Dog Boarding in Windsor, Richmond, VA
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Top rated Windsor dog boarders
“Moose always loves staying with Michelle and her sweet pup, Milo! He gets excited when he recognizes where we are and I always know Moose is in great hands!”
“My 'almost' adult hound had a wonderful time with Hilary and her family. She was taken on walks, petted constantly and had a central place in their home to nap. It was nice getting away for a few nights and not having to worry about the dog. I will definitely send Charlie over there next time I need help with her.”
“Raye was amazing with our two dogs! One in particular is very timid and she did a great job of making her feel safe and welcome. We received tons of photos and appreciated all of the updates :)”
“This was a great experience for both me and Mila. Tiffany took such great care of my fur baby and sent me pictures so I knew how she was doing throughout her stay! Tiffany will definitely be my go to dog sitter moving forward.”
“Matt is very knowledgeable about dogs and provided detailed updates while Koda was in his care. I felt Koda received fantastic care during his stay with Matt and will definitely use Matt again!.”
“Alex is fantastic! She’s watched our pups twice now- including when we traveled cross country- and we always know they are in good hands. She sends us updates, is great with communication, and clearly cares deeply for animals. We can’t recommend her enough”
“Cindy was super responsive and treated my dog like family! He had a great time with her and I felt comfortable and confident during his stay with Cindy!”
“Was flexible and accommodating on scheduling drop off and pickup which was hugely helpful, did great taking care of my special needs senior dog. Thanks!”
“During July 4th, we planned on going out of town for the weekend. We were impressed with Julie's rover profile and decided to contact her. We were able to meet up with her twice, once so that she could see our dog, and the second time so that Mozzie could check out her place. This was the first time since adopting him over a year ago that were had ever boarded him somewhere, so we were understandably nervous about it, but Julie proved to be a great sitter. She sent us status updates and pictures while we were away, so that we could know what Mozzie was up to. When we came to pick him up, she also helped us with tips and ideas on how to help Mozzie socialize with other dogs. We could definitely tell that Mozzie was in good hands. Definitely recommended!”
“Emily was great with my dog, Juniper! She sent pictures and updates everyday and was willing to work with my unique drop off and pick up situations. I am so glad that I found Emily and will be using her services in the future! Thank you so much, Emily!”
“I left my dog, Bonnie with Royal and Rhonda, and they were amazing! It was my first time leaving Bonnie in someone else’s care and they made it so easy and stress-free and were incredibly friendly. They really know their stuff and have a great setup for dogs. Bonnie had a blast and I loved the frequent updates. Highly recommend!”
“Jeremy took care of my dog Parker while I was out of the country for a week. I felt Parker was in excellent hands and seemed happy and rested when I got back! Jeremy was super communicative leading up to Parker’s stay as well as during it sending lots of fun videos of their strolls around the neighborhood. Would definitely use Jeremy again!”
“Nicole is absolutely amazing at handling my dogs even when they’re nervous about being in a new environment and being around other dogs. She always takes great care of them and sends update pictures and videos on her own initiative! She’s my go-to and I’d highly recommend her to anyone.”
“My dog Boomba came back from her 9 day stay with Damacia a happy dog! Damacia was easy to stay in touch with and sent me photos and updates daily. I would def book with Damacia again!”
“I needed a sitter for my puppy as I was going out of town for the weekend. I was so thankful that Cindy was able to take care of my baby while I was away. Cindy updated me and sent pictures to ensure me that August was ok.:) This was very first time using Rover and it was a great experience.”
“Dorothy was amazing! She is super caring and responsive, and made it really easy for me to know what my puppy was up to throughout the day. Would definitely recommend her for anyone!”
“Kyla is the perfect sitter — responsible, communicative, and incredibly caring! I truly appreciated how she went above and beyond to care for my pup, Jessi. I was away on a 5-day trip, and for the first time, I didn’t worry about Jessi’s care. Kyla paid close attention to all of Jessi’s needs and made sure she was comfortable throughout her stay. Her thoughtful daily updates meant so much to me. I had such a wonderful experience and can’t recommend Kyla enough!”
“Jonathan was great! I can tell that Mocha enjoyed her time during boarding and we were sent pictures and videos through her stay. Would definitely recommend!”
“I felt very good about leaving my dog with Amanda. I was gone almost a whole week but because of all the pictures and texts it didn’t seem that long. Amanda will definitely be my go to sitter the next time I need one.”
“Happy Dog Pet Care (Amy Mawyer) kept our 13 year old mixed breed terrier for 2 days/nights while we were out of town. We made an appointment beforehand to check out the home and also so our dog would already know the place when we dropped her off. HDPC was conveniently located for us near the West End of Richmond and right off of 295 at 95. Amy has one small dog and one or two cats of her own. My dog got along with them fine. There were 2 other larger dogs there the same weekend which was not a problem as our dog gets along with other dogs and is older so she pretty much just sleeps a lot these days. Amy had actually been contacted about keeping another dog the same weekend as my dog but the breed had aggressive tendencies so she did not take the dog for the weekend. She notified me of this beforehand and kept me posted on things. I received an e-mail each day I was gone telling me how my dog was doing. Amy makes homemade dog treats for the dogs and my dog even got doggy ice cream one day! The home was clean and there was water set out for the dogs both inside and out. There is a large fenced in backyard which my dog enjoyed. We will definitely be using HDPC and DogVacay again!!”
Loving dog sitters in your neighborhood
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1. Michelle T.
“Moose always loves staying with Michelle and her sweet pup, Milo! He gets excited when he recognizes where we are and I always know Moose is in great hands!”
2. Hilary R.
“My 'almost' adult hound had a wonderful time with Hilary and her family. She was taken on walks, petted constantly and had a central place in their home to nap. It was nice getting away for a few nights and not having to worry about the dog. I will definitely send Charlie over there next time I need help with her.”
3. Raye J.
“Raye was amazing with our two dogs! One in particular is very timid and she did a great job of making her feel safe and welcome. We received tons of photos and appreciated all of the updates :)”
4. Tiffany B.
“This was a great experience for both me and Mila. Tiffany took such great care of my fur baby and sent me pictures so I knew how she was doing throughout her stay! Tiffany will definitely be my go to dog sitter moving forward.”
5. Matt M.
“Matt is very knowledgeable about dogs and provided detailed updates while Koda was in his care. I felt Koda received fantastic care during his stay with Matt and will definitely use Matt again!.”
6. Alexandra O.
“Alex is fantastic! She’s watched our pups twice now- including when we traveled cross country- and we always know they are in good hands. She sends us updates, is great with communication, and clearly cares deeply for animals. We can’t recommend her enough”
7. Cindy S.
“Cindy was super responsive and treated my dog like family! He had a great time with her and I felt comfortable and confident during his stay with Cindy!”
8. Ryan M.
“Was flexible and accommodating on scheduling drop off and pickup which was hugely helpful, did great taking care of my special needs senior dog. Thanks!”
9. Julie W.
“During July 4th, we planned on going out of town for the weekend. We were impressed with Julie's rover profile and decided to contact her. We were able to meet up with her twice, once so that she could see our dog, and the second time so that Mozzie could check out her place. This was the first time since adopting him over a year ago that were had ever boarded him somewhere, so we were understandably nervous about it, but Julie proved to be a great sitter. She sent us status updates and pictures while we were away, so that we could know what Mozzie was up to. When we came to pick him up, she also helped us with tips and ideas on how to help Mozzie socialize with other dogs. We could definitely tell that Mozzie was in good hands. Definitely recommended!”
10. Emily B.
“Emily was great with my dog, Juniper! She sent pictures and updates everyday and was willing to work with my unique drop off and pick up situations. I am so glad that I found Emily and will be using her services in the future! Thank you so much, Emily!”
11. Royal & Rhonda P.
“I left my dog, Bonnie with Royal and Rhonda, and they were amazing! It was my first time leaving Bonnie in someone else’s care and they made it so easy and stress-free and were incredibly friendly. They really know their stuff and have a great setup for dogs. Bonnie had a blast and I loved the frequent updates. Highly recommend!”
12. Jeffrey H.
“Jeremy took care of my dog Parker while I was out of the country for a week. I felt Parker was in excellent hands and seemed happy and rested when I got back! Jeremy was super communicative leading up to Parker’s stay as well as during it sending lots of fun videos of their strolls around the neighborhood. Would definitely use Jeremy again!”
13. Nicole B.
“Nicole is absolutely amazing at handling my dogs even when they’re nervous about being in a new environment and being around other dogs. She always takes great care of them and sends update pictures and videos on her own initiative! She’s my go-to and I’d highly recommend her to anyone.”
14. DAMACIA J.
“My dog Boomba came back from her 9 day stay with Damacia a happy dog! Damacia was easy to stay in touch with and sent me photos and updates daily. I would def book with Damacia again!”
15. Cindy T.
“I needed a sitter for my puppy as I was going out of town for the weekend. I was so thankful that Cindy was able to take care of my baby while I was away. Cindy updated me and sent pictures to ensure me that August was ok.:) This was very first time using Rover and it was a great experience.”
16. Dorothy M.
“Dorothy was amazing! She is super caring and responsive, and made it really easy for me to know what my puppy was up to throughout the day. Would definitely recommend her for anyone!”
17. Kyla B.
“Kyla is the perfect sitter — responsible, communicative, and incredibly caring! I truly appreciated how she went above and beyond to care for my pup, Jessi. I was away on a 5-day trip, and for the first time, I didn’t worry about Jessi’s care. Kyla paid close attention to all of Jessi’s needs and made sure she was comfortable throughout her stay. Her thoughtful daily updates meant so much to me. I had such a wonderful experience and can’t recommend Kyla enough!”
18. Jonathan P.
“Jonathan was great! I can tell that Mocha enjoyed her time during boarding and we were sent pictures and videos through her stay. Would definitely recommend!”
19. Amanda E.
“I felt very good about leaving my dog with Amanda. I was gone almost a whole week but because of all the pictures and texts it didn’t seem that long. Amanda will definitely be my go to sitter the next time I need one.”
20. Amy M.
“Happy Dog Pet Care (Amy Mawyer) kept our 13 year old mixed breed terrier for 2 days/nights while we were out of town. We made an appointment beforehand to check out the home and also so our dog would already know the place when we dropped her off. HDPC was conveniently located for us near the West End of Richmond and right off of 295 at 95. Amy has one small dog and one or two cats of her own. My dog got along with them fine. There were 2 other larger dogs there the same weekend which was not a problem as our dog gets along with other dogs and is older so she pretty much just sleeps a lot these days. Amy had actually been contacted about keeping another dog the same weekend as my dog but the breed had aggressive tendencies so she did not take the dog for the weekend. She notified me of this beforehand and kept me posted on things. I received an e-mail each day I was gone telling me how my dog was doing. Amy makes homemade dog treats for the dogs and my dog even got doggy ice cream one day! The home was clean and there was water set out for the dogs both inside and out. There is a large fenced in backyard which my dog enjoyed. We will definitely be using HDPC and DogVacay again!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2024, 707 sitters provided dog boarding in Windsor. 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, 95% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 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.
Rover makes it easy to find Windsor 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 707 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 95% of sitters offer daily exercise, 96% offer medication administration, and 94% 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.
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