Pet Sitting in Chesapeake

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

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Sitter Profile Image: Nicholas S.
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Sitter Profile Image: Nicholas S.
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1. Nicholas S.

Dog whisperer or maybe just talker
Virginia Beach, VA, 23464
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
322 reviews
122 repeat clients
Profile image

During a tough time in our life we were able to not worry about our dogs, thanks to Nicholas! He is amazing with my tough husky and fabulous with my German Shepard.

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Amy L.
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Sitter Profile Image: Amy L.
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2. Amy L.

Star Sitter
Privately Insured Fur Baby Walker
norfolk, VA, 23517
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
197 reviews
61 repeat clients
Profile image

Amy was great! She was able to take care of our pup on short notice over a holiday weekend. She sent lots of pictures and gave great updates. Would highly recommend her to others and will be booking her again in the future.

Availability updated today
Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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3. Tiffany M.

Star Sitter
Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
552 reviews
139 repeat clients
Profile image

Tiffany is a natural with the pups. My weird younger dog took to her right away and he can be scared of most people. She followed instructions and made sure my pups got their medicine. Highly recommend using her and I will definitely use her again!

Availability updated 54 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Beth C.
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Sitter Profile Image: Beth C.
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4. Beth C.

Rover 101
Star Sitter
In My Dog Sitting Era!!
Indian River, Chesapeake, VA, 23325
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5 out of 5.0 stars
44 reviews
15 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 today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Abrian Jairus O.
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Sitter Profile Image: Abrian Jairus O.
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5. Abrian Jairus O.

Star Sitter
Student who has all the time!
Virginia Beach, VA, 23464
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Abrian did such a great job walking my dogs! He always lets me know when he was going to arrive which I appreciated. My dogs really liked him and I could tell he liked them too! I would definitely book with him again 😃. Thank you Abrian!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Skye M.
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Sitter Profile Image: Skye M.
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6. Skye M.

Star Sitter
Vet Tech/Artist, Available Anytime!
Greenbrier West, Chesapeake, VA, 23320
4.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
83 reviews
24 repeat clients
Profile image

Friendly, loves and takes excellent care of my cats, flexible about scheduling, very responsive. Definitely my favorite pet sitter I've worked with.

Availability updated 3 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Eleyna Hana R.
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Sitter Profile Image: Eleyna Hana R.
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7. Eleyna Hana R.

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

Eleyna was fantastic with our dogs! She was attentive, caring, and made sure they were happy and well cared for. It was also a last minute booking. We’ll definitely book with her again. 5 stars!

Availability updated 8 days ago
Sitter Profile Image: Jackson L.
Verified Enhanced Background Check
Sitter Profile Image: Jackson L.
Verified Enhanced Background Check

8. Jackson L.

Star Sitter
BIG DOGS LITTLE DOGS OLD DOGS PUPS
Norfolk, VA, 23509
4.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
169 reviews
52 repeat clients
Profile image

Great sitter, took care of my puppy and willingly put up with her shenanigans. He cleaned up after her when she had accidents. He has great flexibility in his schedule.

Availability updated over 1 year ago
Sitter Profile Image: Desirae D.
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Sitter Profile Image: Desirae D.
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9. Desirae D.

Clean, Comfy, Safe
Norfolk, VA, 23504
3.0 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
18 reviews
9 repeat clients
Profile image

Desirae was great with the cats and they loved her! She always updated how they were doing and made sure their water was always taken care of.

Availability updated 5 days ago
Sitter Profile Image: Lindsay S.
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Sitter Profile Image: Lindsay S.
Verified Enhanced Background Check

10. Lindsay S.

Star Sitter
Ready to help you & your fur baby!
Norfolk, VA, 23507
3.2 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 4.9 stars
31 reviews
8 repeat clients
Profile image

Lindsay was awesome!! She kept in touch during every visit making it very stress free for me knowing that Belle was being taken such good care of!! I would absolutely recommend her!!

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

11. Zara M.

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

Zara was so sweet and took great care of my pack! This was my first time using rover and it was a lovely experience. I will definitely reach out to Zara again when we need someone to check on our pups!

Availability updated 9 days ago
Sitter Profile Image: Kylie P.
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Sitter Profile Image: Kylie P.
Verified Enhanced Background Check

12. Kylie P.

Star Sitter
10/10 Dogs Recommend
Norfolk, VA, 23510
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
13 reviews
4 repeat clients
Profile image

Kylie was awesome with our pets! She made time to come by beforehand to meet all of them and make sure she knew where everything was. We got pictures and updates with each visit to let us know what was going on and she communicated any issues or concerns. You can tell she really cares about the animals she’s watching and pays attention to their needs.

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Sierrah J.
Verified Enhanced Background Check
Sitter Profile Image: Sierrah J.
Verified Enhanced Background Check

13. Sierrah J.

Your pet will come back spoiled!
Norfolk, VA, 23523
1.3 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5 out of 4.9 stars
15 reviews
5 repeat clients
Profile image

Thank you!

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Tyler F.
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Sitter Profile Image: Tyler F.
Verified Enhanced Background Check

14. Tyler F.

Star Sitter
All breeds welcome! EVMS Student
Norfolk, VA, 23507
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
60 reviews
22 repeat clients
Profile image

For my first experience with this app, Tyler has exceeded my expectations. Very respectful and kind person who genuinely cares about your pet. Tyler took care of our dog as if it was his and I’m truly grateful for his service. 10/10 recommend! Thank you Tyler!

Availability updated 4 months ago
Sitter Profile Image: Kess S.
Verified Background Check
Sitter Profile Image: Kess S.
Verified Background Check

15. Kess S.

Enthusiastic Animal Lover!
Indian River, Chesapeake, VA, 23325
2.8 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
28 reviews
8 repeat clients
Profile image

Kess was amazing!! She took wonderful pictures and is very friendly! I am fully confident that she treated my dogs with the utmost care and love. I will be rebooking and would recommend her to anyone!

Availability updated over 1 year ago
Sitter Profile Image: Taylor M.
Verified Enhanced Background Check
Sitter Profile Image: Taylor M.
Verified Enhanced Background Check

16. Taylor M.

Star Sitter
Lover of animals (except reptiles)
Norfolk, VA, 23507
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
36 reviews
9 repeat clients
Profile image

I will absolutely be reaching out to Taylor again the next time I need someone to watch my kitties. She kept me updated, sent many pics, and made sure my cats were fed and loved. Thank you so much :)

Availability updated 9 days ago
Sitter Profile Image: Rayna H.
Verified Enhanced Background Check
Sitter Profile Image: Rayna H.
Verified Enhanced Background Check

17. Rayna H.

Trusted care for your home and pets
Indian River, Chesapeake, VA, 23462
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
11 reviews
1 repeat client

Rayna was a fantastic sitter for my German shepherd and cat while I was away. She was attentive, dependable, and clearly experienced with both dogs and cats. My dog needs lots of activity and structure, and Rayna handled it like a pro—daily walks, playtime, and tons of love. At the same time, she made sure my cat had the quiet comfort and attention she’s used to. I came home to two very happy pets and a spotless house. It’s clear Rayna takes real pride in what she does. I wouldn’t hesitate to book her again!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Adam B.
Verified Background Check
Sitter Profile Image: Adam B.
Verified Background Check

18. Adam B.

Dog dad!
Norfolk, VA, 23510
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Simba loves Adam! I was at peace during my vacation knowing he was in good hands. Highly recommend him!

Availability updated 7 days ago
Sitter Profile Image: Alyssa M.
Verified Background Check
Sitter Profile Image: Alyssa M.
Verified Background Check

19. Alyssa M.

Rover 101
Star Sitter
Little buddies new best friend!
Indian River, Chesapeake, VA, 23325
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
204 reviews
68 repeat clients
Profile image

Alyssa was amazing. She stopped by to meet the dogs before she came. Not only was she on time and attentive to my dogs, but she brought them and me a Christmas present! She went above and beyond and I will definitely book her again!

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Sean M.
Verified Enhanced Background Check
Sitter Profile Image: Sean M.
Verified Enhanced Background Check

20. Sean M.

McLaughlin K9 Services
Indian River, Chesapeake, VA, 23325
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
19 reviews
5 repeat clients

Sean is phenomenal when it comes to anything animals. He knows how to communicate with them, even the ones that can be kind of stubborn. He was my go to when it came to watching my dog when I was on vacation. I have a yellow lab and any time we would drive to his house my dog would lose his mind with excitement! 10/10 would recommend!

Availability updated 32 days 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.

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