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
“Laura was great. She kept us informed with text messages and photos. It was the first time we were separated from our dog. Laura alleviated all our fears. We’ll definitely use her again!”
“Shirley was magnificent in caring for my puppy dog. She went above and beyond my expectations. The reassurance she gave me, have made me excited about planning more trips without worrying about who will keep my precious puppy dog. Her entire family made Pushkin welcome in their home and surroundings. He really enjoyed Chance the dog of the home...”
“Sandra took great care of Benny. She sent lots of photos of him playing and he seemed very happy when I picked him up! I would trust her to watch him again in the future. Thanks so much Sandra.”
“Summer did a great job with the my dogs. She has cats and dogs of her own and my dogs were so interested in their new friends that they almost didn't notice me leaving. I'll definitely use her again!”
“Good flexibility and accomodating.”
“She could not have been more amazing! Constant pictures and communication! I was very nervous bc my dog has never been around other animals, She made me feel secure and he was treated like a king. I will use her every time I need a sitter.”
About: I have been around animals since I was a little girl. Being raised on a 160 acre farm that includes.... horses, mules, dogs, cats and goats. I know animals are not just our “pets” but they are our family! I know what it’s like to be away at work or vacation and concerned if your dog is okay. Rest assured they would be in caring hands with me! I love to send photos/updates. I currently work full time Monday-Friday, but I’m available in the evenings (5pm to 9pm) and anytime on the weekends to help care for your doggos! I own my home and live in a subdivision, I do have a backyard but it is currently not fenced in. For this reason I’ve been prioritize more drop in visits for people and staying at your home instead of mine. Although with the right situation/pet, animals are welcome to stay at my home!
“Jane was terrific. My dog had a relaxing experience. He loved her large fenced in yard. Jane sent me photos and comments reassuring me that he was being well cared for. I will definitely use chain again in the future and recommend her completely.”
“I wish i could give her 10 stars! She is so good with my Charlie. Sends me updates and pictures throughout each day and helps calm my anxiety. When Charlie sees her she goes wild. I know that my little doggie loves her and she is safe when she is with her. She is the absolute best!”
“Josie took this booking REALLY last minute (like 6 am day of) after we got delayed flying home. She stopped in before she went to work and made sure everyone had food and was okay. Her flexibility to fit this into her schedule was wonderful and helped us out so much. We love her taking care of our cats and the cats love her even more!”
“She was amazing with my dog. He had the best time and she kept me up to date with pictures and how was doing each day. They were even very accommodating when I was running 30 minutes late as well. I would absolutely book with her again if she is available.”
“Jasmine was quick to respond to messages and send pictures. A couple of issues came up in the days before boarding but she was quick to figure it all out. Will use her again.”
About: Taken care of animals since I was a kid. I absolutely love animals. They need someone to stand up for them and a voice willing to protect them. I'm a Army Veteran who is looking to keep busy. Hi, im here to take care care and support your loved one. I know what it means to have an animal as part of your family. I can take care of your animal as I do with my 2 Chihuahuas , with care and love. They will be well taken care of. I'm here to provide the best care as possible
“She was awesome! Did great watching my dog”
About: Everything short of cutting claws and milking glands. We'll go out a lot together if that's what you’re after or stay in and play “hide the treats in blankets.” Skittish and vivacious canines welcome. I squeeze about thirty hours of my day job into odd slots around caring for my human and high needs dog. While taking two dogs on leashes to Vesuvius is probably a tall order, Central Bark or the Flatwoods dog park are no problem at all. There are so many rugs in this house that I don't care about that if your dog has an accident it is absolutely nothing to me. There is a 1/6 acre of about ten oak and maple trees directly next door for frolicking and my neighbor with her spayed female cat and fixed three year old Shepherd girl to walk over to. If your dog needs a little cooling off, most dogs like cooler conditions, and the five dollar coin op dog wash in Flatwoods
About: 🌟 New to the area and start some new hobbies🌟I have a friendly dog named Georgia who loves playing with other dogs. She’s always welcome to join our adventures! As a fellow dog lover, I’ll provide fun walks and companionship for your furry friend. I try to live an active lifestyle and like to go for walks around neighborhoods and the local parks. I’ll always bring everything your dog might need! And for boarding, Georgia and I are happy to host for sleepovers at my apartment! I work full-time but have flexible timing! So I’d never mind taking a break/ early lunch from work to come see your pet! And I love to stay busy on the weekends so they’d be a welcome addition to my routine! I have a large apartment with all hard wood floor. I also have a rooftop terrace with turf for some space to run. I would require you to bring your dogs crate for them to sleep in! As well as their food, I have plenty of treats to share!
About: I’ve been surrounded by animals my whole life and currently have four large dogs – three of my own and one foster. I also volunteer with local animal rescues and spend many Fridays at the Dog Pound, giving all the animals love, walks, vaccinations, and sometimes even a trip to my home (I’m always joking that I’m one dog away from a divorce – but he knew what he was getting into!) Joining the Rover community lets me share my passion for caring with other pet owners. I know how hard it can be to leave your furry family members, and I’m here to provide them with the love and attention they deserve. I’ll make sure they’re happy, well cared for, and keep you updated with plenty of pictures to give you peace of mind! I’m currently staying home with my babies so I will have plenty of time to love yours! Don’t be afraid to ask about my schedule! I have a full fenced in yard. Two of my dogs are inside. One roams freely during the day with a doggy door to the outside fenced in yard. One is kenneled during the day. Both are kenneled at night. One is outside full time (unless it’s freezing cold and I have to force him inside). I also have one large kennel outside where my foster dog stays most of the time. All dogs are up to date on vaccines and receive monthly flea tick and heart guard meds. As for your home, I’m up for a meet and greet depending on what you need!
About: What sets me apart as a pet sitter is my deep passion for animals and my extensive experience in providing personalized care tailored to each dog's unique needs. I understand that every pet has its own personality, preferences, and routines, which is why I prioritize building a genuine bond with them. With a background in volunteering at animal shelters and training in pet first aid, you can trust that your furry friend is in safe hands. I offer daily updates, photo shares, and consistent communication to keep you connected while you're away, ensuring peace of mind for both you and your pup. Your dog's happiness and well-being are my top priorities! I am available mostly all day every day. I work some days, but I can do whatever is needed around my work schedule to provide for the dog. In my home, I create a safe and welcoming environment for pets by ensuring all potentially harmful items are out of reach and providing a designated, comfortable space for them to relax. My home is pet-proofed, with secure gates and non-slip surfaces to prevent accidents. I maintain a clean and organized space, free of hazards, and always have fresh water and nutritious treats available.
“This was my first time using Rover and I wouldn't hesitate to use this service again. I was a bit nervous leaving my dog with a stranger through an app I've never used before but Hailey was an exceptional sitter! She was very responsive to all my questions and regularly sent me pictures of how Ollie was doing. I would 100% recommend Hailey for anyone interested in using this service. She exceeded my expectations and I will use her again in the future!”
Loving dog boarding sitters in your neighborhood
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Laura R.Star Sitter
“Laura was great. She kept us informed with text messages and photos. It was the first time we were separated from our dog. Laura alleviated all our fears. We’ll definitely use her again!”
Shirley M.Star Sitter
“Shirley was magnificent in caring for my puppy dog. She went above and beyond my expectations. The reassurance she gave me, have made me excited about planning more trips without worrying about who will keep my precious puppy dog. Her entire family made Pushkin welcome in their home and surroundings. He really enjoyed Chance the dog of the home...”
Sandra G.
“Sandra took great care of Benny. She sent lots of photos of him playing and he seemed very happy when I picked him up! I would trust her to watch him again in the future. Thanks so much Sandra.”
Summer A.Star Sitter
“Summer did a great job with the my dogs. She has cats and dogs of her own and my dogs were so interested in their new friends that they almost didn't notice me leaving. I'll definitely use her again!”
Damien M.
“Good flexibility and accomodating.”
Kassandra P.Star Sitter
“She could not have been more amazing! Constant pictures and communication! I was very nervous bc my dog has never been around other animals, She made me feel secure and he was treated like a king. I will use her every time I need a sitter.”
Abby W.
“Seriously the sweetest and most reliable girl I could trustwith my Roxy girl! Will definitely ask for her in the future and so should you!”
Jane B.
“Jane was terrific. My dog had a relaxing experience. He loved her large fenced in yard. Jane sent me photos and comments reassuring me that he was being well cared for. I will definitely use chain again in the future and recommend her completely.”
Christina K.Star Sitter
“I wish i could give her 10 stars! She is so good with my Charlie. Sends me updates and pictures throughout each day and helps calm my anxiety. When Charlie sees her she goes wild. I know that my little doggie loves her and she is safe when she is with her. She is the absolute best!”
Josie C.Star Sitter
“Josie took this booking REALLY last minute (like 6 am day of) after we got delayed flying home. She stopped in before she went to work and made sure everyone had food and was okay. Her flexibility to fit this into her schedule was wonderful and helped us out so much. We love her taking care of our cats and the cats love her even more!”
Tabitha D.
“She was amazing with my dog. He had the best time and she kept me up to date with pictures and how was doing each day. They were even very accommodating when I was running 30 minutes late as well. I would absolutely book with her again if she is available.”
Jasmine M.
“Jasmine was quick to respond to messages and send pictures. A couple of issues came up in the days before boarding but she was quick to figure it all out. Will use her again.”
Bryan C.
“He is responsible and great with animals. He deserves to be a pet sitter. He has what it takes.he is gentle and loves animals.he would make a great care giver for animals.”
Aleigha G.
“She was awesome! Did great watching my dog”
Edward C.
About: Everything short of cutting claws and milking glands. We'll go out a lot together if that's what you’re after or stay in and play “hide the treats in blankets.” Skittish and vivacious canines welcome. I squeeze about thirty hours of my day job into odd slots around caring for my human and high needs dog. While taking two dogs on leashes to Vesuvius is probably a tall order, Central Bark or the Flatwoods dog park are no problem at all. There are so many rugs in this house that I don't care about that if your dog has an accident it is absolutely nothing to me. There is a 1/6 acre of about ten oak and maple trees directly next door for frolicking and my neighbor with her spayed female cat and fixed three year old Shepherd girl to walk over to. If your dog needs a little cooling off, most dogs like cooler conditions, and the five dollar coin op dog wash in Flatwoods
Abbigail D.
“Abbigail has walked my dog Reuben several times and he always seems to enjoy their time! She is quick to respond, kind, and you can tell she loves animals. Would highly recommend her to walk your pet!”
Brittany J.
About: I’ve been surrounded by animals my whole life and currently have four large dogs – three of my own and one foster. I also volunteer with local animal rescues and spend many Fridays at the Dog Pound, giving all the animals love, walks, vaccinations, and sometimes even a trip to my home (I’m always joking that I’m one dog away from a divorce – but he knew what he was getting into!) Joining the Rover community lets me share my passion for caring with other pet owners. I know how hard it can be to leave your furry family members, and I’m here to provide them with the love and attention they deserve. I’ll make sure they’re happy, well cared for, and keep you updated with plenty of pictures to give you peace of mind! I’m currently staying home with my babies so I will have plenty of time to love yours! Don’t be afraid to ask about my schedule! I have a full fenced in yard. Two of my dogs are inside. One roams freely during the day with a doggy door to the outside fenced in yard. One is kenneled during the day. Both are kenneled at night. One is outside full time (unless it’s freezing cold and I have to force him inside). I also have one large kennel outside where my foster dog stays most of the time. All dogs are up to date on vaccines and receive monthly flea tick and heart guard meds. As for your home, I’m up for a meet and greet depending on what you need!
Jenna G.
“Jenna is an amazing pet sitter. I have had her pet sit my animals about 10 times and every time she does great. She actually trained one of my puppies. When I came home he was potty trained! I recommend her to anyone who needs a pet sitter.”
Haley H.
“This was my first time using Rover and I wouldn't hesitate to use this service again. I was a bit nervous leaving my dog with a stranger through an app I've never used before but Hailey was an exceptional sitter! She was very responsive to all my questions and regularly sent me pictures of how Ollie was doing. I would 100% recommend Hailey for anyone interested in using this service. She exceeded my expectations and I will use her again in the future!”
Brittany C.
“Brittany was wonderful with my cat! She was also very kind to accommodate to my needs of extending services at last minute. I recommend her to anyone. She is such a sweet person.”
Over 28 pet parents in Chesapeake have booked dog boarding
Chesapeake dog parents share their Rover experiences
Our family chose Laura after reading great reviews, so we wanted to add to them! Laura was absolutely wonderful with our girl Sunny. She let us meet her ahead of our vacation and she sent updates with pictures every day that we were gone. We knew Sunny was in good hands and we were able to relax without worrying. You can feel good about leaving your fur babies with Laura! 🐾❤️
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 $41
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 5 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Chesapeake is $41 per night, including service fees. Boarding your dog for one week typically costs $287. 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 $29 to as high as $45 per night.
As of Aug 2025, 30 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, 83% of Chesapeake dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 5 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 30 dog boarding sitters in Chesapeake on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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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