Dog Boarding in Chesapeake
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Chesapeake dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Julie and Kenny were awesome! They took the best care of my dog and she loved it there! They sent messages and pictures of her. My dog felt right at home in their place and they treated her like one of the family. She even slept with them at night in their bed! I will definitely have them watch Daisy again! :)”
“I had a last-minute need to board my dog, and Rover came through in the best way possible. Amber and Dane were incredibly quick to respond, which was such a relief. From the start, I could tell they genuinely cared for my dog, Comet. They treated him like part of the family, and he clearly had a blast with their crew. They also sent lots of great photos during his stay, which helped put my mind at ease and showed just how much fun he was having. It’s clear that they go above and beyond to make both pets and pet parents feel comfortable. I absolutely plan to book with them again in the future!”
“I don’t know where to start! Kathleen is absolutely the BEST. She’s taken great care of our big boy. He’s had plenty of outside time, an EXTREME amount of love, and a bunch of attention. I’ve also received video and picture update. A great way to take ease our fear of leaving our Bubby while we’re out. I wouldn’t hesitate to click that button and book her again. 10/10 RECOMMENDED!!”
“Megan and her family were really great with our baby girl Sage. She has anxiety, but they made her feel comfortable while we were gone for 5 days. She sent us plenty of photos and videos and always kept us updated. And Sage made some new fur Friends. We will most certainly be booking again. Thanks Megan!”
“Took Great care of my dog while providing constant updates. She also made him homemade treats from scratch. Definitely will leave my dog with her family again he enjoyed his stay and made friends.”
“Absolutely wonderful! My spoiled and picky old man stayed with Lillian and Timothy for the first time, and I could not have asked for better and more considerate care. They cleverly found ways to get him to take his medication when he was being fussy with his usual turkey wraps. And they sent lots of pictures of him enjoying walks, having cozy naps, and getting plenty of attention and love. 10/10 recommend!”
“Jaime & Anthony took incredible care of Marlin! She looked so happy in all the photos they sent. They treated my pet like their own, and gave her the love and care she needed while I was out of town. I definitely recommend them!”
“Our favorite sitters took care of our boy once again! He had a good time with his friends. He even got to go to the doggy park a couple of times. Maria and Matthew were fantastic!”
“Piper had a wonderful time with Tina and the other dogs there! Communication was great and I enjoyed the pictures I received from her! I will definitely be using her services again!”
“Beth took great care of Max and sent updates throughout the entire stay. It looks like Max enjoyed his stay and we will definitely be booking again! Thank you, Beth!”
“Cassandra and Tradd are the absolute best! Hazel has such a great time with them! Our mind is at ease knowing that the level of care is simply exceptional!”
“I had an amazing experience with Beverly ! She took care of my dog for a full week and went above and beyond in every way. Not only did she keep me updated regularly with pictures , but my dog was clearly happy and well-cared for the entire time. On the 6th day, she even gave him a bath. It’s such a relief to know your pet is in good hands, and I wouldn’t hesitate to book her again. Highly recommend!”
“Cherry was wonderful! She provided tons of videos and photos of my two pups! Even with crazy travel issues, she was able to keep my dogs for longer than originally planned and gave me peace of mind as I navigated travel delays! Highly recommend her for watching your pets!”
“Lauren did a wonderful job with Mabel. Appreciated the meet and greet, as well as the communications/photos while we were away. Would definitely rebook with Lauren and highly recommend her pet sitting services.”
Over 3,836 pet parents in Chesapeake have booked dog boarding
Chesapeake dog parents share their Rover experiences
Madison loved my little man just as much as me so leaving him with her was easy. She sent photo updates while I was away which gave me more comfort seeing he settled in well with her. She followed our routine so nothing was out of the norm for him. She’s perfect! I will most definitely book with her again.
I contacted Daisy LATE for the possible care of my Dog as a previous Sitter was not a good fit...we had a Meet/Greet on same day I contacted her which went well!! and she agreed to watch him for the weekend! She sent pictures plus she has an older dog who is chill like mine and they got along fine!! Her and her husband, Walter really cool people who care about and for your pet. very clean house, plenty of fenced in yard for my dog to 'explore'. I highly recommend Daisy, husband Walter and their 'boy' Teddy!!!!
Isaac took excellent care of our dogs, Duchess and Jojo, while we were away on a week-long cruise. His communication was great throughout our trip, and we really appreciated the frequent photo updates. We picked up our pups happy, healthy, and clearly well cared for. We would absolutely recommend Isaac to anyone looking for a reliable and caring pet sitter.
Very easy to drop them off and pick up, Brandon came to help and was super friendly and very welcoming for my chaotic kiddos. He did a phenomenal job taking good care of them while I was away. I got lots of pictures of their walks and the fun things they did this amend. I was worried because one of my boys has an anxious attachment personality due to his upbringing before I adopted him, but that wasn’t much of an issue with him due to the comfort and care that was provided. Extremely happy with the service (:
Thankful to Paul and his family for accommodating Bo and Jackson during a challenging sitter scheduling. He picked up my dogs from another sitter, identified some pet injuries, and reported them back to let me know my pets were safe and secure. Thanks to him and his family for providing me peace of mind.
Zimir was absolutely great. We had some last minute changes to our plans and he was able to watch our dogs on short notice. He provided lots of updates, as well as pictures. I definitely recommend Zimir. He was great at communicating as well. Thank you very much Zimir!
Popular requests near you
Select a filter and find qualifying Chesapeake 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 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!
The median cost per night for dog boarding in Chesapeake is $40
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.
Sitters in Chesapeake average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Chesapeake is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesapeake dog boarding rates can be found as low as $25 to as high as $53 per night.
As of Jun 2026, 1,007 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, 94% of Chesapeake dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesapeake have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 1,007 dog boarding sitters in Chesapeake on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake, 96% of sitters offer daily exercise, 98% offer medication administration, and 95% 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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