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

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

“It was our first time leaving our dog Lucy with Michelle and Lucy had a wonderful time and Michelle took great care of of her. I really appreciated the daily updates and pictures on how Lucy was doing. We were gone for a week and I felt comfortable and confident leaving Lucy in her care. I highly recommend her to anyone looking for a great dog sitter!”


“Dewi and I have had a wonderful first experience boarding with Alex! I was out of the country for two weeks, but always could tell form the updates, photos and videos that my gentle old man was in the best of care. Especially loved seeing him get special attention on his 15th birthday! Alex has much experience with all types of dogs, and it shows. Very professional. Thank you so much!”


“Myrna was great with our dog Archie!! She's very experienced with watching dogs and her house seems like a great environment for dogs to have a great time. I'd highly recommend her!”



“Hilary was an amazing sitter for my girl, she took her for runs, played extensively and even made time to always keep me informed. I would trust her again and again and really appreciate the peace of mind she offered while I was away. ❤️”


“Rhonda was the best with our Winnie! She provided a beautiful place for Winnie to stay and peace of mind for us. We loved receiving pictures. So thankful!”


“Matt is awesome and I wish I could leave 10 stars! He sent lots of updates so I knew Atlas was not only well taken care of, but also having a great time.”



“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.”


“My fur-child Jetson had a great 4 day stay at Julie"s place. She kept my mind at ease by sending lots of updates and pictures while he was in her care. She also was great at making sure he stayed on his medication and letting me know exactly how she was handling his anxiety and health concerns. I was so comfortable with her care of him and will be sure to book her again in the future!”



“Tiffany is amazing! This was the first time I boarded my Simba. I was so nervous. However, Simba was very well taken care of. Tiffany kept me updated with texts and pictures. She was professional and caring toward not only Simba but me as well. Simba truly enjoyed his stay. I don’t think he wanted to come home! I will definitely use Tiffany’s services again. If you want a reliable, patient, caring, and professional person to care for your pet, Tiffany is your person!!!”


“I am thrilled to give Jeff a 5-star review for taking care of my furry baby, Happy! Jeff went above and beyond to ensure Happy's happiness and well-being. He sent regular updates, which put my mind at ease, and showed genuine care and compassion for my pet. I'm so grateful to have found Jeff and would highly recommend him to anyone looking for a trustworthy and reliable pet sitter. Thank you, Jeff, for giving Happy the love and attention he deserves!”


“My dog came back his self and Abby let me know that he does well with cats, which is great. I came to pick him up straight from the airport and I was running half an hour late to pick him up but Abby was accommodating.”


“Lauren was AMAZING with my 10 year old Westie. She kept me up to date with photos, took the dogs on walks and trails, and excelled in communication from the first meet-and-greet. Will definitely book with Lauren again.”


“Joleya made Oreo feel so comfortable that I thought he wouldn’t want to come home! She was kind and responsive and flexible when we had to modify the pick up type. When I picked him up he was his usual happy go lucky self. I can tell he had an amazing time! I would absolutely love to utilize Joleya’s services again.”


“Ross and Ava took great care of our old girl. They sent us updates regularly and were flexible on pick up time. We’ll definitely be booking with them again!”


“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!”

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.


Michelle T.Star Sitter

“It was our first time leaving our dog Lucy with Michelle and Lucy had a wonderful time and Michelle took great care of of her. I really appreciated the daily updates and pictures on how Lucy was doing. We were gone for a week and I felt comfortable and confident leaving Lucy in her care. I highly recommend her to anyone looking for a great dog sitter!”


Alexandra O.Star Sitter

“Dewi and I have had a wonderful first experience boarding with Alex! I was out of the country for two weeks, but always could tell form the updates, photos and videos that my gentle old man was in the best of care. Especially loved seeing him get special attention on his 15th birthday! Alex has much experience with all types of dogs, and it shows. Very professional. Thank you so much!”


Myrna C.Star Sitter

“Myrna was great with our dog Archie!! She's very experienced with watching dogs and her house seems like a great environment for dogs to have a great time. I'd highly recommend her!”




Hilary R.
Star Sitter


“Hilary was an amazing sitter for my girl, she took her for runs, played extensively and even made time to always keep me informed. I would trust her again and again and really appreciate the peace of mind she offered while I was away. ❤️”


Royal & Rhonda P.Star Sitter

“Rhonda was the best with our Winnie! She provided a beautiful place for Winnie to stay and peace of mind for us. We loved receiving pictures. So thankful!”


Matt M.Star Sitter

“Matt is awesome and I wish I could leave 10 stars! He sent lots of updates so I knew Atlas was not only well taken care of, but also having a great time.”




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.”


Julie W.
Star Sitter


“My fur-child Jetson had a great 4 day stay at Julie"s place. She kept my mind at ease by sending lots of updates and pictures while he was in her care. She also was great at making sure he stayed on his medication and letting me know exactly how she was handling his anxiety and health concerns. I was so comfortable with her care of him and will be sure to book her again in the future!”




Tiffany B.
Star Sitter


“Tiffany is amazing! This was the first time I boarded my Simba. I was so nervous. However, Simba was very well taken care of. Tiffany kept me updated with texts and pictures. She was professional and caring toward not only Simba but me as well. Simba truly enjoyed his stay. I don’t think he wanted to come home! I will definitely use Tiffany’s services again. If you want a reliable, patient, caring, and professional person to care for your pet, Tiffany is your person!!!”


Raye J.Star Sitter

“Coby always has such a great time staying with Raye and her crew! I love that she sends me pictures throughout his stay, he's always pooped when we get home!”


Jeffrey H.Star Sitter

“I am thrilled to give Jeff a 5-star review for taking care of my furry baby, Happy! Jeff went above and beyond to ensure Happy's happiness and well-being. He sent regular updates, which put my mind at ease, and showed genuine care and compassion for my pet. I'm so grateful to have found Jeff and would highly recommend him to anyone looking for a trustworthy and reliable pet sitter. Thank you, Jeff, for giving Happy the love and attention he deserves!”


Deven & Tyreek C.

“They were so great with my doggy! Definitely will be booking with them again!! :)”


Amber B.Star Sitter

“Amazing! She has been so accommodating. She cared for our furry family member like she was her own. Highly recommended”


Abby M.
Star Sitter


“My dog came back his self and Abby let me know that he does well with cats, which is great. I came to pick him up straight from the airport and I was running half an hour late to pick him up but Abby was accommodating.”


Lauren B.

“Lauren was AMAZING with my 10 year old Westie. She kept me up to date with photos, took the dogs on walks and trails, and excelled in communication from the first meet-and-greet. Will definitely book with Lauren again.”


Joleya S.

“Joleya made Oreo feel so comfortable that I thought he wouldn’t want to come home! She was kind and responsive and flexible when we had to modify the pick up type. When I picked him up he was his usual happy go lucky self. I can tell he had an amazing time! I would absolutely love to utilize Joleya’s services again.”


Ross & Ava T.Star Sitter

“Ross and Ava took great care of our old girl. They sent us updates regularly and were flexible on pick up time. We’ll definitely be booking with them again!”


Kyla B.Star Sitter

“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!”


Cindy T.


“Cindy was very responsive to texts and accommodating with drop off/pick up. She has a great backyard and took excellent care of my dog. I’ve already rebooked.”


Amanda & Adam B.Star Sitter

“Adam and Amanda are great. They treated our pup just like their own. Our favorite Rover family so far. We will definitely try to use them again.”
Cullenwood dog parents share their Rover experiences
This was our first time using Rover. I was nervous but Emily was amazing! We had a meet and greet beforehand so Olive could meet her dog and cats. Emily kept me updated throughout the week with lots of messages and pictures. I would absolutely book her again in the future!

My lil Winter Is Coming had an amazing time with Lynelle and her family. She was able to accommodate us last minute and treated my doggo with a trip to Starbucks for a pup cup. Winter and her dog got along great and Lynelle made sure to send updates and pics for the stay. Highly recommended and will def book with her in the future!

Popular requests near you
Select a filter and find qualifying Cullenwood 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
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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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Cullenwood.
Rover makes it easy to find Cullenwood 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
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.
