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.

“ERIC Always provides a safe, fun and dog friendly space for my highly Anxious dog. He let's her snuggle up to feel safe and gives her plenty of space to run around and play with other dogs. HIGHLY RECOMMEND HIM..I drive 20.miles just to use his boarding service.”


“It's no question if we are in the area again we would choose Stephen. Even though he had multiple dogs he made sure Car dog had the personal 1 on 1 attension she needed. He sent text and photos every day. New from our first meeting greet that he totally understands dogs they're habits and their signals. Thank you Stephen”


“This is the third or fourth time I’ve used Eugene to watch my dog. I get updates and videos daily, my dog is happy to see Eugene at drop off and happy at pick up. Highly recommend his services- he’s very kind and respectful.”


“John was awesome. Our dog Jake had a blast playing with the other dogs. And, John keeps t us posted with pics and videos and was extremely quick to respond whenever we reached out to him. His house/yard is set up great for hosting dogs. Large yard. Highly recommend him and we will be using him again”



“Amazing! They were so communicative and accommodating. They sent numerous pictures during my dogs stay. When we picked up our dogs they were happy and tired. One of my dogs actually looks sad leaving. Overall, great sitters and we will be using them again.”


“Sabrina was absolutely amazing with our pittie Joe. We would absolutely board our baby with her again. She was very understanding when we were running behind on our return due to traffic and we are very grateful.”


“NOVA had a Wonderful time with Jen. Nova is sweet and can be shy but has a lot of energy. Jen’s big fenced back yard is ideal for Nova who is a teenage dog to romp and play. This was Nova’s second time staying with Jen. Nova stayed (9) days and Jen communicated well, sent lots of pictures and gave updates on Nova’s routine while staying with her. I highly recommend Jen to watch Nova again. Any dog staying with Jen is in good hands.”


“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!”


“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!!”


“Absolutely amazing! Our cooper had the best time staying with Shannon and she loved him like one of her own. Her two pups are precious too. She sent plenty of pictures of him having a great time to make me feel better about being away from him. Will definitely book again!!”


“Took fantastic care of my older dog while out of state and nurtured her through a sickness. Took her to the vet and even gave her medication. She was in constant communication and truly cared about my dogs health.”


“Courtney was an excellent sitter!! She has a great setup geared for you pup to have a great time! Max had fun with her dogs and puppy and she shared plenty of photos/videos of Max playing with his new friends. Would highly recommend her. If I travel again, she’ll be watching Max again! Thanks Courtney!”


“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!”


“This was our second time with María and Matthew, and once again they were fantastic! I feel so at ease knowing my fur baby is in such loving and reliable hands. Highly recommend!”


“She took care of my dog like her own. I highly recommend her. She kept me in the loop by sending pictures all the time. My dog had a great vacation and was very happy in her care!!”


“I selected Kobie to care for my Baby Boop because I had watched him on several occasions with his dogs and I admired the way he treats them and their responses to him. Kobie is a dog whisperer and I am so happy with his service. I received videos and Kobie communicated throughout the visit. Excellent service! Kobie is my choice for Betty Boop’s care going forward!”


“First time using Rover and I’m glad I was linked up with Sherry. She is very quick to response to questions and concerns. My puppy’s stay was very pleasant and I received daily pictures from her. I couldn’t be happier with the experience. Highly recommended!!!!!”


“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!”


“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.”

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.


Eric C.
Star Sitter


“ERIC Always provides a safe, fun and dog friendly space for my highly Anxious dog. He let's her snuggle up to feel safe and gives her plenty of space to run around and play with other dogs. HIGHLY RECOMMEND HIM..I drive 20.miles just to use his boarding service.”


Stephen s.Star Sitter

“It's no question if we are in the area again we would choose Stephen. Even though he had multiple dogs he made sure Car dog had the personal 1 on 1 attension she needed. He sent text and photos every day. New from our first meeting greet that he totally understands dogs they're habits and their signals. Thank you Stephen”


Eugene J.

“This is the third or fourth time I’ve used Eugene to watch my dog. I get updates and videos daily, my dog is happy to see Eugene at drop off and happy at pick up. Highly recommend his services- he’s very kind and respectful.”


John B.Star Sitter

“John was awesome. Our dog Jake had a blast playing with the other dogs. And, John keeps t us posted with pics and videos and was extremely quick to respond whenever we reached out to him. His house/yard is set up great for hosting dogs. Large yard. Highly recommend him and we will be using him again”


Amanda S.
Star Sitter


“Amanda is great with my two pups! Flexible on pick up times when my flight was delayed home. Thanks a million! Will book again in the future!”




Cassandra & Tradd D.
Star Sitter


“Amazing! They were so communicative and accommodating. They sent numerous pictures during my dogs stay. When we picked up our dogs they were happy and tired. One of my dogs actually looks sad leaving. Overall, great sitters and we will be using them again.”


Sabrina M.Star Sitter

“Sabrina was absolutely amazing with our pittie Joe. We would absolutely board our baby with her again. She was very understanding when we were running behind on our return due to traffic and we are very grateful.”


Jenn B.Star Sitter

“NOVA had a Wonderful time with Jen. Nova is sweet and can be shy but has a lot of energy. Jen’s big fenced back yard is ideal for Nova who is a teenage dog to romp and play. This was Nova’s second time staying with Jen. Nova stayed (9) days and Jen communicated well, sent lots of pictures and gave updates on Nova’s routine while staying with her. I highly recommend Jen to watch Nova again. Any dog staying with Jen is in good hands.”


Megan L.Star Sitter

“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!”


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!!”


Shannon S.Star Sitter

“Absolutely amazing! Our cooper had the best time staying with Shannon and she loved him like one of her own. Her two pups are precious too. She sent plenty of pictures of him having a great time to make me feel better about being away from him. Will definitely book again!!”


Shawanda R.

“Took fantastic care of my older dog while out of state and nurtured her through a sickness. Took her to the vet and even gave her medication. She was in constant communication and truly cared about my dogs health.”


Courtney & Kailee B.


“Courtney was an excellent sitter!! She has a great setup geared for you pup to have a great time! Max had fun with her dogs and puppy and she shared plenty of photos/videos of Max playing with his new friends. Would highly recommend her. If I travel again, she’ll be watching Max again! Thanks Courtney!”


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!”


Maria & Matthew R.Star Sitter

“This was our second time with María and Matthew, and once again they were fantastic! I feel so at ease knowing my fur baby is in such loving and reliable hands. Highly recommend!”


Kathleen S.Star Sitter

“She took care of my dog like her own. I highly recommend her. She kept me in the loop by sending pictures all the time. My dog had a great vacation and was very happy in her care!!”


Kobie H.Star Sitter

“I selected Kobie to care for my Baby Boop because I had watched him on several occasions with his dogs and I admired the way he treats them and their responses to him. Kobie is a dog whisperer and I am so happy with his service. I received videos and Kobie communicated throughout the visit. Excellent service! Kobie is my choice for Betty Boop’s care going forward!”


Sherry H.
Star Sitter


“First time using Rover and I’m glad I was linked up with Sherry. She is very quick to response to questions and concerns. My puppy’s stay was very pleasant and I received daily pictures from her. I couldn’t be happier with the experience. Highly recommended!!!!!”


Kristin O.
Star Sitter


“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!”


Derek J.
Star Sitter


“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.”
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 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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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.
