 82 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.
“Great communication. Sent us pictures almost every other day. Gave our pet his medication. Has a beautiful backyard where the dogs can run and enjoy themselves. Kind and friendly. Holy recommend her”
“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.”
“So Im going to come out swinging here on the 5 star review and just go ahead and say that Mark and his family were AMAZING. I'm not entirely sure where to start. My girlfriend and I have had are little fur baby for about 2 months and in that time we have not had a single moment to ourselves. She is a puppy; and adorable lovable puppy but... definitely a puppy. We turned to rover and saw Mark and fams profile and decided to reach out. Let me say that the family is great. The kids got along well great with our pup(Artemis), they sent pictures of her while they were watching her to put our mind at ease; playing board games with the family, going on long hikes, and taking her out for a fun time with his family. When I went to pick her up she even received a new home made toy from Mark and family.... but Honestly, for me, the best thing she came back with was her super awesome new nickname, given to her by Marks awesome children, "Artemis Prime"! If you have a chance to get away and need a safe place for your pup.... look no further.”
“Shadow has a wonderful time! We picked him up and he was so happy and excited, giving Karen so much love on the way out, we will definitely use her again on future trips to the area. shadow had his own puppy palace and got walks and so much play time. Karen asked questions and fed shadow the way we would at home, thank you for taking care of our puppy as if he were your own! We appreciate it!”
“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.”
“Yajaira did an awesome job taking care of our dog. Thank you so much! She sent us pictures on a daily basis with updates on how he was doing. I highly recommend her to anyone who is looking for help and wants to make sure their dog is in great hands!”
“Wonderful experience boarding our dog! Kristen allowed us to do a meet and greet with her cat before booking, to ensure that her home was a good fit. Despite being Christmas week, Kristen was super accommodating and made us feel comfortable leaving our dog with her. She was great at communicating and took amazing care of Raya! ❤️”
“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! 😘”
“Elizabeth is such an amazing sitter! She has watched my golden retriever multiple times now while I was traveling, and there was no worrying or stressing that he would be sad without me. Highly recommend, I wish she could move with me to continue sitting Brody!”
“Mariana was so great with our pup! She was so responsive and updated us multiple times a day while we were away! Our pup was so well taken care of and had a blast playing with the other doggies! Thank you again Mariana for treating our pup like your own!”
“This is the second stay that our two pups had with Bruce, and it won't be the last. We found our "go-to" dog sitter. They received excellent, loving care. All of my instructions regarding feeding, supplements, meds, etc. were followed to a T. Detailed updates and photos were sent at least twice daily. It is obvious that Bruce loves being in the company of dogs. If you need to travel for business or pleasure and want total peace of mind, book Bruce. You will not be disappointed. Prior to booking with him for the first time, I read through hundreds of his five-star reviews. Very well-deserved! We are grateful that we found him.”
“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 :)”
“Paola and her family were very sweet to my dog Winnie. They kept me updated with photos and stories the whole time. Also they never left her alone, which I know can’t always be the case, but was really great for Winnie’s anxiety. I would definitely recommend Paola to others looking for a great sitter!”
“Noemi and David were absolute amazing hosts. They were able to accommodate me last minute and were very communicative during Teddys stay. They have a a sweet, friendly family who truly love the pets that stay here. I recommend these hosts. 10/10”
“Catie and her husband were able to take care of my dog when travel plans changed last minute. I was very nervous with a new sitter but they took great care of Barkley. They sent videos and pictures thru out his stay and were very responsive when I reached out to check on how he was doing. I would recommend them and use again!”
“Salvo clearly enjoyed his time with Stephanie. She kept me plenty updated with photos throughout the time she watched him. She was very attentive to his needs beyond just eating and sleeping. She made sure he got outside, got to play and interacted well with her pets. I will definitely be trusting Stephanie next time we need someone to watch our dog.”
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.
“Kara was amazing!! Going through a lot and I needed someone to take care of my two cats. She took them last minute and was so caring from the get go! One of my cats is very shy and he felt at home right away! I ended up extending the time because of my current situation. Will use her again!! ❤️❤️❤️❤️❤️”
The median cost per night for dog boarding in Cheshire is $55
Dog parents share their Rover experiences - Cheshire
Danielle was very kind, caring, and communicated consistently and quickly throughout all of our interactions (from the meet and greet through to pickup). My dog Peanut had a great time with their family, even snuggling with them on the couch in a fluffy blanket. I would absolutely book with her again. Thanks!
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
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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 Dog Boarding - Cheshire
Frequently asked questions about Rover
The average cost for Dog Boarding in Cheshire on Rover is $64.2 per night (as of September 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 September 2026, there are 1,038 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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