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: Stephanie G.
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Sitter Profile Image: Stephanie G.
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1. 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
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: 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
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
167 reviews
68 repeat clients
from
$16
per visit
Profile image

The dogs always love Nicholas. I trust him every time we have to go out of town. He is very communicative, sends pictures and let's me know if he has any concerns or questions. He is my go-to for dog sitters.

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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Skye was wonderful, took great care of Alex and Luna! It was nice not having to worry while we were out of town. Would definitely have her come back 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 did a great job loving on our babies and running them outside in the backyard during the day! Even when it was windy and cold!! The dogs loved it! Will definitely reach out to her for future needs!

Sitter Profile Image: Bailee B.
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Sitter Profile Image: Bailee B.
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6. 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
Profile image

Excellent experience, came through last minute when I had to be out of town unexpectedly. Showed up and handled my pets with great care!

Sitter Profile Image: Kess S.
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Sitter Profile Image: Kess S.
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7. 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 is just wonderful, and I highly recommend her to anyone looking for someone to care for your pet like her own while you’re away! She is detail oriented and patient. My cat, who is typically quite anxious, warmed up to her right away :) She also sends such lovely, detailed messages and cute photos. Will absolutely continue reaching out to her in the future for help when I’m away!

Sitter Profile Image: Shayla W.
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Sitter Profile Image: Shayla W.
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8. 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: 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
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: 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
98 reviews
33 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: Shelby J.
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Sitter Profile Image: Shelby J.
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11. Shelby J.

Here to pamper your pet
Norfolk, VA, 23517
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$15
per visit
Profile image

Shelby is awesome. 5 out of 5 stars. She definitely deserves it, she literally came in a clutch moment when an emergency came up with another sitter. She responded in a timely manner, no questions asked and took the task by the horns.

Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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12. 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
$15
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: Reimsy A.
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Sitter Profile Image: Reimsy A.
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13. 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 was absolutely fantastic!! She went over and above my expectations making sure to track down my shy guy and provide pictures to ease my mind as well as keeping me updated on how much he was eating. Reimsy was very flexible with my keys hand off (I only have 1 set). Will definitely be using her again!!

Sitter Profile Image: Geneive M.
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Sitter Profile Image: Geneive M.
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14. 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
Profile image

Geneive was absolutely amazing with King. From the time we did meet and greet, she was very professional and treated king as if he was her own. Will definitely be using services again

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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15. 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 was great house sitting our two dogs. She played with them, walked them, took care of them. And they loved her. I would recommend her without any hesitation and will use her again.

Sitter Profile Image: Rodney B.
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Sitter Profile Image: Rodney B.
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16. 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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17. 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
66 repeat clients
from
$22
per visit
Profile image

We have used Alyssa as a sitter and for drop in visits a few times now and as always Alyssa was wonderful and we really appreciated that she could sit for the boys at the short notice we gave her. We cannot imagine having anyone else look after my boys.

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 the biggest dog lover I know! She’s got a heart of gold towards everyone she meets two legged and four. Whenever Im in a pinch Sophia is the friend I know I can always call. She’s the most reliable person you’ll ever meet! Thanks for all you do Sophia!

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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