House Sitting in Chesapeake

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: gigi b.
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Sitter Profile Image: gigi b.
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1.

gigi b.

Reliable sitter with experience!
Chesapeake, VA, 23324
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$50
per night

Gigi save me in a crisis! My normal sitter had family emergency and I had to work a 12 hour day with my poor pup at home. Gigi jumped right in even arriving super early and played with and kept my pup happy and company all day. Will definitely use Gigi again!

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Sitter Profile Image: Haley D.
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Sitter Profile Image: Haley D.
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2.

Haley D.

I love caring for animals!
Norfolk, VA, 23508
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$35
per night

Haley was great about communicating with me before and during her stay with my pup. She gave me regular updates and checked in both when she arrived and before she left. I definitely felt like my pup was well cared for.

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Sitter Profile Image: Ani B.
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Sitter Profile Image: Ani B.
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3.

Ani B.

Animal lover & amazing caretaker💛
Norfolk, VA, 23513
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$35
per night

Ani did an amazing job taking care of my fur baby! My cat finch can have a lot of energy, and be very vocal, but Ani took it all in stride! She gave him lots of play time, and love. She was great about sending updates, and quick to respond to messages. She also even took the time to clean up around the house! Would definitely book with Ani again, and recommend her to others!

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Sitter Profile Image: Benjamin B.
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Sitter Profile Image: Benjamin B.
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4.

Benjamin B.

Animal Lover
Norfolk, VA, 23502
House Sitting, Drop-In Visits
5.0
14 reviews
8 repeat clients
from
$40
per night

Ben was outstanding taking care of our dogs. He was very responsive and made the time to meet beforehand to ensure he would be a good match taking care of our dogs while we were gone. While we were out of town he took great care with sending us updates and send pictures to let us know our dogs were in good hands and were thriving. Aside from his daily updates, he was extremely professional and provided great attention and care. Would highly recommend to a friend and would absolutely seek him out in the future for watching our pups.

Sitter Profile Image: Ally M.
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Sitter Profile Image: Ally M.
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5.

Ally M.

Dog loving grad student!
Virginia Beach, VA, 23455
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$50
per night

Ally was amazing! She stayed with our dog over the weekend and went above and beyond! My dog is not the easiest to take care of because of her anxiety and a medical issue, but Ally did great! Our pup loved her, and we felt peace of mind knowing our baby was safe and well taken care of. 10/10 would book again! Thanks Ally!!

Sitter Profile Image: Brooke B.
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Sitter Profile Image: Brooke B.
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6.

Brooke B.

Hi, I’m Brooke, here to help!
Norfolk, VA, 22935
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
4 repeat clients
from
$25
per night

Brooke is great with our dog and cat! We love the photos she sends, and communication is very easy! We’ll certainly be happy to book her again in the future!

Sitter Profile Image: Brieana R.
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Sitter Profile Image: Brieana R.
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7.

Brieana R.

Fun Loving Pet Care Professional
Portsmouth, VA, 23704
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$50
per night

Briana.watched our dogs on short notice! She was great!

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Sitter Profile Image: Skyler M.
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Sitter Profile Image: Skyler M.
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8.

Skyler M.

Animal lover trying offer to help!
Chesapeake, VA, 23325
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
6 repeat clients
from
$50
per night

Look no further for petsitting and housesitting! Skyler is the best! She took great care of our two dogs and our home while we were away in Ireland for a week! She sent us plenty of pictures and communication was great even with a 5 hour time difference! Our pets were well cared for and we came back to a clean house! Skyler went above and beyond. Our dogs really took a liking to her and were very comfortable with Skyler. We will be using her in the future for all our housesitting and petsitting needs!

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Sitter Profile Image: Julia N.
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Sitter Profile Image: Julia N.
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9.

Julia N.

Your go-to pet caretaker!
Virginia Beach, VA, 23464
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
3 repeat clients
from
$30
per night

Julia was wonderful; Rosco warmed up to her quickly and everything looked great on my return. Julia kept in touch, not hesitating to ask questions clarifying our desires for Rosco’s care. We will reach out to her again if we need someone to care for our babies. Thank you!

Sitter Profile Image: Sharon W.
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Sitter Profile Image: Sharon W.
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10.

Sharon W.

Friend to all pets; furry and not
Chesapeake, VA, 23320
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$40
per night

She helped me when I was in a bind. Really appreciated her caring for my dogs while I was away

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Sitter Profile Image: Court E.
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Sitter Profile Image: Court E.
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11.

Court E.

Pets are my passion 🐶💕
South Norfolk, Chesapeake, VA, 23324
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$50
per night

Court was amazing! She was very attentive and cared for our dogs as if they were her own. She sent several pictures of them while we were away. We will be using her in the future !

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Sitter Profile Image: Angela A.
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Sitter Profile Image: Angela A.
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12.

Angela A.

Rover 101
Pawsitively Perfect Pet Care
Indian River, Virginia Beach, VA, 23325
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
8 repeat clients
from
$63
per night

Angela was fabulous with my little Dachshund. From day 1 at the meet and greet, she was very focused on my girl’s comfort. Doxanne took to her immediately, and Angela was very kind and patient. She was communicative throughout my whole trip and followed the instructions I provided, and there was not one instance where I was concerned for Doxanne’s care. It’s easy to see how Angela got all her 5 star ratings!! So here’s another one 😊 I will 100000% be using her again.

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Sitter Profile Image: Victoria S.
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Sitter Profile Image: Victoria S.
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13.

Victoria S.

For the love of animals!
Norfolk, VA, 23502
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$40
per night

Victoria has dog sitting at my house several times. My Meaux absolutely loves her and she is so great with him. I recommend her for anyone who wants a patient kind loving dog sitter

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Sitter Profile Image: Tanya N.
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Sitter Profile Image: Tanya N.
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14.

Tanya N.

Reliable responsible pet sitter
Norfolk, VA, 23509
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$32
per night

Tanya is an amazing pet sitter who I can truly trust at my home and with my animals! She takes extra good care of them and I never have to worry when she is there. She always keeps me posted, sends pictures, and keeps my mind at ease when I am away. I highly recommend Tanya to anyone that needs a sitter/ walker!

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Sitter Profile Image: Lelane L.
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Sitter Profile Image: Lelane L.
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15.

Lelane L.

♥️♥️ Love all animals ♥️♥️
Norfolk, VA, 23502
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$30
per night

Daisy, my 13 yo Westie, was treated like the princess she is. Lelane took excellent care of Daisy, by understanding Daisy's little quirks and letting Daisy's be Daisy's. Daisy ate regularly which is unusual for her when I am away. Her schedule was kept which made transition back home easy for both of us. I had total peace of mind having Daisy stay with Lelane.

Sitter Profile Image: Cynthia G.
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Sitter Profile Image: Cynthia G.
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16.

Cynthia G.

Your furry friend thrives with Cyn
Norfolk, VA, 23523
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$45
per night

Cynthia was fantastic! She kept me updated on the pups while I was gone. She is very friendly and welcoming. My dogs loved her from the moment she walked in the door! Highly recommend!!!

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Sitter Profile Image: Michelle C.
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Sitter Profile Image: Michelle C.
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17.

Michelle C.

Friendly Hampton Roads Housesitter!
Portsmouth, VA, 23704
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
14 repeat clients
from
$65
per night

Michelle is awesome! She was so flexible on the meet-and-greet since it was a last minute booking, and she was not at all turned off by my long list of how-to instructions for my two younger, high energy dogs. She provided great updates including photos and videos and was very communicative. She stayed in our home and even cleaned up the mess that we had made in our quick departure. One of our dogs had even had an accident on our bed before we got home, so she stripped our duvet of the cover and threw it in the wash for us so we would have clean bedding after a long trip home. I completely trust her with my boys, and I know they loved having her around. It really gave us such peace of mind knowing that the boys' schedule wasn't completely out of whack while we were away. It would be a pleasure for us and the dogs to have her take care of them again!

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Sitter Profile Image: Zimir W.
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Sitter Profile Image: Zimir W.
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18.

Zimir W.

Years of experience with all sorts
Portsmouth, VA, 23702
House Sitting, Drop-In Visits, Dog Walking
5.0
45 reviews
12 repeat clients
from
$88
per night

First time Rover user! We picked Zimir because of his years of experience with dogs esp senior dogs. Our pup is 12 yrs old with heart conditions, anxiety, and is deaf. Our meet & greet went perfectly! Z was patient and made us feel at ease. My husband and I don’t leave the house often but Z made us feel like we were leaving our pup behind in good hands. Z sent us updates and pics and took great care of our pup while we were out.

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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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
15 reviews
2 repeat clients
from
$40
per night

Kelsey was extremely professional and friendly. He took great care of our Raven, was very communicative and spent a lot of time with our pup. I didn't message him until a couple days before our trip and he still made the time for a meet and greet and was on time for both that and our actual appointment. He sent great pictures of our girl every day and she was smiling in every one of them. We will definitely look to book him again next time we travel.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: John B.
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Sitter Profile Image: John B.
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20.

John B.

QUALITY CARE AND AND PAW HEAVEN
South Norfolk, CHESAPEAKE, VA, 23324
Boarding, House Sitting
2 reviews
from
$50
per night

John was so great with my fur baby. I can’t tell he has much experience with different dogs and how is showed my dog so much love. John sent pictures and videos daily which helped make me feel as ease leaving my baby with him. He is great at responding to messages in a timely manner. I will definitely be using his services again in the near future. If you want your fur baby to be loved, given plenty of attention, and a honest caregiver John is the one for you!

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Chesapeake House Sitting ratings

Overall Rating:

House sitters in Chesapeake are rated on average 4.9 out of 5 stars based on 609 reviews.


As dog lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your pet. Rover is proud to be the nation's largest network of pet lovers for hire.

House Sitting