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.

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Sitter Profile Image: Heather R.
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Heather R.
from
$25
per day
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: Hi! I'm a lifelong animal lover with years of hands-on experience working in animal shelters, dog daycare centers, and boarding facilities. Caring for animals has always been a huge part of my life, and I truly enjoy getting to know each pet's unique personality and needs. After recently losing my beloved dogs, I realized I wasn't quite ready for another long-term commitment, but I deeply missed having dogs around. Rover has given me the perfect opportunity to open my home and heart to dogs while helping other pet parents feel confident their pets are in good hands. I'm a stay-at-home mom, which means your dog will have plenty of attention, supervision, and companionship throughout the day. We have a large fenced-in yard for safe outdoor play and exercise. I also have two cats who grew up with dogs and are comfortable sharing their space, as well as two young children who have been around dogs their entire lives and know how to interact respectfully with them. For the comfort and safety of every pet in my care, I only accept dogs from one household at a time. This allows me to provide individualized attention and create a calm, stress-free environment during their stay. I understand how important it is to trust someone with your furry family member, and I will care for your dog as if they were my own. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. My mornings typically begin with feeding pets, potty breaks, walks, or playtime before my family's daily activities start. Because I am home most of the day, pets receive frequent attention, supervision, and companionship rather than being left alone for long periods. Throughout the day, I can accommodate additional potty breaks, outdoor time in our fenced yard, feeding schedules, medication administration if needed, and plenty of affection and enrichment. In the evenings, pets are included in our family's relaxed routine, with more playtime, walks, and cuddles before bedtime. For boarding and daycare, dogs are rarely left unattended, and I only accept pets from one household at a time to ensure each pet receives personalized care and attention. I care for every pet as if they were my own, taking the time to learn their routine, preferences, and personality. I understand that being away from their family can be stressful, so I strive to provide a calm, safe, and loving environment where pets feel comfortable and secure. For dogs, I provide regular potty breaks, exercise, playtime, enrichment activities, and plenty of affection. Dogs have access to our large fenced yard for supervised outdoor time, and because I am home throughout the day, they receive consistent attention and companionship. I only care for dogs from one household at a time, which allows me to focus on their individual needs and maintain a low-stress environment. For cats, I ensure they have fresh food and water, a clean litter box, and attention at their comfort level. Whether your cat enjoys playtime, cuddles, or simply having a quiet and reliable caretaker, I respect their personality and routine. I am also comfortable following special instructions, administering medications when needed, and providing regular updates and photos so you can have peace of mind while you're away.

Sitter Profile Image: Tina R.
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Tina R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
106 reviews
26 repeat clients
20 years of experience
Greenbrier East, Chesapeake, VA, 23320

We were in a bind and needed a last minute pet sitter for our dog. Thankfully Tina was available and was very friendly and great with communication! Thanks again for taking care of our girl!

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Jess K.
Sitter Profile Image: Michelle J.
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Michelle J.
from
$35
per day
5.0 out of 5 stars
38 reviews
13 repeat clients
15 years of experience
Norfolk, VA, 23518

I can’t say enough kind things about Michelle. I feel like she’s an extension of our family in how she cares for our puppy. She’s provides an enriching experience for dogs in her care. She is warm, personable and efficient in response to communication. We will use her again.

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James E.
Sitter Profile Image: Madison R.
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Madison R.
from
$30
per day
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Norfolk, VA, 23510

Madison took great care of Sterling! He really enjoyed his day with her!

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Vicky C.
Sitter Profile Image: Sage M.
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Sage M.
from
$30
per day
5.0 out of 5 stars
3 reviews
6 years of experience
Greenbrier East, Chesapeake, VA, 23320

About: I have multiple years of experience babysitting and pet sitting. I also have a few friends with pets that I help take care of as well. My schedule is pretty flexible during the week since I work from home. I am available during the week and occasionally on the weekends as well. Please don’t hesitate to reach out even if the date is blocked off. I definitely try my best to make it work schedule wise. I live in an apartment complex but there are various nearby parks and open spaces that are pet friendly. There's also a lot of walking space around the complex. I take care of my grandpa currently and he would love to have company of a four legged friend. 🥰

Sitter Profile Image: Autumn S.
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Autumn S.
from
$40
per day
4.8 out of 5 stars
18 reviews
6 repeat clients
13 years of experience
South Norfolk, Chesapeake, VA, 23324

Autumn was really great! She helped my nervous dog decompress, feel comfortable, and stay entertained. She sends photo updates and is very quick to respond to messages. Will definitely go back to her for more services!

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Kyulee P.
Sitter Profile Image: David P.
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David P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
84 reviews
27 repeat clients
15 years of experience
Norfolk, VA, 23518

This was the smoothest Rover experience ever. He responded to my request within 2 minutes and did great with my little dog. Highly recommend.

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Katherine P.
Sitter Profile Image: Lisa W.
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Lisa W.
from
$25
per day
4.9 out of 5 stars
29 reviews
9 repeat clients
7 years of experience
Northwest, Virginia Beach, VA, 23462

Seems like Taz had a good time with very little stress and exercise. Thank you!

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Lowell H.
Sitter Profile Image: Catina L.
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Catina L.
from
$35
per day
5.0 out of 5 stars
38 reviews
14 repeat clients
6 years of experience
South Norfolk, Chesapeake, VA, 23324

I would recommend , I feel comfortable for me and my dog when dropping him off.

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Darrius N.
Sitter Profile Image: Sherry H.
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Sherry H.
Star Sitter
from
$30
per day
5.0 out of 5 stars
173 reviews
71 repeat clients
25 years of experience
Virginia Beach, VA, 23464

Lady had so much fun playing here. She came home exhausted and happy. When I picked her up...she tried to go back in. She didn't want to leave! That's awesome. I will definitely use Sherry again. Knowing my special needs doggie was taken care of means a lot to me.

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Elizabeth P.
Sitter Profile Image: MaryAnn & Franklin S.
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MaryAnn & Franklin S.
from
$31
per day
5.0 out of 5 stars
58 reviews
20 repeat clients
23 years of experience
Norfolk, VA, 23502

MaryAnn did a great job with our German Shepherd, Nash! He's a little shy at first in new situations, but he warmed up quickly, and I could tell that he really enjoyed staying with her. She did a wonderful job making sure that he was comfortable and cared for. He really took a liking to her and turned into a Velcro dog with her! She gave very informative updates and sent photos throughout the day. She's also very careful about introductions and making sure that all the dogs get along. I definitely trust her and will be a repeat client!

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Nicole W.
Sitter Profile Image: Hannah W.
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Hannah W.
from
$50
per day
4.9 out of 5 stars
43 reviews
7 repeat clients
40 years of experience
Indian River, Chesapeake, VA, 23325

About: Hello! I come to Rover with over 40 years of experience caring for pets of all kinds. I’ve spent my entire life around animals, and for over 30 years (beginning as a volunteer at age 14 with my local wildlife museum), I’ve worked hands-on with animals in a variety of settings. Caring for animals isn’t just something I do—it’s something I truly love and feel deeply connected to. Every pet has their own personality, routines, and little quirks, and taking the time to understand what makes each one feel safe, comfortable, and happy is what makes me an exceptional pet sitter. Whether it’s keeping up with your furry family member's familiar routines (such as going for walks, play, and mealtimes) or simply offering calm companionship in whatever form that takes, I cater to each pet individually so they feel as at ease as possible while you’re away. My background in nursing makes me comfortable administering most medications—including pills, injections, and specialized treatments—with confidence and ease. I always follow your care instructions and often take pictures or videos at our meet-and-greet to refer back to later as well. (I can also do more than one meet-and-greet if necessary for an additional cost based on time and driving distance.) In addition to practical care, I bring a grounded, gentle presence and am certified in animal Reiki, which can be especially comforting for anxious or high-energy pets. I also treat your home with the same respect and care I give your pet so that you can return to a calm, tidy space and a happy companion. I currently have a very flexible schedule that can be adapted to a variety of needs, including caring for birds, rodents, reptiles, and more, ensuring I can meet your pet's unique needs. I hope I get the opportunity to meet with you and your pet in person and see if we might make a good fit! I am not currently working outside the home, apart from Rover, and do not accept other jobs while I am caring for your pet (s). When you book me as your sitter I can guarantee that your pet will have my undivided attention the whole stay. Earning your pets trust and ensuring they are always safe, (both inside the home and outside on walls, etc.), is my top priority as a pet sitter. I follow the rules you put into place for their care and will always contact you should there be any concerns. (Thankfully there rarely are!)

Sitter Profile Image: Tammy A.
Verified Enhanced Background Check
Tammy A.
Star Sitter
from
$38
per day
5.0 out of 5 stars
23 reviews
7 repeat clients
44 years of experience
virginia beach, VA, 23464

About: About Me I have a deep love for animals and years of experience caring for them. After losing our family dog of 15 years, I spent two years fostering pets. While I’ve chosen not to commit to a permanent pet due to future retirement plans, I still enjoy providing a loving and safe environment for animals through short-term fostering and pet sitting. I also care for my son’s dog on weekends, so I understand how important it is to trust someone with your furry family member. What I Offer When your pet stays with me, they’ll enjoy: A spacious, secure backyard with a doggie door for easy indoor/outdoor access Cozy pet beds and a variety of chew toys A treat jar (with your approval—no rawhide) Plenty of love, attention, and playtime Your pet’s happiness is my priority! Have worry-free travel and peace of mind knowing your furry baby is in caring hands. I work at a local University and have been there for 30 years. I work from home a few days a week and on the days I'm in my office, if I should have your pet I will arrange to work from home if given enough notice. I work from home Wed - Friday and of course, on weekends I'm home. I have a fenced-in backyard with a dog door that can be opened or closed. I do have my sweet grandpup (who was a foster) a couple of times a week and is used to all dogs and cats. We go to Woodstock Dog Park, so she has others to play with. I have one large crate and one med crate. I only crate if I'm out running errands and if your pet needs to be crated for safety and security reasons. Our family dog loved to lie in his crate while we were gone or he was napping with the door open, so I know that some pets feel safer with an open door crate. I will discuss with you and your preferences. My grandpup does not use a crate anymore at anytime but she is now three.

Sitter Profile Image: Mely B.
Verified Background Check
Mely B.
from
$28
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Norfolk, VA, 23504

About: I love dogs of all sizes and ages! My family recently lost our pitbull, Emma, who was 7 years old, so my mom has temporarily kidnapped my Chihuahua so the house doesn't feel so lonely. Now my house feels a little too quiet without her around. I am loving, caring, trustworthy, and responsible! Your pet is free to roam around the house with me, and I'll make sure they feel comfortable and at home. I enjoy taking dogs on walks, to dog parks, on car rides, to the beach, and anywhere they can have fun and enjoy themselves (with your permission, of course). I like to keep dog parents updated with pictures & texts throughout their pet's stay. I understand that every dog has their own personality and unique needs, and I am committed to giving them the very best care while providing you with peace of mind. I will make sure your pet feels welcomed, loved, and right at home here! I work from home, so I'll be with your doggie for most of the day. The only time they'll be home alone is when I run errands. I care for pets in a safe, loving home with a fenced yard where they can play and get fresh air. They are treated like my own. I follow their normal routines, including feeding, walks, and playtime. I also send regular updates with photos and messages.

Sitter Profile Image: Nichole U.
Verified Enhanced Background Check
Nichole U.
from
$35
per day
5.0 out of 5 stars
181 reviews
79 repeat clients
14 years of experience
Virginia Beach, VA, 23456

Nichole was extremely professional and very sweet to my baby girl. Bella seemed to be in a great mood when I picked her up from the doggy day care! Thank you for being so quick to respond to messages and so attentive to Bella! See you soon, Nichole!

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Anastasia Y.
Sitter Profile Image: Julie & Kenneth N.
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Julie & Kenneth N.
from
$30
per day
5.0 out of 5 stars
151 reviews
58 repeat clients
10 years of experience
Norfolk, VA, 23505

I was really nervous about leaving my baby with someone for the first time, but they took great care of my CoCo. They also sent updates. I would use again

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Jamie W.
Sitter Profile Image: Kobie H.
Verified Background Check
Kobie H.
Star Sitter
from
$47
per day
4.9 out of 5 stars
203 reviews
113 repeat clients
13 years of experience
Greenbrier West, Chesapeake, VA, 23320

Kobie was GREAT with my baby! I loved getting a video of him settling in within 20 minutes of dropping him off at doggy day care. Jax had a great time with Kobie’s dogs and he was well taken care of!

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Jeremy and Tanisha A.
Sitter Profile Image: Katie G.
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Katie G.
from
$40
per day
5.0 out of 5 stars
10 reviews
20 years of experience
South Norfolk, Chesapeake, VA, 23324

About: **Work from Home** **Please message if you have more than 2 dogs for special pricing** 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 from home is my goal. 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 go on walks, play and let them out for potty breaks. I make sure your pup stays on their “at home” schedule to keep them comfy and relaxed during their stay. I have a fenced in yard and a clean home with nothing laying around on the floors. Your baby will have their own space (with or without crate) and will be cared for like they are my own.

Sitter Profile Image: Kelsey W.
Verified Enhanced Background Check
Kelsey W.
from
$35
per day
5.0 out of 5 stars
52 reviews
12 repeat clients
10 years of experience
Portsmouth, VA, 23704

Kelsey took great care of my dog, would have him watch Russell again anytime.

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Anthony P.
Sitter Profile Image: Tyler F.
Verified Enhanced Background Check
Tyler F.
from
$35
per day
5.0 out of 5 stars
81 reviews
29 repeat clients
20 years of experience
Norfolk, VA, 23507

About: Hi! I've been operating on Rover for about 5 years now! I've had dogs for as long as I can remember and love being around them. I have experience with all sizes of dogs from Papillons to German Shepards. I am accepting of all breeds, sizes and ages. I've had several dogs with allergies and other health issues, so I am experienced in giving medications, applying any topicals, and noticing any developing symptoms. I also have lots of experience with cats and even have one of my own with medical issues, so I would love to do drop ins for your feline friends! I am currently a student at Eastern Virginia Medical School and am in my last year so my schedule can be somewhat variable. However for the next few months I will be available for mid-day walks/cat visits! I have a 7 year old Pit Bull Terrier that absolutely loves all other animals and can adjust his play style according to other dogs sizes. I also have a small fenced in outdoor patio where your dogs can relax outside with some sun in between walks. I live alone so there won't be too much stimulation from others, and there's plenty of space for your pup to take some time to their selves if needed.

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Over 488
pet parents in Chesapeake have booked doggy day care

Chesapeake dog parents share their Rover experiences

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5.0 out of 5 stars

We were desperate to find next day doggy day care for our foster dog with medical restrictions. Madison happily accepted our request and saved us from having to call out of work! Thank you, Madison, for that peace of mind and making time to host Toast. Highly recommended 🙌🏽

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Donna P.
Doggy Day Care
5.0 out of 5 stars

Miss Patricia is a wonderful dog-sitter. I know Hope loves spending time with her because when I pull into the driveway she tries to jump out of the window to get to the house. She is so kind and attentive to Hope. She recognized something was wrong with Hope and alerted me to excessive itching. Went to vet and Hope had an ear infection that I would have missed working all day. Highly recommend Miss Patricia to care for your dog.

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Marlynn J.
Doggy Day Care
5.0 out of 5 stars

Autumn was really great! She helped my nervous dog decompress, feel comfortable, and stay entertained. She sends photo updates and is very quick to respond to messages. Will definitely go back to her for more services!

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Kyulee P.
Doggy Day Care
5.0 out of 5 stars

Lilli did a great job taking care of my dog! She was able to work with my schedule and my dog was always happy to see her again.

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Spring I.
Doggy Day Care
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  3. 3. Book & Pay

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The median cost per day for doggy day care in Chesapeake is $30

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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 Jun 2026 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.

If you’re searching for a Chesapeake doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 668 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, 86% of Chesapeake sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Chesapeake have an average of 17 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 668 sitters offering doggy day care in Chesapeake on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake, 97% of sitters offer daily exercise, 98% 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.