Dog Boarding Chesapeake
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 3,915 pet parents in Chesapeake have booked dog boarding
Chesapeake, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I knew when I met Julie that this home was the right choice for our pup. There is nothing better than knowing your furry family member is in a good and loving environment while you're out of town. We could not have been happier and will use her and Kenneth again!”
“Kathleen is truly a gem! I cannot recommend Kathleen enough as a dog-sitter. From the moment we met, I felt completely at ease leaving my fur baby in her care. She’s reliable, caring, and genuinely loves animals—which shows in every interaction. Kathleen took the time to get to know my dog’s personality, quirks, and routines, and kept me updated with adorable photos and messages while I was away.”
“What an incredible family taking care of our new puppy called Ziggy. We live abroad and needed a sitter until we could take him over full time. They were so easy to communicate with and so helpful with everything from change of food, treats, to teaching him demands and keeping him safe. He has been playing non stop with their house dog as well as with other dogs they have sat through the more than one month they took care of Ziggy. I can’t be thankful enough. Your dog will be safe with this family, I can assure you this! Thank you Maria & Matthew 🙏🏻”
“If I could give more than 5 stars, I would! My husband and I recently moved to the area and were in need of a sitter on very short notice. Amber and Dane were incredibly friendly, accommodating, and immediately made us feel comfortable leaving our pup in their care. Prior to drop-off, our dog developed a hot spot on his neck and had been placed in a cone and started on antibiotics by the vet. Amber and Dane were extremely knowledgeable and attentive when it came to caring for a dog with additional medical needs, and they kept me updated throughout his stay on how he was doing and healing. They were also incredibly understanding and supportive during our transition into a new area, which meant so much to us. On top of that, they have three beautiful dogs of their own, and my Frenchie absolutely loved being around them. You can truly tell they care deeply about animals, and they’ve absolutely turned us into long-term returning clients.”
“Meagan was awesome! Especially with a last minute booking, she was available for meet and greet prior and asked and answered any questions with ease. Throughout the stay her communications were excellent and she sent great pictures. We didn’t worry on our trip because we knew Lyra was in great hands! We knew Lyra was treated as family while in her stay! Would 100 percent book her again!”
“David did so great with my Great Pyrenees, Charlie! He was also very patient with me as this was my first time using the app and I accidentally scheduled the wrong day. Upon meeting Charlie was very comfortable with him and he was excited to go hang with David. Thank you SO much for taking care of our huge furry friend. I highly recommend having David watch your dog!”
“Holly loves spending time with Michelle. We don’t feel guilty for a second leaving her here! As soon as we pull onto Michelle’s street, Holly starts whimpering with excitement. She is always exhausted when she comes home! Based on all the photos that Michelle sends of Holly playing in the yard with all of her friends, it’s no wonder that Holly comes home exhausted!”
“We had a great experience working with Melanie! She was attentive, caring, and kept us updated throughout our pet (Kash’s) stay. We really appreciated the regular pictures and messages showing how he was doing, it gave us so much peace of mind. Kash was well cared for, and we wouldn’t hesitate to book with her again. Highly recommend!”
“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.”
“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!”
“Martina does such a great job with my fur baby! He is always excited to see her and visit. He enjoys her company and the other dogs when visiting or walking. I can’t say enough about how happy I am with Martina as a care provider for my boy.”
“I would definitely recommend Stacy. Bentley enjoyed his time with her. She sent pictures and gave updates so I knew he was in good hands. She super responsive , definitely rebooking 😊!”
“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!”
“I had several people cancel on me close to my week long trip. Sherry accepted my reservation for my 3 dogs with short notice and kept them safe and happy while I was gone. How wonderful it was not to have to worry about my dogs while I was out of state!”
“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!”
“Wendy was awesome taking care of our pup on short notice! She was very accommodating to our schedule and made logistics easy. It was clear Ollie felt right at home. Highly recommend!”
“This was our first time leaving Brody overnight in a new place since we got him as a puppy. Beth and her family took great care of him! Her dog Khloe is very sweet and playful and they got along great despite the size difference. Beth is very nice, personable and communicated with us often and put us at ease with leaving Brody in her care. I would use Beth again in the future!”
“I had no doubt that my dog was in the best of hands. Shannon was excellent and her dogs are so welcoming and well behaved. My dog seemed to thoroughly enjoy his time spent with them and I will definitely be using them again. Highly recommend!!”
The median cost per night for dog boarding in Chesapeake is $40
Dog parents share their Rover experiences - Chesapeake
Blaine was very responsive when I scheduled. We met and he was very personable and easy with the dog. we took him to his home as we felt comfortable with him. His house is quiet and calm which we really appreciated. Blaine was very loving with our dog He sent us one picture when he calmed down. we were not interrupted on vacation, but he did response promptly to my text. I will absolutely allow him to sit for us again. Our dog has definitely decided he likes Blaine and bonded.
Once again I had Madison watch my dog Cooper. She is absolutely fantastic with him and takes great care of him. Not even joking when I went to drop them off he took off down the street and ran right to her door. He was so excited. I know it's hard to find a good dog sitter but Madison is one of the best I have ever had.
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
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3. Book & Pay
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Popular requests for dog boarding - Chesapeake
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesapeake average 12 repeat dog boarding clients
FAQs for Boarding - Chesapeake
Frequently asked questions about Rover
The average cost for Dog Boarding in Chesapeake on Rover is $36.63 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 998 sitters on Rover offering Dog Boarding across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Chesapeake sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chesapeake landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chesapeake home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chesapeake.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Chesapeake sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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