Pet Sitting & Drop Ins in Greenbrier West, Chesapeake, VA

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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
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
321 reviews
122 repeat clients
Profile image

This is the second time we asked Nicholas to take out Vader and would do it again. He has wonderful communication, sends lots of photos and loves Vader. Thank we can ask him whenever!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Beth C.
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Sitter Profile Image: Beth C.
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2. Beth C.

Rover 101
Star Sitter
In My Dog Sitting Era!!
Indian River, Chesapeake, VA, 23325
5.1 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 2 days ago
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
6.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
550 reviews
138 repeat clients
Profile image

Excellent communication and keeping us informed. We could see our Rudy let his guard down with each visit and be his typical self. The pictures made our day. We will definitely will reach out for Tiffany's service again and recommend her to all our fellow dog owners.

Availability updated 51 days ago
Sitter Profile Image: Skye M.
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Sitter Profile Image: Skye M.
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4. Skye M.

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

Skye did an amazing job, as always! Love to be able to leave my 3 girls in her care for work trips knowing they’re in good hands! Stress free and content!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Eleyna Hana R.
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Sitter Profile Image: Eleyna Hana R.
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5. Eleyna Hana R.

Animal Lover
South Norfolk, Chesapeake, VA, 23324
3.6 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 5 days ago
Sitter Profile Image: Anna A.
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Sitter Profile Image: Anna A.
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6. Anna A.

Star Sitter
Flexible schedule and Animal lover!
Great Bridge, Chesapeake, VA, 23322
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
93 reviews
32 repeat clients
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My little Bonbon is very shy, but Anna managed to gain her trust! Truly thankful for the excellent care and her going the extra mile to befriend my kitty.

Availability updated today
Sitter Profile Image: Akemi R.
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Sitter Profile Image: Akemi R.
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7. Akemi R.

Safe and loving care for your Baby!
Chesapeake, VA, 23322
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$12
per visit
5 out of 5.0 stars
58 reviews
26 repeat clients
Profile image

We love having Akemi come and watch our cat! She is so helpful and gives her all the love while we are gone. We will book her again and again!

Availability updated 13 days ago
Sitter Profile Image: Tyler & Kayla W.
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Sitter Profile Image: Tyler & Kayla W.
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8. Tyler & Kayla W.

Dog lovers with flexible schedule!
Virginia Beach, VA, 23464
6.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Kayla and Tyler were absolutely fantastic! They were so great with our pup, showing genuine care and attention that instantly put us at ease. What really stood out was their reliability—despite our last-minute request, they stepped in without hesitation and handled everything flawlessly. Their communication was excellent; we always felt informed and reassured while we were away. If you’re looking for someone who is dependable, caring, and professional, I highly recommend Kayla and Tyler! We’ll definitely be reaching out to them again.

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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9. Emily R.

Rover 101
Star Sitter
Treated Like Family
Chesapeake, VA, 23320
1.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
34 reviews
6 repeat clients
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Emily was kind and caring and took notes. Very professional and loving towards my pup. All was well when I returned from my trip. Thanks Emily!!

Availability updated today
Sitter Profile Image: Elisabeth L.
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Sitter Profile Image: Elisabeth L.
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10. Elisabeth L.

Dog lover!
Virginia Beach, VA, 23464
3.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
54 reviews
8 repeat clients
Profile image

Couldn't have asked for a nicer, more accommodating person. It was last minute and we were in a pinch and she not only agreed to do it, but also went above and beyond to take care of our dog. I would recommend her every time.

Availability updated 14 days ago
Sitter Profile Image: Stephen s.
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Sitter Profile Image: Stephen s.
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11. Stephen s.

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

Stephen was fantastic! He was attentive, detailed, & communicative. He sent pictures every visit. He played fetch with the big dogs & was patient with the old lady dog. I will absolutely rebook with Stephen next time we are out of town.

Availability updated 3 months ago
Sitter Profile Image: Katelyn M.
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Sitter Profile Image: Katelyn M.
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12. Katelyn M.

We walk the walk and bark the bark
Greenbrier East, Chesapeake, VA, 23320
3.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Katelyn had been great!!! She agreed to take care of Azra last minute and took such good care of her. She sent a bunch of pictures and always made sure she had clean water. She played with her the whole 30mins! We are so happy we found her.

Availability updated today
Sitter Profile Image: Ally H.
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Sitter Profile Image: Ally H.
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13. Ally H.

Star Sitter
I SPEAK CAT&DOG
Greenbrier East, Chesapeake, VA, 23320
2.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
80 reviews
23 repeat clients
Profile image

Love Ally! She’s a pro with cats and has such amazingly good energy. She took care of my baby with just a couple days advance notice, and even came by for a meet-and-greet. She treated my baby like her own, meds and all, and you can sense how much she cares.

Availability updated 4 days ago
Sitter Profile Image: Samantha F.
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Sitter Profile Image: Samantha F.
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14. Samantha F.

Sweet and loving sitter!
Greenbrier West, Chesapeake, VA, 23320
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
18 reviews
4 repeat clients
Profile image

Samantha went above and beyond in caring for Tux and just generally looking after our house too! It’s great having someone who I know cares for my pet when I’m out of town. I highly recommend Samantha!

Availability updated 2 days ago
Sitter Profile Image: Katie S.
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Sitter Profile Image: Katie S.
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15. Katie S.

Trusted Care for Your Pets!! 🐶🐱
Greenbrier East, Chesapeake, VA, 23320
3.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
21 reviews
5 repeat clients
Profile image

Katie did a wonderful job watching my boys. She’s very quick to respond to messages and made me feel comfortable being away from home. If you’re in need of a sitter, you can’t go wrong with Katie!

Availability updated yesterday
Sitter Profile Image: Abby B.
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Sitter Profile Image: Abby B.
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16. Abby B.

Star Sitter
Passionate about animal care!
Butts Station, Chesapeake, VA, 23322
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$11
per visit
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

I cannot say enough good things about Abby!! She has been absolutely incredible with our dog and he has been so happy! She’s always very communicative and attentive. Thank you so much, Abby! We can’t wait to have you watch our boy again- I’m sure he can’t either :) thank you!

Availability updated today
Sitter Profile Image: Elizabeth M.
Verified Background Check
Sitter Profile Image: Elizabeth M.
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17. Elizabeth M.

Rover 101
Elizabeth's Walks & Drop In Service
Greenbrier East, Chesapeake, VA, 23320
2.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
4 repeat clients

Elizabeth has watched my husky consistently since I first met her. I love receiving picture updates that my fur baby is enjoying herself. Elizabeth takes her for a good walk every day that she watches her, which is better than I am able to do myself! I have never had any doubts about leaving my dog with Elizabeth for any amount of time - from a few hours to several days.

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: ashley w.
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Sitter Profile Image: ashley w.
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18. ashley w.

Lover of all pets!!
Greenbrier West, Chesapeake, VA, 23320
1.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
3 repeat clients
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Ashley was great with Raza, super friendly, respectful and loving. Will absolutely re-book.

Availability updated 10 days ago
Sitter Profile Image: Julia F.
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Sitter Profile Image: Julia F.
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19. Julia F.

Rover 101
Star Sitter
Vet Tech in Training!
Greenbrier East, Chesapeake, VA, 23320
2.2 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Julia was wonderful with our kitties! I always hate leaving them when we travel but they were in great hands. Julia provided photos, daily updates, and was great with communication. We will definitely be using her again.

Availability updated today
Sitter Profile Image: Kiara C.
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Sitter Profile Image: Kiara C.
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20. Kiara C.

Hi ! My name is Kiara!
Chesapeake, VA, 23320
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review
Profile image

Kiara was amazing at caring for our 2 BIG babies. She was extremely responsive, timely, and flexible. One of our pups has anxiety and had an accident. Kiara took the time to clean up the mess and immediately notified me. Her patience and loved for animals is apparent! Thank you again!!!

Availability updated today
Confirmed availability for Memorial Day Weekend

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