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

Chestnut Grove, 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.
“We LOVE Bertie and family! They take the sweetest care of Piper and make her feel like family. We never have to worry when we leave Piper because we know she will be loved on by everyone- especially their sweet kids! Bertie and family are our go-to sitters and have watched our pup more times than we can count. We can’t speak highly enough! A must use if you want your pup to get the best care!”

“Hillary provided updates including photos and videos of my pup Daisy at a cadence that kept me worry free but was not excessive. Daisy came home happy and looked well cared for. Will definitely be a repeat customer.”

“Jenny was brilliant - truly think we have found a gem of a place in her farm. Monty came home tuckered out and full of happiness. I think he had a great vacation! Highly recommend”

“Amanda was great with our puppy, Pampa. We got lots of updates on how she was doing and was very easy to communicate with. Her dog Theo was great with Pampa too, you could tell they had a lot of fun together over her stay. Would definitely recommend Amanda for anyone looking for a dog sitter! We’ll be sure to use her in the future as well.”

“Jani and Paul took amazing care of Kona! We hate to leave her, however I could tell she was being totally spoiled with love from the daily photos and updates. Kona is quite active, so they took her on daily walks and played ball with her in their yard. Kona enjoyed watching the squirrels in their backyard and was made to feel totally at home. I would not hesitate to recommend Jani and we already have another visit booked for Kona.”

“Brianne was great! She took excellent care of my dog for a long weekend and I came back to a happy, healthy pup! Brianne was easy to contact and sent me pictures and updates while I was away. I would definitely reccomend her and am looking forward to having Ginger stay with her for my next trip!”

“Julie is great. I feel like she and her family treated my dogs like they were part of the family. She was good about sending me pictures and updates. I highly recommend her and plan on having her keep my dogs whenever I go out of town.”

“We were nervous leaving our 6-month-old puppy for the first time, but Cory made it a wonderful experience for us and our pup. Cory was easy to communicate with; he provided lots of photos and updates when we were gone and Riley seemed very happy and content when we went to pick her up. We would definitely like to have Cory watch Riley again.”

“Izzy did a great job watching Sulley! He had a great time playing with her dogs too. She was so kind giving me updates on how he was doing and even bathed him at the end!”

“Mary Alice took amazing care of my cat, Tilly! She was super communicative -- sending multiple photos and videos of Tilly daily. She went above and beyond on play time. I'd recommend Mary Alice wholeheartedly!”

“Amy was fantastic! We couldn't have dreamt of a better short-term home for our dog. She took him out on trail walks and made sure he got plenty of exercise and love while we were away, and kept us updated the whole time. Very grateful and would absolutely board with her again!”

“Laura did an amazing job caring for our dog while we were on vacation. He came home happy from spending the week playing with Laura and her dogs—she even managed to brush him!! Looking at the photos she sent every day, we kept commenting to ourselves “he’s clearly on his own vacation, too!””


“Soooo happy with Charissa! We drove quite a distance to bring Daisy to her for boarding because Daisy needed a little...no a lot...of professional training reinforcement. In our time at the Meet and Greet, we learned a lot about the care and training style Daisy would receive. We felt it to be truly balanced and something we could continue, in spite of our difficulties with giving corrections. In addition to seeing improvement, Charissa was very communicative, including many photos. (Excellent photos, too.) We will continue to make the drive and board with her in the future.”

“This was the best first experience using Rover! Meagan and her family was great! They cared very well for Rocko and made him feel at home. I'll definitely book Meagan again on my next adventure!”


“Oh my! This couple is amazing on so many levels! They treated Maggie like she was their own, welcomed her into their home and made them part of their life for the weekend. Multiple daily walks, exceptional feedback, and photos of their great adventures. Not only are they the best pet sitters you can find, they are truly exceptional human beings. You should have no hesitation in leaving your fur baby in their care! Best seen to date!”

About: I’ve owned both dogs and cats and have cared for several family members’ pets for over 20 years! I’m a huge animal lover and miss having one of my own. I’m a stay-at-home-mom of 3 kids so I have plenty of time to walk and play! My schedule is extremely flexible and I’m available on weekends. I have an unfenced yard and live 20 feet from the Crozet trail system, right next to Claudius Crozet Park. We don’t have any pets of our own but my three kids (ages 4, 5 & 6) are very active and will play all day with your pet. My sister is a vet at Dominion Animal Hospital so I have immediate access to professional help if needed!
“Miss Valley had an amazing time with Diane and her family. She enjoyed nice walks with her kids and seemed as though she really enjoyed her time with Diane. Diane communicated daily on how she was doing and sent photos as well. I will definitely be rebooking with Diane again!”

Dog parents share their Rover experiences - Chestnut Grove
She was amazing! I received pictures and updates while our dog was in her care. It made me feel really at ease seeing my dog so relaxed and enjoying her home/property. She was even able to accommodate extending her stay due to our travel being delayed. I HIGHLY recommend her and will definitely be using her services again! Thanks again Heather!

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 - Chestnut Grove
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Chestnut Grove
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 Chestnut Grove home-away-from-home, 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 Chestnut Grove.
<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 Chestnut Grove 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 , 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 .
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.




