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

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

“Kaitlyn is friendly and super accommodating to make sure your dog has a wonderful experience and time while you’re away! She made sure my dog was at home and part of her family. I would highly recommend her to anyone! Definitely will want to utilize her again.”


“Thank you Robin for taking such good care of our pups! All the pictures you sent we could see the dogs smiling, playing, and that they were well taken care of. We appreciate your kindness and admire your love for dogs :)”


“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!””



“Wow! Our two large dogs are home, and after spending two days with Charissa, they seem so calm and are now happily sacked out this evening. Amazingly, our lab seems to have learned not to be so mouthy when he greets us, something we've been meaning to teach him not to do! I loved how attentive to our dog's personalities Charissa was in our first meeting. It was incredible to find that she loves training dogs, knew exactly how mine had learned and was willing to reinforce their knowledge! She was kind enough to send daily photos which showed happy, active dogs (and a couple of sleepy ones!) and I know my dogs, they had such a great time! It's such a pleasure to know they have safe space to run, and sitters with such experience and know how to inspire confidence in my dogs. I can't express how delightful a bonus it was to find such an enriched place for these two happy boys to stay!”


“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!”


About: Dogs have been part of my family for as long as I can remember — they’re truly woven into the fabric of my life. After 15 years as a large animal and livestock farmer, I’ve handled every kind of surprise animals can throw at me — so I’m up for unusual circumstances. Your pup will have 10 fully fenced acres to explore, sniff, and zoom to their heart’s content. And they won’t be alone! I have four animal-loving kids who can’t wait to run, play, and snuggle with new furry friends. I work from home, and my kids are homeschooled so we are home most of the time, so we are available for potty breaks and snuggles throughout the day. During the school year we attend a homeschool co-op for much of the day Tuesday and Thursday. We have 10 fully fenced acres for safe, joyful exploring, plus two friendly dogs and four dog-savvy cats to keep your pup company. Crating is available if needed (especially for new potty trainers), but we love welcoming guest dogs right into our daily routine. Your dog can enjoy farm walks, endless ball throwing, and plenty of cozy couch time with us. They’ll feel like part of the family from day one!

“Wonderful experience ! Heather and her family were very welcoming and accommodating. They were flexible and extended the stay for our dogs when we needed to stay an extra day. The dogs were very happy and enjoyed playing with her little girls. I will definitely request Heather when we board our pups.”


“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!”


“Paula was amazing! She took great care of my dogs over thanksgiving and they had such a good time. I highly recommend her to watch your fur babies because I know she took great care of mine :)”


“We loved seeing videos of our dog having a great time with other Shepherds. When we went to pick him up, one of his new friends didn't want him to leave! He was exhausted and satisfied when he came home. Recommended!”



“Debbie & Pete have a fabulous setup inside and outside for all the doggos. It truly is a little doggie heavenly retreat! They are also wonderful people who you can feel comfortable leaving your doggo with and rest knowing they will show loving kindness to your pet. Definitely recommend!”



“Kyle and Meagan were so great, our dogs had a blast with them! They were very accommodating with drop off/pick up and we received plenty of pictures and videos of our dogs having fun. Definitely recommend them!”


“Elizabeth and Denton provided wonderful care to our two dogs while we were away! They communicated with us every day and provided updates on how the dogs were doing, and sent us tons of pictures and videos. They went the extra mile to take care of a small scratch on my dogs face he had gotten while playing with our other dog, and informed us about it immediately. The garage set up they have is wonderful and cozy, with plenty of space for the dogs to play around in. I highly recommend their services and will be booking with them again. Thank you both, again!”


“Myra went above and beyond for our dog! We had booked another sitter for a week who backed out 3 hours into the reservation. Myra changed her schedule to take our Yorkie, Buttercup. She said Buttercup arrived smelling like pee and skittish. She bathed her and she and her daughter cared for her like she was their own. We returned to a happy and well-cared for pup. We got pictures and updates every day. I felt completely comfortable and happy with our dog in Myra’s care.”


“I almost gave up on Rover after my first experience, but I am so happy I tried again because I’m pretty sure I found my go-to guy! Drop off was a breeze, communication was there if I needed it, and best part was at pick up. My dog was happy and jumping around looking like he must have had a great time. Thank you so much Nathan!”


About: Your fur baby will have a blast with our pack! Winnie, Tater and Goose are the ultimate pals. We will be sure to keep your pup entertained and a great way to get exercise and affection while you’re away! If you have an older dog, I can offer one on one snuggle time and a calm relaxing environment separate from the other pups. We have 2 acres and enjoy outside playtime. We frequent the dog park in Louisa and hiking trails from Richmond to Charlottesville. Common treats are homemade chicken jerky and sardines. Please let me know if your pup is not on a tick preventative. We treat our yard with a dog safe spray but enjoy recreational activities away from home and would like to be extra cautious for your fur baby. I have full weekday and have full weekend availability! We enjoy going on walks in our neighborhood or the park close by early in the morning and late at night before it gets too hot. Depending on your pup’s age, younger ones will have tater and goose to play with. Older/calmer pups will stay with Winnie and I in a separated part of the house. I will care for your pup however you feel they will do the best (:
Loving dog boarding sitters in your neighborhood
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


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.”


Kaitlyn H.

“Kaitlyn is friendly and super accommodating to make sure your dog has a wonderful experience and time while you’re away! She made sure my dog was at home and part of her family. I would highly recommend her to anyone! Definitely will want to utilize her again.”


Robin H.Star Sitter

“Thank you Robin for taking such good care of our pups! All the pictures you sent we could see the dogs smiling, playing, and that they were well taken care of. We appreciate your kindness and admire your love for dogs :)”


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!””




Charissa G.
Star Sitter


“Wow! Our two large dogs are home, and after spending two days with Charissa, they seem so calm and are now happily sacked out this evening. Amazingly, our lab seems to have learned not to be so mouthy when he greets us, something we've been meaning to teach him not to do! I loved how attentive to our dog's personalities Charissa was in our first meeting. It was incredible to find that she loves training dogs, knew exactly how mine had learned and was willing to reinforce their knowledge! She was kind enough to send daily photos which showed happy, active dogs (and a couple of sleepy ones!) and I know my dogs, they had such a great time! It's such a pleasure to know they have safe space to run, and sitters with such experience and know how to inspire confidence in my dogs. I can't express how delightful a bonus it was to find such an enriched place for these two happy boys to stay!”


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!”


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.”


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!”


Emily & Richard R.
“Emily is a wonderful friend and human being, and is kind and dependable. She has multiple pets that she loves and cares well for, and has even been a caretaker of farm animals in the past.”


Heather N.


“Wonderful experience ! Heather and her family were very welcoming and accommodating. They were flexible and extended the stay for our dogs when we needed to stay an extra day. The dogs were very happy and enjoyed playing with her little girls. I will definitely request Heather when we board our pups.”


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!”


Paula W.Star Sitter

“Paula was amazing! She took great care of my dogs over thanksgiving and they had such a good time. I highly recommend her to watch your fur babies because I know she took great care of mine :)”


Denise M.Star Sitter

“We loved seeing videos of our dog having a great time with other Shepherds. When we went to pick him up, one of his new friends didn't want him to leave! He was exhausted and satisfied when he came home. Recommended!”




Debbie C.


“Debbie & Pete have a fabulous setup inside and outside for all the doggos. It truly is a little doggie heavenly retreat! They are also wonderful people who you can feel comfortable leaving your doggo with and rest knowing they will show loving kindness to your pet. Definitely recommend!”




Kyle & Meagan M.

“Kyle and Meagan were so great, our dogs had a blast with them! They were very accommodating with drop off/pick up and we received plenty of pictures and videos of our dogs having fun. Definitely recommend them!”


Denton & Elizabeth W.
Star Sitter


“Elizabeth and Denton provided wonderful care to our two dogs while we were away! They communicated with us every day and provided updates on how the dogs were doing, and sent us tons of pictures and videos. They went the extra mile to take care of a small scratch on my dogs face he had gotten while playing with our other dog, and informed us about it immediately. The garage set up they have is wonderful and cozy, with plenty of space for the dogs to play around in. I highly recommend their services and will be booking with them again. Thank you both, again!”


Myra J.

“Myra went above and beyond for our dog! We had booked another sitter for a week who backed out 3 hours into the reservation. Myra changed her schedule to take our Yorkie, Buttercup. She said Buttercup arrived smelling like pee and skittish. She bathed her and she and her daughter cared for her like she was their own. We returned to a happy and well-cared for pup. We got pictures and updates every day. I felt completely comfortable and happy with our dog in Myra’s care.”


Nathan A.
Star Sitter


“I almost gave up on Rover after my first experience, but I am so happy I tried again because I’m pretty sure I found my go-to guy! Drop off was a breeze, communication was there if I needed it, and best part was at pick up. My dog was happy and jumping around looking like he must have had a great time. Thank you so much Nathan!”


Jaishree D.

“Communicating very well! Loved on our three dogs all week! Two small dogs and our giant bear. They were amazing and our dogs were well taken care of. Highly recommend!”


Kailee S.
“I have had Kailee house sit for me many of times and I have 2 crazy dogs and 1 very friendly cat. She has always been very responsible and ever so gentle with my babies! highly recommend her!”
Popular requests near you
Select a filter and find qualifying Windsor Park 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 Windsor Park is $45
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 Windsor Park average 15 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 81 sitters provided dog boarding in Windsor Park. 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, 91% of Windsor Park dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 15 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 Windsor Park.
Rover makes it easy to find Windsor Park 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 81 dog boarding sitters in Windsor Park 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.
