Pet Sitting in Chesapeake

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Amy L.
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Sitter Profile Image: Amy L.
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1. Amy L.

Genuine Fur Baby Walker
norfolk, VA, 23517
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$18
per visit
Profile image

Amy was my life saver in a day were I couldn’t find anyone to check up on my Baby Chilli she was available and very communicative, goes the extra mile and sends lots of photos ❤️.

Sitter Profile Image: Nicholas S.
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Sitter Profile Image: Nicholas S.
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2. Nicholas S.

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

Nicholas was fantastic with my boys. He took them out and played, sent me lots of pictures, and followed all the instructions. Would totally book again!

Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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3. Stephanie G.

Pet Sitting- There When You Need It
Greenbrier West, CHESAPEAKE, VA, 23320
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
8 repeat clients
from
$18
per visit
Profile image

Stephanie was awesome with my two dogs. She let them out in the backyard and played with them for a bit. She’s reliable, responsible and the dogs love her!

Sitter Profile Image: Skye M.
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Sitter Profile Image: Skye M.
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4. Skye M.

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

Sitter Profile Image: Tiffany M.
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Sitter Profile Image: Tiffany M.
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5. Tiffany M.

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

Tiffany did a great job with taking care of my pups (Leo and Millie) while I went out of town. She's very flexible, reliable, and easy to communication with. Would highly recommend!!! My dogs miss her!! Lol

Sitter Profile Image: Anna A.
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Sitter Profile Image: Anna A.
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6. Anna A.

Flexible schedule and Animal lover!
Greenbrier East, Chesapeake, VA, 23320
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$20
per visit
Profile image

Anna was great with my senior cat Hector! She took the time to establish a rapport with him, which can be tricky. When I got home after 10 days away, he was not stressed at all! It's the best he's ever been with a sitter - Thank you Anna!

Sitter Profile Image: Lea K.
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Sitter Profile Image: Lea K.
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7. Lea K.

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

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

Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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8. Ashley P.

Walks,Parks,Swimming,Friendship:YES
Norfolk, VA, 23517
3.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
104 reviews
36 repeat clients
from
$20
per visit
Profile image

Ashley was amazing!!!! My pups absolutely loved her! I felt my dogs and my home were in good hands as soon as we met. She went above and beyond anything I would have expected. I highly recommend her and will certainly work with her again!

Sitter Profile Image: Tyler F.
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Sitter Profile Image: Tyler F.
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9. Tyler F.

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

Sitter Profile Image: Spencer M.
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Sitter Profile Image: Spencer M.
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10. Spencer M.

Meoow wufwuff… they’ll understand!
Chesapeake, VA, 23323
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit
Profile image

Spencer is fantastic! He was quick to respond to my initial inquiry and set up the meet and greet. He clicked well with my animals, even winning some of my more skittish babies. He even made time to let one of our cats spend a few minutes outside each day, which is his favorite thing. Can’t recommend Spencer enough!

Sitter Profile Image: Geneive M.
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Sitter Profile Image: Geneive M.
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11. Geneive M.

Energetic Family
Norfolk, VA, 23509
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
191 reviews
77 repeat clients
from
$20
per visit
Profile image

Geneive was fantastic! She kept me posted on when she arrived, and sent photos of my dog during the stay. She put my mind at ease and I knew my dog was in great hands.

Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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12. Kelsey S.

Passionate Animal Care Taker
Norfolk, VA, 23502
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
6 repeat clients
from
$13
per visit
Profile image

Kelsey was absolutely wonderful to our two boys! Aside from the feedings and litter scooping, she took the time to ensure they were comfortable around her and even cleaned up a vase that the menaces had knocked over during the week. She sent us tons of pictures during visits too which really helped put us at ease. Thank you again for all you did for our boys - we will definitely be reaching out again for future bookings!

Sitter Profile Image: Kess S.
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Sitter Profile Image: Kess S.
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13. Kess S.

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

Sitter Profile Image: Alyssa M.
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Sitter Profile Image: Alyssa M.
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14. Alyssa M.

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

This was the first time since I've had dogs that I've left them with a "stranger". Alyssa was wonderful putting my mind at ease and the dogs loved her! I could tell by the photos she sent me that they were going about their routine like "business as usual". She followed my (probably over the top) instructions about food etc. perfectly. I booked Alyssa to come back this weekend to provide more of her excellent, personalized service to my two dogs when I am out of town.

Sitter Profile Image: Amber J.
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Sitter Profile Image: Amber J.
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15. Amber J.

Its nothing but love!
Portsmouth, VA, 23704
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$15
per visit

I've known Amber for years and she is great with animals, all breeds and sizes. I have a Rhodesian Ridgeback Pitbull mix and he loves her. He has a specific diet and Amber never skipped a beat. She is definitely my go to when I travel for work or if I'm having a late night at work. To be honest if I had kids I would trust her with them as well.

Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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16. Jackie L.

Eat. Play. Love.
Chesapeake, VA, 23320
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$14
per visit
Profile image

Jackie is a very great and reliable sitter! She is very sweet, kind and patient. 10/10 recommend 💕

Sitter Profile Image: Rodney B.
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Sitter Profile Image: Rodney B.
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17. Rodney B.

I'll care for your FurKid!
Indian River, Chesapeake, VA, 23325
2.3 mi. away
Drop-In Visits
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$20
per visit
Profile image

As always, our boys love their Uncle Rodney! He is so great with them, and he even put food out for the stray kitties that visit us. So generous and caring!

Sitter Profile Image: Erick S.
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Sitter Profile Image: Erick S.
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18. Erick S.

I love all pets!
Norfolk, VA, 23509
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience
from
$13
per visit

About: Hi there! I have lots of experience with all sorts of pets, from chihuahuas to parrots. My dog Luna loves meeting and playing with other dogs. I work a 9-5 during the week but am fully available on weekends. With ample space and a fenced-in yard, your pets will have plenty of room to play and feel at home! I am available early mornings and evenings during the week and fully available on weekends, ensuring your pets get the attention and care they need. I have ample space with a fenced in yard. I’m also a dog dad to the sweetest pit/black lab mix. She is my everything and gets along with other dogs and cats!

Sitter Profile Image: Shayla W.
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Sitter Profile Image: Shayla W.
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19. Shayla W.

Dog Lover
South Norfolk, chesapeake, VA, 23324
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$13
per visit

Shayla is great with pets. Especially dogs. She loves them and takes good care of them. I would definitely recommend her as a dog sitter.

Sitter Profile Image: William E.
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Sitter Profile Image: William E.
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20. William E.

Cat whisperer and dog petter!
Norfolk, VA, 23523
0.5 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

William watches my dog whenever I go out of town and I can tell he takes great care of her because she absolutely loves him. I think he may spoil her more than I do! He also always provides pictures and daily updates which we appreciate so much. I highly recommend William for your pet sitting needs!

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Chesapeake Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Chesapeake are rated on average 5 out of 5 stars based on 1,043 reviews.

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Rover.com is the simple, savvy way to find and book Deep Creek West-Dismal Swamp, Chesapeake house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Deep Creek West-Dismal Swamp on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Deep Creek West-Dismal Swamp, Chesapeake, VA house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Drop-In Visits