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

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

“Joe is our favorite dog sitter! He is really easy to communicate with and keeps us updated on our pup while we’re away. He takes our dog to the dog park to get exercise and socialize and his own dog is sweet as can be. 10/10 recommend!”


“Hannah did an absolute stellar job. Of course she is almost overly qualified, and I had no reservations of leaving my cat in her care. She was very responsive and flexible, which made it so much easier! Can’t recommend enough.”


“Because our dog, Hank, has mobility issues, I was worried about leaving him and traveling abroad for our holiday vacation. Deb was an absolute gem. She and her husband took such good care of Hank, using a sling for his potty breaks and giving him his medicine. She sent photos and updates regularly. I'm eternally grateful. I'll bet Hank is already looking forward to another stay with Deb.”


“As always, Bucky was so well cared for with Jani & Paul. We are so happy to have found this home away from home for him! I would definitely recommend them to anyone.”


About: Ive grown up with animals and took an interest in training and sitting when I was around 10 years old. I have experience training and watching family dogs, reactive dogs, service dogs and puppies! I also have multiple animals of my own and am well versed in the different care that different species may need. When I am home, my attention is 100% on my animals. I do have a full time job in a neighboring city and am gone for normal work hours, but devote time and attention when I am home. In my own home, everybody has their own space. With dogs, cats and bunnies, each animal has the ability to socialize or spend time on their own in their space. Each animal has been trained to appropriately interact with each other.

“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 experience with Ashley was awesome! She was very responsive and on top of our booking. Ashley sent us a photo & note to keep us updated. We came back to a very happy pup, who was clearly delighted with her boarding experience. We would not hesitate to book with Ashley again.”


“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.”


“Nicole did a great job with Ruby. She was attentive to Rubys needs, gave timely updates and was open to me bringing Ruby's baby pool. Nicole was very professional and I highly recommend her to others.”


“Jackie was amazing when watching our dog for 2.5 weeks while we were out of the country. She had great communication and sent us pics throughout the time. Great location as well for dogs to stay! Our dog has 3 legs and Jackie had no issues watching our dog and was very accommodating with any special needs. Highly recommend Jackie!”


“Pamela was wonderful! She met our pups before her stay and I could tell immediately that she confident and comfortable around dogs. Our normally hesitant pups wanted all her attention, no questions asked right at hello. Over her stay in our home with our pups she did all the things we would do with them if not more since all her focus was on them for the weekend. I would definitely recommend Pamela to other and would love to have her back again. I came home to happy and content pups.”


“Highly recommend these two, they were so nice and welcoming. My dog looked right at home with them and I had no worries. They send updates and pictures! Would book again!!”


“We couldn't be happier with the care Sierra provided for our Bernedoodle! From the moment I dropped him off, I felt confident he was in great hands. Sierra kept my family updated with regular photos that showed just how much fun he was having. It was such a relief and gave us real peace of mind while we were away. Sierra’s exceptional support during our unexpected travel delay really set her apart. After we missed a connecting flight due to delays, we had no choice but to stay overnight in a hotel. Sierra graciously extended our dog's stay on very short notice without any hesitation. It was a lifesaver, and we’re incredibly grateful for her flexibility and kindness. When I picked him up, it was clear he had a great time. He was happy, relaxed, and well cared for. Thank you, Sierra, for being so incredible. We would absolutely trust you again and highly recommend you to anyone looking for a thoughtful, reliable, and genuinely caring sitter!”


“I have used Svitlana to watch Chloe many times in the past. She is a warm, friendly and caring person who is knowledgeable about dog care. She has always been very communicative when watching Chloe- sending texts and photos. The last time I needed Svitlana, it was on short notice and not only was she able to accommodate my dates, she was able to watch both of my dogs. I trust her implicitly and I highly recommend her.”


“Penny was absolutely amazing. She met us at a medical apt. and took Berkeley for a walk and short visit at her home before meeting us back following g the appointment. We could not have asked for a better experience. Thank you”


About: I've taken care of animals for most of my life. I've always had a dog since I was born and often take care of my friends' pets. I have the time and knowledge to love your baby like my own. I am a JMU professor who is on sabbatical until January. This means I am working from home and will have plenty of time for your pet's needs. I have a large yard with areas for dogs to play and run. I have a French Bulldog who loves other animals and is always looking for a playmate.
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.


Hillary D.Star Sitter

“Hillary and her family helped to take care of our pup for a last minute trip to the area. She sent updates and Gwynne enjoyed her time staying here 😊”


Joe M.Star Sitter

“Joe is our favorite dog sitter! He is really easy to communicate with and keeps us updated on our pup while we’re away. He takes our dog to the dog park to get exercise and socialize and his own dog is sweet as can be. 10/10 recommend!”


Hannah H.Star Sitter

“Hannah did an absolute stellar job. Of course she is almost overly qualified, and I had no reservations of leaving my cat in her care. She was very responsive and flexible, which made it so much easier! Can’t recommend enough.”


Deb K.Star Sitter

“Because our dog, Hank, has mobility issues, I was worried about leaving him and traveling abroad for our holiday vacation. Deb was an absolute gem. She and her husband took such good care of Hank, using a sling for his potty breaks and giving him his medicine. She sent photos and updates regularly. I'm eternally grateful. I'll bet Hank is already looking forward to another stay with Deb.”


Dana T.
Star Sitter


“Our dog, Maya, had a great stay with Dana - she was quick with responses, sent updates during the stay, and we were generally really happy with everything.”


Jani & Paul R.Star Sitter

“As always, Bucky was so well cared for with Jani & Paul. We are so happy to have found this home away from home for him! I would definitely recommend them to anyone.”


Jocelyn A.
“Josie walked and trained my little Pomeranian for most of the summer. She taught him how to sit, stay, wait at the door, and to walk nicely on the leash. She gave me tips on how to care for him. She is great!”


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!”


Ashley B.Star Sitter

“Our experience with Ashley was awesome! She was very responsive and on top of our booking. Ashley sent us a photo & note to keep us updated. We came back to a very happy pup, who was clearly delighted with her boarding experience. We would not hesitate to book with Ashley again.”


Cory P.Star Sitter

“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.”


Margaret M.

“Margaret was very kind and sweet to take care of Blaze on a quick notice. She sent us updates without being asked. We will use her again! Thank you!!!”


Nicole A.

“Nicole did a great job with Ruby. She was attentive to Rubys needs, gave timely updates and was open to me bringing Ruby's baby pool. Nicole was very professional and I highly recommend her to others.”


Jackie B.

“Jackie was amazing when watching our dog for 2.5 weeks while we were out of the country. She had great communication and sent us pics throughout the time. Great location as well for dogs to stay! Our dog has 3 legs and Jackie had no issues watching our dog and was very accommodating with any special needs. Highly recommend Jackie!”


Pamela B.

“Pamela was wonderful! She met our pups before her stay and I could tell immediately that she confident and comfortable around dogs. Our normally hesitant pups wanted all her attention, no questions asked right at hello. Over her stay in our home with our pups she did all the things we would do with them if not more since all her focus was on them for the weekend. I would definitely recommend Pamela to other and would love to have her back again. I came home to happy and content pups.”


Jesse & Emily H.

“Highly recommend these two, they were so nice and welcoming. My dog looked right at home with them and I had no worries. They send updates and pictures! Would book again!!”


Sierra C.

“We couldn't be happier with the care Sierra provided for our Bernedoodle! From the moment I dropped him off, I felt confident he was in great hands. Sierra kept my family updated with regular photos that showed just how much fun he was having. It was such a relief and gave us real peace of mind while we were away. Sierra’s exceptional support during our unexpected travel delay really set her apart. After we missed a connecting flight due to delays, we had no choice but to stay overnight in a hotel. Sierra graciously extended our dog's stay on very short notice without any hesitation. It was a lifesaver, and we’re incredibly grateful for her flexibility and kindness. When I picked him up, it was clear he had a great time. He was happy, relaxed, and well cared for. Thank you, Sierra, for being so incredible. We would absolutely trust you again and highly recommend you to anyone looking for a thoughtful, reliable, and genuinely caring sitter!”


Svitlana F.Star Sitter

“I have used Svitlana to watch Chloe many times in the past. She is a warm, friendly and caring person who is knowledgeable about dog care. She has always been very communicative when watching Chloe- sending texts and photos. The last time I needed Svitlana, it was on short notice and not only was she able to accommodate my dates, she was able to watch both of my dogs. I trust her implicitly and I highly recommend her.”


Penny H.Star Sitter

“Penny was absolutely amazing. She met us at a medical apt. and took Berkeley for a walk and short visit at her home before meeting us back following g the appointment. We could not have asked for a better experience. Thank you”




Stacey K.


“Stacey was great! She sent us photos to keep us updated, gave our pups their medicine before we picked them up, and the pups had a great time running around her back yard!”


Tiara B.
“Tiara has watched my dogs several times. She loves them like her own and has the sweetest twin daughters who show constant attention and care to our animals. I can't recommend her enough.”
Annex dog parents share their Rover experiences
Pamela was wonderful! She met our pups before her stay and I could tell immediately that she confident and comfortable around dogs. Our normally hesitant pups wanted all her attention, no questions asked right at hello. Over her stay in our home with our pups she did all the things we would do with them if not more since all her focus was on them for the weekend. I would definitely recommend Pamela to other and would love to have her back again. I came home to happy and content pups.

Popular requests near you
Select a filter and find qualifying Annex 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 Annex is $44
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 Annex average 7 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 102 sitters provided dog boarding in Annex. 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, 90% of Annex dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 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 Annex.
Rover makes it easy to find Annex 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 102 dog boarding sitters in Annex on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
