Doggy Day Care in Pleasant Grove West, Chesapeake, VA

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

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect

Loving doggy day care in your neighborhood

Search Results

Sitter Profile Image: Eric C.
Verified Enhanced Background Check
Sitter Profile Image: Eric C.
Verified Enhanced Background Check

1. Eric C.

Rover 101
Star Sitter
Safe and Secure Military Family
moyock, NC, 27958
11.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
4.9 out of 5 stars
39 reviews
17 repeat clients
Profile image

Eric helped us out on short notice and was very responsive throughout the stay. Our dog, Mylo, was well taken care of and all tuckered out when we picked him up🙂 We will definitely reach out again when we are back in the area!

Availability updated 16 days ago
Sitter Profile Image: Jonnalyn C.
Verified Enhanced Background Check
Sitter Profile Image: Jonnalyn C.
Verified Enhanced Background Check

2. Jonnalyn C.

Your Pet's New Best Friend Awaits!
Greenbrier East, CHESAPEAKE, VA, VA, 23320
9.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Jonnalyn took great care of Penelope! She is very responsive and sent several videos of Penelope and her dog playing together. Penelope had a blast!

Availability updated 3 days ago
Sitter Profile Image: Brianna F.
Verified Enhanced Background Check
Sitter Profile Image: Brianna F.
Verified Enhanced Background Check

3. Brianna F.

Star Sitter
Professional dog trainer
Moyock, NC, 27958
8.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
151 reviews
52 repeat clients
Profile image

Brianna (dog sitting , boarding, etc.) is a hidden gem to say the least. My fiancé and I looked around for a person / business that could take care of our beloved dog. Our dog Is still young and requires someone who is attentive, understanding , and simply cares. Briana fits the bill and more . We will certainly be sending Maya to Briana again in the future. .

Availability updated 3 days ago
Sitter Profile Image: Ricardo M.
Verified Enhanced Background Check
Sitter Profile Image: Ricardo M.
Verified Enhanced Background Check

4. Ricardo M.

Star Sitter
Farm Paws:Your Dedicated Pet Sitter
Pleasant Grove West, Chesapeake, VA, 23322
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day
5.0 out of 5 stars
32 reviews
14 repeat clients
Profile image

We are so appreciative of Ricardo and his family opening up their home for our dogs. Taking it slow and making sure they have a good time while we are getting settled into our new house. We get pictures and updates throughout the day and our dogs are so excited to get there to spend the day. Very grateful to have found them nearby to us.

Availability updated 3 months ago
Sitter Profile Image: Rachael R.
Verified Enhanced Background Check
Sitter Profile Image: Rachael R.
Verified Enhanced Background Check

5. Rachael R.

Star Sitter
The crazy dog lady
Great Bridge, Chesapeake, VA, 23322
6.9 mi. away
Boarding, Doggy Day Care
from
$35
per day
5.0 out of 5 stars
124 reviews
31 repeat clients
Profile image

Rachel was great! My little girl can be nervous with new people but Rachel made her feel right at home. Layla had a great time playing with the other dogs and came home happy and tired. Rachel was awesome about updating me throughout the day with videos and pictures of Layla’s adventures. We will definitely use Rachel’s service again!

Availability updated today
Sitter Profile Image: Tina R.
Verified Enhanced Background Check
Sitter Profile Image: Tina R.
Verified Enhanced Background Check

6. Tina R.

Star Sitter
Loving Pet Sitter
Greenbrier East, Chesapeake, VA, 23320
11.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per day
5.0 out of 5 stars
77 reviews
24 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Eugene J.
Verified Enhanced Background Check
Sitter Profile Image: Eugene J.
Verified Enhanced Background Check

7. Eugene J.

Here to give your pup a vacation!
Great Bridge East, chesapeake, VA, 23322
6.6 mi. away
Boarding, Doggy Day Care
from
$33
per day
5.0 out of 5 stars
92 reviews
41 repeat clients
Profile image

Mr. Eugene and his family were absolutely wonderful with my boys! I’m always hesitant regarding people watching them unless I personally know them but my boys were definitely in great hands and I am so happy!

Availability updated 4 days ago
Sitter Profile Image: Kobie H.
Verified Background Check
Sitter Profile Image: Kobie H.
Verified Background Check

8. Kobie H.

Star Sitter
Elite Dog Care Provider/Trainer🐾
Greenbrier West, Chesapeake, VA, 23320
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$47
per day
4.9 out of 5 stars
128 reviews
74 repeat clients
Profile image

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!

Availability updated 36 days ago
Sitter Profile Image: Cassandra & Tradd D.
Verified Background Check
Sitter Profile Image: Cassandra & Tradd D.
Verified Background Check

9. Cassandra & Tradd D.

Rover 101
Yard + Park + 24/7 on-call VetTech
Deep Creek South, Chesapeake, VA, 23323
7.1 mi. away
Boarding, Doggy Day Care
from
$35
per day
5.0 out of 5 stars
36 reviews
18 repeat clients
Profile image

Daisy had a great time with Cassandra and Tradd. She had a fun time playing with noodle and macaroni as well as their two children. Very thankful we found them and absolutely intend on reaching out the next time we are going out of town!

Availability updated 2 days ago
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check
Sitter Profile Image: Shannon S.
Verified Enhanced Background Check

10. Shannon S.

Star Sitter
Dogs are my joy. I love them
Deep Creek South, Chesapeake, VA, 23323
8.5 mi. away
Boarding, Doggy Day Care
from
$27
per day
4.9 out of 5 stars
34 reviews
11 repeat clients
Profile image

Shannon was friendly and very caring with Kirby at our meet and greet and for his daycare stay. She gave me an honest, detailed report when I picked him up. Her communication was great! Will be booking again next week!

Availability updated today
Sitter Profile Image: Lorraine S.
Verified Enhanced Background Check
Sitter Profile Image: Lorraine S.
Verified Enhanced Background Check

11. Lorraine S.

Rover 101
LOVE ANIMALS!
Great Bridge East, Chesapeake, VA, 23322
7.3 mi. away
Boarding, Doggy Day Care
from
$27
per day
5.0 out of 5 stars
16 reviews
5 repeat clients

Lorraine is an amazing person to watch your pet. She gives them all the attention they need and is good at following specific guidelines for needier pets.

Availability updated 3 months ago
Sitter Profile Image: Akemi R.
Verified Background Check
Sitter Profile Image: Akemi R.
Verified Background Check

12. Akemi R.

Star Sitter
Safe and loving care for your Baby!
Great Bridge, Chesapeake, VA, 23322
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
54 reviews
22 repeat clients
Profile image

Akemi is an amazing sitter! She provides such individualized, loving care to my dog Mickey! She also has a lot of experience with dogs and her place is clean and spacious. I highly recommend Akemi!

Availability updated today
Sitter Profile Image: Karen C.
Verified Enhanced Background Check
Sitter Profile Image: Karen C.
Verified Enhanced Background Check

13. Karen C.

Caring caretaker and pet lover
Deep Creek South, Chesapeake, VA, 23323
8.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
30 years of experience

If you're looking for someone who truly cares for your pets, Karen is the person to trust! From the moment I met her, it was clear that she has a deep love and respect for animals. She treats every pet as if they were her own, ensuring they feel safe, loved, and well-cared for. Her yard is absolutely beautiful, providing plenty of space for the pets to run around and enjoy themselves. Karen goes above and beyond with daily walks, playtime, and making sure they’re comfortable and happy. She also provides lots of updates, keeping me informed with photos and messages so I always know how my pets are doing. I always feel completely at ease knowing my pets are in such good hands with her. Her dedication, kindness, and attention to detail make her an outstanding pet sitter, and I couldn't recommend her more.

Availability updated today
Sitter Profile Image: Courtney & Kailee B.
Verified Enhanced Background Check
Sitter Profile Image: Courtney & Kailee B.
Verified Enhanced Background Check

14. Courtney & Kailee B.

Rover 101
Star Sitter
Sloppy Smooches & Wiggly Mutts
South Mills, NC, 27976
9.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5.0 out of 5 stars
88 reviews
38 repeat clients
Profile image

Courtney is so good with our babies. Elton and Elvis just adore her and are so happy when they see her coming.

Availability updated 3 days ago
Sitter Profile Image: Mae B.
Verified Enhanced Background Check
Sitter Profile Image: Mae B.
Verified Enhanced Background Check

15. Mae B.

Safe space here, a cuddles haven 🥰
Deep Creek South, Chesapeake, VA, 23323
8.5 mi. away
Boarding, Doggy Day Care
from
$35
per day
5.0 out of 5 stars
6 reviews
3 repeat clients

If you are looking for someone to care for your pets, I highly recommend Mae. We went on vacation for a week and did not want to leave Yoshi in a kennel. Luckily, Mae was available and was so excited to spend time with Yoshi. Mae listened to all of my details about Yoshi and went above and beyond to make sure we were comfortable. She gave lots of updates and was very attentive. She is so caring and kind and will give your pets the attention they deserve when you are away.

Availability updated 17 days ago
Sitter Profile Image: Valerie A.
Verified Enhanced Background Check
Sitter Profile Image: Valerie A.
Verified Enhanced Background Check

16. Valerie A.

Your pet will be loved as my own 🐾
Great Bridge East, Chesapeake, VA, 23322
7.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
11 reviews
5 repeat clients

Valerie is a bonafide dog lover! She shows a Momma's kind heart to her children that extends to dogs as well. I love to watch her communicate with her dog, with our dog, and with other dogs that she encounters. Dogs seem to gravitate to her!

Availability updated 9 days ago
Sitter Profile Image: Amberlee C.
Verified Enhanced Background Check
Sitter Profile Image: Amberlee C.
Verified Enhanced Background Check

17. Amberlee C.

Foster pet mom; rescue advocate!
Great Bridge, Chesapeake, VA, 23322
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day
5.0 out of 5 stars
9 reviews
3 repeat clients

Amberlee is the biggest animal advocate I know! She has loved and cared for so many foster animals, as she also cares for her own pets. I'm in awe of how big her heart is to take on new animals to care for! She's an excellent pet parent and I know she'll care for anyone's pets with as much love as she does her own.

Availability updated 19 days ago
Sitter Profile Image: Lauryn D.
Verified Enhanced Background Check
Sitter Profile Image: Lauryn D.
Verified Enhanced Background Check

18. Lauryn D.

Empathetic dog lover ❤️
Deep Creek South, Chesapeake, VA, 23323
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
30 reviews
4 repeat clients
Profile image

First of all, Lauryn takes AMAZING pictures. I love how well she documented everything and kept me updated throughout the day. I would definitely trust Lauryn with my baby again

Availability updated 24 days ago
Sitter Profile Image: Angie F.
Verified Background Check
Sitter Profile Image: Angie F.
Verified Background Check

19. Angie F.

Rover 101
Dedicated, responsible animal lover
Great Bridge East, Chesapeake, VA, 23322
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
29 reviews
13 repeat clients
Profile image

We used Angie four days for Doggie Daycare when I was out of town and my husband was working all day. She was AMAZING! Our dog loved her and enjoyed spending time with Angie each day! We will definitely use her again in the future! I’m so excited we found her!

Availability updated 49 days ago
Sitter Profile Image: Kathleen & Jehu & Jennifer M.
Verified Background Check
Sitter Profile Image: Kathleen & Jehu & Jennifer M.
Verified Background Check

20. Kathleen & Jehu & Jennifer M.

Animal Lover
Great Bridge, Chesapeake, VA, 23322
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$28
per day
5.0 out of 5 stars
25 reviews
7 repeat clients
Profile image

This family was great with my pomchi! They showed my puppy nothing but love and she loved them in return! I had to book with them last minute and they were okay with it and very flexible with their time and availability. I would definitely book again! Thank you so much!

Availability updated over 1 year ago

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!

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.

Doggy Day Care FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app