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Sitter Profile Image: Jason T.
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Sitter Profile Image: Jason T.
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1. Jason T.

Rover 101
Star Sitter
Pawesome Petwatch! 24/7 care
23236, VA, 23236
4.7 mi. away
from
$40
per night
5.0 out of 5 stars
122 reviews
44 repeat clients
Profile image

Jason took great care of our pup while away for a week - he was quick to respond to any questions we had, sent daily updates, was very flexible about pick up/drop off times.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Royal & Rhonda P.
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Sitter Profile Image: Royal & Rhonda P.
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2. Royal & Rhonda P.

Star Sitter
A pawfect pair to watch your dog
Chesterfield, VA, 23237
4.8 mi. away
from
$40
per night
5.0 out of 5 stars
94 reviews
30 repeat clients
Profile image

I'm so grateful to have come across this family. They are amazing and we had such peace of mind while on vacation. They're so kind flexible and incredible with our pups. We got pictures everyday and they treated our two dogs like they were their own. Will 1000% use them again.

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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3. Cindy T.

Rover 101
🐶 🐾 Will Return Spoiled. 🐾 🐶
north chesterfield, VA, 23235
2.6 mi. away
from
$42
per night
5.0 out of 5 stars
183 reviews
54 repeat clients
Profile image

Exceptional experience! Despite our fragile itinerary, Cindy remained flexible. As soon our dog met Cindy, she immediately felt welcome and willingly followed Cindy. The pictures confirmed how safe and comfortable our dog felt with Cindy. Next trip, Cindy will be our first choice.

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: John K.
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Sitter Profile Image: John K.
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4. John K.

Star Sitter
Your Dogs Home Away From Home
N Chesterfield, VA, 23234
2.7 mi. away
from
$30
per night
5.0 out of 5 stars
95 reviews
34 repeat clients
Profile image

I was very pleased with the compassion the sitter had for my fur baby! He was very gentle and caring especially with the medication my dog have to have three times a day! Thank you John. I look forward to you being our sitter for future endeavors

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Alexandra O.
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Sitter Profile Image: Alexandra O.
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5. Alexandra O.

Ensuring a calm stay while away!
Westover Hills, Richmond, VA, 23225
3.7 mi. away
from
$40
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
Profile image

Alex is so kind and provides the best care. My 5 year old Aussiedoodle is very nervous around new people and dogs. Alex was so mindful of her needs and helped her settle in quickly to a new place while we were away. She sent photos and updates which made me feel more at ease while on our trip. I will definitely board my dog with her again. I can’t recommend her enough!

Availability updated 7 days ago
Sitter Profile Image: Michelle T.
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Sitter Profile Image: Michelle T.
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6. Michelle T.

Star Sitter
Work from home + fenced in yard!
Randolph, Richmond, VA, 23220
5.0 mi. away
from
$43
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
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It was our first time leaving our dog Lucy with Michelle and Lucy had a wonderful time and Michelle took great care of of her. I really appreciated the daily updates and pictures on how Lucy was doing. We were gone for a week and I felt comfortable and confident leaving Lucy in her care. I highly recommend her to anyone looking for a great dog sitter!

Availability updated 14 days ago
Sitter Profile Image: DAMACIA J.
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Sitter Profile Image: DAMACIA J.
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7. DAMACIA J.

Star Sitter
Your Pet's home away from home
North Chesterfield, VA, 23236
5.0 mi. away
from
$28
per night
5.0 out of 5 stars
186 reviews
54 repeat clients
Profile image

My Penelope got the opportunity to spend time with Damacia. The best care was given to Miss P she came home nice and tired. Damacia sent pictures of her and kept me informed. Give Damacia a try. You won’t be disappointed and you can enjoy your trip with a peace of mind.

Availability updated 4 days ago
Sitter Profile Image: Kaitlin H.
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Sitter Profile Image: Kaitlin H.
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8. Kaitlin H.

Star Sitter
Vet Tech/trainer and home full-time
Jahnke, Richmond, VA, 23225
3.3 mi. away
from
$47
per night
5.0 out of 5 stars
61 reviews
32 repeat clients
Profile image

Kaitlin was great!! Our puppy went right to her when we dropped him off. She gave us updates throughout the weekend and sent pictures which we so appreciated. This was our first time leaving our puppy overnight with someone and Kaitlin helped put our mind at ease. We will definitely use Kaitlin again!

Availability updated 6 days ago
Sitter Profile Image: Matt M.
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Sitter Profile Image: Matt M.
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9. Matt M.

Star Sitter
Work From Home = Tons Of Attention
Northern Barton Heights, Richmond, VA, 23222
7.6 mi. away
from
$45
per night
5.0 out of 5 stars
148 reviews
45 repeat clients
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Matt's a pro. Transparent, clear communication, easy to plan with. Our dog also had some last minute health issues the week of his stay, and Matt handled it all perfectly. 100% would book again. Thanks Matt!

Availability updated today
Sitter Profile Image: Joy D.
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Sitter Profile Image: Joy D.
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10. Joy D.

Rover 101
Star Sitter
Canine Southside B&B
Midlothian, VA, 23112
7.0 mi. away
from
$40
per night
5.0 out of 5 stars
73 reviews
37 repeat clients
Profile image

Joy and her family took great care of our Bernedoodle and provided updates daily. They put our minds at ease so we could enjoy our vacation knowing she was in good hands!

Availability updated today
Sitter Profile Image: Ashley R.
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Sitter Profile Image: Ashley R.
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11. Ashley R.

Experienced Care-Giver near Bon Air
North Chesterfield, VA, 23235
3.4 mi. away
from
$48
per night
5.0 out of 5 stars
40 reviews
18 repeat clients
Profile image

If I could give more than 5 stars, I would! Ashley was great with Snickerdoodle. She is very thoughtful and attentive to details. We could instantly see that she loves animals :). As a bonus, she sent us super cute pictures/updates while we were away. I highly recommend Ashley!

Availability updated 9 days ago
Sitter Profile Image: Tiffany B.
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Sitter Profile Image: Tiffany B.
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12. Tiffany B.

Rover 101
SPOILED PUPS 🐶 🐶
Swansboro, Richmond, VA, 23225
4.2 mi. away
from
$45
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
Profile image

This was a great experience for both me and Mila. Tiffany took such great care of my fur baby and sent me pictures so I knew how she was doing throughout her stay! Tiffany will definitely be my go to dog sitter moving forward.

Availability updated 6 days ago
Sitter Profile Image: Dylan & Alex B.
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Sitter Profile Image: Dylan & Alex B.
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13. Dylan & Alex B.

Experienced dog dad
Chester, VA, 23831
9.0 mi. away
from
$35
per night
5.0 out of 5 stars
337 reviews
115 repeat clients
Profile image

Thank you Dylan! I am an anxious mom of a very active Brittany. I really appreciated that Dylan could offer a fenced backyard and other doggie friends to run and play with. Dylan sent pictures and reassurance that Brittany fit in well with the others and was eating well. He was recommended by my regular Rover caretaker because Dylan cares for her dog as needed. With that recommendation, we were comforted in his care. She came home happy and healthy.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Hilary R.
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Sitter Profile Image: Hilary R.
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14. Hilary R.

Rover 101
Star Sitter
Loving WFH couple eager to dog-sit!
Reedy Creek, RICHMOND, VA, 23225
3.3 mi. away
from
$35
per night
5.0 out of 5 stars
197 reviews
64 repeat clients
Profile image

Hilary and her husband were great with my stubborn senior pup. I received multiple updates, and Toby came back a happy camper. We have already booked another stay this summer!

Availability updated 4 days ago
Sitter Profile Image: Nicholas P.
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Sitter Profile Image: Nicholas P.
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15. Nicholas P.

Home full time, love to play!
Forest View, Richmond, VA, 23225
3.3 mi. away
from
$40
per night
5.0 out of 5 stars
4 reviews
Profile image

The best dog sitters Hobbes has ever had.

Availability updated 9 days ago
Sitter Profile Image: Paula H.
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Sitter Profile Image: Paula H.
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16. Paula H.

Star Sitter
More legs=More Love
N. Chesterfield, VA, 23236
4.8 mi. away
from
$40
per night
5.0 out of 5 stars
97 reviews
34 repeat clients
Profile image

I always trust my little man with Paula! She treats him like one of her own and sends me pics and updates everyday. Highly recommend her to anyone seeking a loving and responsible petsitter.

Availability updated 5 days ago
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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17. Maggie S.

Rover 101
Star Sitter
Maggie's Canine Comfort
North Chesterfield, VA, 23235
4.8 mi. away
from
$35
per night
5.0 out of 5 stars
88 reviews
40 repeat clients
Profile image

My dog Oscar seemed to enjoy playing with her pup. She has a nice fenced yard for play sessions and she sent daily picture updates. She was also flexible with pickup/dropoff times (and changes). I would use again

Availability updated 31 days ago
Sitter Profile Image: Dawn B.
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Sitter Profile Image: Dawn B.
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18. Dawn B.

Rover 101
Star Sitter
Respectful & Responsible Sitter
Huguenot, Richmond, VA, 23235
6.0 mi. away
from
$38
per night
5.0 out of 5 stars
210 reviews
72 repeat clients
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Dawn was fantastic! She was very responsive and accommodating to our moving schedule. Sent lots of updates and photos. Jackson came home happy and enjoyed his stay.

Availability updated yesterday
Sitter Profile Image: Raye J.
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Sitter Profile Image: Raye J.
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19. Raye J.

Star Sitter
Doggy Adventures With Raven!
Oakwood, Richmond, VA, 23223
7.2 mi. away
from
$46
per night
5.0 out of 5 stars
99 reviews
48 repeat clients
Profile image

Raye took great care of our fur babies. Even though they were happy to see us when we arrived we caouldvtell they were well taken care of. Raye sent us plenty of pictures.

Availability updated yesterday
Sitter Profile Image: Megan G.
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Sitter Profile Image: Megan G.
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20. Megan G.

Your pups home away from home! 🐾
North Chesterfield, VA, 23234
3.8 mi. away
from
$35
per night
5.0 out of 5 stars
9 reviews
Profile image

Megan was wonderful. She took great care of our Roxie and sent us daily text updates with pictures. Anytime Roxie needs to stay somewhere, Megan will be our first call.

Availability updated 5 days ago

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