Dog Boarding in Deep Creek South, Chesapeake, VA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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

“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!”



“I have boarded Cookies more than a dozen times over the past 12 years and Julie will be my go to dog boarder! She asked great questions before drop off and communicated the schedule at pick up so we could stay on schedule at home. She sent me several pictures while I was away so that I could see my fur baby. She let me know how she was adjusting to her environment from the moment she arrived. She shared that my senior dog wasn’t ready to get up when the rest of the family was ready, so they let her sleep in❤️. When my fur baby was leaving, she looked back at the door to see if Julie was coming with us. I look forward to my next trip because I know I can relax and not worry about my dogs’ care.”


“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.”


“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!”


“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”


“Gail was absolutely amazing , she sent pictures the entire time I was out of the country and communicated how they were doing ! She was so sweet and so kind , my dogs adore her!”


“My dogs seemed to have a great time with Orly. They were very tired when they got home. My experience with Orly was wonderful and I hope to have Baxter and Harper stay with her again.”


“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!”


“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!!”


“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.”


“Was amazing all around. I know my dog enjoyed himself and her communication and picture updates were always fast and well needed given my 2 week separation from my fur baby. Will be reaching out again if I ever need a 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.”


“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!!!!!”


“Tanaya was amazing with our dogs. She provided daily pictures and communicated when one of my dogs was refusing to eat (due to nervousness). My dogs were happy during their stay and got along well with her dogs. If I need a sitter, I'm definitely going to check her availability first!”


“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!!”


“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!!”


“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!”


“AYANA was amazing with Chaka although my pup is very energetic her and her family handled her well. She was overly excited and I received pictures daily which assured me that Chaka was happy. I totally recommend Ayana and definitely be using her again. Thank you for everything and reassuring me”

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.


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!”




Julie & Kenneth N.


“I have boarded Cookies more than a dozen times over the past 12 years and Julie will be my go to dog boarder! She asked great questions before drop off and communicated the schedule at pick up so we could stay on schedule at home. She sent me several pictures while I was away so that I could see my fur baby. She let me know how she was adjusting to her environment from the moment she arrived. She shared that my senior dog wasn’t ready to get up when the rest of the family was ready, so they let her sleep in❤️. When my fur baby was leaving, she looked back at the door to see if Julie was coming with us. I look forward to my next trip because I know I can relax and not worry about my dogs’ care.”


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.”


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!”


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”


Gail T.Star Sitter

“Gail was absolutely amazing , she sent pictures the entire time I was out of the country and communicated how they were doing ! She was so sweet and so kind , my dogs adore her!”


Orly O.

“My dogs seemed to have a great time with Orly. They were very tired when they got home. My experience with Orly was wonderful and I hope to have Baxter and Harper stay with her again.”


Ellen K.Star Sitter

“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 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!!”


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.”


Kaitlynn H.Star Sitter

“Was amazing all around. I know my dog enjoyed himself and her communication and picture updates were always fast and well needed given my 2 week separation from my fur baby. Will be reaching out again if I ever need a sitter!”




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.”


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!!!!!”


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!”


Tanaya H.

“Tanaya was amazing with our dogs. She provided daily pictures and communicated when one of my dogs was refusing to eat (due to nervousness). My dogs were happy during their stay and got along well with her dogs. If I need a sitter, I'm definitely going to check her availability first!”


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!!”


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!!”


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!”


Ayana W.Star Sitter

“AYANA was amazing with Chaka although my pup is very energetic her and her family handled her well. She was overly excited and I received pictures daily which assured me that Chaka was happy. I totally recommend Ayana and definitely be using her again. Thank you for everything and reassuring me”


Chelsie H.

“Hazel loved her stay with Chelsie!! We will be rebooking with her! If you’re looking for a great place to leave your pup, Chelsie is wonderful!”
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 Deep Creek South.
Rover makes it easy to find Deep Creek South 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.
