Dog Boarding in Chesapeake, MO
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Chesapeake dog boarders
“Sammy is a high energy boy but Amanda and her family embrace his puppy side and take great care of him. I am super confident he is well loved when he is in her care.”
“Deserae is very professional and caring. After meeting her and her children I didn't worry about my two babies for a minute. I received many pictures of their visit. I would use this service again with Deserae and recommend it to anyone. Joyce”
“Brooke did such a great job with Dora. She literally treated her like one of her own even though she can be a handful and a lot needy. I received many updates and pictures so I knew she was in good hands. I love that Dora fit right in and adapted very well. I look forward to booking with Brooke again.”
“Jennifer & Aaron (and their son) have gone above and beyond to keep my pootch safe and happy. Almost every day, during a ten day overnight stay they have sent pictures and notes to reassure me Poppy is not only safe, but feeling loved. Jennifer & Aaron are thoughtful, trustworthy and great communicators. Highly recommended if you are looking for a home away from home for your pet!”
“Another stay with Mallory in the books😊 Sophie and Enzo really enjoyed their five night stay with Mallory and her family. She sent me a pic of my pups curled up together, sleeping like they do at home. She is a very responsive pet-sitter, answering my texts within a few minutes. It’s so convenient to drop off and pickup at her home since she’s so close to the airport, and she has been very flexible when schedules flights aren’t always on time. Mallory will be my first call when I need to go out of town again!”
“Ashleigh was great with all aspects of our dog's stay. Great communication before and during the stay along with pictures of how our dog was doing. Lucy was comfortable with Ashleigh and her home, and we look forward to using her again!”
“Raelynn was great! She communicated with me each day, several times, by sending me pictures and letting me know how Rosie was adjusting. I would 100% use her again. Thank you!!”
“This was our first experience using Rover, and Nella was fantastic. She was quick to respond to messages and accepted our request with very short notice. She took excellent care of Remi (our lab) and provided regular updates while he was in her care. We will most definitely reach out to her the next time we need a pet sitter.”
“Our pup Piper has stayed with Raquel for daycare, and recently stayed with her for 7 days for boarding. Piper absolutely loves Raquel, and playing with the pup friends she’s met there! She’s so excited at drop-off when she realizes where we are, and she always comes home happy and completely exhausted.”
“We had something come up last minute on a Sunday and needed to be out of town overnight. We usually board at the vet, but of course they were closed so I looked on Rover. Payten was able to take him that day and even within just a few hours. I felt very comfortable leaving Benji with Payten once I met her. She is super sweet and made sure to ask all the questions regarding his care. She even sent me a few pictures of him while we were away. I'm guessing he had tons of fun and was more active than usual because when we got home he wanted to do nothing but sleep. The only thing to note is she does have a toddler in the home. He done great with our Benji and Benji loves playing with kids, but if your dog does not like kids, this might not be the best option for you.”
“Sami and Charles took amazing care of Dakota! I loved all the pictures and videos they shared of her while we were gone. Walks, playing with dogs and running around in their yard! I could tell she was having a wonderful time! Sami and Charles were so accommodating and easy to communicate with. If you are looking for a sitter 10/10 recommend! Thank you both!”
“Last minute booking. Excellent care of our fur ball. We were updated with regular photos and chats about Ozzy's days. We hope to have Gerrad watch Ozzy many times in the future! Thank you so much!”
“We have one easy dog (though not too easy because he is still a puppy and not fully potty trained) and a challenging 5 year old maltese that doesn't trust easily. Leaving him has always been a challenge. We've never felt so comfortable being gone from him as when Lael had him. I don't mind being away from him but I worry about him being trouble for the person keeping him. He wasn't an easy keep for her but she was so open to letting him warm up and adjust to her. By the last couple days he was snuggling on her lap and following her around like he does with me. She also was great with our puppy and continuing his potty training. He in particular loved running in her big, fenced yard with her dogs and having access to a doggy door. While we were gone she sent videos and pictures and gave us regular updates. What a great experience for us and our fur babies. Thank you Lael.”
“Sydney and her husband are amazing! They provided great updates while my dog was with them and were so flexible and understanding when I accidentally booked wrong, and they let my dog stay another night! I’m so grateful to them!”
“Olivia watched our puppy Atlas for almost a week and we couldn’t not have felt more safe and secure in our decision to choose her as our sitter. She kept us updated on Atlas on our vacation and took excellent care of him. Atlas came home exhausted from how much fun he had with Olivia and her other 2 amazing pups! We cannot recommend her enough to be your next pet sitter!”
“We ended up spending the summer on Springfield, MO on short notice and our two pups stayed with Cynthia 3 times this summer. We’ve got a Golden and a little mix and they both had a great time. Spoiled and pampered and snuggled up with Cynthia and her daughter. I highly recommend Cynthia of you need a sitter!’”
Loving dog boarding sitters in your neighborhood
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Amanda W.Star Sitter
“Sammy is a high energy boy but Amanda and her family embrace his puppy side and take great care of him. I am super confident he is well loved when he is in her care.”
Deserae B.Star Sitter
“Deserae is very professional and caring. After meeting her and her children I didn't worry about my two babies for a minute. I received many pictures of their visit. I would use this service again with Deserae and recommend it to anyone. Joyce”
Brooke E.Star Sitter
“Brooke did such a great job with Dora. She literally treated her like one of her own even though she can be a handful and a lot needy. I received many updates and pictures so I knew she was in good hands. I love that Dora fit right in and adapted very well. I look forward to booking with Brooke again.”
Aaron & Jennifer D.Star Sitter
“Jennifer & Aaron (and their son) have gone above and beyond to keep my pootch safe and happy. Almost every day, during a ten day overnight stay they have sent pictures and notes to reassure me Poppy is not only safe, but feeling loved. Jennifer & Aaron are thoughtful, trustworthy and great communicators. Highly recommended if you are looking for a home away from home for your pet!”
Mallory T.Star Sitter
“Another stay with Mallory in the books😊 Sophie and Enzo really enjoyed their five night stay with Mallory and her family. She sent me a pic of my pups curled up together, sleeping like they do at home. She is a very responsive pet-sitter, answering my texts within a few minutes. It’s so convenient to drop off and pickup at her home since she’s so close to the airport, and she has been very flexible when schedules flights aren’t always on time. Mallory will be my first call when I need to go out of town again!”
Gretchen P.Star Sitter
“Gretchen, her husband and daughters did a wonderful job taking care of our miniature schnauzer and havadoodle. They spent five days with them.”
Dylan S.
“Highly recommend booking with Dylan. My dog seemed to have a great time and he gave multiple updates every day. I will be re-booking with him!”
Brooke R.Star Sitter
“Brooke was amazing! She communicates so well and everything about my booking was so last minute on my end but she was so sweet and understanding about it!”
Ashleigh B.
“Ashleigh was great with all aspects of our dog's stay. Great communication before and during the stay along with pictures of how our dog was doing. Lucy was comfortable with Ashleigh and her home, and we look forward to using her again!”
Raelynn N.Star Sitter
“Raelynn was great! She communicated with me each day, several times, by sending me pictures and letting me know how Rosie was adjusting. I would 100% use her again. Thank you!!”
Nella F.Star Sitter
“This was our first experience using Rover, and Nella was fantastic. She was quick to respond to messages and accepted our request with very short notice. She took excellent care of Remi (our lab) and provided regular updates while he was in her care. We will most definitely reach out to her the next time we need a pet sitter.”
Raquel C.
“Our pup Piper has stayed with Raquel for daycare, and recently stayed with her for 7 days for boarding. Piper absolutely loves Raquel, and playing with the pup friends she’s met there! She’s so excited at drop-off when she realizes where we are, and she always comes home happy and completely exhausted.”
Payten S.
“We had something come up last minute on a Sunday and needed to be out of town overnight. We usually board at the vet, but of course they were closed so I looked on Rover. Payten was able to take him that day and even within just a few hours. I felt very comfortable leaving Benji with Payten once I met her. She is super sweet and made sure to ask all the questions regarding his care. She even sent me a few pictures of him while we were away. I'm guessing he had tons of fun and was more active than usual because when we got home he wanted to do nothing but sleep. The only thing to note is she does have a toddler in the home. He done great with our Benji and Benji loves playing with kids, but if your dog does not like kids, this might not be the best option for you.”
Charles & Sami S.Star Sitter
“Sami and Charles took amazing care of Dakota! I loved all the pictures and videos they shared of her while we were gone. Walks, playing with dogs and running around in their yard! I could tell she was having a wonderful time! Sami and Charles were so accommodating and easy to communicate with. If you are looking for a sitter 10/10 recommend! Thank you both!”
Laura A.
“Laura is wonderful My dogs love her and so do we. My dog will jump out of the window into her arms. She is the only person we will use for our fur babies.”
Gerrad L.Star Sitter
“Last minute booking. Excellent care of our fur ball. We were updated with regular photos and chats about Ozzy's days. We hope to have Gerrad watch Ozzy many times in the future! Thank you so much!”
Lael S.Star Sitter
“We have one easy dog (though not too easy because he is still a puppy and not fully potty trained) and a challenging 5 year old maltese that doesn't trust easily. Leaving him has always been a challenge. We've never felt so comfortable being gone from him as when Lael had him. I don't mind being away from him but I worry about him being trouble for the person keeping him. He wasn't an easy keep for her but she was so open to letting him warm up and adjust to her. By the last couple days he was snuggling on her lap and following her around like he does with me. She also was great with our puppy and continuing his potty training. He in particular loved running in her big, fenced yard with her dogs and having access to a doggy door. While we were gone she sent videos and pictures and gave us regular updates. What a great experience for us and our fur babies. Thank you Lael.”
Sydney M.Star Sitter
“Sydney and her husband are amazing! They provided great updates while my dog was with them and were so flexible and understanding when I accidentally booked wrong, and they let my dog stay another night! I’m so grateful to them!”
Olivia S.
“Olivia watched our puppy Atlas for almost a week and we couldn’t not have felt more safe and secure in our decision to choose her as our sitter. She kept us updated on Atlas on our vacation and took excellent care of him. Atlas came home exhausted from how much fun he had with Olivia and her other 2 amazing pups! We cannot recommend her enough to be your next pet sitter!”
Cynthia C.
“We ended up spending the summer on Springfield, MO on short notice and our two pups stayed with Cynthia 3 times this summer. We’ve got a Golden and a little mix and they both had a great time. Spoiled and pampered and snuggled up with Cynthia and her daughter. I highly recommend Cynthia of you need a sitter!’”
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 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
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?
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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
As of Aug 2025, 125 sitters provided dog boarding in Chesapeake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 96% of Chesapeake dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesapeake have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 14 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chesapeake.
Rover makes it easy to find Chesapeake 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
There are 125 dog boarding sitters in Chesapeake on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake, 94% of sitters offer daily exercise, 89% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
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