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.
“Maria was an angel ?! She helped me with my baby Callie(who's really 9) while I worked back to back 12 hour shifts and my Mom was in the hospital. Mom's Callie Mama2 and is usually with her when I work. I can't say enough wonderful things about Maria and her care of my Callie. I would definitely recommend Maria to care for your beloved pet. Thank you to Maria and her family from me and Callie.”
“Lori is great with our cats. She doesn’t just stop by to feed them; she brushes them and plays with them too. She goes out of her way to make sure their routine is maintained as much as possible while we’re away and we greatly appreciate it.”
“Mark did an amazing job watching my greyhound. He took time to let me know how things were going and his dogs made Solo feel at home. Thank you for opening your home to us Mark we will certainly be back.”
“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 were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!”
“We had a wonderful experience with Karen! Before confirming the booking, she invited us for a meet and greet at her place, which has a spacious and comfortable room just for boarding dogs. One of the main reasons we chose her is that she doesn’t board dogs from different families at the same time, and her own dogs don’t interact with guests—something that really mattered to us since our 8-month-old German Shepherd was boarding for the very first time. Karen took careful notes, asked lots of thoughtful questions, and made sure to follow our dog’s usual routine. During our two-day trip, she sent frequent photo updates that gave us so much peace of mind. Our puppy was clearly comfortable and relaxed around her. We’ll definitely book with Karen again in the future!”
“Carolina and Angel were great to deal with and welcomed Bella into their family for the weekend. Quick responses and provide ample updates during the stay. Highly recommended. Thanks again!”
“We had a great experience with Luci’s daycare service. From the start, communication was easy and reassuring. She shared photos and videos throughout the day, which made us feel completely at ease. Dante looked very comfortable and happy, almost like he was at home. It’s not always easy to find someone you can fully trust with your dog, but this was definitely one of those cases. We’re really glad we found her and will absolutely book again when needed. Highly recommended.”
“Luz was absolutely AMAZING! Not only did she take my booking last minute but she constantly sent me updates and from the moment you meet her you can tell she is genuine. She will love your pet like her own. 10000% recommend her!!!!”
“Yajaira is absolutely fantastic and I highly recommend. She has consistently taken great care of my dog Loki, and he loves going to her home. Your dog will be safe and well loved with Yajaira.”
“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! ❤️”
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.
“Erika is such a great pet sitter. She provided me with updates & photos throughout Luna’s stay, which put me at ease. She was very responsive & willing to meet with me for a meet & great. I would highly recommend her.”
“Elizabeth has provided the best dog boarding service for my baby boy. I am not exaggerating either. I showed a lot of concern at first, due to a prior bad experience. In return, she was extremely understanding, kind and supportive. She has very welcoming energy and a very sweet personality. Also, her pup Ohana was cute and made the whole process easier. I would absolutely book Elizabeth again for more services in the future!!! Thank you! 10/10 🙂”
“I had an amazing experience with Jourdyn! From the very beginning, she had great communication, maintained professionalism, and it was wonderful to see that I found a sitter who truly cared about my pup Leo. Jourdyn sent pictures and gave updates throughout the day, and I really enjoyed the videos of her spending quality time with Leo. I can’t say enough great things. I highly recommend her and I hope to work with her again in the near future. Thank you Jourdyn! - Shar and Leo”
“I am so grateful for Bruce and Carolyn for keeping my babies safe and loved while we went on vacation. Pictures and updates every day were amazing and my dogs love staying with them.”
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.
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.
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!
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
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
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Popular requests near you
Select a filter and find qualifying Cheshire sitters!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 $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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