Doggy Day Care in Chesapeake

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Autumn S.
Verified Enhanced Background Check
Autumn S.
Star Sitter
from
$40
per day
4.8 out of 5 stars
16 reviews
5 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!

Profile image
Kyulee P.
Sitter Profile Image: Shayla W.
Verified Background Check
Shayla W.
from
$40
per day
5.0 out of 5 stars
14 reviews
3 repeat clients
20 years of experience
South Norfolk, chesapeake, VA, 23324

About: Hi, I am a stay at home mom of two teenage children and we all love dogs. I also love walks. I try to walk about 10,000 steps a day. Your pet will get plenty of exercise and attention from me. I have taken several lessons and online courses on dog training. I also am very patient. I know your pet is a family member to you and I will treat him as such. Feel free to contact me with any questions. Looking forward to meeting your pet! I am retired so I have plenty time on my hands to do pet care. It has become a hobby for me. I really enjoy it. I cook breakfast and dinner for my dogs at home, they enjoy long walks and also free roam in my big backyard. In my clients home I am respectful of their space while taking good care of them.

Sitter Profile Image: Jonathan G.
Verified Enhanced Background Check
Jonathan G.
Star Sitter
from
$45
per day
5.0 out of 5 stars
121 reviews
49 repeat clients
12 years of experience
Greenbrier East, Chesapeake, VA, 23320

Jonathan knows how to respond to the needs of the little fellow he is sitting. Brutus is a super senior with special needs, so he needed a caretaker with Jonathan’s kind of expertise and mindfulness. I’ve never left him with a sitter outside of the family before, but I had such a stress free weekend after leaving Brutus in his hands. Jonathan had amazing communication with me and sent cute pictures of Brutus napping or exploring around the property. Jonathan’s two dogs are also super sweet and respectful of other dogs’ space, but he also respected any boundaries or rules I set for Brutus for the stay. Did great at earning my trust and staying constituent and thorough. Thank you Jonathan ♥️

Profile image
Emily B.
Sitter Profile Image: Cassidy D.
Verified Enhanced Background Check
Cassidy D.
Star Sitter
from
$35
per day
4.9 out of 5 stars
69 reviews
30 repeat clients
20 years of experience
Norfolk, VA, 23517

Thiago had so much fun at her house, he was worn out when I picked him up. Cassidy was super nice as well, communicated with me about Thiago.

Profile image
Jordan M.
Sitter Profile Image: Hannah W.
Verified Enhanced Background Check
Hannah W.
from
$35
per day
4.9 out of 5 stars
37 reviews
5 repeat clients
40 years of experience
Indian River, Chesapeake, VA, 23325

About: Hi there, and welcome! I’m so glad you’re here—I’d love to share a little about myself and the thoughtful, personalized care I provide for pets. 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: Ellen K.
Verified Enhanced Background Check
Ellen K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
Norfolk, VA, 23504

Bodhi had THE BEST day. He's so excited to back in Norfolk (& a for me to go back to work so he can hang with Ellen, Jay and the gang all day)!

Profile image
Lauren G.
Sitter Profile Image: Savannah J.
Verified Enhanced Background Check
Savannah J.
Star Sitter
from
$42
per day
4.9 out of 5 stars
107 reviews
36 repeat clients
8 years of experience
Greenbrier East, Chesapeake, VA, 23320

Savannah was very friendly and welcoming. Dory felt right at home in Savannah’s home. She made new friends and left very happy. We will definitely be repeat clients.

Profile image
Sapidah S.
Sitter Profile Image: Tina R.
Verified Enhanced Background Check
Tina R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
102 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!

Profile image
Jess K.
Sitter Profile Image: Catina L.
Verified Background Check
Catina L.
from
$35
per day
5.0 out of 5 stars
37 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.

Profile image
Darrius N.
Sitter Profile Image: Pamela & Zachary S.
Verified Enhanced Background Check
Pamela & Zachary S.
Star Sitter
from
$27
per day
4.5 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Norfolk, VA, 23513

This family is amazing. They took great care of my dog. Scout loved their kids. He came home very calm and was tired from playing. I would highly recommend!!

Profile image
Caitlyn P.
Sitter Profile Image: Sage M.
Verified Enhanced Background Check
Sage M.
from
$30
per day
5.0 out of 5 stars
2 reviews
6 years of experience
Greenbrier East, Chesapeake, VA, 23320

About: I have experience babysitting and pet sitting during my time college. I also have multiple 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: Michelle J.
Verified Background Check
Michelle J.
from
$35
per day
5.0 out of 5 stars
36 reviews
12 repeat clients
15 years of experience
Norfolk, VA, 23518

Leila had a great time at Michelle's and with her friend Ollie! I would trust Michelle with Leila any time. It just takes a little more patience for me. Thank you!

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

Gus had an amazing time with Nichole….he didnt want to leave! She was excellent with communication and sent the cutest pictures of him while playing with other dogs. So thankful for the time and love she spent taking care of our puppy for a few hours.

Profile image
Mikayla C.
Sitter Profile Image: Julie & Kenneth N.
Verified Enhanced Background Check
Julie & Kenneth N.
from
$30
per day
5.0 out of 5 stars
148 reviews
57 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

Profile image
Jamie W.
Sitter Profile Image: Rachel B.
Verified Background Check
Rachel B.
from
$55
per day
5.0 out of 5 stars
308 reviews
88 repeat clients
25 years of experience
Virginia Beach, VA, 23464

Rachel is incredible with our puppy, who I know, is a lot of energy and work! My dog is so excited to come over to Rachel’s house, she’s practically jumping from my arms! I am so grateful for the love and care Rachel provides!

Profile image
Annie L.
Sitter Profile Image: Kelsey W.
Verified Enhanced Background Check
Kelsey W.
from
$35
per day
5.0 out of 5 stars
50 reviews
11 repeat clients
10 years of experience
Portsmouth, VA, 23702

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

Profile image
Anthony P.
Sitter Profile Image: Paul L.
Verified Enhanced Background Check
Paul L.
from
$35
per day
4.6 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
South Norfolk, Chesapeake, VA, 23324

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.

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

Kobie is great! So laid back and scheduling was super easy. He replies fast and communication is kept all day. His dogs are nice and play great with mine. It’s hard to find a sitter for my 100 pound clumsy Rottie but so glad Kobie lives close by. Simba loves going to doggie daycare and is so sleepy when he gets home from having such a fun day! Will 100% use Kobie for all my rover needs.

Profile image
Allison G.
Sitter Profile Image: Sherry H.
Verified Enhanced Background Check
Sherry H.
Star Sitter
from
$30
per day
5.0 out of 5 stars
166 reviews
67 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.

Profile image
Elizabeth P.
Sitter Profile Image: Anna V.
Verified Background Check
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.

Profile image
John M.
1 / 1
View more sitters

Over 477
pet parents in Chesapeake have booked doggy day care

Chesapeake dog parents share their Rover experiences

1 / 1
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.

Profile image
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!

Profile image
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.

Profile image
Spring I.
Doggy Day Care
5.0 out of 5 stars

Thank you James for watching Marshall and Greigh even tho it was a last minute booking and I was late getting them there.

Profile image
JRock W.
Doggy Day Care
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 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 day for doggy day care in Chesapeake is $30

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 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 4
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 Apr 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 Apr 2026, 714 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 4 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 714 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, 99% offer medication administration, and 93% 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.