Pet Boarding in Chesapeake
Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Chesapeake pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


“Big dog parents, Chellie was absolutely amazing! Our big guy had the best time and came home content! I loved the daily updates and pictures about what he was up to while we were gone and he got lots of play time with new friends. She absolutely knows what she's doing and prioritizes the dogs safety and comfort! Will absolutely be looking to book with her again when we need someone to care for our big baby. 🥰”


“Absolutely the best! He was incredibly patient and understanding with my dog, making the whole experience stress-free. Already booked the next stay—wouldn’t trust anyone else!”


“Sean and his dogs are great companions to Cairo. He has a great time when he goes to Sean's and gets so excited to be dropped off. Another bonus is that he's tired when he comes home. 😄”


About: From energetic puppies to senior dogs needing special attention, I've cared for pets of all ages, breeds, and temperaments. Whether it's daily walks, medication management, or just keeping your furry friend company, I provide consistent, loving care tailored to each pet’s needs. I’ve handled everything from high-energy breeds like Huskies and Labs to shy rescues who need extra patience and calm. Your pet’s routine, safety, and happiness are always my top priorities. My mother (Crystal) is also partnership with me . She also has Rover. You’re doggie(s) will never be left alone. FIRST TIME USING ROVER ? Use code DIAMOS11954 to get $20 off your first booking with me. Caring for animals isn’t just a job — it’s part of my everyday routine. I structure my days around feeding schedules, walks, playtime, and cuddles. Whether it’s early morning potty breaks, midday walks, or evening wind-downs, I make sure each pet feels loved and secure. My flexible schedule allows me to give pets the attention they need throughout the day, and I’m always happy to accommodate special routines or last-minute requests. Building strong bonds with animals is something I genuinely look forward to every single day. Whether I’m hosting your pet in my home or visiting yours, I create a calm, comfortable environment that mirrors the love and routine your pet is used to.

“We had the absolute best experience with MaryKathryn and Sebastian. They treated our babies as if they were their own and were so understanding about our puppy doing puppy things. We got many photos and updates during our 8 day trip. We can’t thank them enough and we’re also excited because we will always ask them to watch our pups in the future!”


“Lee Ann was amazing with my little Yumi! My original sitter canceled last minute and Lee Ann saved the day. This is the first time we left her with anyone and we couldn’t have chosen better! And Yumi definitely has a new best friend with Simba!”



“We received several photos and messages and they were able to accommodate an additional day when our flight was delayed. We appreciate the care Aria received. Hope they are available for our next trip in September.”


“Amazing experience with Jordan from the start. She helped carry my dogs stuff inside the house. She washed my dogs reusable diapers, sent me pictures and videos of her throughout the long stay. It was so reassuring to have my baby (14 year old) girl in such good hands. I would definitely recommend and would happily book again!”


“I recently had the pleasure of using Eugene's service for the first time, and I couldn't be more impressed. Eugene's communication is top-notch; he responds promptly and keeps you updated throughout the day. Our fur baby, Coco, received excellent care under Eugene's supervision. Not only did Eugene take him for walks, but he also discovered Coco's love for walking, which was a delightful surprise for us. The frequent photo updates were a lovely touch and reassured us that Coco was in good hands. What stood out the most was Eugene's patience with Coco, who can be a handful at times. Eugene handled every situation calmly and professionally, ensuring Coco's well-being and happiness. I highly recommend Eugene for anyone in need of a reliable and caring pet sitter. Thank you, Eugene, for taking such great care of Coco!”


“Ayana was great!! She was able to take care of Theo as if he was at home. She provided updates and was available for my last minute booking request. Theo seemed happy and really like himself compare to others we have used on this app. I will be definitely using Ayana's services again if Theo is welcomed back!!”


“Shannon was amazing! She sent daily updates and photos. and gave my dog all the love and pets! I would highly recommend her and would use her again in the future.”


“Matthew was very responsive and helpful as I needed someone to take care of my dog last minute. I would recommend him to anyone in the area as he was very helpful and attentive to my dog.”


“Kobie was great to work with! He is very quick with responses and accommodating. We got daily videos of our pup’s visit and he came home happy. Definitely recommend him and will use his services again.”


“They did such a great job watching our pug, Max. We felt really comfortable leaving him with them. They sent pictures several times to show how he was doing, and we would definitely use them again!”


“We couldn’t be more thankful to have found Andrea!! She took such amazing care of our fur baby, Maggie, while we were away.🩷 Knowing Maggie was in such good hands gave us so much peace of mind! We’re so grateful and would absolutely book with her again in a heartbeat!!”


“I can't rate lovely Janice high enough! She has been an absolute godsend, as not everybody is happy to take on large dogs. Janice had fabulous communication during organisation of our dog's stay& throughout. We were delighted to receive daily updates & photos of our baby. Lilly is an 80lbs bulldog who struggles with anxiety in new places, but Janice made her feel right at home & she even ate her food straight away- unheard of. We could tell that Janice had formed a strong bond with our pup and treated her as her own. Lilly got plenty of walks, movie times and trips to petsmart in during that week and we picked up a super healthy, happy pup!! We have been using home boarding for our dogs for 17 yrs and have come across a whole array of sitters, Janice has topped them all! Trust this lady with your babies, you won't regret it!!!!”

Loving pet boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.




Michelle T.
Star Sitter


“Big dog parents, Chellie was absolutely amazing! Our big guy had the best time and came home content! I loved the daily updates and pictures about what he was up to while we were gone and he got lots of play time with new friends. She absolutely knows what she's doing and prioritizes the dogs safety and comfort! Will absolutely be looking to book with her again when we need someone to care for our big baby. 🥰”


Chris O.Star Sitter

“Absolutely the best! He was incredibly patient and understanding with my dog, making the whole experience stress-free. Already booked the next stay—wouldn’t trust anyone else!”


Priscilla G.
Star Sitter


“Awesome Rover experience! She was very accommodating and took great care of my babies! Would recommend to anyone and definitely will rebook with her.”


Sean M.

“Sean and his dogs are great companions to Cairo. He has a great time when he goes to Sean's and gets so excited to be dropped off. Another bonus is that he's tired when he comes home. 😄”


Diamond S.
“Diamond always takes excellent care of my pup when I need him watched, when I am away. She send updates daily also. I highly recommend to everyone!”


MaryKathryn & Sebastian O.Star Sitter

“We had the absolute best experience with MaryKathryn and Sebastian. They treated our babies as if they were their own and were so understanding about our puppy doing puppy things. We got many photos and updates during our 8 day trip. We can’t thank them enough and we’re also excited because we will always ask them to watch our pups in the future!”


Lee Ann D.Star Sitter

“Lee Ann was amazing with my little Yumi! My original sitter canceled last minute and Lee Ann saved the day. This is the first time we left her with anyone and we couldn’t have chosen better! And Yumi definitely has a new best friend with Simba!”




Cassandra & Tradd D.
Star Sitter


“We received several photos and messages and they were able to accommodate an additional day when our flight was delayed. We appreciate the care Aria received. Hope they are available for our next trip in September.”


JordanStar Sitter

“Amazing experience with Jordan from the start. She helped carry my dogs stuff inside the house. She washed my dogs reusable diapers, sent me pictures and videos of her throughout the long stay. It was so reassuring to have my baby (14 year old) girl in such good hands. I would definitely recommend and would happily book again!”


Eugene J.

“I recently had the pleasure of using Eugene's service for the first time, and I couldn't be more impressed. Eugene's communication is top-notch; he responds promptly and keeps you updated throughout the day. Our fur baby, Coco, received excellent care under Eugene's supervision. Not only did Eugene take him for walks, but he also discovered Coco's love for walking, which was a delightful surprise for us. The frequent photo updates were a lovely touch and reassured us that Coco was in good hands. What stood out the most was Eugene's patience with Coco, who can be a handful at times. Eugene handled every situation calmly and professionally, ensuring Coco's well-being and happiness. I highly recommend Eugene for anyone in need of a reliable and caring pet sitter. Thank you, Eugene, for taking such great care of Coco!”


Ayana W.Star Sitter

“Ayana was great!! She was able to take care of Theo as if he was at home. She provided updates and was available for my last minute booking request. Theo seemed happy and really like himself compare to others we have used on this app. I will be definitely using Ayana's services again if Theo is welcomed back!!”


Shannon S.Star Sitter

“Shannon was amazing! She sent daily updates and photos. and gave my dog all the love and pets! I would highly recommend her and would use her again in the future.”


Tammy A.Star Sitter

“I was running late and Tammy was gracious enough to keep Toby until i arrived. Her enthusiasm and kindness was outstanding . i highly recommend her”


Matthew U.Star Sitter

“Matthew was very responsive and helpful as I needed someone to take care of my dog last minute. I would recommend him to anyone in the area as he was very helpful and attentive to my dog.”


Kobie H.Star Sitter

“Kobie was great to work with! He is very quick with responses and accommodating. We got daily videos of our pup’s visit and he came home happy. Definitely recommend him and will use his services again.”


Lisa R.Star Sitter

“Lisa took excellent care of my pup for a full week. He came home happy and tired! I really appreciated all the pictures and messages, keeping me up to date on his stay.”


Katja B.

“Katja was amazing with Puca! He stuck to her like glue :) We got so many photos so we knew he was happy and cared for. Would absolutely recommend!”


Jaime & Anthony S.Star Sitter

“They did such a great job watching our pug, Max. We felt really comfortable leaving him with them. They sent pictures several times to show how he was doing, and we would definitely use them again!”


Andrea B.

“We couldn’t be more thankful to have found Andrea!! She took such amazing care of our fur baby, Maggie, while we were away.🩷 Knowing Maggie was in such good hands gave us so much peace of mind! We’re so grateful and would absolutely book with her again in a heartbeat!!”


Janice O.Star Sitter

“I can't rate lovely Janice high enough! She has been an absolute godsend, as not everybody is happy to take on large dogs. Janice had fabulous communication during organisation of our dog's stay& throughout. We were delighted to receive daily updates & photos of our baby. Lilly is an 80lbs bulldog who struggles with anxiety in new places, but Janice made her feel right at home & she even ate her food straight away- unheard of. We could tell that Janice had formed a strong bond with our pup and treated her as her own. Lilly got plenty of walks, movie times and trips to petsmart in during that week and we picked up a super healthy, happy pup!! We have been using home boarding for our dogs for 17 yrs and have come across a whole array of sitters, Janice has topped them all! Trust this lady with your babies, you won't regret it!!!!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away3. 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?
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Chesapeake.
Rover makes it easy to find Chesapeake pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
