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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Confirmed availability: Memorial Day Weekend
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, Doggy Day Care, Dog Walking
5.0 out of 5 stars
165 reviews
68 repeat clients
from
$16
per visit
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!

Confirmed availability: Memorial Day Weekend
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
Profile image

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: Amy L.
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Sitter Profile Image: Amy L.
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3. 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
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 ❤️.

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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
35 reviews
16 repeat clients
from
$20
per visit
Profile image

We booked Skye for a last minute, five-day trip during the holidays…it was our first time using Rover and we were all a bit nervous! Skye was compassionate, reliable, and very communicative…. I really can’t recommend her enough! She is amazing!!

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 was great with our Wubz ❤️❤️ She made sure he was well taken care of while we were away! She sent pictures to let us know he was doing great. Thank you again

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
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Thank you for taking care of my 3 cats! You are awesome, I highly recommend!

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 was so great!! She was always on time and stayed engaged with my dogs the whole visit. She sent lots of great pics and videos of them playing and relaxing together. You can tell she loves this because she stayed even longer than expected!

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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: 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
Profile image

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!

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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
95 reviews
32 repeat clients
from
$20
per visit
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Ashley did a great service for us caring for our puppy,Holly. She wanted to accommodate caring for our puppy as if she was her own. We really appreciated her care! We would use her again and recommend her highly.

Sitter Profile Image: Tyler F.
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Sitter Profile Image: Tyler F.
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11. 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
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!

Confirmed availability: Memorial Day Weekend
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
$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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alyssa M.
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Sitter Profile Image: Alyssa M.
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13. 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

Alyssa has been great taking care of our two cats. She takes her time playing with them and make sure everything they need is taken care of. Alyssa is also a great photographer. She sent us many great pictures of our cats. We will definitely request Alyssa’s help when we travel next time

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 boys always have a good time with Rodney, and he is a very communicative sitter. Rodney is a responsible respectful animal lover and a real people person! Definitely my cats favorite.

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Sitter Profile Image: Reimsy A.
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Sitter Profile Image: Reimsy A.
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15. 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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16. 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

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Sitter Profile Image: Cameron D.
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Sitter Profile Image: Cameron D.
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17. Cameron D.

Local medical student and pet lover
Norfolk, VA, 23510
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
4 reviews
4 repeat clients
from
$14
per visit
Profile image

Amazing with my fur baby and super patient and understanding and very communicative. Will definitely rebook again for my cat drop ins while I travel!!!

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Sitter Profile Image: Jasmine R.
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Sitter Profile Image: Jasmine R.
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18. 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sophia H.
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Sitter Profile Image: Sophia H.
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19. 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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Sitter Profile Image: Haley J.
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Sitter Profile Image: Haley J.
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20. Haley J.

I’m every pets’ favorite aunt!
Chesapeake, VA, 23324
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
from
$18
per visit

Hello I’m Eric Reese, I believe Haley should be accepted to be a dog sitter. I know how much taking care of animals means to her, I have a boxer pup at my house and she absolutely loved to help take care of her take her out on walks whenever she needed to go out she is amazing with animals of all kinds and would be a great dog sitter for any type of dog breed. So I believe that she would excel at this job.

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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