Pet Sitting & Drop Ins in Windsor, Richmond, VA

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Windsor pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Kyla B.
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Kyla B.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
32 reviews
8 repeat clients
21 years of experience
Shockoe Bottom, Richmond, VA, 23223

Kyla did a great job looking after my cats. It was easy to set things up, she arrived as scheduled, communicated well throughout, and my cats liked her too.

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Coby H.
Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
51 reviews
10 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

This was our first time using Rover and we are so glad we found Jeffrey. He took such great care of our diabetic cat so we could rest easy on vacation.

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Laura v.
Sitter Profile Image: Catherine C.
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Catherine C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
70 reviews
17 repeat clients
15 years of experience
Jackson Ward, Richmond, VA, 23220

Catherine was great!! She updated and sent pictures every time she stopped in. My one dog Va. be anxious around new people and she instantly made her feel comfortable. I was never worried the entire time I was away.

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Maura D.
Sitter Profile Image: Maria & Luis V.
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Maria & Luis V.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
194 reviews
69 repeat clients
25 years of experience
Church Hill, Richmond, VA, 23223

Maria and Luis are fantastic pet sitters. Even our very shy cat warmed up to them. We came home to happy cats who got care, play and love while we were away. We will certainly book with them again. Thank you Maria & Luis!

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Olivia A.
Sitter Profile Image: Tyler H.
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Tyler H.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
34 reviews
9 repeat clients
30 years of experience
Church Hill, Richmond, VA, 23223

I’m never using anyone else! Tyler has a genuine love and passion for animals that shows in her visits and when she hosts. You won’t just get pictures of your dog playing in backyard - she actually spends time with your pup

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Andrew B.
Sitter Profile Image: Allyson B.
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Allyson B.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
53 reviews
15 repeat clients
15 years of experience
Henrico, VA, 23231

Allyson is the best! I never worry about our dog when she is here!

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Dee K.
Sitter Profile Image: Talia C.
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Talia C.
from
$15
per visit
5 out of 5.0 stars
1 review
3 repeat clients
2 years of experience
Richmond, VA, 23219

About: I’ve taken care of multiple breeds and of varying ages. I’ve also helped train my own puppy, as well as friends’ dogs, the basics like potty training, sit, etc. I’m quite comfortable with puppies under 1 year old all the way to our senior friends. I’m currently a full-time dog mom and pet caretaker. I just graduated from grad school and don’t start my new job until this fall, and I thought - what a better way to spend my summer off taking care of my favorite animal and helping other pet owners? I’m an open communicator and can be available how you need me with the proper heads-up! I live in an apartment building with my fiancé and our sweet, cuddly boy dog (neutered). There’s 3 parks within walking distance and a dog park just an 8min drive away. Since I live in an apartment, I would recommend only small to medium dogs stay with us, but I’m always willing to travel to clients’ houses for dogs of all sizes. I treat my clients dogs as if they were my own fur baby. The love, kindness, & attention I give my sweet boy is the same love, kindness, & attention your dog will receive. My friend is also a vet tech I can always reach out to for advice/questions and I myself am a certified (human) healthcare professional.

Sitter Profile Image: Elle P.
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Elle P.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
33 reviews
9 repeat clients
10 years of experience
Richmond, VA, 23223

Elle was great with Sake her first time! He went right to her during her care for him. She always left good information on my cards. I will definitely be asking her to help out again. Thank you so much Elle for taking care of Sake. We really appreciate it!!! ??

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Johna P.
Sitter Profile Image: Andrew C.
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Andrew C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
84 reviews
20 repeat clients
4 years of experience
Richmond, VA, 23231

Andrew has been by far the best dog walker you could ask for. Always going above and beyond. He literally offered to install the portable AC in my house while I was at work and the AC went out. Leaving Richmond is going to be hard but finding anyone better with my dog will be impossible!

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Christine D.
Sitter Profile Image: Abby L.
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Abby L.
Star Sitter
from
$19
per visit
5 out of 5.0 stars
165 reviews
57 repeat clients
8 years of experience
Church Hill, Richmond, VA, 23223

Abby is awesome! She took great care of our “senior” orange tabby 😽 We got great updates and photos every visit and felt great knowing our boy was in such good hands. Thank you such Abby!

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S M.
Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
21 reviews
6 repeat clients
47 years of experience
Forest Hill Terrace, Richmond, VA, 23225

Alexander was awesome! My silly, hyper pup warmed up to him well and he made sure my big oy was taken care of without any deviations from our routine. I will be planning on booking Alexander soon!

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La'Shanta J.
Sitter Profile Image: Kay C.
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Kay C.
Star Sitter
from
$21
per visit
5 out of 5.0 stars
25 reviews
6 repeat clients
13 years of experience
Forest Hill Terrace, Richmond, VA, 23225

Kay took excellent care of my 2 cats and my outdoor tomato plants while I was away for a long weekend. Cats were chill and happy upon my return. Kay communicated with me frequently and quickly. I didn't feel like I had to worry about anything while I was away.

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Amy T.
Sitter Profile Image: Claire P.
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Claire P.
from
$20
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
10 years of experience
Shockoe Bottom, Richmond, VA, 23223

Claire was FANTASTIC! She stopped over for a meet and greet prior to coming for the visit to meet them! Played and gave them a snack! Much appreciated! Loved getting the cute pics during the visit!

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J N.
Sitter Profile Image: Ross & Ava T.
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Ross & Ava T.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
32 reviews
12 repeat clients
16 years of experience
Blackwell, Richmond, VA, 23224

These folks are incredible!! So kind, great with my dog, and very flexible. I’ll be booking again!

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Mer M.
Sitter Profile Image: Anna F.
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Anna F.
from
$25
per visit
5 out of 5.0 stars
63 reviews
16 repeat clients
14 years of experience
Woodland Heights, RICHMOND, VA, 23225

Anna was excellent in the care of my pups. She was attentive and affectionate towards them. Anna kept me informed about the dogs and took pictures.

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Kim M.
Sitter Profile Image: Deanna S.
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Deanna S.
from
$20
per visit
5 out of 5.0 stars
41 reviews
1 repeat client
15 years of experience
Richmond, VA, 23231

Deanna was great! I was away longer than usual but felt confident all was well because of Deanna’s detailed updates. Everything was perfect when I came back. I would definitely use her again.

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Lucie B.
Sitter Profile Image: tatum f.
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tatum f.
from
$17
per visit
5 out of 5.0 stars
5 reviews
5 repeat clients
7 years of experience
Richmond, VA, 23224

Tatum is a gem! She is kind, attentive and very punctual for her visits. Bonus is that our elderly dog loves her! Highly recommend Tatum. Thank you Tatum!

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Lynne R.
Sitter Profile Image: Alyssia J.
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Alyssia J.
from
$20
per visit
4 years of experience
Richmond, VA, 23224

About: YOᑌ ᕼᗩᗪ ᗰE ᗩT ᗷᗩᖇK 𐂯 I've always had a passion for working with animals, and that love has only grown over the years as I've helped family and friends with their furry friends. I was lucky enough to spend three and a half wonderful years at 4 Dogs Pet Supplies, a charming local shop in Charlotte, NC. It was such a joy to meet so many wonderful dog breeds and discover the best products and care practices for our beloved pets. I also got to team up with another small business, where I had the pleasure of caring for both dogs and cats and plants—everything from playful puppies to treasured older pets. Each day was filled with rewarding experiences in animal care! On top of that, I've volunteered at animal shelters and even participated in an amazing equine therapeutic riding program. These experiences have really deepened my commitment to animal well-being and the importance of supporting our community. It's been a truly fulfilling journey! And am very thankful for those who have trusted me with the animals. ✮ I am currently out of school for the summer and have a part-time job, which gives me plenty of availability to help care for your animals. On Mondays, Wednesdays, and Fridays, I am available anytime after 1 PM for walks, drop-ins, or anything else you need. On Tuesdays, Thursdays, and Saturdays, I can assist at any time. Let me know how I can help! 𐂯 I always strive to treat animals, plants, and homes with the same love and care I give to my own! My goal is to provide the best care possible for my clients, so I ask plenty of questions to understand their preferences. This helps me create a safe and secure environment while building trust with both the owner and their furry friends.

Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
from
$20
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
35 years of experience
Swansboro, Richmond, VA, 23224

Being away from my furbabies is always stressful. Nicole was able to ease my stress with her excellent care of my 3 furbabies. One super senior on lots of meds and the other two prior feral makes them not the easiest to care for. Nicole did great with walking, feeding and any special needs that occurred. I will use Nicole again should I need to travel without my furbabies.

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Denise P.
Sitter Profile Image: ashley g.
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ashley g.
from
$14
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
7 years of experience
Oak Grove, richmond, VA, 23224

Ashley was amazing!! She sent lots of cute pics of the kitties and sent a nice note of everything she did while she was there!! Will definitely book with her next time!

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Andrea B.
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Sitter Profile Image: Kyla B.
Verified Enhanced Background Check
Sitter Profile Image: Kyla B.
Verified Enhanced Background Check

Kyla B.
Star Sitter

Your pets’ home away from home!
Shockoe Bottom, Richmond, VA, 23223
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
32 reviews
8 repeat clients
Profile image

Kyla did a great job looking after my cats. It was easy to set things up, she arrived as scheduled, communicated well throughout, and my cats liked her too.

Availability updated yesterday
Sitter Profile Image: Jeffrey H.
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Sitter Profile Image: Jeffrey H.
Verified Enhanced Background Check

Jeffrey H.
Star Sitter

Chill pet pal at your service!
The Fan, Richmond, VA, 23220
4.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
51 reviews
10 repeat clients
Profile image

This was our first time using Rover and we are so glad we found Jeffrey. He took such great care of our diabetic cat so we could rest easy on vacation.

Availability updated yesterday
Sitter Profile Image: Catherine C.
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Sitter Profile Image: Catherine C.
Verified Enhanced Background Check

Catherine C.
Star Sitter

Animal loving lady in Richmond!
Jackson Ward, Richmond, VA, 23220
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
70 reviews
17 repeat clients
Profile image

Catherine was great!! She updated and sent pictures every time she stopped in. My one dog Va. be anxious around new people and she instantly made her feel comfortable. I was never worried the entire time I was away.

Availability updated today
Sitter Profile Image: Maria & Luis V.
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Sitter Profile Image: Maria & Luis V.
Verified Background Check

Maria & Luis V.
Rover 101
Star Sitter

Loving them is a privilege of a few
Church Hill, Richmond, VA, 23223
3.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
194 reviews
69 repeat clients
Profile image

Maria and Luis are fantastic pet sitters. Even our very shy cat warmed up to them. We came home to happy cats who got care, play and love while we were away. We will certainly book with them again. Thank you Maria & Luis!

Availability updated 2 days ago
Sitter Profile Image: Tyler H.
Verified Enhanced Background Check
Sitter Profile Image: Tyler H.
Verified Enhanced Background Check

Tyler H.
Rover 101
Star Sitter

All Breeds, All Times
Church Hill, Richmond, VA, 23223
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
34 reviews
9 repeat clients
Profile image

I’m never using anyone else! Tyler has a genuine love and passion for animals that shows in her visits and when she hosts. You won’t just get pictures of your dog playing in backyard - she actually spends time with your pup

Availability updated 5 days ago
Sitter Profile Image: Allyson B.
Verified Enhanced Background Check
Sitter Profile Image: Allyson B.
Verified Enhanced Background Check

Allyson B.
Star Sitter

I’ll treat your pet like my own.
Henrico, VA, 23231
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
53 reviews
15 repeat clients
Profile image

Allyson is the best! I never worry about our dog when she is here!

Availability updated 25 days ago
Sitter Profile Image: Talia C.
Verified Enhanced Background Check
Sitter Profile Image: Talia C.
Verified Enhanced Background Check

Talia C.

Full-time pet owner and caretaker
Richmond, VA, 23219
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review
3 repeat clients

About: I’ve taken care of multiple breeds and of varying ages. I’ve also helped train my own puppy, as well as friends’ dogs, the basics like potty training, sit, etc. I’m quite comfortable with puppies under 1 year old all the way to our senior friends. I’m currently a full-time dog mom and pet caretaker. I just graduated from grad school and don’t start my new job until this fall, and I thought - what a better way to spend my summer off taking care of my favorite animal and helping other pet owners? I’m an open communicator and can be available how you need me with the proper heads-up! I live in an apartment building with my fiancé and our sweet, cuddly boy dog (neutered). There’s 3 parks within walking distance and a dog park just an 8min drive away. Since I live in an apartment, I would recommend only small to medium dogs stay with us, but I’m always willing to travel to clients’ houses for dogs of all sizes. I treat my clients dogs as if they were my own fur baby. The love, kindness, & attention I give my sweet boy is the same love, kindness, & attention your dog will receive. My friend is also a vet tech I can always reach out to for advice/questions and I myself am a certified (human) healthcare professional.

Availability updated 2 days ago
Sitter Profile Image: Elle P.
Verified Enhanced Background Check
Sitter Profile Image: Elle P.
Verified Enhanced Background Check

Elle P.
Star Sitter

Compassionate Animal Lover
Richmond, VA, 23223
3.3 mi. away
Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

Elle was great with Sake her first time! He went right to her during her care for him. She always left good information on my cards. I will definitely be asking her to help out again. Thank you so much Elle for taking care of Sake. We really appreciate it!!! ??

Availability updated 9 days ago
Sitter Profile Image: Andrew C.
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Sitter Profile Image: Andrew C.
Verified Enhanced Background Check

Andrew C.
Star Sitter

Patient and playful with your pet!
Richmond, VA, 23231
3.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
84 reviews
20 repeat clients
Profile image

Andrew has been by far the best dog walker you could ask for. Always going above and beyond. He literally offered to install the portable AC in my house while I was at work and the AC went out. Leaving Richmond is going to be hard but finding anyone better with my dog will be impossible!

Availability updated 18 days ago
Sitter Profile Image: Abby L.
Verified Enhanced Background Check
Sitter Profile Image: Abby L.
Verified Enhanced Background Check

Abby L.
Star Sitter

Pet lover with an affinity for cats
Church Hill, Richmond, VA, 23223
3.1 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
165 reviews
57 repeat clients
Profile image

Abby is awesome! She took great care of our “senior” orange tabby 😽 We got great updates and photos every visit and felt great knowing our boy was in such good hands. Thank you such Abby!

Availability updated today
Sitter Profile Image: Alexander S.
Verified Enhanced Background Check
Sitter Profile Image: Alexander S.
Verified Enhanced Background Check

Alexander S.
Star Sitter

Dedicated to caring for animals
Forest Hill Terrace, Richmond, VA, 23225
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
21 reviews
6 repeat clients
Profile image

Alexander was awesome! My silly, hyper pup warmed up to him well and he made sure my big oy was taken care of without any deviations from our routine. I will be planning on booking Alexander soon!

Availability updated 16 days ago
Sitter Profile Image: Kay C.
Verified Background Check
Sitter Profile Image: Kay C.
Verified Background Check

Kay C.
Star Sitter

Loving, fun and reliable pet care!
Forest Hill Terrace, Richmond, VA, 23225
3.2 mi. away
Drop-In Visits
from
$21
per visit
5 out of 5.0 stars
25 reviews
6 repeat clients
Profile image

Kay took excellent care of my 2 cats and my outdoor tomato plants while I was away for a long weekend. Cats were chill and happy upon my return. Kay communicated with me frequently and quickly. I didn't feel like I had to worry about anything while I was away.

Availability updated 13 days ago
Sitter Profile Image: Claire P.
Verified Enhanced Background Check
Sitter Profile Image: Claire P.
Verified Enhanced Background Check

Claire P.

Looking to provide pet-care!
Shockoe Bottom, Richmond, VA, 23223
3.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Claire was FANTASTIC! She stopped over for a meet and greet prior to coming for the visit to meet them! Played and gave them a snack! Much appreciated! Loved getting the cute pics during the visit!

Availability updated 9 days ago
Sitter Profile Image: Ross & Ava T.
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Sitter Profile Image: Ross & Ava T.
Verified Enhanced Background Check

Ross & Ava T.
Star Sitter

Big dog specialist.
Blackwell, Richmond, VA, 23224
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
32 reviews
12 repeat clients
Profile image

These folks are incredible!! So kind, great with my dog, and very flexible. I’ll be booking again!

Availability updated 2 days ago
Sitter Profile Image: Anna F.
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Sitter Profile Image: Anna F.
Verified Background Check

Anna F.

Dog pro with flexible schedule!
Woodland Heights, RICHMOND, VA, 23225
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
63 reviews
16 repeat clients
Profile image

Anna was excellent in the care of my pups. She was attentive and affectionate towards them. Anna kept me informed about the dogs and took pictures.

Availability updated yesterday
Sitter Profile Image: Deanna S.
Verified Background Check
Sitter Profile Image: Deanna S.
Verified Background Check

Deanna S.

Experienced Dependable Animal Lover
Richmond, VA, 23231
2.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
41 reviews
1 repeat client
Profile image

Deanna was great! I was away longer than usual but felt confident all was well because of Deanna’s detailed updates. Everything was perfect when I came back. I would definitely use her again.

Availability updated over 1 year ago
Sitter Profile Image: tatum f.
Verified Enhanced Background Check
Sitter Profile Image: tatum f.
Verified Enhanced Background Check

tatum f.

i’ll love them like my own :)
Richmond, VA, 23224
2.2 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
5 reviews
5 repeat clients
Profile image

Tatum is a gem! She is kind, attentive and very punctual for her visits. Bonus is that our elderly dog loves her! Highly recommend Tatum. Thank you Tatum!

Availability updated 25 days ago
Sitter Profile Image: Alyssia J.
Verified Enhanced Background Check
Sitter Profile Image: Alyssia J.
Verified Enhanced Background Check

Alyssia J.

૮ ฅ• ﻌ -ฅ ა ᵂᵒᵒᵒᶠ
Richmond, VA, 23224
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
9 reviews

Alyssia is an animal lover! She has always cared and loved any animal that has ever crossed her path. When she is around animals you can see and feel the real love and passion she has for them. That is what would make her an amazing sitter. She cares for every animal like they’re her own.

Availability updated 15 days ago
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check

Nicole P.

Lifelong pet lover!
Swansboro, Richmond, VA, 23224
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Being away from my furbabies is always stressful. Nicole was able to ease my stress with her excellent care of my 3 furbabies. One super senior on lots of meds and the other two prior feral makes them not the easiest to care for. Nicole did great with walking, feeding and any special needs that occurred. I will use Nicole again should I need to travel without my furbabies.

Availability updated 18 days ago
Sitter Profile Image: ashley g.
Verified Enhanced Background Check
Sitter Profile Image: ashley g.
Verified Enhanced Background Check

ashley g.

Vet. Certified animal care provider
Oak Grove, richmond, VA, 23224
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Ashley was amazing!! She sent lots of cute pics of the kitties and sent a nice note of everything she did while she was there!! Will definitely book with her next time!

Availability updated 5 days ago

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