Dog Boarding Chesterfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 1,824 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.
“Kendra has been amazing! She made sure to send pictures and provided me with regular updates. I felt at ease knowing my fur baby was in good hands. Something that is hard to come by these days. I will be using her again!”

“Abby took such good care of our Ada. She welcomed her into our home while we were out of the country for two weeks. Ada was incorporated into their family. Sent pictures so we could see how happy she was! Definitely recommend Abby and will use her again!”

“Amanda did a fantastic job with Willow. I was impressed with Amanda’s follow up. I received pictures multiple times a day. She understands that Willow is my world. She made sure that I knew that Willow was eating interacting with the other dogs and comfortable where she was. Not only will I rebook with Amanda. I already have.”

“Another great stay for our girls! Fantastic daily communication with pics! I highly recommend Dylan and Alex if you are looking for a safe, happy place to leave your fur babies!”


“Damacia was fantastic! Our Goldendoodle puppy loved playing with her dogs and was very well-cared for. She came home clean, happy and tired! We’d definitely recommend and will use Damacia in the future. We are so grateful to have found her!”

“This was the longest time I've been away from my pup and Michelle did another amazing job. He always looks like he's having the best time with Milo and I appreciate all the updates and pictures they send! So happy to have found a great sitter for my boy!”

“Cindy made me so comfortable leaving my dogs at someone else’s home for the first time while I went on a week long vacation. She was flexible with drop off and pickup times. We had a meet and greet to make sure my dogs would get along well with her pets and child also. She sent pics everyday and they were smiling and having fun. Great first Rover experience for my pups. I’ll definitely utilize her services again!”

“Adam was an EXCELLECT sitter! You can tell he has the patience and passion to engage positively with your dog!!! Great customer service and communication! Would rebook again!”

“It is an oasis for any dog, plenty of attention, play, great yard, and large house. They have thought of everything and gave my shy dog the perfect place to be herself and blossom. Super nice communication too!”

“Lisa was so great with our dog and the weirdo that she is. She sent us regular updates and pictures, and her and my dog were best friends by the end of the stay. We appreciate Lisa so much!”

“What a great experience Sailor had! She became part of this wonderful family. Radka kept in touch with us and sent many pictures to show how Sailor was doing. Sailor was happy and safe.”


“Luna frequents Laura’s quite a bit but this was her longest stay and it was such a peace of mind to us being across the country knowing she was at her home away from home. The pictures Laura sent throughout the week showed she was having the happiest vacation herself 😎🐾”

“Laura had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had”

“Matt was absolutely amazing and so easy to work with. This was our first time spending a weekend away from Kappy, and Matt really put us at ease with constant updates and photos.”

“Had a great experience working with Deven and Tyreek! They took great care of our dog and provided excellent daily updates. He looked very happy in all his pics!”

“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.”

“Elizabeth agreed to watch my dog last minute and was very accommodating and kind! She sent me a lot of pictures and updates and made it feel like I wasn’t even away from my pup! I definitely look forward to booking with her again.”

“Myrna was great with my little guy! She gave updates the whole time I was away and helped with his anxiety while I was out of town. She made sure he had everything he needed and more! Thank you Myrna!!”

“This was my first time using Rover and I was very pleased with Melissa and the love her family gave my sweet little Louie. We booked an overnight boarding for 3 nights and her service and communication were next to none. I greatly appreciate her daily photo updates, as it secured not only myself but the fact my kids were just as pleased to know that their fur brother was in great hands . I’d definitely be willing to book her again and recommend her services to anyone looking for a compassionate caregiver!”

The median cost per night for dog boarding in Chesterfield is $45
Dog parents share their Rover experiences - Chesterfield
My dog Cookie had a wonderful stay with Dylan! This was my first time boarding Cookie with someone in the US, so I wasn’t sure what to expect, but Dylan put us both at ease as soon as we met. He’s an excellent communicator, highly knowledgeable about dogs, and has a perfect setup for overnight (and longer) stays. He was also very understanding and accommodating throughout Cookie’s stay. We’d love to book with Dylan 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.
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
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 Boarding - Chesterfield
Frequently asked questions about Rover
The average cost for Dog Boarding in Chesterfield on Rover is $38.85 per night (as of August 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 August 2026, there are 787 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 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 Chesterfield 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 Chesterfield 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 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.
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.






