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: 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
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
166 reviews
68 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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2. Stephanie G.

Pet Sitting- There When You Need It
Greenbrier West, CHESAPEAKE, VA, 23320
4.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
7 repeat clients
from
$18
per visit
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Stephanie was awesome to my fur babies. She was super friendly, reliable, and a very kind person who genuinely cares about your pets. I will definitely rebook and recommend her to anyone.

Sitter Profile Image: Skye M.
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Sitter Profile Image: Skye M.
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3. 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
35 reviews
16 repeat clients
from
$20
per visit
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My first time using Rover and having Skye care for my crew. I’m very happy, I enjoyed getting pics and updates and will def be using Skye again.

Sitter Profile Image: Amy L.
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Sitter Profile Image: Amy L.
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4. 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
9 reviews
5 repeat clients
from
$18
per visit
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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: 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
396 reviews
122 repeat clients
from
$13
per visit
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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!

Sitter Profile Image: Tyler F.
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Sitter Profile Image: Tyler F.
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6. 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
44 reviews
20 repeat clients
from
$20
per visit
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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: Bailee B.
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Sitter Profile Image: Bailee B.
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7. Bailee B.

Taking Pet Care to the Next Level!
Portsmouth, VA, 23702
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
11 repeat clients
from
$15
per visit
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Bailee was really professional and the cat loved her

Sitter Profile Image: Kess S.
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Sitter Profile Image: Kess S.
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8. 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
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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: Kelsey S.
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Sitter Profile Image: Kelsey S.
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9. 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
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Kelsey did a great good checking on our sweet cat. I thought she was going to be too shy to come out and visit but Kelsey got her out with the laser pointer and sent pics of them playing. We will absolutely request more visits with Kelsey in the future!

Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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10. 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
97 reviews
33 repeat clients
from
$20
per visit
Profile image

Ashley took great care of our cat while we were away for a week. It was our first time leaving him and she made sure we had no concerns, gave him lots of love, and definitely put my mind at ease! She even offered to get our mail and water the plants, certainly not necessary but very much appreciated! Good to know we have such a great option for pet care with her in the future!

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
185 reviews
75 repeat clients
from
$20
per visit
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Geneive was great with our kitty! He was not feeling like himself and had to get medications given to him and Geneive did a great job giving him his medications. She sent us many pictures and videos of him throughout the time. Its not easy leaving your sick pet with someone put she made us feel comfortable that our kitty was well taken care of. She was on time and professional. Will definitely use her again and recommend her to anyone!

Sitter Profile Image: Shayla W.
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Sitter Profile Image: Shayla W.
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12. 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 very loving towards dogs. She consider her dog Apollo as another one of her children. He is very well trained by her and she shows us how to deal with him so he gets trained the same way by everyone. I would reccomend her as a dog sitter, your pet would be taken care of very well.

Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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13. Jackie L.

Eat. Play. Love.
Indian River, Chesapeake, VA, 23320
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$13
per visit

About: Hey there – my name is Jackie, and I’ve taken care of dogs my whole life. I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. Thirty year old mom, wife, and USCG veteran, with 15+ years of experience caring for my own, and others, pets - including dogs, cats, and birds. I can administer oral or injected medication, and have experience with senior and special needs dogs. I will treat your babies like my own but will also respect their boundaries and strive to keep them as comfortable as possible. I am a schoolteacher - available Monday thru Friday after 2:30PM, open availability on the weekends, and totally free all summer to care for, walk, exercise, and love your babies. I am always in a constant state of supervision when watching other people's pets. It is second nature for me to ensure there aren't any hazards around that could harm your baby, just as I would expect for anyone watching my fur babes.

Sitter Profile Image: Rodney B.
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Sitter Profile Image: Rodney B.
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14. 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
23 reviews
12 repeat clients
from
$20
per visit
Profile image

Our 1st experience with Rodney was outstanding. Rodney cared for our 3 cats, fish and plants for 9 days. Our animals and our home were in great condition when we returned. Rodney sent photos and updates from each visit which was so reassuring. Rodney is a very warm and pleasant person and we look forward to booking with him for our future travel.

Sitter Profile Image: Alyssa M.
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Sitter Profile Image: Alyssa M.
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15. 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 is our second time using Alyssa and this time it was as amazing as the first. We had to leave for a longer trip this time and it made it easier to go knowing she was there for Roscoe! I can't say enough about her updates ... the best we have ever received - she has us smiling and laughing 💛. She loves what she does and you can tell!

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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16. Erin M.

Here for your pet-sitting needs!
Norfolk, VA, 23510
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Erin is a natural care taker of dogs. They immediately know she loves them and will take great care of them with good walks and lots of play time and cuddles. She is very responsible and reliable and you will be happy you hired her to take care of your fur babies.

Sitter Profile Image: Reimsy A.
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Sitter Profile Image: Reimsy A.
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17. Reimsy A.

all dogs and cats are welcome!!
Portsmouth, VA, 23704
2.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$14
per visit
Profile image

Reimsy looked after my cats while we were away. First time using Rover and Reimsy did amazing! Would definitely book her again if we go out of town!

Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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18. Kelsey W.

I can’t wait to meet your animals!
Norfolk, VA, 23504
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$16
per visit

As long as I’ve known kelsey he’s been great with animals and loves to be with animals all the time. He’s very caring and always wants to play with animals

Sitter Profile Image: Jasmine R.
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Sitter Profile Image: Jasmine R.
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19. Jasmine R.

Friendly and Compassionate
Chesapeake, VA, 23324
1.1 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Jasmine is a great fit for rover as a pet owner she did an amazing job. Very attentive to the animals needs & entertainment. Seeing her first hand dealing with multiple animals gave me assurance that she can handle the role as a pet caregiver well.

Sitter Profile Image: Sophia H.
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Sitter Profile Image: Sophia H.
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20. Sophia H.

Sharing my love of dogs with dogs
South Norfolk, Chesapeake, VA, 23324
0.7 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Sophia is a true pet lover! As an owner of multiple dogs of different sizes and breeds she truly loves them all. I also have several dogs of different sizes and breeds and trust her to watch and care for them over anyone else. Highly recommend her!

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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