Dog Boarding in Chestnut Grove, VA
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Top rated Chestnut Grove dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“This is our second time booking with Cynthia. Good communication and updates with pictures and photos, but more importantly you can tell she really cares. Harley has come out happy each time and we will definitely keep using Cynthia in the future.”
“Penny and her husband were so great with Winston. She kept me updated throughout his stay and he was very happy when I arrived to pick him up after my trip. He also got along with her dogs as well which is great! Will not hesitate to book again!”
“Lola had a wonderful time with Svitlana. Svitlana clearly loves dogs and took such good care of my dog. She sent updates with photos and videos regularly to let us know how Lola was doing. I would definitely book again!”
“Our pup had a wonderful stay with Hillary! We receive daily updates with photos. Our girl was given walks and lots of love and had a fun time while we were away! Thank you!”
“This was my first time leaving my 8 month old puppy since I got him. He is a pretty anxious dog, which made me an anxious mother. Clayton and Brittany were great; they were unfazed by his quirks, and allowed him space to adjust. Apparently he adjusted just fine; climbing into laps. They have a large fenced yard and two lively dogs; such a fun, busy weekend for my pup! I highly recommend them…”
“Bree was great with Winter! She sent all the pictures and was really responsive. I had some travel changes and she was very accommodating for picking Winter up at a different time. Will definitely use Bree again if I need a sitter in Charlottesville!”
“Our pups enjoyed their stay with Anne! It was easy to communicate with her and she sent lots of photos and updates. She took great care of them and we would use her again in the future. Thanks Anne!”
“Jesse and Emily were fantastic with Kimber. Great communication with me and all the love and spoiling for Kimber. I love how they made her part of their family for the long weekend!”
“Kat is the only rover we use! After bad experiences with others, we can’t imagine using anyone else. I trust her wholeheartedly with Jetty and know my pup had the best time. She looks forward to going to “Zoe’s house!””
“Rebecca took great care of my dog while I was away for several days. She gave consistent updates with pictures and assured me that he was doing well. I highly recommend her!”
“Reuben took excellent care of my dog, Maverick. He genuinely cared about the well-being of animals and wants to make sure your pet is comfortable. I had no worries about Maverick or his care while I was out of town. Thank you!”
“Kara is great! Marble had a great stay with Kara when I was going on my business trip. Kara took great care of Marble. She would sent me pictures and updates of Marble. I highly recommend her.”
“Benson has stayed with Cory many times and it’s always been a great experience. He’s very flexible (we had to switch days last minute this time), responds quickly, sends photos and Benson is always happy & tired when we return.”
“Oliver has a GREAT with Jeff! He got along well with Jeff's adorable furreinds. Jeff sent timely updates with pictures which put me at ease while out of town. Thank you and hope our paths cross again!”
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Cynthia W.Star Sitter
“This is our second time booking with Cynthia. Good communication and updates with pictures and photos, but more importantly you can tell she really cares. Harley has come out happy each time and we will definitely keep using Cynthia in the future.”
Penny H.Star Sitter
“Penny and her husband were so great with Winston. She kept me updated throughout his stay and he was very happy when I arrived to pick him up after my trip. He also got along with her dogs as well which is great! Will not hesitate to book again!”
Svitlana F.Star Sitter
“Lola had a wonderful time with Svitlana. Svitlana clearly loves dogs and took such good care of my dog. She sent updates with photos and videos regularly to let us know how Lola was doing. I would definitely book again!”
Hillary D.Star Sitter
“Our pup had a wonderful stay with Hillary! We receive daily updates with photos. Our girl was given walks and lots of love and had a fun time while we were away! Thank you!”
Clayton D.
“This was my first time leaving my 8 month old puppy since I got him. He is a pretty anxious dog, which made me an anxious mother. Clayton and Brittany were great; they were unfazed by his quirks, and allowed him space to adjust. Apparently he adjusted just fine; climbing into laps. They have a large fenced yard and two lively dogs; such a fun, busy weekend for my pup! I highly recommend them…”
Aly B.Star Sitter
“Aly was an excellent pet sitter. She was very communicative and sent lots of photos. Harper had a great week. We would definitely use her again!”
Bree L.
“Bree was great with Winter! She sent all the pictures and was really responsive. I had some travel changes and she was very accommodating for picking Winter up at a different time. Will definitely use Bree again if I need a sitter in Charlottesville!”
Paula C.Star Sitter
“Rosie was in excellent hands with Paula. She was flexible and communicative around drop off and pick up times. We're so grateful when Paula is available!”
Anne G.
“Our pups enjoyed their stay with Anne! It was easy to communicate with her and she sent lots of photos and updates. She took great care of them and we would use her again in the future. Thanks Anne!”
Jesse & Emily H.Star Sitter
“Jesse and Emily were fantastic with Kimber. Great communication with me and all the love and spoiling for Kimber. I love how they made her part of their family for the long weekend!”
Bertie A.Star Sitter
“Bertie and her family took great care of our Frenchie Gizmo. Kept us updated with pictures almost daily will definitely use her again in the future.”
Riley E.
“Riley was amazing! Ryder has a good amount of anxiety and she was patient with him and treated him like her own. Sent lots of updates throughout his stay! Will definitely use Riley again!”
Jani & Paul R.Star Sitter
“Jani and Paul are fantastic. Wonderful, caring people who go way above the norm to take care of our (and all) dog. Herschey loved staying with them.”
Ava R.Star Sitter
“Ava did a great job of taking care of Sadie and communicated well the whole time. Thanks Ava!”
Katina M.
Star Sitter
“Kat is the only rover we use! After bad experiences with others, we can’t imagine using anyone else. I trust her wholeheartedly with Jetty and know my pup had the best time. She looks forward to going to “Zoe’s house!””
Rebecca P.Star Sitter
“Rebecca took great care of my dog while I was away for several days. She gave consistent updates with pictures and assured me that he was doing well. I highly recommend her!”
Reuben C.
“Reuben took excellent care of my dog, Maverick. He genuinely cared about the well-being of animals and wants to make sure your pet is comfortable. I had no worries about Maverick or his care while I was out of town. Thank you!”
Kara B.
“Kara is great! Marble had a great stay with Kara when I was going on my business trip. Kara took great care of Marble. She would sent me pictures and updates of Marble. I highly recommend her.”
Cory P.Star Sitter
“Benson has stayed with Cory many times and it’s always been a great experience. He’s very flexible (we had to switch days last minute this time), responds quickly, sends photos and Benson is always happy & tired when we return.”
Jeff J.
“Oliver has a GREAT with Jeff! He got along well with Jeff's adorable furreinds. Jeff sent timely updates with pictures which put me at ease while out of town. Thank you and hope our paths cross again!”
Popular requests near you
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog boarding in Chestnut Grove is $47
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chestnut Grove average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 172 sitters provided dog boarding in Chestnut Grove. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 95% of Chestnut Grove dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chestnut Grove have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chestnut Grove.
Rover makes it easy to find Chestnut Grove dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 172 dog boarding sitters in Chestnut Grove on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Grove, 88% of sitters offer daily exercise, 94% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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