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

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

“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!”


“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!”


“Jani and Paul treated Leo like he was part of the family. He received so much attention and love, I’m not sure he wanted to leave! Thank you so much for giving Leo such wonderful care.”


“I could not have picked a better dog sitter. Nadia took such great care of my Alfie! I could tell from all the pictures she sent me that she really loved him. I am so thankful that I found her! Alfie had some rough times in his past but she handled his issues with great care and love ❤️”


“Amy was great! My dog Alfie had never stayed with anyone else before. It didn’t take long for him to be comfortable with her. You can tell Amy loves dogs. She sent me pictures and videos every day of Alfie playing with her dog and having a blast. When I got him home Alfie just went to sleep on the sofa. He was tuckered out! Hard to do with an Australian Shepherd. She will be my go to dog sitter from now on!”


“We were so happy to leave our boy, Denver, with Jesse and Emily. Denver is almost 14 and so giving him the love and attention he’d get as the only dog in the home was really important to us, and not having to worry about him getting stressed out by younger dogs who constantly wanted to play for 6 days. We couldn’t have been happier. Denver was right at home, getting walks that he loves as well as plenty of chill time and attention from Jesse and Emily as well as their two girls. Jesse and Emily were great about sending us photo updates that let us know that Denver was comfy and happy. Denver is a finicky eater especially when not at home and they were great about paying attention and giving some treats here and there to get his appetite going. We would definitely leave Denver with them again!”


“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.”


“Penny is a wonderful dog sitter!! I brought my dog to her home for a couple of overnight stays. She was so kind and went above and beyond to help my dog feel comfortable.”


“Svitlana really knows dogs. She walked my dog and sent pics and got to know her quirks quickly. Svitlana also continued with the same house rules we use at home. I will definitely have Pi stay with her again!”


“Bertie, Liss and family are absolutely wonderful! It was the first time leaving my puppy overnight and they were kind, responsive and helpful. They took great care of my pup, treated her like their own, and sent lots of updates. I can’t recommend them enough and will absolutely book with them again!”


“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!”


“Paula was a lifesaver! We were anxious about leaving our 7mo puppy for our 9 day vacation. Paula was so responsive (tolerating my anxiety), sending photos and videos. Our boy was clearly well cared for and somehow came back a better listener! He was in constant company and I think he had a great time.”


“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!”

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.

“I cannot say enough GREAT things about Heather! She took better care of my dogs than I do! Every day she sent me photos of them going on hiking adventures, playing in creeks or playing with her kids. They had the best time ever! I’m sure they are bored now that I’m home again. Thank you So Much, Heather! ❤️❤️❤️”

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

“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!”


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!”


Jani & Paul R.Star Sitter

“Jani and Paul treated Leo like he was part of the family. He received so much attention and love, I’m not sure he wanted to leave! Thank you so much for giving Leo such wonderful care.”


Nadia G.

“I could not have picked a better dog sitter. Nadia took such great care of my Alfie! I could tell from all the pictures she sent me that she really loved him. I am so thankful that I found her! Alfie had some rough times in his past but she handled his issues with great care and love ❤️”


Amy H.Star Sitter

“Amy was great! My dog Alfie had never stayed with anyone else before. It didn’t take long for him to be comfortable with her. You can tell Amy loves dogs. She sent me pictures and videos every day of Alfie playing with her dog and having a blast. When I got him home Alfie just went to sleep on the sofa. He was tuckered out! Hard to do with an Australian Shepherd. She will be my go to dog sitter from now on!”


Jesse & Emily H.

“We were so happy to leave our boy, Denver, with Jesse and Emily. Denver is almost 14 and so giving him the love and attention he’d get as the only dog in the home was really important to us, and not having to worry about him getting stressed out by younger dogs who constantly wanted to play for 6 days. We couldn’t have been happier. Denver was right at home, getting walks that he loves as well as plenty of chill time and attention from Jesse and Emily as well as their two girls. Jesse and Emily were great about sending us photo updates that let us know that Denver was comfy and happy. Denver is a finicky eater especially when not at home and they were great about paying attention and giving some treats here and there to get his appetite going. We would definitely leave Denver with them again!”


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.”


Penny H.Star Sitter

“Penny is a wonderful dog sitter!! I brought my dog to her home for a couple of overnight stays. She was so kind and went above and beyond to help my dog feel comfortable.”


Ava R.Star Sitter

“My pup had the best time with Ava!”


Svitlana F.Star Sitter

“Svitlana really knows dogs. She walked my dog and sent pics and got to know her quirks quickly. Svitlana also continued with the same house rules we use at home. I will definitely have Pi stay with her again!”


Cory P.Star Sitter

“Cory always does a great job with Marty and communicates with us throughout Marty's stay. We appreciate him and his family for the love they give Marty!”


Bertie A.Star Sitter

“Bertie, Liss and family are absolutely wonderful! It was the first time leaving my puppy overnight and they were kind, responsive and helpful. They took great care of my pup, treated her like their own, and sent lots of updates. I can’t recommend them enough and will absolutely book with them again!”


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!”


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!!!”


Gretchen R.

“Walker had a great time with Gretchen and Gizmo! Thanks you for hosting him”


Paula C.Star Sitter

“Paula was a lifesaver! We were anxious about leaving our 7mo puppy for our 9 day vacation. Paula was so responsive (tolerating my anxiety), sending photos and videos. Our boy was clearly well cared for and somehow came back a better listener! He was in constant company and I think he had a great time.”


Brooke L.Star Sitter

“Brooke took excellent care of our dogs over a long weekend and kept us updated with photos the whole time. Would definitely use her to watch our pets again!”


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!”


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!”


Heather W.

“I cannot say enough GREAT things about Heather! She took better care of my dogs than I do! Every day she sent me photos of them going on hiking adventures, playing in creeks or playing with her kids. They had the best time ever! I’m sure they are bored now that I’m home again. Thank you So Much, Heather! ❤️❤️❤️”
Ottoway dog parents share their Rover experiences
Ranger had a wonderful weekend with Amy! It was so nice to get updates and pictures, especially since this was his first weekend away from home. We knew he was getting all the cuddles and puppy fun with Amy. He loved playing with Sylvie and Luna and getting all of his outside time. He can’t wait to come back!

Popular requests near you
Select a filter and find qualifying Ottoway 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 Ottoway is $49
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 Ottoway average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 168 sitters provided dog boarding in Ottoway. 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, 94% of Ottoway dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Ottoway have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 Ottoway.
Rover makes it easy to find Ottoway 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 168 dog boarding sitters in Ottoway on Rover, so you’re sure to find the perfect match for your dog! In Ottoway, 92% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.
