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%.
“Patti is the absolute best! She’s very attentive and careful to give Wally the best care she can. She welcomes him like one of her own pets with lots of snuggles and walks and hanging out. I’m so glad I found her and Wally loves staying with her!”
“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”
“Karl is a wonderful pet sitter. Bella loved her time in his home and we loved the photos of her looking calm and well loved. Thank you so much, we will definitely be in touch next time we need dog sitting!”
“Brooke was great, able to take our puppy in on short notice so we could attend a concert at Tanglewood, and very attentive to his needs. A great help if you are coming from out of town and unsure where to leave your pup for a few hours or overnight”
“Sandra was wonderful to work with! She was easy to communicate with, and I knew Otis was in great hands. He came home happy and relaxed after his stay. ✨”
“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.”
“Chris and Beth were great with my dog, Rio, an older guy who needs a little extra care. They put rugs down on their hard wood floors so that he would have an easier time walking about and they were really careful that he didn't reinjure his bad knee. They were very accommodating with my pick up and were generally easy going yet responsible. I would leave Rio in their care anytime.”
“Dobby had an amazing time! She came back so happy. She spent a lot of her time in the kiddie pool, playing with other dogs, chewing bones, and being her energetic, social self. So happy to have booked Nicole again!! Highly recommend!”
“John did a great job taking care of our girl for over a week! He was communicative and sent photos and videos every day, which meant so much to us. He will take great care of any pet!”
“I highly recommend this sitter! They were incredibly responsive, transparent, and communicative from the start, which gave me immediate comfort and trust. It was obvious how much they genuinely cared for Tahoe, and I knew he was in great hands. Their home was clean, safe, and welcoming, and the updates throughout his stay were greatly appreciated. I wouldn't hesitate to book with them again!”
“Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.”
“Riley and Hudson had an amazing stay with Heather. I received photo and videos of the dogs playing and doing tricks. The dogs even came home smelling better than they did when I dropped them off. She did such a good job I booked her for more weekends over the summer.”
“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”
“Jess was good. We booked her while we were in Berkshires for our weekend ski/snowboard trip. It was a basically a 2 day noticed thankfully she was available. We enjoyed ourselves knowing that our Shiba girl Yumi was taken care of. Twice a day updates as requested. Whenever were in the area again, will rebook. Thanks Jess!”
“I was very happy with this service. Mahayla was able to take Dougal onshort notice and was very accommodating to my schedule. I got daily videos that were much appreciated!!”
“Our pup, Mabel, enjoyed her first stay with Emma. Mabel has her own "language" and Emma picked up on it quickly. Emma kept Mabel safe and cozy and we appreciate it!”
“Dorjee was wonderful with Meryl. I loved that she answered messages quickly and sent photos of Meryl on walks. Despite the great service and I thought good relationship, I was shocked that Dorjee suddenly told me she was refusing to communicate with me or do business anymore because of my questions. This sudden severence is quite upsetting to me. I so much wish she would have told me she had issues with my questions rather than suddenly ending all communication with no warning.”
“I recommend Novelette highly. It seemed to take a bit for our dog to settle in, and Novelette was very patient & accommodating! She was a great communicator & sent plenty of pictures to keep me up-to-date on our dog. She was kind & flexible. Thank you again, Novelette!❤️”
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.FAQs for Dog Boarding - Chesterfield
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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.
<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 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.
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