House Sitting in Chesterfield

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Loving house sitters in your neighborhood

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Sitter Profile Image: Shaine S.
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Sitter Profile Image: Shaine S.
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1. Shaine S.

Star Sitter
Kind compassionate attentive clean
Richmond, VA, 23223
13.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 4.9 stars
20 reviews
6 repeat clients
Profile image

So sweet! We were very lucky to have them try their hardest with Kisses, even if Kisses was not happy to have anyone in her space! I really appreciated that they keep me updated and stayed in contact. They were very easy to talk to and left my house clean.

Availability updated yesterday
Sitter Profile Image: Victor S.
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Sitter Profile Image: Victor S.
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2. Victor S.

Excited to be your pet’s new fave!
The Museum District, Richmond, VA, 23220
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.8 stars
21 reviews
7 repeat clients
Profile image

Victor did great sitting for Ellie, kept her company all day, listened to her needs, gave her food and her medicine. Would absolutely book him again in the future!

Availability updated 5 days ago
Sitter Profile Image: Rachel K.
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Sitter Profile Image: Rachel K.
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3. Rachel K.

Flexible, reliable, and attentive!
The Fan, Richmond, VA, 23220
12.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Rachel was fantastic with our pets!! She sent numerous pics and was always extremely communicative of her schedule. We’ll definitely be using her again!

Availability updated 2 days ago
Sitter Profile Image: Sarah B.
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Sitter Profile Image: Sarah B.
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4. Sarah B.

Rover 101
Star Sitter
Dog Trainer/Lover and Cat Person
Richmond, VA, 23236
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
53 reviews
14 repeat clients
Profile image

Sarah did an excellent job watching Rooney, including administering oral medication and injections. She sent lots of picture updates, which I appreciated. Highly recommend.

Availability updated 32 days ago
Sitter Profile Image: Alexander S.
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Sitter Profile Image: Alexander S.
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5. Alexander S.

Star Sitter
Dedicated to caring for animals
Forest Hill Terrace, Richmond, VA, 23225
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Really prompt and super understanding with some last minute issues. Dogs were perfectly content and the house was exactly as I left it. Would def recommend Alex!

Availability updated 3 days ago
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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6. Kim S.

Rover 101
Star Sitter
Mature, Reliable and Respectful.
Bon Air, VA, 23235
10.6 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
215 reviews
69 repeat clients
Profile image

Excellent experience!!! Kim was super professional and flexible with all of the travel delays/changes. We can't thank her enough for taking great care of our girl, Cinnamon, and making sure all of her medical needs were handled. We would highly recommend Kim for anyone looking for house sitting/pet sitting for extended vacations.

Availability updated 2 days ago
Sitter Profile Image: Joi H.
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Sitter Profile Image: Joi H.
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7. Joi H.

Reliable, Loving Pet Care
North Chester field, VA, 23236
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Joi was an amazing sitter. Our dog had a health emergency while we were away and she handled it calmly and with great care. She kept us informed and kept our baby safe. It involved spending hours in the vet emergency room and then monitoring the patient every two hours. We are so grateful for her calm and caring.

Availability updated 10 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Monique V.
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Sitter Profile Image: Monique V.
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8. Monique V.

We love to hike & play!
Colonial Heights, VA, 23834
10.6 mi. away
House Sitting, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
47 reviews
20 repeat clients
Profile image

Great communication, extremely trustworthy to open your home to! We got pictures and our three dogs loved her! Definitely plan to use her in the future!

Availability updated 22 days ago
Sitter Profile Image: Sarah W.
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Sitter Profile Image: Sarah W.
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9. Sarah W.

Star Sitter
Dog and Fish Mom, Flexible Schedule
Chesterfield, VA, 23832
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$66
per night
5 out of 4.9 stars
8 reviews
5 repeat clients
Profile image

Sarah was amazing. She came and met our pup beforehand and our dog loved her instantly. She asked questions which made me feel more comfortable that she would be prepared. She sent me lots of pics and videos of our dog while we were away. Will definitely book her for future trips.

Availability updated yesterday
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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10. Megan M.

Happy to Help
Richmond, VA, 23235
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$53
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

Megan was great with our dogs! We had to go away for a few days with short notice, and she was awesome enough to come house sit our 2 pets. They were pretty much instantly in love with her. She provided daily updates and we felt secure knowing our dogs were well cared for! Thanks Megan!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Meghan T.
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Sitter Profile Image: Meghan T.
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11. Meghan T.

Millennial Farm Kid
Chester, VA, 23831
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
5 reviews
Profile image

It was not easy leaving my dogs but I knew they were in good hands the minute I met Meghan. She took great care of my dogs and sent me detailed updates. I highly recommend Meghan and will definitely use her again!

Availability updated 3 days ago
Sitter Profile Image: Michelle C.
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Sitter Profile Image: Michelle C.
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12. Michelle C.

Animal lover! Every pet is special!
Midlothian, VA, 23832
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
4 reviews
Profile image

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

Availability updated today
Sitter Profile Image: Stephanie D.
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Sitter Profile Image: Stephanie D.
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13. Stephanie D.

Star Sitter
We could all use a Walking Partner!
Midlothian, VA, 23112
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$105
per night
5 out of 5.0 stars
60 reviews
32 repeat clients
Profile image

Stephanie did a wonderful job pet sitting for the day for our bulldog and 2 elderly cats. We were headed out of town and needed to leave on time and she arrived right on time. Our bulldog seemed happy and well taken care of. She stuck to the schedule that I asked her to stick to so that our bulldog stayed on routine. She kept our home clean and brought in our packages. We would definitely use Stephanie again. Thanks Stephanie!

Availability updated today
Sitter Profile Image: Allyson B.
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Sitter Profile Image: Allyson B.
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14. Allyson B.

Star Sitter
I’ll treat your pet like my own.
Henrico, VA, 23231
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.9 stars
51 reviews
13 repeat clients
Profile image

Allyson was responsive and always sent pictures and updates while we were away, which put my mind at ease! My dog and cat seemed very happy and calm with her care, and everything with our home was in order / clean upon our return. Would use Allyson again to watch our fur babies!

Availability updated today
Sitter Profile Image: Dianne B.
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Sitter Profile Image: Dianne B.
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15. Dianne B.

Rover 101
Your pets best buddy
Midlothian, VA, 23112
7.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 4.6 stars
47 reviews
12 repeat clients
Profile image

Dianne is my hero. She stepped in at late notice and took care of our pack with minimal instructions, minimal contact from me, and with the internet unexpectedly down and still took amazing care of our whole menagerie. We were not an easy client but she stepped in and totally made it look easy taking care of four dogs, a snake, a bearded dragon, and a betta. Dianne knows what she’s doing.

Availability updated today
Sitter Profile Image: Savannah S.
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Sitter Profile Image: Savannah S.
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16. Savannah S.

Animal Lover
Chesterfield, VA, 23832
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Savannah was great. She responded quickly to the original request and communicated very well throughout the stay. She also came by to meet our dogs in advance. Our two dogs were happy and well-cared for. We would definitely ask Savannah back to stay with our dogs!

Availability updated 8 days ago
Sitter Profile Image: Savanna G.
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Sitter Profile Image: Savanna G.
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17. Savanna G.

Animal and travel lover
Richmond, VA, 23234
5.9 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
14 reviews
1 repeat client
Profile image

Savanna was incredible! She cared for both our dogs while we were out of the country, giving consistent updates as well as peace of mind so we could fully enjoy our trip. Our two pups are very different and she was great at meeting both where they were at. She was patient with our anxious dog and built his trust and was able to take our more adventurous pup on long walks and play! She also was a great house guest and took wonderful care of our home while we were gone. I can not recommend her more highly, she was absolutely exceptional!!

Availability updated 9 days ago
Sitter Profile Image: Rebecca B.
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Sitter Profile Image: Rebecca B.
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18. Rebecca B.

Rover 101
Animal Lover & Veterinary Assistant
Chesterfield, VA, 23234
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
39 reviews
16 repeat clients
Profile image

Rebecca is a fantastic sitter! She feed and walked Molly early each morning and played with her throughout the day. Molly got so much love and attention while we were away for the holidays and definitely loved Rebecca.

Availability updated 13 days ago
Sitter Profile Image: Alexis S.
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Sitter Profile Image: Alexis S.
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19. Alexis S.

Doggo’s make my heart jump❤️
Chester, VA, 23831
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Alexis is literally the most dependable dog sitter ive ever had on rover! She communicates, she is easy to work with, and is very flexible with changing plans. She loves my two german shepherds and they love her!!!

Availability updated 49 days ago
Sitter Profile Image: Mason K.
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Sitter Profile Image: Mason K.
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20. Mason K.

Life-long animal experience!
Chesterfield, VA, 23832
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Mason is great. Mason arrived on time and kept me updated while I was gone ! I will definitely use Mason again!

Availability updated 5 days ago

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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