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
6 reviews
7 repeat clients
from
$18
per visit

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: Tiffany M.
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Sitter Profile Image: Tiffany M.
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2. 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
393 reviews
122 repeat clients
from
$13
per visit

I can’t thank Tiffany enough. She came through after my original sitter had to cancel the day before my trip due to a death in the family. I was sent pictures of Jersey after each home visit which put me at ease. I was already so nervous leaving my furbaby at home. But getting the updates and pictures allowed me to enjoy my visit with my mom. I will definitely use Tiffany for my future furbaby sitting needs that I have planned this year.

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
6 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 ❤️.

Sitter Profile Image: Nicholas S.
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Sitter Profile Image: Nicholas S.
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4. 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
162 reviews
67 repeat clients
from
$16
per visit

Nick was great with my dogs. My friend who usually helps drop in to let my dogs out was also out of town at the same time so I was scrambling trying to figure out someone and Nick came recommended. The daily report cards with pictures for his drop ins were comforting and my one dog actually didn’t have a problem going to the bathroom for him which can be rare. He was running a few minutes late one day and texted me to let me know (which is great - I understand that if I we book for 11 it will probably have A slight difference In either direction) but it was nice he gave me a heads up just in case. Will definitely be using Nick again

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
31 reviews
16 repeat clients
from
$20
per visit

Skye is wonderful! she loves on my puppy as if it were her own and takes good care of him every time. Very responsive and consistent as well.

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: 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

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!

Sitter Profile Image: Jackson L.
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Sitter Profile Image: Jackson L.
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8. 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

FIVE STARS! Extremely thankful that Jackson was available on such short notice. I had hired a sitter that backed out on our booking agreement the last day of my trip. Jackson came over to to walk, feed, and comfort Maisy after she had been ditched for a majority of the day by her previous sitter. He calmed my nerves and kept in contact throughout the entire drop in. I'm hoping Jackson will be free the next time I leave town!

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!

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
31 repeat clients
from
$20
per visit

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: 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.

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

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: Shelby J.
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Sitter Profile Image: Shelby J.
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13. 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
11 reviews
5 repeat clients
from
$15
per visit

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: 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
185 reviews
67 repeat clients
from
$22
per visit

Alyssa was super helpful in watching my two kitties! She had great communication and I would definitely love to have her back next time I’m out of town!

Sitter Profile Image: Geneive M.
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Sitter Profile Image: Geneive M.
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15. 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
184 reviews
74 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!

Sitter Profile Image: Alianys N.
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Sitter Profile Image: Alianys N.
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16. Alianys N.

Any time Animal Nanny/Walker
Portsmouth, VA, 23702
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$18
per visit

About: HI, My name is Aly. I am able to provide a loving and caring environment for all pets. I've grown up with plenty of animals of all types and taking care of animals is something I really enjoy. I have two guinea pigs of my own and as delicate animals they require a lot of intense care, attention, and love which is how I see pets more as kids than animals. In my care they will not only be well taken care of but happy as well. I have no other pets so any pets are welcomed for boarding and sitting. I have open availability and am willing to go above and beyond for your pet. Id be happy to tell you more if you have any questions and I will try my best to fulfill any special request or care needed for the pet if needed.

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
23 reviews
12 repeat clients
from
$20
per visit

Rodney was great. He was able to come 3 times a day to check in on our dog and cat. He sent us lots of pictures which made my day. I look forward to using him in the future. I felt comfortable knowing they were well taken care of with him checking in and I knew the time of day when he came and left. Thanks Rodney !!

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: Reimsy A.
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Sitter Profile Image: Reimsy A.
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19. 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 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: 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.

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