Dog Boarding Chesapeake
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 3,839 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.
“Julie and Ken were fantastic! Fern stayed with them for a full week. Julie kept me up to date everyday with pictures and a little note about her day. Knowing that she was with a caring family made it easy for me to not worry while on vacation. I will absolutely rebook with them!”
“Kathleen and her family provided a loving home for our Scottie dog for 11 days. Her home ad yard are set up to provide a safe environment for our pup. He came home healthy, happy, and played out. Kathleen and her three dogs were wondeerful hosts. I think our little guy misses playing with them.”
“Megan took care of my Wilson for two weeks and I’m so thankful I found her! Her and her family took such good care of my boy and I was so appreciative of her daily updates and photos. Thank you Megan and we will see you again!”
“I cannot thank Rachel and Andrew enough for always taking care of my Bella. They’re the best and are so accommodating to make sure she always have the best time. As long as we’re living in Hampton roads, they’ll always be our first choice. Thank you both so much.”
“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!”
“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.”
“Tina is in a word, wonderful! She took excellent care of Poppy who was quite nervous at first. She and family gave Poppy the attention and support he needed to get more comfortable. She kept me updated on how he was doing, eating, sleeping, etc. Poppy boarded one night with Tina to get an introduction to a new place, new people, and new puppies etc before his longer scheduled stay. I feel very comfortable that Poppy will be safe and loved by Tina & family!”
“MaryAnn did an awesome job watching my dog. She took her in on short notice over the holidays and sent me great pictures every day. She even gave her a small birthday party with extra turkey for dinner! Highly recommend!”
“I can't express how "Grateful" I am to have located Beverly on your site, her professionalism, knowledge and Love of my Sasha, and pets in general, are immeasurable. She updated this anxious Mommy with many pictures, emails and videos, during my short separation from Ms. Sasha. Also, when I returned to retrieve Sasha, she smelled/looked well groomed, with a bow to top it off. I will "Definitely" use her service again, and again, whenever she is available.”
“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!”
“Beth was fantastic with our Goldendoodle, Remington! He and her dog Chloe became fast friends, and we loved getting daily photo updates. It was clear he was happy and well cared for. We couldn’t have asked for a better sitter—highly recommend and will definitely book again!”
“Finch had a great time at Ayana's place. Lots of walks, snuggles and sunbathing. He was tired out when I took him home and was a happy puppy. Thank you to Ayana and her family!”
“She is wonderful! I was going out of state so I was a little nervous- but she is amazing at what she does. She suggested a meet and greet with dogs beforehand which was an excellent idea. Martina- thank you again!”
“Second time leaving Jeff with Matthew and Maria and they truly take care of him as if he were their own. Jeff is on his own mini vacation when with them! My favorite sitters!!!”
“This was our first time leaving our little Golden doodle with Samantha. I will say, I was a bit intimidated by leaving him with a pit bull there, but upon meeting the pit bull he was the sweetest big dog ever. My worries immediately vanished! There were a couple other dogs there, so that was nice. There was one dog a bit too interested in my little guy, so I didn’t want to leave until he calmed down. Samantha never made me feel rushed to leave or weird. She was super patient and asking me if I wanted the dogs split up, or inside or outside. I really thought that said a lot about the person I was leaving our baby with and I really liked that. I say all that to say, you can’t always control how dogs will interact with each other, but you can control how you react to them and Samantha was very calm, kind and friendly. She never looked overwhelmed or nervous. She was a bit embarrassed I think because of the initial behavior of this other dog she was caring for, but I understood that wasn’t a reflection of her care. We left out little guy there 3 days and she communicated through the day with updates, sent photos and even went the extra step of boiling and egg to mix it with my dogs food since we do that for him at home too. I’m thankful we found someone to watch our guy for when we need it! Highly recommend! 10 out of 10!”
“Sherry was very helpful and responsive. This was our first time leaving our dogs and using Rover. Sherry sent us photos and updates during our trip. Our dogs loved her family too! We will definitely call Sherry on our next trip”
The median cost per night for dog boarding in Chesapeake is $40
Dog parents share their Rover experiences - Chesapeake
Nicholas was an absolute blessing! He accepted watching Buffy on very short notice and went above and beyond from start to finish. He made sure Buffy was well cared for by taking her on walks, giving her plenty of attention, and keeping us updated with constant texts, photos, and videos. He even put an AirTag on Buffy while we were away, which gave us even more peace of mind. This was our first time using the app, and Nicholas exceeded every expectation. We never had to worry about Buffy for a second because we knew she was in great hands. Thank you for everything, Nicholas! If I could give more than 5 stars, I absolutely would. We will definitely book with you again!
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!
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
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chesapeake sitters!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 $37.45 per night (as of July 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 July 2026, there are 1,009 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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