Dog Boarding Chesterfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,734 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 is always so amazing! She sends me regular updates and makes sure my fur baby has equal play and rest time. I truly trust my Yasha with her and her family 1000 percent and my vacations are that much better, knowing I don’t have to worry when I’m away from Yasha! What a blessing!!”
“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.”
“Amy & Grant were extremely accommodating on short notice. They sent me pictures of my dog without asking and were easy to work with. My dog was sad to leave their house, so I’ll be using them again.”
“Marshmallow had an amazing time! He didn’t want to leave when we came to get him. He was very tired when we got home and was the quietness he’s been, which is saying something for a 4 month old puppy!! Will definitely be coming back soon.”
“My pups loved their stay with Abby and her family! I highly recommend and will definitely use her services in the future! Being able to vacation with the peace of mind that my pups were safe and happy was amazing! Thank you Abby!!”
“We love Damacia, and so does our Onyx. She has taken care of him since he was a young puppy and has even provided insight/suggestions in things to add into his daily routine. He has grown a lot and LOVES her so much.”
“Lucky did a wonderful job watching our 2 pups for a week long vacation. We received daily updates with pictures of all of the fun they were having...the back yard is large which is a bonus. We appreciate the genuine kindness and care that was shown to us and our dogs. Thank you lucky!”
“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.”
“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!”
“Laura was fantastic! She sent updates and pictures everyday. Nellie had the most fun with Laura and her family. I loved how they really adopted Nellie into the family for the week!”
“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!”
“Candice is amazing!!! I don't have any human children and Daisy is my only Fur Baby so it's always extremely hard to leave her. Candice was so caring and welcoming, Daisy felt at ease almost immediately which provided a level of comfort and peace that I haven't experienced with any other sitter. The pictures and updates allowed me to further relax, especially considering how happy my baby looked. I highly recommend Candice and will definitely contact her first for all of my pet-sitting needs.”
“This was our first time having Laura for our two Labrador Retiever rescues and from the moment she met our dogs, it was clear that we were dealing with a genuine animal lover. Her demeanor was gentle, patient, and attentive, instantly putting our pets—and us—at ease. She took the time to get to know our dogs’ personalities, quirks, and routines, asking insightful questions and listening closely to our concerns. We received daily updates, complete with photos and descriptions of how our dogs were doing. Her transparency and positivity turned what could have been a source of anxiety into a source of joy. We certainly plan on having her care for out pups again.”
“Lisa was great with Charlie who can get a little anxious when I leave him in new surroundings. She kept me updated as he adjusted and made sure he was comfortable and happy the entire time!”
“Great sitter, our dogs love their whole family! Sent lots of photos and kept us updated on how they were doing. Pets treated like part of the family. We will definitely use them again!”
“Adam was great with Poppy. He’s a gentle soul who clearly loves animals. However, when his kids were there overnight, we learned that Poppy isn’t comfortable with younger kids. Adam made it work for the brief period the kids were around Poppy, but it’s not realistic to need to separate young kids in the home and the visiting dog. Sadly we’re still looking for a sitter.”
“They were incredible with sending lots of pictures and updates! My dog had the best time with them! Will definitely be booking again for future trips!”
“Tracey was so sweet and treated my dog like her own. She also very understanding and more than willing to take care of my pup for an additional day when my flight home was delayed. Highly recommend!!”
“We were very pleased with the attention that Shannon and her family gave to Sierra. He is a very senior dog and needs a little extra loving and care. Shannon sent pictures every day and was careful to keep him cool during the hot July 4th weather. Her home is really nice and perfect for a large dog. Sierra really enjoyed Shannon's backyard. He didn't want to come home. We would recommend Shannon to anyone who want's a Rover sitter.”
The median cost per night for dog boarding in Chesterfield is $45
Dog parents share their Rover experiences - Chesterfield
What can I say about Kendra except that she is amazing! We were apprehensive about leaving our dog because she had been going in the crate alot. Kendra was patient, devised a pottery schedule and sent updates with pictures each day. We could not have asked for a kinder nor competent sitter for Sophia while on vacation. Kendra is our go to from now on. Thank you Kendra!
Adriana was absolutely wonderful start to finish! Super responsive with messaging, asked great questions up front to make sure we were a good fit, and sent regular updates with photos and videos. We knew Dexter was in the best hands and would definitely recommend her to anyone looking for a great sitter!
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
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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 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 790 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.
96% 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.
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