Dog Boarding in Pleasant Grove East, Chesapeake, VA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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

“John did a great job with our pup. He was great about sending updates and pictures each day. Quick and easy communication. There is plenty of indoor and fenced outdoor space. We will use John again when we need someone near the OBX.”


“Megan was really good with our pup! She stayed for 2 nights with Megan and had a great time! Megan sent constant updates and pictures. So glad I decided to use Rover and not board my pup at a facility!”


“Eric and his family were great for our Evey girl. Even went as fall as meeting first in order to ensure we were a good fit/uncomfortable with leaving her. Eric was extremely responsive when I would check in. Flexible on pick up and drop off times. Evey is happy to be home for sure, but no doubt was well taken care of by the family. Thanks!”


“Derek was a fantastic dog sitter for our Dog. He gave nightly updates with pictures. Anytime I reached out to Derek he was very responsive and helpful. Our dog was well cared for while we were away for a week. He came back a very happy puppy. We wouldn’t hesitate to leave our dog with Derek again.”


“Jenn took really good care of my pet Teddy. She accommodated my last minute booking request. She gave us daily updates with pictures. When we picked up Teddy, he is clean and smells good. Will definitely book with her again in the future. Thank you and keep up the good work.”


“María and Mathew were great with taking care of ares, i constantly got updates and pictures while they took care of him and he looked happy the whole time, i would recommend them as dog sitters 😁”


“Michelle was great, she sent me photos and promptly responded to messages. Most of all Zu adjusted very well to her and her pups. I would definitely book with her again!”


“Janice was awesome! 10 out of 10 would recommend for anyone looking to board the doggy. She gave updates daily and is super nice and understanding. If I ever have to board my doggy again I know exactly where I’ll be going first.”


“We rebooked with Ben and Shannon after using them this past summer. They are great! They provide awesome regular updates and the pups are wore out when they get home. They treat my two dogs like family and I can tell they are really taken care of well when I pick them up. I love the little bandannas they were wearing too! Definitely book with them for a great experience!”


“we were so happy to have found Stephen for our five month old golden doodle. This was his first time staying with somebody else outside of ourselves and of course he is a puppy. So Stephen had his hands full and he did a phenomenal job for us. He kept us in the loop, sent us pictures, and even assisted in training our puppy with using a crate. It gave us great peace of mind to have our puppy in his hands, and we look forward to working with him in the future.”


“Eugene did an outstanding job! Very attentive to the pups and sent periodic pic and updates as to their well-being. They had plenty of land to roam and also went on regular walk. Upon drop off they were fully content with him and were happy and healthy at pickup. Will definitely use again and highly recommend.”


“Sherry was very helpful and responsive. This was our first time leaving our dogs and using Rover. Sherry sent us photos and updates during our trip. Our dogs loved her family too! We will definitely call Sherry on our next trip”


“They did a great job with my highly active 1yr old ridgeback. Very responsive, sent me multiple updates with pictures. Highly recommend and I will be using them again.”



“This was our second time having Cassie and Tradd watch our dog while we were in vacation and we can’t recommend them enough! He ran right in, so excited to be there, and we always appreciate all the updates they send. Definitely the best home away from home for our fur child ❤️”


“Rachael takes great care of our dog and treats her like her own baby! Offers wonderful care and communicates often with pictures and videos. You can’t go wrong with Rachael!!”


“Amanda was great! I couldn’t have asked for a better experience. She kept me updated to include pics of the dogs did so well with her. It set my mind at ease and was able to enjoy my short time away from home.”


“Ricardo and his family took great care of our fur babies and they're wonderful people. This was one of our dogs 2nd time with Ricardo so she remembered him and had no issues warming up. I was so nervous leaving my 14 year old Yorkie that is hard of hearing and has arthritis pretty bad. He does best being cared for at our home but Hurley did so good there. We will definitely be back!”


“Shawanda was awesome with our Zoey! She met up with us ahead of time and we had a great first meeting. I was almost jealous when I saw how comfortable our little one was with her but it comforted me knowing she was in good hands. I’ll definitely use her again.”

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.


John B.Star Sitter

“John did a great job with our pup. He was great about sending updates and pictures each day. Quick and easy communication. There is plenty of indoor and fenced outdoor space. We will use John again when we need someone near the OBX.”


Megan L.Star Sitter

“Megan was really good with our pup! She stayed for 2 nights with Megan and had a great time! Megan sent constant updates and pictures. So glad I decided to use Rover and not board my pup at a facility!”


Eric C.
Star Sitter


“Eric and his family were great for our Evey girl. Even went as fall as meeting first in order to ensure we were a good fit/uncomfortable with leaving her. Eric was extremely responsive when I would check in. Flexible on pick up and drop off times. Evey is happy to be home for sure, but no doubt was well taken care of by the family. Thanks!”


Derek J.
Star Sitter


“Derek was a fantastic dog sitter for our Dog. He gave nightly updates with pictures. Anytime I reached out to Derek he was very responsive and helpful. Our dog was well cared for while we were away for a week. He came back a very happy puppy. We wouldn’t hesitate to leave our dog with Derek again.”


Jenn B.Star Sitter

“Jenn took really good care of my pet Teddy. She accommodated my last minute booking request. She gave us daily updates with pictures. When we picked up Teddy, he is clean and smells good. Will definitely book with her again in the future. Thank you and keep up the good work.”


Maria & Matthew R.Star Sitter

“María and Mathew were great with taking care of ares, i constantly got updates and pictures while they took care of him and he looked happy the whole time, i would recommend them as dog sitters 😁”


Michelle R.Star Sitter

“Michelle was great, she sent me photos and promptly responded to messages. Most of all Zu adjusted very well to her and her pups. I would definitely book with her again!”


Janice O.Star Sitter

“Janice was awesome! 10 out of 10 would recommend for anyone looking to board the doggy. She gave updates daily and is super nice and understanding. If I ever have to board my doggy again I know exactly where I’ll be going first.”


Ben & Shannon A.Star Sitter

“We rebooked with Ben and Shannon after using them this past summer. They are great! They provide awesome regular updates and the pups are wore out when they get home. They treat my two dogs like family and I can tell they are really taken care of well when I pick them up. I love the little bandannas they were wearing too! Definitely book with them for a great experience!”


Priscilla G.
Star Sitter


“Pricilla was great with my big baby Rocky. She send frequent pictures and made sure he was well taken care of. Defiantly recommend her services”


Stephen s.Star Sitter

“we were so happy to have found Stephen for our five month old golden doodle. This was his first time staying with somebody else outside of ourselves and of course he is a puppy. So Stephen had his hands full and he did a phenomenal job for us. He kept us in the loop, sent us pictures, and even assisted in training our puppy with using a crate. It gave us great peace of mind to have our puppy in his hands, and we look forward to working with him in the future.”


Katja B.

“Katja was amazing with Puca! He stuck to her like glue :) We got so many photos so we knew he was happy and cared for. Would absolutely recommend!”


Eugene J.

“Eugene did an outstanding job! Very attentive to the pups and sent periodic pic and updates as to their well-being. They had plenty of land to roam and also went on regular walk. Upon drop off they were fully content with him and were happy and healthy at pickup. Will definitely use again and highly recommend.”


Sherry H.
Star Sitter


“Sherry was very helpful and responsive. This was our first time leaving our dogs and using Rover. Sherry sent us photos and updates during our trip. Our dogs loved her family too! We will definitely call Sherry on our next trip”


Thomas & Savannah W.

“They did a great job with my highly active 1yr old ridgeback. Very responsive, sent me multiple updates with pictures. Highly recommend and I will be using them again.”




Cassandra & Tradd D.
Star Sitter


“This was our second time having Cassie and Tradd watch our dog while we were in vacation and we can’t recommend them enough! He ran right in, so excited to be there, and we always appreciate all the updates they send. Definitely the best home away from home for our fur child ❤️”


Rachael R.

“Rachael takes great care of our dog and treats her like her own baby! Offers wonderful care and communicates often with pictures and videos. You can’t go wrong with Rachael!!”


Amanda S.
Star Sitter


“Amanda was great! I couldn’t have asked for a better experience. She kept me updated to include pics of the dogs did so well with her. It set my mind at ease and was able to enjoy my short time away from home.”


Sabrina M.Star Sitter

“Ricardo and his family took great care of our fur babies and they're wonderful people. This was one of our dogs 2nd time with Ricardo so she remembered him and had no issues warming up. I was so nervous leaving my 14 year old Yorkie that is hard of hearing and has arthritis pretty bad. He does best being cared for at our home but Hurley did so good there. We will definitely be back!”


Shawanda R.

“Shawanda was awesome with our Zoey! She met up with us ahead of time and we had a great first meeting. I was almost jealous when I saw how comfortable our little one was with her but it comforted me knowing she was in good hands. I’ll definitely use her again.”
Pleasant Grove East dog parents share their Rover experiences
"I had a wonderful experience with June as my pet sitter! Casper had an amazing time during his stay. She was so attentive and caring, and it was clear that he really enjoyed spending time with them. The dogs and cat were great company for him, and I loved hearing how well they all got along. June went above and beyond to make sure he felt comfortable and loved. I highly recommend her to anyone looking for a trustworthy and kind pet sitter. Casper can’t wait for his next stay!"

Popular requests near you
Select a filter and find qualifying Pleasant Grove East 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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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
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 Pleasant Grove East.
Rover makes it easy to find Pleasant Grove East 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.
