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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Stephen s.
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Sitter Profile Image: Stephen s.
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1. Stephen s.

Star Sitter
Tons of experience with all breeds.
Great Bridge, CHESAPEAKE, VA, 23322
6.0 mi. away
from
$40
per night
5.0 out of 5 stars
74 reviews
28 repeat clients
Profile image

We couldn’t have been anymore satisfied! Stephen did an awesome job with Rocky. Not only did he ensure that Rocky felt safe and welcomed at his home, he also kept and maintained me informed the entire time; making me feel extremely at ease. We definitely recommend Stephen and will keep on returning every time Rocky need a sitter.

Availability updated 13 days ago
Sitter Profile Image: Eugene J.
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Sitter Profile Image: Eugene J.
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2. Eugene J.

Here to give your pup a vacation!
Great Bridge East, chesapeake, VA, 23322
6.6 mi. away
from
$43
per night
5.0 out of 5 stars
91 reviews
38 repeat clients
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This is the third or fourth time I’ve used Eugene to watch my dog. I get updates and videos daily, my dog is happy to see Eugene at drop off and happy at pick up. Highly recommend his services- he’s very kind and respectful.

Availability updated today
Sitter Profile Image: Ricardo M.
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Sitter Profile Image: Ricardo M.
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3. Ricardo M.

Star Sitter
Farm Paws:Your Dedicated Pet Sitter
Pleasant Grove West, Chesapeake, VA, 23322
5.5 mi. away
from
$39
per night
5.0 out of 5 stars
31 reviews
13 repeat clients
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So happy with our experience with Ricardo! He treated our lab just like family, and by the photos I could tell just how much Bailey was enjoying himself at the farm! He got ample play and love time. Ricardo was great about keeping us up to date on how Bailey was doing every day! We were very busy day of and chose to have pick up and drop off which was also very easy! Overall, I highly recommend Ricardo and will use him any other time Bailey needs to be boarded!

Availability updated 85 days ago
Sitter Profile Image: Eric C.
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Sitter Profile Image: Eric C.
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4. Eric C.

Rover 101
Star Sitter
Safe and Secure Military Family
moyock, NC, 27958
11.1 mi. away
from
$39
per night
5.0 out of 5 stars
35 reviews
14 repeat clients
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Communication was great! For our first time we felt so comfortable leaving our baby! I was a nervous wreck but was constantly comforted with messages and pictures! She was in great hands during our absence. When we left she was so excited to see us but also so sad to leave her new family. Looking forward to future visits. Thank you for taking great care of our girl and for being so flexible!

Availability updated 7 days ago
Sitter Profile Image: Rachael R.
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Sitter Profile Image: Rachael R.
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5. Rachael R.

Star Sitter
The crazy dog lady
Great Bridge, Chesapeake, VA, 23322
6.9 mi. away
from
$35
per night
5.0 out of 5 stars
122 reviews
31 repeat clients
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Rachael was great and truly cares for the pets she watches! Our two dogs stayed with her while we took a last minute trip for a funeral. I loved receiving all the photos from their stay and they both came home very happy. Thank you Rachael!

Availability updated today
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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6. Amanda S.

Rover 101
Stress-free Stays! (Work from home)
Great Bridge, Chesapeake, VA, 23322
5.6 mi. away
from
$35
per night
5.0 out of 5 stars
129 reviews
78 repeat clients
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Andrew & Amanda & their little pup Chorizo were amazing with our Maltipoo. They communicated so well, answering our questions before we even asked, and sending photos. They treated her as if she was their own.

Availability updated 19 days ago
Sitter Profile Image: Courtney & Kailee B.
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Sitter Profile Image: Courtney & Kailee B.
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7. Courtney & Kailee B.

Rover 101
Star Sitter
Sloppy Smooches & Wiggly Mutts
South Mills, NC, 27976
9.1 mi. away
from
$40
per night
5.0 out of 5 stars
88 reviews
38 repeat clients
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Courtney is a wonderful petsitter. She kept our two little fur babies while we were out of the country. She worked with our anxious female and had her interacting with the other dogs within a few days. We will definitely leaving them with Courtney again!

Availability updated 3 months ago
Sitter Profile Image: Hillary C.
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Sitter Profile Image: Hillary C.
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8. Hillary C.

Rover 101
Star Sitter
SAHM with plenty of pet experience
Western Branch South, Chesapeake, VA, 23321
15.2 mi. away
from
$30
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
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Hillary kept great care of our Stella. She provided daily updates and pictures. Stella loved being in Hillary’s care. Stella got lots of attention and love while in Hillary’s care. I will definitely use Hillary again!

Availability updated today
Sitter Profile Image: Cassandra & Tradd D.
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Sitter Profile Image: Cassandra & Tradd D.
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9. Cassandra & Tradd D.

Rover 101
Yard + Park + 24/7 on-call VetTech
Deep Creek South, Chesapeake, VA, 23323
7.1 mi. away
from
$40
per night
5.0 out of 5 stars
36 reviews
18 repeat clients
Profile image

This was our second time having Cassie and Tradd watch our dog while we were in vacation and we can’t recommend them enough! He ran right in, so excited to be there, and we always appreciate all the updates they send. Definitely the best home away from home for our fur child ❤️

Availability updated 3 days ago
Sitter Profile Image: John B.
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Sitter Profile Image: John B.
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10. John B.

Star Sitter
Elizabeth City Dog Boarding
Elizabeth City, NC, 27909
16.8 mi. away
from
$47
per night
5.0 out of 5 stars
94 reviews
42 repeat clients
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Daisy had an amazing second visit. She was happy to return as she ran voluntarily back into the back yard when we arrived. It always feels good to leave a pet where you know they are happy and well taken care of. I was sent many pictures of daisy throughout the 5 day visit. Daisy will most certainly be visiting John and Zena during my next work trip.

Availability updated 3 days ago
Sitter Profile Image: Jenn B.
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Sitter Profile Image: Jenn B.
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11. Jenn B.

Star Sitter
Owner Away? I will Sit and Stay.
Virginia Beach, VA, 23456
13.4 mi. away
from
$30
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
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Jenn was amazing! She took such good care of our Millie. I received pictures daily and I could tell she was well loved and taken care of while we were away! I will 100% use her again for my next trip!

Availability updated 4 days ago
Sitter Profile Image: Nichole U.
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Sitter Profile Image: Nichole U.
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12. Nichole U.

Star Sitter
Vet tech here to care for your pets
Virginia Beach, VA, 23456
15.0 mi. away
from
$50
per night
5.0 out of 5 stars
74 reviews
28 repeat clients
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Nichole was awesome! She accommodated my dog for a trip my husband and I were taking and he had a great time. I’m glad I went with her and if we come back to the area will absolutely use her again.

Availability updated 22 days ago
Sitter Profile Image: Joshua T.
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Sitter Profile Image: Joshua T.
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13. Joshua T.

Star Sitter
I love pets and looking to expand
Northwest, Virginia Beach, VA, 23462
18.7 mi. away
from
$37
per night
5.0 out of 5 stars
16 reviews
11 repeat clients
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Booked with Joshua last minute and he accommodated my pup! My pup Rocko had a great time and Joshua and his pup took good care of him! Would definitely recommend and use his services again 5 ⭐️

Availability updated 8 days ago
Sitter Profile Image: Virginia A.
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Sitter Profile Image: Virginia A.
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14. Virginia A.

Home away from home 🐶❤️
Greenbrier East, Chesapeake, VA, 23320
10.5 mi. away
from
$28
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
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I am overall impressed and at a loss for words for how this experience for us was. Moe (my dog) is a old dog, can barely see, and also has hearing problems and she did a amazing job with him. Sending my pictures of him all the time and Moe even came in the car with the dog smile like he was on a vacation just like us. I definitely will be booking with Virginia every time I go out of town!!!

Availability updated 5 days ago
Sitter Profile Image: Kobie H.
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Sitter Profile Image: Kobie H.
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15. Kobie H.

Star Sitter
Elite Dog Care Provider/Trainer🐾
Greenbrier West, Chesapeake, VA, 23320
9.9 mi. away
from
$40
per night
5.0 out of 5 stars
128 reviews
73 repeat clients
Profile image

Thank you Kobie for taking in my dog Harper on a short notice!! Kobie was super responsive and sent some sweet videos of all the doggos playing in the backyard. A great choice for a dog who loves to have some playmates!

Availability updated 10 days ago
Sitter Profile Image: Lynn & Austin F.
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Sitter Profile Image: Lynn & Austin F.
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16. Lynn & Austin F.

Animals come first, always!
Deep Creek West-Dismal Swamp, Chesapeake, VA, 23323
8.3 mi. away
from
$50
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
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Lynn and Austin are incredible sitters! We boarded our two dogs with them for a few days and they took impeccable care of them. They are great with handling all types of pets and overall wonderfully kind and responsible people. We recommend them highly to anyone!

Availability updated 4 days ago
Sitter Profile Image: Shannon S.
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Sitter Profile Image: Shannon S.
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17. Shannon S.

Star Sitter
Dogs are my joy. I love them
Deep Creek South, Chesapeake, VA, 23323
8.5 mi. away
from
$35
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
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Amazing hosts for Bindi! They were very welcoming and caring to her for her 11 day stay. I would happily entrust Bindi to their care in the future!

Availability updated 35 days ago
Sitter Profile Image: Gail T.
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Sitter Profile Image: Gail T.
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18. Gail T.

Star Sitter
Life is empty without a dog.
Portsmouth, VA, 23707
16.0 mi. away
from
$32
per night
5.0 out of 5 stars
32 reviews
25 repeat clients
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Gail was absolutely wonderful! Responded quickly with a meet opportunity and welcomed Piper into her home. She gave lots of snuggles and sent updates and pictures. Will book repeat visits!

Availability updated 24 days ago
Sitter Profile Image: Beth C.
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Sitter Profile Image: Beth C.
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19. Beth C.

Rover 101
Star Sitter
In My Dog Sitting Era!!
Indian River, Chesapeake, VA, 23325
14.1 mi. away
from
$35
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
Profile image

Beth was great!! She sent many updates and took Parina on daily walks which she loved! I would definitely trust Beth and her family anytime to watch my girl :)

Availability updated 2 days ago
Sitter Profile Image: Gail M.
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Sitter Profile Image: Gail M.
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20. Gail M.

Star Sitter
Lots of love to give your furbabes!
Virginia Beach, VA, 23464
14.5 mi. away
from
$33
per night
5.0 out of 5 stars
36 reviews
7 repeat clients
Profile image

Gail was amazing and loving towards our dog. He can be shy and scared and she handled him well. Will give 10/10 review for Gail. She’s very understanding, courteous and accommodating. Willing to go the extra miles for your pups.

Availability updated 3 days ago

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