Pet Sitting & Drop Ins in Deep Creek North, Chesapeake, VA

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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 pet sitters in your neighborhood

Search Results

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

1. Beth C.

Rover 101
Star Sitter
In My Dog Sitting Era!!
Indian River, Chesapeake, VA, 23325
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
32 reviews
8 repeat clients
Profile image

Beth did great with our pups while we were away. I could tell they were comfortable with her right away. She was prompt with the check ins and played with them when she stopped by. She sent pictures and updates often! Would highly recommend :)

Availability updated 4 days ago
Sitter Profile Image: Rodney B.
Verified Background Check
Sitter Profile Image: Rodney B.
Verified Background Check

2. Rodney B.

Star Sitter
I'll care for your FurKid!
Indian River, Chesapeake, VA, 23325
6.4 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
37 reviews
19 repeat clients
Profile image

Very attentive to our dogs routines, and looked for ways to go above and beyond, like washing their dog bowls without even being asked. Our dogs loved him. 10/10 would hire him again.

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Zara M.
Verified Enhanced Background Check
Sitter Profile Image: Zara M.
Verified Enhanced Background Check

3. Zara M.

Star Sitter
I can’t wait to meet your furriend!
Portsmouth, VA, 23707
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
Profile image

Zara is great to work with! Reliable, trustworthy, and kind! Definitely plan to use her services again in the future. Highly recommend her to anyone needing pet care!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Stephanie G.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie G.
Verified Enhanced Background Check

4. Stephanie G.

Star Sitter
Pet Sitting- There When You Need It
Greenbrier West, CHESAPEAKE, VA, 23320
3.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
49 reviews
19 repeat clients
Profile image

We have used Stephanie on several occasions to drop in on our doggie babies and she is a God sent. Our pups love her and she is extremely loving and patient with them. During our last trip, one of our babies got sick and she sprung right into action, even cleaning up the mess. Having her to look after our pups truly gives me a peace of mind and I would recommend her to anyone.

Availability updated 20 days ago
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check
Sitter Profile Image: Stephen s.
Verified Enhanced Background Check

5. Stephen s.

Star Sitter
Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
6.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
74 reviews
28 repeat clients
Profile image

Stephen was awesome. Needed a last minute sitter and he was available. He was able to meet my dogs within 24 hours of my booking. He did a great job at checking in and met all of my needs & the dogs. Very professional

Availability updated 4 days ago
Sitter Profile Image: Chelsey M.
Verified Background Check
Sitter Profile Image: Chelsey M.
Verified Background Check

6. Chelsey M.

Kind, patient, punctual
Portsmouth, VA, 23707
4.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
43 reviews
15 repeat clients
Profile image

Chelsey came by to check on Maggie. She will care for her when we leave town, and I wanted Maggie to get to know her. It will be the first time we have left Maggie with someone other than family. It is evident that Chelsey loves animals and truly cares about their safety and comfort. We are fortunate to have found her. She will be my new Rover dog sitter for sure.

Availability updated 3 days ago
Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Sitter Profile Image: Emily P.
Verified Enhanced Background Check

7. Emily P.

Flexible schedule, loves animals!
Norfolk, VA, 23510
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
Profile image

She was punctual and professional! We love that she did well with our puppy and older dog, to include giving them meds. Highly recommended her for any job.

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lea K.
Verified Background Check
Sitter Profile Image: Lea K.
Verified Background Check

8. Lea K.

Selfless, passion for caretaking
Portsmouth, VA, 23702
2.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
4.9 out of 5 stars
38 reviews
11 repeat clients
Profile image

She does an outstanding job all around! Trustworthy and dependable.

Availability updated 42 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Alli C.
Verified Enhanced Background Check
Sitter Profile Image: Alli C.
Verified Enhanced Background Check

9. Alli C.

Nurturing by nature
Greenbrier West, Chesapeake, VA, 23320
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
28 reviews
6 repeat clients
Profile image

Alli did great with our dogs. She followed all instructions to a T and was so kind and understanding with our more timid dog. Can’t thank her enough for taking care of our fur babies .

Availability updated 2 days ago
Sitter Profile Image: Evangelina A.
Verified Enhanced Background Check
Sitter Profile Image: Evangelina A.
Verified Enhanced Background Check

10. Evangelina A.

Star Sitter
Gentle and caring grandma
Western Branch South, Chesapeake, VA, 23321
4.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
29 reviews
14 repeat clients
Profile image

Eva was wonderful! She took away all the stress of leaving my cat. Her pictures and comments really put me at ease, and I knew my pet was doing fine. When we got home our "scaredy cat" was calm and relaxed so I knew it went well. Will definitely use Eva again.

Availability updated over 1 year ago
Sitter Profile Image: Karyn C.
Verified Background Check
Sitter Profile Image: Karyn C.
Verified Background Check

11. Karyn C.

Rover 101
Star Sitter
Le Petite Pet Sitting Boutique
Portsmouth, VA, 23704
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
Profile image

Karyn is an attentive and communicative caregiver for my dog. This was my first experience booking on rover and it went as expected, I’d recommend Karyn.

Availability updated 43 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jem M.
Verified Enhanced Background Check
Sitter Profile Image: Jem M.
Verified Enhanced Background Check

12. Jem M.

Star Sitter
Your Pet's New Best Friend!
Deep Creek North, Chesapeake, VA, 23323
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
30 reviews
5 repeat clients
Profile image

I was reminded why I’m a repeat with Jen - she is so incredibly conscientious about my kitties and her check-ins are so thorough and detailed. She’s so attentive to them and I can tell she makes them comfortable. I am so grateful to be a repeat customer and recommend her to anyone, and especially to people with senior kitties.

Availability updated yesterday
Sitter Profile Image: Irina K.
Verified Background Check
Sitter Profile Image: Irina K.
Verified Background Check

13. Irina K.

Rover 101
Star Sitter
Insured▪︎Bonded▪︎Pet CPR Certified
Chesapeake, VA, 23323
3.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
516 reviews
97 repeat clients
Profile image

Thank you for taking such good care of the boys the last 2 days. I was watching the videos and they both got excited when they heard your voice❤️

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Eleyna Hana R.
Verified Enhanced Background Check
Sitter Profile Image: Eleyna Hana R.
Verified Enhanced Background Check

14. Eleyna Hana R.

Animal Lover
South Norfolk, Chesapeake, VA, 23324
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
10 reviews
Profile image

Amazing! Thank you! Eleyna was able to provide stellar service on short notice. She was very communicative. I could tell my dogs liked her!

Availability updated 6 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Hollyann W.
Verified Enhanced Background Check
Sitter Profile Image: Hollyann W.
Verified Enhanced Background Check

15. Hollyann W.

I love all animals ❤️
Portsmouth, VA, 23503
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5.0 out of 5 stars
22 reviews
7 repeat clients
Profile image

Hollyann took wonderful care of my kitty! She sent lots of photos and provided detailed updates of how he was doing every day. Everything was tidy and in perfect shape when we returned home! She even ran out to pick up some litter when my cat started to run low on it. She was an incredibly conscientious and responsive pet sitter and I cannot recommend her enough!

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Dylan W.
Verified Enhanced Background Check
Sitter Profile Image: Dylan W.
Verified Enhanced Background Check

16. Dylan W.

Star Sitter
They call me the Dog Father. :)
Deep Creek North, Chesapeake, VA, 23323
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients

Dylan watched my two cats while my husband and I went away for a long weekend. I told him to pop in, feed them their wet food, top off their dry food/water and scoop the litter boxes once a day. And if he could hangout with them for a little bit that’d be nice too but nothing crazy. He went ABOVE and BEYOND! My male cat Bart loves to play fetch with his mouse. Dylan played fetch with him for almost an hour! (I have a nanny cam and could see) he even snuggled my girl cat on the couch. If you want someone who actually takes the time to make sure your pets feel just as loved as when you’re there, Dylan’s your guy. I’ve recommended him to my girlfriends who have dogs because he says he likes to go on long walks/hikes with them and I know they would LOVE that! So lucky I found him for our next trip!

Availability updated 6 days ago
Sitter Profile Image: Rachel C.
Verified Enhanced Background Check
Sitter Profile Image: Rachel C.
Verified Enhanced Background Check

17. Rachel C.

Reliable & Loving Dog Walker Ready
Western Branch South, Chesapeake, VA, 23321
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
3 reviews

Rachel is hands down the best pet sitter I’ve ever had. From the moment she met Yellowwolf, I could tell she genuinely cared and had a special connection with animals. She went above and beyond to make sure Yellowwolf felt loved and cared for. I came home to a happy, relaxed dog and couldn’t be more grateful! If you’re looking for someone who is reliable, attentive, and compassionate, Rachel is the one to call. Highly recommend!

Availability updated 9 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Yu S.
Verified Enhanced Background Check
Sitter Profile Image: Yu S.
Verified Enhanced Background Check

18. Yu S.

your pet's new best friend
Deep Creek North, Chesapeake, VA, 23323
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$14
per visit
5.0 out of 5 stars
4 reviews

About: I excel at picking up on subtle changes in a pet's behavior or health, allowing me to take proactive measures in addressing any concerns prompt. I also leaned up after pets, including washing and brushing fur, and providing basic grooming. I am currently a part time student and work in the animal shelter to help out those furry babies. whether it is taking my dog for morning walks to start the day on a positive note or spending quit evenings cuddled up with my cats, caring for my pets bring me immense joy and fulfillment. I have a fenced yard and 5 cats, 1 dog and 2 guinea pigs in my house. I always make sure their places are clean and no hazards around them.

Availability updated 7 days ago
Sitter Profile Image: Camryn K.
Verified Enhanced Background Check
Sitter Profile Image: Camryn K.
Verified Enhanced Background Check

19. Camryn K.

I'll love them like my own!
Chesapeake, VA, 23322
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$19
per visit
4.9 out of 5 stars
15 reviews
3 repeat clients
Profile image

Camryn did an amazing job pet sitting for us while we were in California. This was our first time leaving our 9 month old dog at home during a trip and although he was happy to see us he was obviously well loved while we were gone as well as all of our other pets! We will use Camryn any time we need care for as long as she continues to offer services, we received full updates and pics the entire time. Thank you Camryn for making this trip easy for us!

Availability updated 8 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Ryleigh S.
Verified Enhanced Background Check
Sitter Profile Image: Ryleigh S.
Verified Enhanced Background Check

20. Ryleigh S.

Rover 101
Stay At Home Wife With Furbabies
Deep Creek North, Chesapeake, VA, 23323
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
31 reviews
7 repeat clients
Profile image

Ryleigh was amazing! My pup loved her right from the beginning. She sent me lots of pictures and videos and asked questions when she needed to clarify things. 10/10 highly recommend! Thank you Ryleigh for treating my pup with so much love ❤️

Availability updated over 1 year ago

How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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 pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app