Dog Boarding in Windy Run, VA
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windy Run dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Zach is an outstanding boarder! He has a history of working with K-9 dogs! He helped to board Sadie and socialized her with other dogs. He took her for long walks. Sadie has remained positive, lost weight, and been energetic. Zach sent me regular updates (with photos) by email and by text! As I relocate to Italy, I am confident Sadie will adjust well to her new environment thanks to Zach's care! For an extra fee, he even allowed me to keep items at his house while I traveling!”
“Denton and Elizabeth are awesome! Our dog, Bernie, loves them and is practically at home with them. So much so that he's mostly sad when he returns from a stay from their house! We love all the detailed updates and photos/videos that Denton and Elizabeth send us everyday while we are away. They are our go to and we highly recommend them.”
“Paula was so great for Apollo! He was able to run around and get cuddle time. She was super accommodating and understanding (we were running quite behind) Many thanks for taking care of our boy!”
“Cyndi was nothing short of amazing while taking care of our dog Birdie for a week! We were in constant communication as she sent me messages and pictures of her every morning and night. In all of the pictures, Birdie looked so comfortable and I know that Cyndi took care of our girl like her own!”
“I can never say enough about about her wonderful services. My dog is older and has some special abilities that need to be tended to. She has dogs herself that are gentle and playful that supplies my dog with a plenty of playmates. She also never kenneled my dog which was a big worry for me. Time and time again I would never choose anyone else to take care of my sweet boy.”
“Sheri and her family were so sweet and caring for Tonks! I loved the pictures she sent our way. They were so sweet and reassuring! Tonks had a great time with them. :)”
“Jennifer was amazing. My two rescue dogs who are nervous about everything had a BLAST with Jennifer. She made them feel so comfortable. She was easy going and easy to communicate with. 10/10. Thanks Jennifer!”
“Andreea was patient and caring for Rose. Sent videos and pics and updates during her stay. She was calm and thorough in identifying her needs and accommodating to my dog’s little quirks. Rose was calm and back to her usual routine at the end of her stay. (This was not my experience with a kennel stay.) Highly recommend Andreea.”
“When I pull up to their house, My dog makes joyful sounds, jumping with joy & excitement because she loves to hang out with Pam, Paul & Marlowe. She’s very happy there.”
“Hallie enjoyed her stay with Elizabeth! Elizabeth sent us updates and photos every day. She took excellent care of Hallie while we were out of town. I would definitely use Elizabeth again! She’s wonderful!”
“Im so glad my little guy got to stay with Emily and her daughter! He came home happy and healthy, and Emily sent some photos and updates while we were away. Great and quick to communicate! Highly recommend.”
“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.”
“This is the second time my doggies have stayed here. They are always well cared for and happy during their stay. I received plenty of photos and I could see them having fun. Thank you! We will definitely board again with you.”
“Julie is a perfect pet sitter. She shared questions to help me explain all about my little dolly. She shared daily reports and pictures while my dolly was there. When I met her and Eric at our home visit, I felt immediately comfortable and knew she would do a terrific job taking care of my baby and she did. I'm looking forward to setting up another stay when I go away this spring.”
“Matt was fantastic! He sent plenty of updates and pictures on how our dog was doing. Our dog is prone to environmental allergies and Matt was very communicative when he saw our dog getting itchy- he helped provide Benadryl with our confirmation and made sure to keep a close eye on our dog while we were away! Thank you very much!!”
“Terry took in my boy Peanut on very short notice when I had to make a family emergency trip on the other side of the planet! Terry is an amazing sitter and took great care of Peanut!”
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.
“Penny had so much fun with Amy and her furry friends during her stay. Amy sent lots of pictures and videos throughout Pennys stay. She’ll be excited to come back soon!”
Zach D.Star Sitter
“Zach is an outstanding boarder! He has a history of working with K-9 dogs! He helped to board Sadie and socialized her with other dogs. He took her for long walks. Sadie has remained positive, lost weight, and been energetic. Zach sent me regular updates (with photos) by email and by text! As I relocate to Italy, I am confident Sadie will adjust well to her new environment thanks to Zach's care! For an extra fee, he even allowed me to keep items at his house while I traveling!”
Denton & Elizabeth W.Star Sitter
“Denton and Elizabeth are awesome! Our dog, Bernie, loves them and is practically at home with them. So much so that he's mostly sad when he returns from a stay from their house! We love all the detailed updates and photos/videos that Denton and Elizabeth send us everyday while we are away. They are our go to and we highly recommend them.”
Paula W.Star Sitter
“Paula was so great for Apollo! He was able to run around and get cuddle time. She was super accommodating and understanding (we were running quite behind) Many thanks for taking care of our boy!”
Cyndi M.Star Sitter
“Cyndi was nothing short of amazing while taking care of our dog Birdie for a week! We were in constant communication as she sent me messages and pictures of her every morning and night. In all of the pictures, Birdie looked so comfortable and I know that Cyndi took care of our girl like her own!”
DAMACIA J.Star Sitter
“I can never say enough about about her wonderful services. My dog is older and has some special abilities that need to be tended to. She has dogs herself that are gentle and playful that supplies my dog with a plenty of playmates. She also never kenneled my dog which was a big worry for me. Time and time again I would never choose anyone else to take care of my sweet boy.”
Sheri J.Star Sitter
“Sheri and her family were so sweet and caring for Tonks! I loved the pictures she sent our way. They were so sweet and reassuring! Tonks had a great time with them. :)”
Jennifer A.Star Sitter
“Jennifer was amazing. My two rescue dogs who are nervous about everything had a BLAST with Jennifer. She made them feel so comfortable. She was easy going and easy to communicate with. 10/10. Thanks Jennifer!”
Andreea M.Star Sitter
“Andreea was patient and caring for Rose. Sent videos and pics and updates during her stay. She was calm and thorough in identifying her needs and accommodating to my dog’s little quirks. Rose was calm and back to her usual routine at the end of her stay. (This was not my experience with a kennel stay.) Highly recommend Andreea.”
Cassandre S.Star Sitter
“Another successful stay for our little girl! I feel comfortable leaving our dog with Cassandre! I know she likes it there and is well taken care of!”
Pamela & Paul H.Star Sitter
“When I pull up to their house, My dog makes joyful sounds, jumping with joy & excitement because she loves to hang out with Pam, Paul & Marlowe. She’s very happy there.”
Elizabeth M.Star Sitter
“Hallie enjoyed her stay with Elizabeth! Elizabeth sent us updates and photos every day. She took excellent care of Hallie while we were out of town. I would definitely use Elizabeth again! She’s wonderful!”
Emily P.
“Im so glad my little guy got to stay with Emily and her daughter! He came home happy and healthy, and Emily sent some photos and updates while we were away. Great and quick to communicate! Highly recommend.”
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.”
Lucky B.
“This is the second time my doggies have stayed here. They are always well cared for and happy during their stay. I received plenty of photos and I could see them having fun. Thank you! We will definitely board again with you.”
Julie W.Star Sitter
“Julie is a perfect pet sitter. She shared questions to help me explain all about my little dolly. She shared daily reports and pictures while my dolly was there. When I met her and Eric at our home visit, I felt immediately comfortable and knew she would do a terrific job taking care of my baby and she did. I'm looking forward to setting up another stay when I go away this spring.”
Matt M.Star Sitter
“Matt was fantastic! He sent plenty of updates and pictures on how our dog was doing. Our dog is prone to environmental allergies and Matt was very communicative when he saw our dog getting itchy- he helped provide Benadryl with our confirmation and made sure to keep a close eye on our dog while we were away! Thank you very much!!”
Michelle T.Star Sitter
“Michelle was wonderful! Highly communicative and sent a bunch of pictures. Her pup was so friendly and welcoming to my pup. They had a blast together!”
Alexandra O.Star Sitter
“Dylan came hone happy, healthy, clean, and tired from Alexandra O.'s with no complaints (other than we think he misses his new doggie friends)!”
Terry M.Star Sitter
“Terry took in my boy Peanut on very short notice when I had to make a family emergency trip on the other side of the planet! Terry is an amazing sitter and took great care of Peanut!”
Windy Run dog parents share their Rover experiences
Lindsey was great! We needed to do a last minute rover for the holiday and she helped us out so much. Snoopy loved spending time with her dog and is tired today from all the fun he had. I wish we lived closer to the area to use her again but we will definitely be telling our friends in the area about how great she is!!
THANKS ROVER FOR YOUR HELP!!! Riley was great! My Sheba Inu, Pickles really liked her! Riley sent me pictures of Pickles & I think she was smiling☺️ I have never left Pickles with anybody B4 & she’s definitely a mama‘s girl! Riley assured me they would have fun& I could tell Pickles definitely did! Plus she picked up and delivered Pickles form home & that made everything much easier! I would definitely use Riley again!
Popular requests near you
Select a filter and find qualifying Windy Run 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 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
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 Windy Run 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 Windy Run average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 682 sitters provided dog boarding in Windy Run. 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 Windy Run dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windy Run have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Windy Run.
Rover makes it easy to find Windy Run 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 Windy Run on Rover, so you’re sure to find the perfect match for your dog! In Windy Run, 96% of sitters offer daily exercise, 95% offer medication administration, and 92% 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.
Connect anywhere with the Rover app
