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

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

“Cortney did awesome with our son! He love it over there with his new friends!! We definitely will book with her again!!🩵🩷 Thanks for taking care of our boy Cortney!!”


“Best. Sitter. EVER. I've tried and been happy (or not) with many boarders, but Jody goes way above and beyond. She's not just knowledgeable and reassuring, she's sweet and kind and will love your fur babies for you. I live in Roanoke, whereas she's in Moneta. But this was such a blessing!! I wanted somewhere Harriet could run and play and feel free and happy. Jody delivers this in a big way- she has several yards of varying sizes with over animals to play with. I kept telling my girl she was going to summer camp, and it turned out to be so true. I don't think she even missed me that much! Please don't let the distance deter you. Jody even offers pickup and drop off services. Harriet gets so anxious going to a boarder's house, but as soon as Jody pulled up, Harriet started wagging her tail and jumped right in her car before I could say goodbye. She's with the dogs all the time- you won't be leaving your pup with someone who leaves them alone. Harriet is very social, and I can tell from just the pictures and videos that her physical, mental, and emotional needs are being met in every way. Please seriously consider Jody- she's phenomenal. I don't really want to tell you this because I want to keep her all to myself, but that would be a gross injustice. She's the best. I won't even consider anyone else again- I'll just move my vacation plans around.”

“Excellent communication! Susie loved spending time with Casey and her family. I received great photos while I was away. I would ask her to watch Susie again in the future. Highly recommended!”


“Brenda's home was clean, and she was very conscientious about our initial meetup and making sure that my pup was cared for in a way that I was comfortable with. She also sent lots of pictures during the weekend that we were away.”


“Accommodated our last min plans, and took great care of our toy poodle. Wendy D sent pictures/videos of Hershey enjoying playing in her fenced in back yard, lounging on the couch and going on walks.”


“I cannot say enough about Krystal and her family! Truly the best dog sitter I could ever dream up!! She loved our sweet poochie like her own! She sent me daily updates with pictures and details about how he was doing, and what fun activities they were doing with him! She has a gorgeous area in her home dedicated to doggy sitting, and it is just lovely. They took him on walks and puppy stroller rides when the pavement was too hot for his little feet. They worked on his tricks with him, they even bought him a new toy just for the fun of it! I had no doubts that he was being well cared for, and that was so comforting to me while we were traveling. I will 100% use Krystal again, and recommend her to everyone!!”


“She was absolutely incredible with the whole process. She sent me pictures and updates of my dog and took the best care of her. I definitely will be booking again and I recommend her to anyone who needs to take their pet someone for boarding. I couldn’t have asked for a better pet sitter for Willow. I can’t wait to book again!”


“JeBecca absolutely LOVED her stay with Cheyanne and her family. Cheyanne sent several pictures everyday showing JeBecca playing with her other dogs/puppy. I am so thrilled that I have found such a loving family to watch over my fur baby when I have to go out of town. 10 out of 10, the BEST!”


“I had surgery so I found Chantel to watch my two dogs for two weeks. Well, what turned into two weeks turned into four weeks total and Chantel was very gracious to keep my two dogs for another two weeks, which was quite unexpected. Chantel did a very good job in meeting their needs and keeping me informed of how they were doing. I would highly recommend Chantel in the future.”


“Layna D and her family did a wonderful job in caring for my dogs well being and kept me updated everyday with texts and pictures. Completely trustworthy and responsible and I highly recommend her for sitting services. If she’s available the next time I go out of town I will definitely rebook.”


“Sofia was fantastic—super accommodating and flexible, very communicative, and such a sweet and gentle caregiver for my kitty. I boarded Kiwi with her for a week on super short noticed, and she was willing to go above and beyond with pick up / drop off, daily medicine giving, and regular photo updates. I wish she lived in Boston year-round so that she could be my go-to sitter when I’m away for work trips! I’d 10/10 recommend Sofia to anyone looking for a Rover sitter!”


“Falen took great care of my older girl when she was not feeling her best. She came home seeming content and balanced, without signs of overstimulation or boredom. I loved knowing that she was in a family environment for the week, instead of a sterile boarding facility feeling abandoned. The daily communication was comforting and they managed her medical needs well. I would book here again for overnights or a daytime stay. Thanks guys!”


“Joelle was amazing! She was super communicative the whole time and sent many cute pictures and updates. It was clear my cat was comfortable and well cared for, which means so much to me. I really appreciate how thoughtful and reliable she was. I’ve already booked her again and wouldn’t hesitate to recommend her to anyone!”


“Katie was more than amazing! I have left our Doberman, Roxy, at various kennels, and other Rover sitters, but Roxy would seem anxious or would get sick after I picked her up from those places. Not with Katie! I felt that our furry friend was with family. It was clear that our naturally anxious dog has made a friend. She seemed happy and content and although she was excited to see me, she was not anxious or rushing to leave Katie's place. Katie sent many pictures and videos and it was clear that Roxy was being treated like Katie's own dog. I will be using Katie again. I recommend her wholeheartedly.”


“Holly, you have provided the best and most loving care for my dog, Max. Thank you so much for watching him again, along with Kira, my daughter’s 8 month old pomsky, while we traveled out of town. You offer such a loving home! I feel lucky to have found you!”


“Bekkah was incredibly attentive while boarding my elderly cat, Sasha! She understood the emotional needs of a cat and already had a good idea of how she’ll need to be accommodated while staying in an unfamiliar environment. I could tell from the moment I met her that she was a good person, and Sasha definitely agreed! We’ll be repeat customers and recommending Bekkah to anyone we know with petsitting needs!”

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.


Cortney S.Star Sitter

“Cortney did awesome with our son! He love it over there with his new friends!! We definitely will book with her again!!🩵🩷 Thanks for taking care of our boy Cortney!!”


Jody H.
“Best. Sitter. EVER. I've tried and been happy (or not) with many boarders, but Jody goes way above and beyond. She's not just knowledgeable and reassuring, she's sweet and kind and will love your fur babies for you. I live in Roanoke, whereas she's in Moneta. But this was such a blessing!! I wanted somewhere Harriet could run and play and feel free and happy. Jody delivers this in a big way- she has several yards of varying sizes with over animals to play with. I kept telling my girl she was going to summer camp, and it turned out to be so true. I don't think she even missed me that much! Please don't let the distance deter you. Jody even offers pickup and drop off services. Harriet gets so anxious going to a boarder's house, but as soon as Jody pulled up, Harriet started wagging her tail and jumped right in her car before I could say goodbye. She's with the dogs all the time- you won't be leaving your pup with someone who leaves them alone. Harriet is very social, and I can tell from just the pictures and videos that her physical, mental, and emotional needs are being met in every way. Please seriously consider Jody- she's phenomenal. I don't really want to tell you this because I want to keep her all to myself, but that would be a gross injustice. She's the best. I won't even consider anyone else again- I'll just move my vacation plans around.”


Casey L.
Star Sitter

“Excellent communication! Susie loved spending time with Casey and her family. I received great photos while I was away. I would ask her to watch Susie again in the future. Highly recommended!”




Brenda M.


“Brenda's home was clean, and she was very conscientious about our initial meetup and making sure that my pup was cared for in a way that I was comfortable with. She also sent lots of pictures during the weekend that we were away.”


Wendy D.


“Accommodated our last min plans, and took great care of our toy poodle. Wendy D sent pictures/videos of Hershey enjoying playing in her fenced in back yard, lounging on the couch and going on walks.”


Krystal S.

“I cannot say enough about Krystal and her family! Truly the best dog sitter I could ever dream up!! She loved our sweet poochie like her own! She sent me daily updates with pictures and details about how he was doing, and what fun activities they were doing with him! She has a gorgeous area in her home dedicated to doggy sitting, and it is just lovely. They took him on walks and puppy stroller rides when the pavement was too hot for his little feet. They worked on his tricks with him, they even bought him a new toy just for the fun of it! I had no doubts that he was being well cared for, and that was so comforting to me while we were traveling. I will 100% use Krystal again, and recommend her to everyone!!”


Carla M.


“She was absolutely incredible with the whole process. She sent me pictures and updates of my dog and took the best care of her. I definitely will be booking again and I recommend her to anyone who needs to take their pet someone for boarding. I couldn’t have asked for a better pet sitter for Willow. I can’t wait to book again!”


Cheyanne B.Star Sitter

“JeBecca absolutely LOVED her stay with Cheyanne and her family. Cheyanne sent several pictures everyday showing JeBecca playing with her other dogs/puppy. I am so thrilled that I have found such a loving family to watch over my fur baby when I have to go out of town. 10 out of 10, the BEST!”


Aquilla F.Star Sitter

“Fantastic service! Riley had such a good time and I got the cutest photo updates. Was super flexible when I unexpectedly had to extend a day. 11/10!”


Emily L.

“Emily watched Bear and did a great job communicating and sending photos of Bear. Bear enjoyed staying with Emily and I will definitely rebook future visits.”


Chantal E.

“I had surgery so I found Chantel to watch my two dogs for two weeks. Well, what turned into two weeks turned into four weeks total and Chantel was very gracious to keep my two dogs for another two weeks, which was quite unexpected. Chantel did a very good job in meeting their needs and keeping me informed of how they were doing. I would highly recommend Chantel in the future.”


Layna D.

“Layna D and her family did a wonderful job in caring for my dogs well being and kept me updated everyday with texts and pictures. Completely trustworthy and responsible and I highly recommend her for sitting services. If she’s available the next time I go out of town I will definitely rebook.”


Izza Sofia H.Star Sitter

“Sofia was fantastic—super accommodating and flexible, very communicative, and such a sweet and gentle caregiver for my kitty. I boarded Kiwi with her for a week on super short noticed, and she was willing to go above and beyond with pick up / drop off, daily medicine giving, and regular photo updates. I wish she lived in Boston year-round so that she could be my go-to sitter when I’m away for work trips! I’d 10/10 recommend Sofia to anyone looking for a Rover sitter!”


Allison M.Star Sitter

“Good communication, kind and receptive to our young pup!”


Falen F.Star Sitter

“Falen took great care of my older girl when she was not feeling her best. She came home seeming content and balanced, without signs of overstimulation or boredom. I loved knowing that she was in a family environment for the week, instead of a sterile boarding facility feeling abandoned. The daily communication was comforting and they managed her medical needs well. I would book here again for overnights or a daytime stay. Thanks guys!”


Joelle L.

“Joelle was amazing! She was super communicative the whole time and sent many cute pictures and updates. It was clear my cat was comfortable and well cared for, which means so much to me. I really appreciate how thoughtful and reliable she was. I’ve already booked her again and wouldn’t hesitate to recommend her to anyone!”


Crystal M.

“Crystal took wonderful care of our Chihuahua Bit while we were on vacation. Would highly recommend!”


Katie M.

“Katie was more than amazing! I have left our Doberman, Roxy, at various kennels, and other Rover sitters, but Roxy would seem anxious or would get sick after I picked her up from those places. Not with Katie! I felt that our furry friend was with family. It was clear that our naturally anxious dog has made a friend. She seemed happy and content and although she was excited to see me, she was not anxious or rushing to leave Katie's place. Katie sent many pictures and videos and it was clear that Roxy was being treated like Katie's own dog. I will be using Katie again. I recommend her wholeheartedly.”


holly T.

“Holly, you have provided the best and most loving care for my dog, Max. Thank you so much for watching him again, along with Kira, my daughter’s 8 month old pomsky, while we traveled out of town. You offer such a loving home! I feel lucky to have found you!”


Rebekkah D.

“Bekkah was incredibly attentive while boarding my elderly cat, Sasha! She understood the emotional needs of a cat and already had a good idea of how she’ll need to be accommodated while staying in an unfamiliar environment. I could tell from the moment I met her that she was a good person, and Sasha definitely agreed! We’ll be repeat customers and recommending Bekkah to anyone we know with petsitting needs!”
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!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 110 sitters provided dog boarding in Winfall. 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, 86% of Winfall dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winfall have an average of 20 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 Winfall.
Rover makes it easy to find Winfall 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 110 dog boarding sitters in Winfall on Rover, so you’re sure to find the perfect match for your dog! In Winfall, 100% of sitters offer daily exercise, 100% offer medication administration, and 70% 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.
