Dog Boarding in Holly Hills, VA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Holly Hills dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Amy is awesome. I am so thankful to have found her, she is a true God-send. While I was away she sent pictures and videos. I will gladly recommend her to anyone looking to have their animals taken care of while they're away!”


“Matt and Lucky work opposite work schedules day/night which translates perfectly to making sure there is always someone home to care for your pet. We had to leave our 6 month old puppy behind for a recent 5day trip. Our flight was super early in the morning and they were accomodating to take him in the night before without charge. They have 2 dogs of their own and often have other dogs they watch also so if your dog likes other dogs it ends up being super fun for them while you are away. Matt and Lucky take pictures and usually send a few daily. Each time I can see my dog literally smiling, running with others, kissing Lucy, and generally having a great time. They welcome him like family which means so much! Highly recommend them to watch your pet!”



“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.”



“Cyndi was a great sitter for my dog Leila! She provided updates with plenty of pictures and I can tell my pup had a great night and was well taken care of with Cyndi!”


“Parker came home from his week with Cassandre worn out and happy! Cassandre sent tons of photos of him having a great time going on walks and being comfy at home. I know Cassandre took great care of him while I was away. I would recommend her to anyone looking for a caring and responsible Rover!”


“Julie took such good care of my energetic girl Indi! She seemed to be right at home in all of the pictures and got some good run time in in their spacious backyard. Definitely will be booking again!”


“Michelle did a wonderful job watching our boy Remy! He can be very shy and nervous in new environments but Michelle made him feel right at home. Loved getting the updates and photos while we were out of town. Highly recommend and will book again :)”


“Knowing that Luna was safe, well cared for, AND happy (she had a huge smile in every picture Paula sent us) gave us peace of mind and we therefore enjoyed our 8 day vacation so much more! Thank you Paula!”



“Julie and her husband were so amazing with my pup, Ziggy. We had just moved to the area and were nervous about having leaving him in a new place so soon, but Julie’s kind nature and love for dogs put our mind at ease! Ziggy loved having their pup Heidi to play with as well! We feel lucky to have found Julie here in RVA. Thank you for taking such amazing care of our baby! ?”



“Perfect fit for cuddly dogs like mine! Bodie can’t wait to come back and play with his new friends! Helen is very responsive and we appreciated all of her updates via photos and videos! We will definitely be using her again!”


“Wonderful experience. Emily and Abi took such good care of our CheChe! Communication was excellent and they made sure she had everything she needed to be healthy, happy and comfortable during her week-long stay.”



“Laura and her family were great. She sent daily updates, responded quickly, and was able to work with our schedule. Brady looked happy and well cared for. Would definitely board with her again!”


“Best dog sitter we have ever had. Outstanding daily communication and the friendliest person! We will for sure use her services again and appreciate everything she has done for us and our puppers. Thank you so much!”


“Ashley kept my 6 month old Yorkie and She was amazing! She was so sweet, pleasant and welcoming, my puppy Angel loved her, she sent me pictures and I was so happy to see how much fun Angel was having! Book Ashley She is the best!”


“Pei and Will took amazing care of Duke! They sent us many pictures and videos and were so kind and caring. Duke is a happy-go-lucky golden retriever but for the first time ever he was sad when he came home because he missed them and their sweet dog Ivy so much. We will definitely hook again in the future!”


“Pickles always has a great time with Radka & James! We’ve booked several times to date and all have been awesome experiences! They send tons of photos daily which is so nice!”


“We were so glad to find Lori at the last minute before our 10 day trip. She was accommodating and responsive throughout the whole process. We felt very at peace with our dogs being at her house and spending time with her family. We received updates and pictures almost daily and could tell Lori took good care of them. We will definitely use her services again.”


“Tux and Asher were so happy and lovable when they came home. They were well taken care of and I can’t Thank Stephanie enough for the love and care she showed to our two kittens. Will definitely use her again in the future!❤️”

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.


Amy M.


“Amy is awesome. I am so thankful to have found her, she is a true God-send. While I was away she sent pictures and videos. I will gladly recommend her to anyone looking to have their animals taken care of while they're away!”


Lucky B.


“Matt and Lucky work opposite work schedules day/night which translates perfectly to making sure there is always someone home to care for your pet. We had to leave our 6 month old puppy behind for a recent 5day trip. Our flight was super early in the morning and they were accomodating to take him in the night before without charge. They have 2 dogs of their own and often have other dogs they watch also so if your dog likes other dogs it ends up being super fun for them while you are away. Matt and Lucky take pictures and usually send a few daily. Each time I can see my dog literally smiling, running with others, kissing Lucy, and generally having a great time. They welcome him like family which means so much! Highly recommend them to watch your pet!”




DAMACIA J.Star Sitter

“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.”


Zach D.Star Sitter

“Both of our dogs had a blast with Zach. Plenty of space for them to romp around in. They loved getting to socialize with the other dogs there as well.”




Cyndi M.
Star Sitter


“Cyndi was a great sitter for my dog Leila! She provided updates with plenty of pictures and I can tell my pup had a great night and was well taken care of with Cyndi!”


Cassandre S.
Star Sitter


“Parker came home from his week with Cassandre worn out and happy! Cassandre sent tons of photos of him having a great time going on walks and being comfy at home. I know Cassandre took great care of him while I was away. I would recommend her to anyone looking for a caring and responsible Rover!”


Julie W.
Star Sitter


“Julie took such good care of my energetic girl Indi! She seemed to be right at home in all of the pictures and got some good run time in in their spacious backyard. Definitely will be booking again!”


Michelle T.Star Sitter

“Michelle did a wonderful job watching our boy Remy! He can be very shy and nervous in new environments but Michelle made him feel right at home. Loved getting the updates and photos while we were out of town. Highly recommend and will book again :)”


Paula W.Star Sitter

“Knowing that Luna was safe, well cared for, AND happy (she had a huge smile in every picture Paula sent us) gave us peace of mind and we therefore enjoyed our 8 day vacation so much more! Thank you Paula!”




Julie P.

“Julie and her husband were so amazing with my pup, Ziggy. We had just moved to the area and were nervous about having leaving him in a new place so soon, but Julie’s kind nature and love for dogs put our mind at ease! Ziggy loved having their pup Heidi to play with as well! We feel lucky to have found Julie here in RVA. Thank you for taking such amazing care of our baby! ?”




Helen G.Star Sitter

“Perfect fit for cuddly dogs like mine! Bodie can’t wait to come back and play with his new friends! Helen is very responsive and we appreciated all of her updates via photos and videos! We will definitely be using her again!”


Emily P.Star Sitter

“Wonderful experience. Emily and Abi took such good care of our CheChe! Communication was excellent and they made sure she had everything she needed to be healthy, happy and comfortable during her week-long stay.”




Laura B.
Star Sitter


“Laura and her family were great. She sent daily updates, responded quickly, and was able to work with our schedule. Brady looked happy and well cared for. Would definitely board with her again!”


Sheri J.Star Sitter

“Best dog sitter we have ever had. Outstanding daily communication and the friendliest person! We will for sure use her services again and appreciate everything she has done for us and our puppers. Thank you so much!”


Ashley H.

“Ashley kept my 6 month old Yorkie and She was amazing! She was so sweet, pleasant and welcoming, my puppy Angel loved her, she sent me pictures and I was so happy to see how much fun Angel was having! Book Ashley She is the best!”


PC & Will H.Star Sitter

“Pei and Will took amazing care of Duke! They sent us many pictures and videos and were so kind and caring. Duke is a happy-go-lucky golden retriever but for the first time ever he was sad when he came home because he missed them and their sweet dog Ivy so much. We will definitely hook again in the future!”


Radka & James A.
Star Sitter


“Pickles always has a great time with Radka & James! We’ve booked several times to date and all have been awesome experiences! They send tons of photos daily which is so nice!”


Lori N.

“We were so glad to find Lori at the last minute before our 10 day trip. She was accommodating and responsive throughout the whole process. We felt very at peace with our dogs being at her house and spending time with her family. We received updates and pictures almost daily and could tell Lori took good care of them. We will definitely use her services again.”


Rocheal Y.

“Ty was wonderfully cared for and loved in her home. She sent pics everyday and a video, which I loved. Ty didn't even want to leave he was so loved.”


Stephanie B.Star Sitter

“Tux and Asher were so happy and lovable when they came home. They were well taken care of and I can’t Thank Stephanie enough for the love and care she showed to our two kittens. Will definitely use her again in the future!❤️”
Holly Hills dog parents share their Rover experiences
Tiffani provided outstanding care for Sadie, my previous furbaby! She was personally-attentive to Sadie's needs. Sadie's appetite increased under Tiffani's care. Tiffani also had a beautiful property in the country which allowed for Sadie to feel at home. There was a positive energy in-and-around Tiffani's property. Tiffani was diligent about giving Sadie her supplements. Her communication was great. Tiffani had a warm demeanor. I highly-recommend you board with her!

Popular requests near you
Select a filter and find qualifying Holly Hills sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Holly Hills is $42
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 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 Holly Hills average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 682 sitters provided dog boarding in Holly Hills. 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, 92% of Holly Hills dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Holly Hills have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Holly Hills.
Rover makes it easy to find Holly Hills 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 682 dog boarding sitters in Holly Hills on Rover, so you’re sure to find the perfect match for your dog! In Holly Hills, 97% of sitters offer daily exercise, 94% offer medication administration, and 93% 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.
