Doggy Day Care in Chesapeake
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Chesapeake doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Nicole was super comprehensive with the break down of the day and updated me throughout the day with pictures and messages. Penny was exhausted after daycare and spent the rest of the evening lounging around. Will be going back! Thank you Nicole🩷”


“THANK YOU SOOOOOO MUCH!!!!! Cassidy is wonderful!! We just moved to the area about 3 months ago and haven't been able to find a dog sitter since we got here. Found Cassidy on Rover and thru convo started to feel comfy with her. Felt even more comfy when we dropped our Sunni off for her first day of doggy daycare. The deal was sealed when we picked her up and she didnt wanna leave. Lol. Cassidy was amazing!!!! She kept us updated and sent pics. We will for sure be booking with her in the future!!!”


“Quick response and great communication. Melisa worked with us and came to get lucus at our location because we were running late. She was awesome for doing this. We were coming from DC. Melisa kept us informed with what was going on with lucus with pictures and texts. I highly recommend melisa.”


About: I had previously stated in my profile, that I was called to animals since I was a little girl. I remember walking home from school and would gain the trust of a stray cat that followed me home. Animals of all species have been a staple in my childhood and adult home until this day. I am also a registered nurse whose specialty landed in senior care. I have a natural ability to connect with the elderly and understand the stage of life they are in and the psychology that comes with it. Through this, I have also been able to be a good advocate for my patients and their families. My husband and I currently have a senior cat that has cognitive decline that I was able to pick up on, as well as my suspicion of kidney disease. Through this knowledge, and with our vet, she is thriving now through patience and dedication.to her needs. This is not easy for us. But, she is our little girl. My nursing has also been an huge benefit to better serve and care for all of my little guys. Hamsters in my home have suffered all diseases from a stroke, cancer, kidney failure and heart failure etc. All of which received the best medical attention and best dedicated care until they crossed the rainbow bridge. I am grateful to see how my nursing has also enhanced my ability to better serve animals as well as humans. My heart is full of unconditional love and kindness. I am grateful to be of service to any walk of life. I have currently obtained a new nursing position within my expertise in senior care, allowing me the flexibility to work remote, since my journey moving forward needs to stay dedicated to serving animals, including my own. Our motto in this house is "these are our children, regardless of the size, they will be given the best life they deserve". We do have a fully fenced yard, though we currently do not have a dog. Any animal that comes in our care, will be treated the same as we treat our own. The cats, the chinchillas, and the hamsters can mingle amongst each other in our house. They actually each have a food bowl for each species side by side in the kitchen. The house is clean, the cages are clean and the environment is safe for any animal that enters. Time, dedication, discipline, love and patience exists in this house.

“Anna has been taking fantastic care of our Samoyed every Tuesday for a couple months now. Her kids play with him and he is never happier than when we pull up to her house. I’m so glad we found Anna. Cannot recommend more highly.”


“My dog Coco enjoyed Tina’s doggy daycare. Tina was very friendly, responsive, and had great communication. She also gave very helpful notes at the end of my dog’s stay. Would definitely recommend!”


About: I’m a dedicated pet sitter with years of experience caring for dogs of all kinds, including bully breeds and those with anxiety (non-reactive). My husband and I prioritize keeping your pet happy and comfortable in our care. From morning walks and medication to playful updates and meet-and-greets, we ensure your furry family member gets the love and attention they deserve. We also specialize in tailored care for up to two dogs at a time, focusing on maintaining routines and offering a cozy “dog hotel” experience at our home. Although I work full-time Monday through Thursday, I handle morning walks and medications before I head out at 5:30 am. My husband, Timothy, stays at home with our two children and takes care of all other needs throughout the day. We work together to ensure your pup’s routine is always maintained! We live in a cozy, pet-friendly apartment that we like to think of as a “dog hotel.” It’s perfect for keeping pets safe and comfortable during their stay! Our children (ages 4 and 9) are wonderful with respecting pets' spaces, and we always tailor our care to each dog’s unique needs. For safety, Timothy and I are experienced with oral medications and have a background working with anxious (but non-reactive) dogs.

About: I've had dogs most of my adult life and many cats. Your pet will be loved and played with by me and my two homeschooled, pet loving boys. I'm currently a stay at home mom and I'm homeschooling my children. I'm available most weekdays and some weekends. I'll be home with your pet most of the time. I have a small fenced yard and well behaved pets are welcome in my home. I have two cats. They can be separated from pets we're boarding if needed.

About: I'm a dedicated pet sitter and lifelong Virginia resident who loves animals and treats every pet like family. With years of hands-on experience caring for pets of all kinds, from playful puppies and curious cats to reptiles and horses, I’m passionate about providing compassionate, reliable care tailored to your pet’s unique needs. Currently, I share my home with my pitsky, Venus (aka Bean), and my sweet cat, Peaches 🍑 — my “fur babies” who are social, friendly, and love meeting new friends. Here’s what you can expect when you choose me as your pet sitter: -Personalized care for puppies, seniors, and rescue pets -Safe, clean, and spacious environment with plenty of playtime and attention -Open communication with you before and during your pet’s stay -Puppy care & socialization to help your little one thrive -Dog walking & playtime to keep your pet active and happy -Assistance with grooming routines to maintain your pet’s wellbeing -A family home with a small child — well-supervised and calm to ensure a peaceful atmosphere for all pets -I understand that life can be unpredictable, so I offer flexible scheduling to accommodate your needs. This includes last-minute bookings, long term stays and emergency care. I look forward to meeting you and your furry friend soon! I’m fully available and flexible to provide pet care and pet sitting whenever you need. My schedule is open, and I’m happy to accommodate last-minute requests or special needs. I follow a consistent daily routine with my own pets, which I can easily adapt to include your furry friend, ensuring they feel comfortable and cared for throughout their stay. I know how important it is to stay connected with your pet while you’re away. That’s why I provide daily updates and photos, so you can see how your furry friend is doing and feel peace of mind every day. Your pet’s safety and comfort are my top priorities. When caring for your furry family member, I always come prepared with ice water and a bowl, 💩 bags, an extra leash or harness if needed, owner-approved treats, a tennis ball or favorite toy, and plenty of love to share. During each drop-in visit, I’ll carefully follow your specific care instructions while also taking the time to give your pet the attention, comfort, and affection they deserve. My home offers ample space, including a large, securely fenced backyard where pets can safely play and explore. Because of this, I am able to accommodate pairs or multiples. To ensure the best care, please provide your pet’s food and a crate (in case it’s needed), or a litter box and litter for cats. If you prefer, I can provide a litter box for an additional $10 per stay. I can provide a crate (XL) for dog owners if they are not able to. Please note, I do utilize a crate as needed for both your dogs’, my pets’ and family’s safety. If your pet has a favorite “comfort” item like a blanket or toy, feel free to bring it along — familiar scents and items can help them feel right at home. 🙂

“Jaime and her family have been wonderful to our sweet puppy. We are so comfortable leaving her with them. Thank you for treating her like a member of your family!”


“Inna was extremely kinda and accommodating. I used her doggy daycare services and every day I picked up my pups, they did not want to leave. She sent me pictures daily and loved on my pups like they were hers. There were some slight changes to my schedule that required adjustments to the pick up times and she was very flexible. I have already discussed boarding them with her next month. As long as she is available we will always use her services. Thank you Inna!!”


“Our giant puppy Koa had a blast with both Tyler & Sosa! It was a huge relief to find a loving, caring & fun home for her to stay. We absolutely recommend Tyler to our family & friends!”


“You can tell she loves dogs. Autumn cared for our pup with love and understanding, and made sure she got her walks and play time in. Riley was tuckered out on the way home and looked like she wanted to go back for more day care! We will definitely be booking with Autumn again. Thank you!”


About: We have taken care of pets of all kinds since we were very young. We have come to care for up to 13 Afghan greyhound dogs at once. All playing in our big garden and super friendly with visitors. We have also cared for fosters cats, small cats, old cats, rabbits and other pets. We are very careful of animal hygiene and them physical health. We help them de-stress with walks in the garden and ball games. Only the best for your furry little one. We will love your pet as if it were our own and rest assure that leaving your pampered in our hands, are the best hands. "The day God made pets, he just sat down and smiled" We currently work from home, so we have great flexibility of time to take care of your pets from Monday to Friday. Also, available on weekends if requested in advance. I am currently working from home. I have full flexibility of schedule to dedicate quality time and recreation to your little and beloved pet. Your pets will always be well taken care of We have a large and spacious garden of 0.7 acres, natural fence of shrubs and a dedicated space for the rest of your beloved pets.

About: Greetings/Bon Jour! Let me welcome your small pooches (25 lbs or less) to my home for pamper and play while you are away. I have a natural love and affinity for dogs and have owned and cared for them from childhood. I understand what it means to have peace of mind knowing your dog is well cared for and having fun while you are traveling. I recently lost my beloved dog and now I am ready to turn that grief into loving and caring for other little fur babies. Why I love dog sitting? They bring immense joy and happiness to my life. About my yard I have a small yard and common area. There are plenty of walking paths along the bay in front of my house and I walk my doggie guests regularly. I do not leave them out doors unattended or unleashed. My experience administering medication No injectable medication. I am retired and home on a daily basis so your baby will get all the attention they need.We can do as much or as little as they require. Please make all requests for pet bookings prior to 9pm at night. All requests after 9pm will be responded to the next morning. Your baby will get up with me get their breakfast, take walks and cuddle and play with me during the day. I live in a beautiful historical walking district by the river that is a dog friendly community. We will walk to cafes and see other pet parents out and about.

About: I am very much a helicopter mom to all of my fur babies. I will care for yours the exact same as I would my own. Being someone you can trust with your family member while you are at work or away on vacation is my goal! One of my very own fur babies suffered from glaucoma which eventually left him blind so I am also experienced in special needs dogs. I have fostered for a trusted animal rescue and screened for potential adopters as well! I work from home so I will have plenty of time to play with your baby and let them out for lots of potty breaks. I have a fenced in yard and 2 friendly dogs in the home. Your baby will have their own space (with or without crate). Your baby will be cared for like it is my own.
Loving doggy day care 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.


Nichole U.

“Nicole was super comprehensive with the break down of the day and updated me throughout the day with pictures and messages. Penny was exhausted after daycare and spent the rest of the evening lounging around. Will be going back! Thank you Nicole🩷”


Cassidy D.Star Sitter

“THANK YOU SOOOOOO MUCH!!!!! Cassidy is wonderful!! We just moved to the area about 3 months ago and haven't been able to find a dog sitter since we got here. Found Cassidy on Rover and thru convo started to feel comfy with her. Felt even more comfy when we dropped our Sunni off for her first day of doggy daycare. The deal was sealed when we picked her up and she didnt wanna leave. Lol. Cassidy was amazing!!!! She kept us updated and sent pics. We will for sure be booking with her in the future!!!”


Melisa H.Star Sitter

“Quick response and great communication. Melisa worked with us and came to get lucus at our location because we were running late. She was awesome for doing this. We were coming from DC. Melisa kept us informed with what was going on with lucus with pictures and texts. I highly recommend melisa.”


Rachel S.
“I've known Rachel for many years. The way animals flock to her is amazing. Rachel is like me, we both care for animals probably more than humans. Rachel has a way with all animals like I've never seen. I truly believe that animals come to her for help and knowing they will get everything she has to give. Rachel would be a huge asset to Rover.”


Ellen K.Star Sitter

“🖤🖤🖤🖤”


Anna V.

“Anna has been taking fantastic care of our Samoyed every Tuesday for a couple months now. Her kids play with him and he is never happier than when we pull up to her house. I’m so glad we found Anna. Cannot recommend more highly.”


Tina R.Star Sitter

“My dog Coco enjoyed Tina’s doggy daycare. Tina was very friendly, responsive, and had great communication. She also gave very helpful notes at the end of my dog’s stay. Would definitely recommend!”


Lillian & Timothy K.Star Sitter
“Lily has been able to help me in plenty of last minute situations where I needed her to come, feed and watch my 3 cats while I had to go on long distance trips. She's sent me photos and videos of them getting love in my own home.”


Brittany Y.

“Excellent and communicative sitter! I’m so thankful for her! My dog loves her and the videos she sends are so heartwarming. Definitely recommend Brittany!”


Aramae H.
About: I've had dogs most of my adult life and many cats. Your pet will be loved and played with by me and my two homeschooled, pet loving boys. I'm currently a stay at home mom and I'm homeschooling my children. I'm available most weekdays and some weekends. I'll be home with your pet most of the time. I have a small fenced yard and well behaved pets are welcome in my home. I have two cats. They can be separated from pets we're boarding if needed.


MaryAnn S.Star Sitter
About: I'm a dedicated pet sitter and lifelong Virginia resident who loves animals and treats every pet like family. With years of hands-on experience caring for pets of all kinds, from playful puppies and curious cats to reptiles and horses, I’m passionate about providing compassionate, reliable care tailored to your pet’s unique needs. Currently, I share my home with my pitsky, Venus (aka Bean), and my sweet cat, Peaches 🍑 — my “fur babies” who are social, friendly, and love meeting new friends. Here’s what you can expect when you choose me as your pet sitter: -Personalized care for puppies, seniors, and rescue pets -Safe, clean, and spacious environment with plenty of playtime and attention -Open communication with you before and during your pet’s stay -Puppy care & socialization to help your little one thrive -Dog walking & playtime to keep your pet active and happy -Assistance with grooming routines to maintain your pet’s wellbeing -A family home with a small child — well-supervised and calm to ensure a peaceful atmosphere for all pets -I understand that life can be unpredictable, so I offer flexible scheduling to accommodate your needs. This includes last-minute bookings, long term stays and emergency care. I look forward to meeting you and your furry friend soon! I’m fully available and flexible to provide pet care and pet sitting whenever you need. My schedule is open, and I’m happy to accommodate last-minute requests or special needs. I follow a consistent daily routine with my own pets, which I can easily adapt to include your furry friend, ensuring they feel comfortable and cared for throughout their stay. I know how important it is to stay connected with your pet while you’re away. That’s why I provide daily updates and photos, so you can see how your furry friend is doing and feel peace of mind every day. Your pet’s safety and comfort are my top priorities. When caring for your furry family member, I always come prepared with ice water and a bowl, 💩 bags, an extra leash or harness if needed, owner-approved treats, a tennis ball or favorite toy, and plenty of love to share. During each drop-in visit, I’ll carefully follow your specific care instructions while also taking the time to give your pet the attention, comfort, and affection they deserve. My home offers ample space, including a large, securely fenced backyard where pets can safely play and explore. Because of this, I am able to accommodate pairs or multiples. To ensure the best care, please provide your pet’s food and a crate (in case it’s needed), or a litter box and litter for cats. If you prefer, I can provide a litter box for an additional $10 per stay. I can provide a crate (XL) for dog owners if they are not able to. Please note, I do utilize a crate as needed for both your dogs’, my pets’ and family’s safety. If your pet has a favorite “comfort” item like a blanket or toy, feel free to bring it along — familiar scents and items can help them feel right at home. 🙂


Jaime & Anthony S.Star Sitter

“Jaime and her family have been wonderful to our sweet puppy. We are so comfortable leaving her with them. Thank you for treating her like a member of your family!”


Inna P.

“Inna was extremely kinda and accommodating. I used her doggy daycare services and every day I picked up my pups, they did not want to leave. She sent me pictures daily and loved on my pups like they were hers. There were some slight changes to my schedule that required adjustments to the pick up times and she was very flexible. I have already discussed boarding them with her next month. As long as she is available we will always use her services. Thank you Inna!!”


Tyler F.Star Sitter

“Our giant puppy Koa had a blast with both Tyler & Sosa! It was a huge relief to find a loving, caring & fun home for her to stay. We absolutely recommend Tyler to our family & friends!”


Autumn S.

“You can tell she loves dogs. Autumn cared for our pup with love and understanding, and made sure she got her walks and play time in. Riley was tuckered out on the way home and looked like she wanted to go back for more day care! We will definitely be booking with Autumn again. Thank you!”


Paul L.
“Paul has always been so nice and caring to my dogs as well as his dogs. There's no doubt in my mind that he would be a great care taker of any pet!”
Emma R.

“If you’re looking for the best sitter. Emma is it! She and her family were awesome taking care of our boy. TyTy love them very much. High recommendation!”


Karyn C.

“Kayrn is a dog lover and is very knowledgeable about them . She enjoy being around animals and spending time with them. My wife and I are from Baton Rouge Louisiana and while vacationing we left our 4 years old Pomeranian with Karyn in Lake Charles Louisiana. Squiggle enjoyed the environment that he was in and was well taken care of. I recommend Karyn very highly as a trustworthy and reliable sitter. ”


Katie G.
“Katie is great with dogs. She is a dog person through and through. I know her on a personal level and she has her own dogs and has experience fostering a variety of dogs for local rescues. She lives nearby and if I need her to pop by to let my dogs out she is always willing. She is experienced in dogs of all ages, dogs of all sizes, and medication administrator for dog as well. I would highly recommend her to others.”
Over 434 pet parents in Chesapeake have booked doggy day care
Chesapeake dog parents share their Rover experiences
You can tell she loves dogs. Autumn cared for our pup with love and understanding, and made sure she got her walks and play time in. Riley was tuckered out on the way home and looked like she wanted to go back for more day care! We will definitely be booking with Autumn again. Thank you!

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 sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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!
The median cost per day for doggy day care in Chesapeake is $30
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chesapeake average 3 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chesapeake on Rover as of Aug 2025 was about $30 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 704 sitters provided doggy day care in Chesapeake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care 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, 87% of Chesapeake sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Chesapeake have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 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.
Chesapeake doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chesapeake sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 704 sitters offering doggy day care in Chesapeake on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake, 99% of sitters offer daily exercise, 100% 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 doggy day care 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 doggy day care 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
