Dog Boarding Chesterfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,302 pet parents in Chesterfield have booked dog boarding
Chesterfield, 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.
“Big thanks to Ms. Abby! This was our first time leaving our pup for a few days. You can always tell by the dog’s demeanor, whether they were taken care of well, and just by the way, our dog said goodbye to Ms. Abby told me that he was loved and cared for well! We also appreciate the timely updates and communication. Thank you Ms. Abby!! We appreciate you!”
“Kendra was amazing with Tinkerbell. She kept us updated each day which put our mind at ease with this being our first time using Rover. The pictures where the best as we could see in real time how well she was being cared for. Thank you Kendra!”
“Dylan was great! Communication was awesome and followed up frequently. The pictures taken were better than my own and my boys looked happy. I will definitely book with Dylan again.”
“Joy and her husband are great. My dog is a senior dog 15 years old and he is not as mobile as he used to be. They are patience and understanding of his needs and always send us pictures while he is in their care. The only ones I trust with my dog”
“Laura was fantastic! I had dropped off my dog for about four hours while I was visiting a relative and Laura‘s home and Yard were lovely and perfect with a nice privacy fence. I cannot recommend her enough! Tilly was a happy pup there.”
“Matt is phenomenal and we couldn’t be happier with our experience! From the moment we dropped our dog off, it was clear how thoughtful, attentive, and genuinely caring he is. His home is welcoming and clearly set up with dogs in mind, and we felt completely at ease leaving our dog there overnight. We received great updates, and it was obvious our dog was comfortable, well cared for, and having a great time. When we picked him up, he was happy, relaxed, and clearly had been treated like one of the family. It’s such a relief to have a sitter we trust completely - this is exactly what you hope to find. We will absolutely be booking again and can’t recommend Matt highly enough!”
“Ayme was great. She watched our dog for a week while we were on vacation. We did an initial meet-and-greet with her dogs to make sure that they got along, but they all got along very well. Ayme was very responsible and communicative. She sent a lot of pictures and updates. We will definitely use her again.”
“Melissa was absolutely wonderful with my dog. She was excellent with the communication and pictures and I felt so good to see my dog happy while I was out of town taking care of business. Melissa will forever be my dog sitter for my pup.”
“Aaren and Jordon are practically family now. This is the second time they have watched my girl and they take the BEST care of her. They love on her, make sure she is getting fresh air, and even take her on outings. I almost hesitated to write this review because I don’t want yall to know how great they are and then start taking all to spots - just kidding! I can’t be selfish! Everyone deserves to feel the peace I feel when my pup stays with them ❤️.”
“Christina and her family were amazing with our skittish girl. She communicated every day with status updates and I felt her compassion in every message. She put our minds at ease which allowed us to fully relax and enjoy the vacation. Will book her again for future boarding stays.”
“Julie was absolutely wonderful, I highly recommend and am really grateful for her thoughtful care of my elderly pup! It was helpful knowing my dog was in good company and enjoying all the smells and sunny spots in her nice backyard.”
“Michaela was AMAZING! So sweet and attentive to Violet, and sent lots of updates and pictures throughout the stay, which gave us so much peace of mind. She administered Violet’s medications and special food three times a day with no issues and made everything feel effortless. Michaela was also very easy to schedule with and super responsive with communication. We’re so grateful to have found her and will definitely be booking with her again!”
“My goodness you cannot ask for a better pup-sitter! Shay kept me updated the whole time with photos too! She loved on my pup like she was her own. Thank you so much for taking care of Buffy while we were away! She was well taken care of and loved.”
“Kayce was so phenomenal with our 2 dogs! It was the first time we ever had to board them and we were therefore anxious. We echo the countless reviews by other dog owners on the amazing care Kayce provided. Her timely updates and attention to detail kept us at ease the entire time away. The level of care far surpassed anything we could have hoped for! She is such a lovely person; we are so fortunate that our precious pups were able to spend a week in such a loving home!”
“If I could give 100 stars I would for the exceptional care Sarah gave to my baby I would. Not only did she care for Penny as if she was her own, this was the first time Penny has been left with anyone other than family, and Sarah made Penny feel as though she was family. I would recommend Sarah to service your pet without hesitation only when I wouldn't need her again, period!”
“If we could give Rikki a 20 star rating we would!! Our sweet Izzy can be a handful/challenge but Rikki quickly figured her out beautifully! Rikki stayed on top of Izzy’s medication, understood her issues and somehow managed to keep up with Miss Izzy and her ways! Rikki sent pictures and updates which we loved- knowing Izzy was cared for made us relax!! We truly/ honestly can’t say enough positive things about Rikki! We feel so fortunate to have found someone we feel comfortable leaving Izzy! If we say more, Rikki may be too booked to keep Izzy in the future!! Definitely recommend Rikki!!!”
“We were worried chewy wouldn’t want to come home! Ava and Ross are definitely dog whisperers. He had a great time and they sent lots of good photos. We felt he was in safe hands.”
The median cost per night for dog boarding in Chesterfield is $45
Dog parents share their Rover experiences - Chesterfield
Dylan was amazing! He was super friendly, welcoming, and took great care of Cecilia. He kept us updated throughout her stay, which gave us peace of mind. Cecilia seemed so happy and comfortable with him, and it was clear she had a great time! We couldn’t have asked for a better experience. We highly recommend Dylan and would definitely trust him with Cecilia again. Thank you so much, Dylan! 😁
Royal, Rhonda and Logan really came through for me on short notice when I was in a pinch! It doesn’t happen often, but when it does it’s nice to know there’s someone willing to help. ❤️ I know Chachi is well cared for when he visits and I have amazing pictures to support this! I highly recommend them. Thank you so much! ❤️
Kendra took such great care of our dog. She was very thoughtful in sending multiple updates throughout the day every day of our pets stay with her. She was also very responsive to all messages. We had no worries at all and would love to be able to have our pet stay with Kendra again in the future.
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 - Chesterfield
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesterfield average 12 repeat dog boarding clients
FAQs for Dog Boarding - Chesterfield
Frequently asked questions about Rover
The average cost of Dog Boarding in Chesterfield is $41 per night as of October 2026. Most bookings cost between $32 and $53 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 October 2026, there are 789 sitters on Rover offering Dog Boarding across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.
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.
96% of sitters in Chesterfield 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 Chesterfield home-away-from-home, 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 Chesterfield.
<b>Tip:</b> 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 Chesterfield 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 , 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 .
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 VA 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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