Doggy Day Care Chesapeake

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

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Over 212
pet parents in Chesapeake have booked doggy day care

Chesapeake, Find top rated doggy day care

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
14 reviews
2 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

Best dog sitter ever!

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Brian M.
Sitter Profile Image: Mely B.
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Mely B.
from
$28
per day
5.0 out of 5 stars
8 reviews
3 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: Hannah W.
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Hannah W.
from
$50
per day
4.9 out of 5 stars
45 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: Marie J.
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Marie J.
from
$33
per day
4.8 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Virginia Beach, VA, 23464

About: Genuinely love and care for fur-babies. Have had a ton of experience with farm animals and domestic with a genuine compassion for all. Looking for ones that absolutely want genuine sincere care for their fur-babies. I'm home full-time and fur-babies have access to a fenced in back yard at all times with the option of indoor anytime as well. Lots of love and attention. Fenced in big back yard with lots of room to explore. Large home to be mischievous inside as well. Tons of love and attention to be given

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

Tina and her family were the perfect "home away from home" for our fur-baby! Thank you for loving her today! We look forward to continuing the relationship!

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Tranika S.
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: Michelle J.
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Michelle J.
from
$35
per day
5.0 out of 5 stars
39 reviews
13 repeat clients
15 years of experience
Norfolk, VA, 23518

Michelle was great. She was ready for Daly to be dropped off. She kept me informed all day, with messages and photos. So I was totally at ease during the day. And she was ready to hand Daly back to me, with a summary of activities. I recommend her highly, and will gladly use her services again. Thanks, Michelle!

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Deane W.
Sitter Profile Image: Kelsey W.
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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: Anna V.
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Anna V.
from
$45
per day
5.0 out of 5 stars
67 reviews
23 repeat clients
10 years of experience
Norfolk, VA, 23502

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.

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John M.
Sitter Profile Image: Kobie H.
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Kobie H.
Star Sitter
from
$47
per day
4.9 out of 5 stars
204 reviews
117 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: Marian J.
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Marian J.
from
$30
per day
5.0 out of 5 stars
1 review
8 years of experience
Portsmouth, VA, 23707

Amazing last-minute sitter! Marian was friendly, dependable, and took great care of our dog. Highly recommend!

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yelena p.
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: Tyler F.
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Tyler F.
from
$35
per day
5.0 out of 5 stars
82 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.

Sitter Profile Image: David P.
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David P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
89 reviews
28 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: Madison R.
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Madison R.
from
$30
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
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: Gracie-Lynn H.
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Gracie-Lynn H.
from
$30
per day
5.0 out of 5 stars
1 review
4 years of experience
Indian River, Chesapeake, VA, 23325

About: I have been taking care of animals and working around them for as long as I can remember. From a very young age I was always at my grandma’s house visiting her and her animal rescue that she owned. She had animals named after me and my siblings, there was over 150 cats and dogs at one point and as a little girl it was a dream. I loved taking care of the animals and being a big help for my grandma so I hope to carry that on for you and your animals as I am currently studying for my veterinarian technology associates degree! I currently work part time while I am in school to become a veterinarian so I have plenty of time to spend caring for animals! I have a huge fenced in yard with a dog and 2 cats of my own. My babies are super sweet and loving, my dog loves to play and snuggle so she is very excited for a play date or furry sleepover!

Sitter Profile Image: Lisa W.
Verified Background Check
Lisa W.
from
$25
per day
4.9 out of 5 stars
29 reviews
10 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: Julie & Kenneth N.
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Julie & Kenneth N.
from
$30
per day
5.0 out of 5 stars
151 reviews
61 repeat clients
10 years of experience
Norfolk, VA, 23505

I recently moved here and was anxious about finding a sitter for Taco. I'm so glad I can trust Julie and Kenneth to take care of Taco while I'm away at work. They make sure he's happy and I also get a very detailed summary about how his day went. I highly recommend them and will be using them regularly.

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Tarise S.
Sitter Profile Image: Devin S.
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Devin S.
from
$30
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
13 years of experience
Virginia Beach, VA, 23464

Devin did a wonderful job taking care of my puppy! Would definitely use her again!

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Karlitaah M.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$25
per day
5.0 out of 5 stars
150 reviews
63 repeat clients
18 years of experience
Virginia Beach, VA, 23462

I had never left my dog with anyone before but Mackenzie and her husband made him feel at home. Wonderful 5 star sitters!

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Rachel & Andrew J.
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The median cost per day for doggy day care in Chesapeake is $30

Dog parents share their Rover experiences - Chesapeake

1 / 1
5.0 out of 5 stars

Heather is amazing!!!! Willow loved her stay and she sent me pictures and updates throughout the day!

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Lauren T.
Doggy Day Care
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in Chesapeake average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Chesapeake

Frequently asked questions about Rover

The average cost for Doggy Day Care in Chesapeake on Rover is $26.75 per day (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

As of June 2026, there are 687 sitters on Rover offering Doggy Day Care across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Chesapeake commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

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.

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 687 sitters in Chesapeake, 87% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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