Dog Boarding Chesterfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Chesterfield, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Brooke took excellent care of my dog. When I picked her up from Brooke's house, she was relaxed and calm, not anxious and pulling like she usually is when I return from a trip. Leah really enjoyed her stay with Brooke and she came home tired and happy. I appreciated Brooke's notes and pictures while we were away. I would not hesitate to recommend her and would love to use her services again.”
“Our energetic black lab had such a great time with Karl and his dogs! When we picked her up she was happy and relaxed. Communication with Karl was very easy: he responded quickly to any questions we had, and sent pictures every day! His place is a great set up with a fenced in yard and safe areas for dogs to move around indoors. We will definitely use Karl again in the future!”
“I booked Rachel last minute fully expecting for her to not respond or say she was available and she responded within minutes for my last second request. She and her family took excellent care of Hank and sent me several pictures and updates through out. 10/10. Very happy to have found someone trust worthy i can leave my dog with and have no worries without feeling like i am burdening friends or family.”
“Davey had a lovely stay with Kathleen! It was very clear when I picked him up that she took great care of him - he had a lot of affection for her! Kathleen sent regular updates and pictures, which set my mind at ease. I would be happy for Davey to stay with Kathleen again!”
“Good dog boarder especially since it was a last minute request. At end of booking, Alex gave some good advice and recommendations for my foster. Would book again next time”
“We appreciated Amira so much for taking care of our two rabble-rousers. She provided a comforting presence and I could see they felt completely at home, which isn’t an easy task. In addition, we reached out midway through their stay and she responded immediately- this gave us peace of mind as well. Thank you!”
“Krystal is great! We brought our mini cockapoo, Nella, over for a sleepover. Krystal sent us photos throughout the day and gave us notes about specific things she noticed. Nella can be a shy little pup, but Krystal’s dog Soju is a sweetheart and very gentle. Would definitely book again!”
“Chris was amazing with our Scruffy! We appreciated her photos and messages…and Scruffy appreciated the walks and the love! We highly recommend booking with her! Thank you, Chris ?❤️”
“Sarah was quick to respond to my request, and was willing to work with me regarding drop off and pick up times. I really appreciated her taking time for both my senior pup and I to feel comfortable before I left. My girl was happy when I picked her up, and I couldn’t be more grateful to have found Sarah!”
“Aishea was very welcoming and made my cat's first stay away from home easy and worry free. She responded very quickly to messages and sent updates, which I appreciated. I have already booked another stay for my cat.”
About: Your pet is not a guest in our house, it’s a loved family member for life! We individually your pet’s care based on its preferences and habits. I am a pet lover working from home who loves the company and snuggles. My kids are crazy about dogs and love them dearly also. We live in a beautiful home with a big fenced in yard but do take the dog(s) out daily to explore in the woods and have fun!
“Christian responded quickly to our initial request & because we had a long drive he agreed to accommodate a 2 hour drop off window (we texted updates). He was friendly at drop off, happily engaged the dogs, asked good questions about their needs & sent photos as requested. At pick-up he offered details about their stay. Both dogs were happy to see us but seemed to have enjoyed their night with Christian. Would book again”
“Staying with Megan was awesome, as always! I know I can always trust her with my “baby boy!” He plays with her dogs and follows her around - just like he does with me. I know he loves it there and I am grateful he is in good hands with Miss Megan.”
“Jan and Russ were AMAZING with my pup! They made sure to keep me updated while I was away on an extended weekend and it’s the first time I left Bowden for such a long amount of time. They really made me feel comfortable about my decision to board him for my trip! I will absolutely be using them in the future! Thank you both so much!!!”
About: Feeding, entertaining, and walking pets. Friends and family have trusted me in caring for their pets like my own when needed. I have had pets of all kinds growing up and have a passion for caring for dogs, cats and small animals such as guinea pigs. I currently work full remote and have flexibility to add in drop ins during the work day. I also have availability during weekends if you’re taking a trip, for multiple drop ins a day as needed. I currently have two cats who are my best friends. I have grown up around dogs and have dog sat for many years for friends and family. Walking and pop ins are the best part of my day.
About: I love a challenge and a new four legged friend! Puppy biting, pulling on walks, endless energy? Let me know and we can come up with a good plan to meet your pups needs. I’m happy to hike with dogs, water activities, or other outdoor outings if it is what your pup needs to be their best at home. I also have a large fenced in yard to play fetch as opposed to a walk if that helps your dog get their energy out better! (6ft tall wood privacy) I learn quickly and care about how you want your pet care of above all else. I’ve owned, cared for, and fostered many animals across numerous ages and breeds. I have availability on weekends and after 4pm most weekdays. I am flexible and don’t mind last minute requests as my job allows for a good amount of flexibility I can adjust for a specific situation. I reinforce good behaviors or redirect bad behaviors with positive methods. I will not place any animal in an overly stressful environment and will meet them where they are at.
The median cost per night for dog boarding in Chesterfield is $55
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
As of November 2026, there are 293 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.
98% 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
- 95% can help with giving oral medications or injections
- 98% 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 MA 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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