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

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!

Sitter Profile Image: Amy L.
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Sitter Profile Image: Amy L.
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2. 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

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 ❤️.

Confirmed availability: Memorial Day Weekend
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
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
7 repeat clients
from
$18
per visit

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: Tiffany M.
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Sitter Profile Image: Tiffany M.
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4. 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

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!

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Sitter Profile Image: Skye M.
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Sitter Profile Image: Skye M.
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5. 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
33 reviews
16 repeat clients
from
$20
per visit

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: 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

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: Jackson L.
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Sitter Profile Image: Jackson L.
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7. Jackson L.

BIG DOGS LITTLE DOGS OLD DOGS PUPS
Norfolk, VA, 23509
4.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
143 reviews
47 repeat clients
from
$15
per visit

This was our first time using a dog sitter, so we had our reservations at first but this was truly a great experience. Jackson did a great job and our dogs felt comfortable with him. It gave us peace of mind that our fur babies were taken care of while we were away.

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

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: 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

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!

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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

Ashley did an awesome job taking care of Shadow. Friendly and fun and willing to play to keep my dogs mind active during her time with him. Overall very responsive and respectful.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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11. 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: Geneive M.
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Sitter Profile Image: Geneive M.
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12. 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

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!

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

Alyssa is amazing. My cats love her. She plays with them, one climbs all over her, and she keeps a good eye out for my cat with medical issues. They love their gifts from her, and I won't use anyone else if Alyssa is available.

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

Very attentive to our dogs routines, and looked for ways to go above and beyond, like washing their dog bowls without even being asked. Our dogs loved him. 10/10 would hire him again.

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

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!!

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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

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

There is no one more reliable than Jasmine. She's very easy to reach and has a flexible schedule. I couldn't think of a better person as a caregiver, being that she pays attention to the details when doing a job.

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
4.5 out of 5 stars
10 reviews
from
$18
per visit

I’ve known Haley for years and have never seen her more at home than with animals. Not only is she responsible and caring, she treats each and every animal she meets like a member of the family. Any dog placed in her care will be loved and very well cared for as I’ve seen in the many years of knowing this wonderful young lady

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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.

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