Dog Boarding in Pleasant Grove West, 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 West dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Maria & Matthew are the absolute best! We’ve used them twice and each time it gets better! Our dog loves his mini vaca at their house with his doggie friends. Their communication is incredible! Maria and Matthew are our go to sitters!”

“Lauren was wonderful and Winston was in such great hands. We got pictures of him and we knew he had become a part of their family during our trip. Winston gives his stay 5 stars too! Thank you Lauren!”

“Highly recommend, excellent sitter! Eugene took the best care of our 1 yo and 16 yo (!) miniature dachshunds. He sent updates and photos during their stay. Our dogs had a wonderful time at their home-away-from-home. Eugene responds quickly to messages, is very accommodating, and ensured that we had no worries while we were out of town.”

“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!”

“Another wonderful stay with John B.! Daisy was happy to arrive and remembered John’s and his home even though it had been a while since our last visit. John’s daily picture updates are a nice touch as well.”


“10/10! Cassandra and Tradd were amazing!!! Cassandra sent me photos throughout my pup’s stay, and gave frequent updates. She was very responsive and super friendly! Great home, great people. Will be using again!”

“Kobie was fantastic with my little guy Sam. I was nervous at first but Kobie provided daily information I could Videos. Also l had to book with Kobie at the last minute same day as going out of town and he was able to accommodate my Dog/Sam. I highly recommend Kobie!!!”

“Katja did a terrific job taking care of my sweet little dog! She sent me updates and pictures every day to let me know how she was doing, she even sent me a couple of videos. Katja and her family treated my baby like part of their family. I would definitely hire her again!”

“Rachael was absolutely wonderful! It was the first time we were away from our sweet puppy girl for more than a few hours. Rachael made sure we felt comfortable, asking questions to find out what our dog needed to feel safe and comfortable. She sent regular videos to ease our minds, which allowed us to enjoy our vacation. I would use Rachael again and would recommend her to anyone looking for a safe and loving place to leave their fur baby!”

“Derek was the perfect dog sitter for our Oakley (a rescue chihuahua/mix). He typically takes at least half a day to warm up to dog sitters and usually won’t eat the first meal. Our dog warmed up to Derek and his wife almost immediately! Oakley was walked plenty, fed, and Derek was great with communication throughout our pups stay. Will definitely book again if we are in the area.”

“Shannon took such great care of our dog, Ruby. Shannon sent multiple photos of Ruby during her stay, reassuring us that she was enjoying herself. We'll definitely use Shannon again in the future!”

“Our meet and greet put us at ease with Kristen’s knowledge and experience so we scheduled our first overnight weekend with her. Her passion and attention to our puppy during the stay was super. We highly recommend her!”

“We couldn’t have been anymore satisfied! Stephen did an awesome job with Rocky. Not only did he ensure that Rocky felt safe and welcomed at his home, he also kept and maintained me informed the entire time; making me feel extremely at ease. We definitely recommend Stephen and will keep on returning every time Rocky need a sitter.”

“Ms Jenn was extremely accommodating to the time of drop off and pick up. We feel like leaving Tomato with a family member, her house is nice and roomy with a large fenced yard which will allow your pet to play safely outside. Ms Jenn sent us pictures and detailed updates to ensure that our Tomato is in great care. I would come back to Ms Jenn every time we need to leave Tomato with someone we trust. Contact her, you won’t regret it!”

“Beverly was a saint! She answered my request to board to board my little one on a very short notice (due to a funeral). This was my little guy's first time away from me since he's newly adopted. She sent lots of pictures and he looked very content in her company. I felt as though he found a second home and I will DEFINITELY request her again.”

“Megan was incredible! She provided frequent updates and photos so I never worried while my girls were away. She has a wonderful calming presence about her that made me feel confident my girls were in great hands. I highly recommend Megan!”

“Courtney is AMAZING! We have 2 very high energy dogs and I was very hesitant to leave them with anyone; Courtney kept us very updated and treated our babies like her own! We will be using her whenever we go out of town!! :)”

“Ellen is wonderful and took excellent care of my dog! Her fenced back yard was great for him! Ellen was awesome about communicating with me during the boarding and she texted some adorable pictures! Highly recommended!”

“Kathleen is the best dog sitter. Kathleen watched our 6 month old puppy for 8 days! Every day She sent us pics and text and our sweet pup looked to happy and spoiled. We would highly recommend Kathleen. 5 plus stars indeed.”

“Sherry was great. I was scared to leave the pup with strangers but her home has a welcoming atmosphere. Obi seemed very relaxed and comfortable so I knew he was in safe hands.”

Pleasant Grove West dog parents share their Rover experiences
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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
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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.
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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 West.
Rover makes it easy to find Pleasant Grove West 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.
