Dog Boarding Chesterfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 660 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.
“Amanda was amazing. Couldn’t ask for better person to leave our little Scarlet with. Scarlet didn’t want to eat so Amanda shared her dinner with her. Scarlet got lonely at night so Amanda slept beside her on the couch. She treated Scarlet like part of the family. Will definitely use her every time we get away.”
“Adam and Amanda are the best! There are plenty of other dog sitters who live closer to me, but there’s a reason why I am willing to drive 45 minutes one way to drop off Rocky. I know he will be taken care of and loved. Which is a peace of mind for our family.”
“DAMACIA J., thanks for everything and taking care of my baby Chuichuala Jolene. She had a great time and bonded with her and the other dogs. I was sent photos of my dogs attachment to her sitter and the other dogs. Jolene really liked her dog. Thanks for everything.”
“I'm happy to report that I was Lisa's first customer. She was absolutely phenomenal with Ryce. She ensured that he was safe, fed and entertained. I received many pictures from the beginning to the end of the stay. Lisa is definitely a breathe of fresh air and I will use her again and again. See you soon, Lisa!!!”
“We send our pup to Cindy whenever we travel and he always receives the best care! He gets excited when we pull up to her house and comes home tired from all the playing he gets up to!”
“Adam is a natural, per Cooper. We knew the moment we met him that Cooper was in good hands. Cooper took to him immediately and made himself at home. We got him back last night and Cooper was calm and happy. Thanks Adam!!!”
“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.”
“Ellysia is the best! My pups had the greatest time with her and her family. Updated daily with pictures and activities. We will definitely be using her again and recommend her hands down.”
“Hillary and her beautiful family took amazing care of my two dogs. She’s extremely patient, follows instructions very well, very well kept yards with safe and secure fencing.”
“Amber did a great job taking care of our 18 month old dog,Blu. She sent in frequent updates about him. She was kind enough to accommodate our last minute requests.Definitely recommend her!”
“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.”
“Stephanie is the absolute best! My sweet baby girl absolutely loves her time with her! Takes great care of her the way I would which always makes my heart happy!”
About: I no longer have our own dog after losing my beautiful lab last year. I now want to be a pet sitter for cuddles and have a private home for your dogs comfort. I work full time from home and take frequent walks outside. Your pet will have constant companionship. A routine schedule is welcomed to ensure your pet stays on track! I do have a fenced yard. I do not have a crate or bedding which would need to be provided for your pet along with any necessary instructions.
“Was such a great host of my cat pumpkin. Sent timely updates and made sure to get the cutest pictures of her back to me during her stay! Definitely hope to book her again in the future.”
“Dawn went above and beyond for Rocky. She sent photos multiple times per day and always let us know how he was doing via text. And she sent us home with frozen treats for Rocky. He didn't want to come home :)”
“Marvin responded very quickly for a last minute request and was able to take care of my bully. He was communicative sent great pictures and gave him great walks. My guy came home happy. It was assuring to know he was still taken care of. 10/10 highly recommend”
“Kelsey is very flexible and responsive. My dog looked sad to leave! Oddly enough, we are excited to drop our dog off for our next vacation because we knot she'll have a great time. We highly recommend Kelsey!”
“Stacey and her dogs made my dog feel very comfortable and took great care of her! Her communication was prompt. Will reach out to Stacey again for sitting needs.”
The median cost per night for dog boarding in Chesterfield is $45
Dog parents share their Rover experiences - Chesterfield
On of my dogs is very timid but he gets aggressive around other dogs. Dylan assured us he could hnadle it even though he had other dogs there. He wss able to keep them separated and safe. The dogs seemsed to have a good time in the pucture Dylan sent updates every morning.
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 $44 per night as of November 2026. Most bookings cost between $33 and $50 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 800 sitters on Rover offering Dog Boarding across Chesterfield. 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.
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, 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 Chesterfield.
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 Chesterfield. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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 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 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 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.
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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