Doggy Day Care in Chesapeake

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cassidy D.
Verified Enhanced Background Check
Sitter Profile Image: Cassidy D.
Verified Enhanced Background Check

1. Cassidy D.

Big or small, I care for them all!
Norfolk, VA, 23517
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$35
per day

This woman is an absolute angel! Took care of our boy last minute and provided the most gentle and loving care he has ever received from a sitter. She tended to his anxiety and really worked with him to help him get through it. She also provided advice for when he’s at home to help him further! We love booking with her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jamie S.
Verified Enhanced Background Check
Sitter Profile Image: Jamie S.
Verified Enhanced Background Check

2. Jamie S.

Rover 101
My dogs are my world.
Norfolk, VA, 23523
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$38
per day

Kyra absolutely loves it with Jamie and her wonderful family! They absolutely love animals and always go above and beyond with pictures and love that my puppy gets. Can be hard for people like me to find good help with the long hours I work but Jamie said yes with out hesitation. Kyra is still learning potty and manners and they are so patient with her. She fit right in with them! Will definitely continue to use them every week & you should too !! Want a safe loving home for your pet this is the one ! I wish I could give more stars ! ⭐️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emma R.
Sitter Profile Image: Emma R.

3. Emma R.

Home to show all the dogs love
Norfolk, VA, 23502
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
4 repeat clients
from
$40
per day

Emma has been great with Lady. She keeps me updated on her with the photos and videos throughout the day and I can see Lady having a blast. Also, she really enjoys the homemade treats Emma sometimes sends her home with. Highly recommended.

Calendar Recently Updated
Sitter Profile Image: Danielle D.
Verified Enhanced Background Check
Sitter Profile Image: Danielle D.
Verified Enhanced Background Check

4. Danielle D.

I’ll love your pet when you’re away
Greenbrier East, Chesapeake, VA, 23320
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
12 repeat clients
from
$50
per day

I had a very nice first time experience with Danielle. I’m a new dog mom and I’m very uneasy leaving my new baby for the first time all day with a person I don’t know ..Danielle was very kind , accommodating and followed my instructions ,as to what my dog is use to and kept her in her routine . I received photos of her and little updates S to how she was adjusting ,as she is a shy ,anxious little girl and not use to been around other dogs .The location as well is very convenient, only a mile away from my home !Danielle would be my go to friendly Rover assistant from here on.. I already booked another stay for my little girl the end of the month .I definitely recommend Danielle for your pet needs, for peace of mind and worry free stay ☺️ Thank you ??

Calendar Recently Updated
Sitter Profile Image: Tina R.
Verified Enhanced Background Check
Sitter Profile Image: Tina R.
Verified Enhanced Background Check

5. Tina R.

Loving Pet Sitter
Greenbrier East, Chesapeake, VA, 23320
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
51 reviews
19 repeat clients
from
$29
per day

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!

Sitter Profile Image: Cory P.
Verified Enhanced Background Check
Sitter Profile Image: Cory P.
Verified Enhanced Background Check

6. Cory P.

Big Dog Lover
Indian River, Chesapeake, VA, 23325
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$27
per day

Cory is amazing with furry babies(dogs). I have personally seen him read a book and train his dog. His patience and love with them is amazing.

Calendar Recently Updated
Sitter Profile Image: Ayana B.
Verified Background Check
Sitter Profile Image: Ayana B.
Verified Background Check

7. Ayana B.

Rover 101
Their family away from home
Indian River, Chesapeake, VA, 23320
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
102 reviews
46 repeat clients
from
$28
per day

This our first time using the service, and Ayana and her family took excellent care of Chance. We loved the periodic updates throughout the day of how he was doing. 5 star care all the way.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jacqueline K.
Verified Background Check
Sitter Profile Image: Jacqueline K.
Verified Background Check

8. Jacqueline K.

Rover 101
Just-Like-Family Dog Boarding
Indian River, Chesapeake, VA, 23324
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
56 reviews
17 repeat clients
from
$40
per day

Jacqueline has been a life saver for me! With such flexibility and such short notice she is always eager to watch Ranger.

Sitter Profile Image: Caitlyn M.
Verified Enhanced Background Check
Sitter Profile Image: Caitlyn M.
Verified Enhanced Background Check

9. Caitlyn M.

Your pet needs a vacation too!
Norfolk, VA, 23502
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$30
per day

I have been friends with caitlyn for a long time. During this time I have watched her care for her Cat, Dog, and breaded Dragon. She has always gone the extra mile to make sure their needs are met. She has even taken care of my cat while I was on vacation, she did an amazing job.

Sitter Profile Image: Catina L.
Verified Background Check
Sitter Profile Image: Catina L.
Verified Background Check

10. Catina L.

Rover 101
Your pet is ours too!
South Norfolk, Chesapeake, VA, 23324
0.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$35
per day

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

Calendar Recently Updated
Sitter Profile Image: Kathy Y.
Verified Background Check
Sitter Profile Image: Kathy Y.
Verified Background Check

11. Kathy Y.

Rover 101
Your dog will love it here!
Norfolk, VA, 23509
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
94 reviews
47 repeat clients
from
$30
per day

Kathy is Awesome! Basha had a GREAT time playing with her two fur babies ..... he was sooo Happy can’t wait to Drop him off for more FUN tomorrow!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kelsey W.
Verified Enhanced Background Check
Sitter Profile Image: Kelsey W.
Verified Enhanced Background Check

12. Kelsey W.

I can’t wait to meet your animals!
Norfolk, VA, 23504
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$35
per day

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

Calendar Recently Updated
Sitter Profile Image: Jaime & Anthony S.
Verified Background Check
Sitter Profile Image: Jaime & Anthony S.
Verified Background Check

13. Jaime & Anthony S.

Stay at home mama pet care
Indian River, Chesapeake, VA, 23325
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$38
per day

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Learick L.
Verified Background Check
Sitter Profile Image: Learick L.
Verified Background Check

14. Learick L.

All Pets are welcomed!!
portsmouth, VA, 23437
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$25
per day

Learick had great communication while keeping my puppy which was great, considering I was a first time Rover user and never had had a sitter before. Everyday I was sent photos + videos and provided with updates! I will definitely book again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dora C.
Verified Enhanced Background Check
Sitter Profile Image: Dora C.
Verified Enhanced Background Check

15. Dora C.

Love dogs of all kinds-all sizes
Indian River, chesapeake, VA, 23324
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$29
per day

She was a breeder all my younger life of several breeds She has always loved animals and we joke about her being able to speak their language! Lol she is the sweetest most caring and giving person I have ever known. Trustworthy is an understatement...She takes care of all her neighbors mail and needs household and other while they are not in town or some of them just invalid she would no doubt be a perfect fit for this organization!

Sitter Profile Image: Haley J.
Verified Enhanced Background Check
Sitter Profile Image: Haley J.
Verified Enhanced Background Check

16. Haley J.

I’m every pets’ favorite aunt!
South Norfolk, Chesapeake, VA, 23324
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
10 reviews
from
$30
per day

Hello I’m Eric Reese, I believe Haley should be accepted to be a dog sitter. I know how much taking care of animals means to her, I have a boxer pup at my house and she absolutely loved to help take care of her take her out on walks whenever she needed to go out she is amazing with animals of all kinds and would be a great dog sitter for any type of dog breed. So I believe that she would excel at this job.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lilli H.
Verified Enhanced Background Check
Sitter Profile Image: Lilli H.
Verified Enhanced Background Check

17. Lilli H.

Love walking and playing with dogs
Norfolk, VA, 23510
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
9 years of experience
from
$27
per day

About: Hi there! I relocated from Germany to Norfolk around a year ago, leaving behind my dogs back home with my mom. Back in Germany, I had the pleasure of living in diverse settings—from serene, farm-like areas to bustling inner cities—where I regularly walked and cared for dogs, even alongside our feline friend who had no trouble mingling with larger dogs. Moreover, I've happily extended my care to friends' and neighbors' dogs, offering my help and experience to ensure their furry pals received the same love and attention as my own. Now settled here with ample free time while my husband practices medicine, I find myself missing the delightful company of dogs. With experience in both rural and urban dog care, I'm eager to fill my days by providing reliable, loving care for your furry companions. Let's ensure your dog's days are filled with walks, play, and plenty of TLC! Currently have a lot of free time while my partner is working and this is something I really like to do :). I can’t wait to see and play with dogs again I am very patient and a very calm caring person. And I’m a very respectful person to whoever’s house I’m at and clean up after myself.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Araminta Rhea F.
Verified Enhanced Background Check
Sitter Profile Image: Araminta Rhea F.
Verified Enhanced Background Check

18. Araminta Rhea F.

Playtime's Complete w/Doggie Suite
Norfolk, VA, 23523
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$30
per day

About: I have loved dogs since I was a toddler! My first dog was a golden retriever mix and later I grew up with Yorkies and other small to medium-sized breeds. I currently have one fur-baby (Adonis) and he is a social butterfly! I believe our four-legged companions are family, which is why I'm dedicated to treating them with care and respect so they know they are loved. Adonis has his bedroom (The Doggie Suite) and would love to share his space with happy friends to play with! Working remotely from home allows me to accommodate our fitness goals. Adonis walks at least twice a day (morning and evening) and runs around in the yard in between. We enjoy exploring new and larger spaces throughout Hampton Roads such as various parks, beaches, and other safe & clean areas that promote healthy living. Most of our longer, more adventurous walks take place on the weekends. Due to my current full-time occupation, I am working in the office once per week on Thursdays only. If you need a visit through the week, Thursdays are the only days I am not physically home for most of the day (8am-6pm). I work remote all other weekdays and I am off on weekends. We have a fenced-in backyard for playtime or potty breaks. I can accommodate any specific routines regarding meals or medication that your loved ones need. Even though we do love music & movement, we keep the volume at a peaceful level and live in a non-smoking atmosphere. Whether your pal enjoys having their own space with quiet time or lots of cuddles with belly rubs, we have just the place they need. We hope you will allow your fur-baby (or fur-babies) to visit us for a relaxation session or an active adventure!

Calendar Recently Updated
Sitter Profile Image: Caleb H.
Verified Enhanced Background Check
Sitter Profile Image: Caleb H.
Verified Enhanced Background Check

19. Caleb H.

The ritz for dogs
Portsmouth, VA, 23704
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$27
per day

Caleb was Great my dog loved being with him and she actually came home with a few new tricks which I was very excited about. When I dropped my pup off I noticed the huge backyard and automatically knew she was going to love it there. My pup stayed with Caleb for a week and she didn’t want to leave I definitely will be leaving her with him again. 10/10 would recommend :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sanika T.
Verified Enhanced Background Check
Sitter Profile Image: Sanika T.
Verified Enhanced Background Check

20. Sanika T.

Provide your pet with fun time!
South Norfolk, Chesapeak, VA, 23324
0.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$28
per day

She adopted 2 cats from shelter. And also she grow up with dog and cats since she was little. She has calm personally and take good care about others include animals. I'm strongly reccomend her for pets sitter.

Search Map

Doggy Day Care FAQs

Frequently asked questions about Rover

Chesapeake Doggy Day Care ratings

Overall Rating:
5.0 out of 5 stars

Doggy Day Care sitters in Chesapeake are rated on average 5 out of 5 stars based on 298 reviews.

Check out the Doggy Day Care in your neighborhood:

Rover also offers Doggy Day Care in:

Rover also offers other services in Chesapeake:

Doggy Day Care