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: Tiffany M.
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Sitter Profile Image: Tiffany M.
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1. 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
120 repeat clients
from
$13
per visit

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

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

Nicholas did a great job caring for our senior dogs even with their medication schedule. He even fed our fish! We would definitely book him again in the future.

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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
30 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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4. 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
5 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.

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Sitter Profile Image: Amy L.
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Sitter Profile Image: Amy L.
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5. 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 has been awesome!! Takes great photos of Crash and is very responsive and flexible. 10 out of 10 will recommend to everyone!

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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

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

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: Tina R.
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Sitter Profile Image: Tina R.
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8. Tina R.

Loving Pet Sitter
Chesapeake, VA, 23320
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
51 reviews
19 repeat clients
from
$16
per visit

I am so grateful to Tina for caring for my cat while I was away. I typically take my Queenie with me when I travel but couldn’t this trip. Knowing Tina was there to watch out for her was a great relief.

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Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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9. 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
94 reviews
31 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.

Sitter Profile Image: Jackson L.
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Sitter Profile Image: Jackson L.
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10. 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
142 reviews
47 repeat clients
from
$15
per visit

I’ve used Jackson multiple times, on several different occasions. His service never disappoints me. From 30 minute drop ins, to hour long walks & visits. He comes in, takes care of hades. Walks, feeds, and plays with him while I’m working multiple 12 hour shifts in a row during the week. Definitely brings my mind to ease knowing my baby is taken care of while I’m busy at work! Highly recommended, you won’t be disappointed!

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

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: 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 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!

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Spencer M.
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Sitter Profile Image: Spencer M.
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14. Spencer M.

Trusting & Affordable Care
Virginia Beach, VA, 23464
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$18
per visit

Spencer is fantastic! He was quick to respond to my initial inquiry and set up the meet and greet. He clicked well with my animals, even winning some of my more skittish babies. He even made time to let one of our cats spend a few minutes outside each day, which is his favorite thing. Can’t recommend Spencer enough!

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Sitter Profile Image: Rodney B.
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Sitter Profile Image: Rodney B.
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15. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alyssa M.
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Sitter Profile Image: Alyssa M.
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16. 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 amazing looking after our cat Sylvester while we were on vacation. She always communicated and sent picture updates too ? Highly highly recommended if you are in need of a dog/cat sitter . She is truly amazing!

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Sitter Profile Image: Anna M.
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Sitter Profile Image: Anna M.
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17. Anna M.

Kind & Active Pet Sitter :)
Norfolk, VA, 23510
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$20
per visit

Anna cares for my cats whenever I go out of town, and they LOVE her! She’s so sweet with them and always makes sure to give them extra play time. We have an older cat with some health issues that can be standoffish, but she loves Anna! Anna is really good with her as well, making sure she’s eating and giving her medicine when she needs it. It’s always comforting to know my babies are being taken such good care of when I go away, thanks to Anna.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sophia H.
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Sitter Profile Image: Sophia H.
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18. 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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19. 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tara G.
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Sitter Profile Image: Tara G.
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20. Tara G.

Lover of all pups!
South Norfolk, Chesapeake, VA, 23324
0.2 mi. away
Drop-In Visits, Dog Walking
1 repeat client
from
$20
per visit

About: I have worked in the vet field for 6 years and worked in a grooming salon before that. I have taken care of friends and family members pets throughout the years. I am comfortable with senior care and administering medication (orally, eye drops, and injections). I own a small business that allows me to have very flexible hours and am available on short notice. Pets are a part of the family so their care is a priority of mine. I have 2 hounds who thrive with consistency and routine. I try to keep routines and follow all instructions to reduce any unneeded stress for a pet. Keeping a pet comfortable is key.

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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