Pet Sitting & Drop Ins in Woolen Mills, Charlottesville, 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 Woolen Mills pet sitters

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

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Sitter Profile Image: Caroline M.
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Caroline M.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
32 reviews
14 repeat clients
6 years of experience
Charlottesville, VA, 22911

Caroline took great care of my cat for a month. I was worried, leaving Luna for so long, but there was no need for worry. Caroline contacted me right away if she had a question. She played with Luna each day, as well as taking care of her physical needs. I would highly recommend Caroline and will use her again.

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Laura M.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
44 reviews
19 repeat clients
8 years of experience
Charlottesville, VA, 22902

Emily has great attention to detail and clearly cared about Lily’s happiness while we were away. She wrote very detailed notes and added lots of pictures (which we always appreciate). We have been looking for a good dog sitter to use that clicks with Lily and we’re so happy when we found her!

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Jonathan M.
Sitter Profile Image: bailey l.
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bailey l.
Star Sitter
from
$18
per visit
5.0 out of 5.0 stars
23 reviews
6 repeat clients
4 years of experience
Charlottesville, VA, 22902

Bailey did a great job with our boys! She arrived on time and spent time loving on our boys. We even added a last minute request to bring in some mail that needed to be refrigerated. Great experience. Will definitely recommend and have her come back anytime

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Jane Q.
Sitter Profile Image: Ed A.
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Ed A.
Star Sitter
from
$17
per visit
5.0 out of 5.0 stars
140 reviews
50 repeat clients
25 years of experience
Charlottesville, VA, 22901

Ed was extremely kind, and took such good care of our boys while we were out of town. We were first time Rover users and he completely put our mind at ease about the whole process. Check-in reports, and pictures were fantastic. We would not hesitate to hire him again in the future. Thank you Ed!

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Beau R.
Sitter Profile Image: Mitch H.
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Mitch H.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
35 reviews
12 repeat clients
13 years of experience
Charlottesville, VA, 22902

Mitch was great!! He sent pictures and kept me updated with everything. He even helped with a couple of odd jobs keeping the house comfortable for MJ.

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Mary B.
Sitter Profile Image: Rhiana Q.
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Rhiana Q.
Star Sitter
from
$22
per visit
5.0 out of 5.0 stars
270 reviews
95 repeat clients
25 years of experience
Charlottesville, VA, 22902

Rhiana was fantastic! She was incredibly thoughtful and communicative throughout our time away. Lemon and Kipper looked so happy and well fed 🥰

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Jasmine T.
Sitter Profile Image: Margaret L.
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Margaret L.
from
$19
per visit
5.0 out of 5.0 stars
13 reviews
5 repeat clients
2 years of experience
Jefferson Park, Charlottesville, VA, 22903

Margaret was great with our dog Ace! She made sure he had plenty of fun/ play time in addition to feeding/regular care for him while we were gone. She was open to schedule changes as needed. Would recommend!

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Amy W.
Sitter Profile Image: Danielle C.
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Danielle C.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
126 reviews
41 repeat clients
30 years of experience
Fry Springs, Charlottesville, VA, 22903

Danielle took wonderful care of my two cats while I was away. She made sure they had plenty of food, water, and treats, gave them lots of love, and kept me updated the whole time. Her kindness and attention to detail gave me so much peace of mind. I highly recommend her!

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Jordan H.
Sitter Profile Image: Alexa R.
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Alexa R.
Star Sitter
from
$13
per visit
5.0 out of 5.0 stars
38 reviews
9 repeat clients
5 years of experience
Belmont, Charlottesville, VA, 22902

Alexa took the time to meet my cat ahead of time & spend time w/him during his checkins. She has a lot of experience w/cats & obviously cares about animals. I will be booking her for future checkins. Thank u!

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Kim W.
Sitter Profile Image: Reanna S.
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Reanna S.
from
$15
per visit
22 years of experience
Charlottesville, VA, 22911

About: I’m a lifelong animal lover who grew up in a home full of dogs, cats, birds, ferrets... basically ever animal you can imagine. I’m flexible, very experienced, and love staying active—I’m happy to run, hike, play, or just hang out with your pet, whatever they need! Pet care is already a natural part of my daily routine. I care for my own pets every day, so feeding, walking, and playtime are built into my schedule. I have free mornings during the week and weekends. I can be flexible to fit your pet’s needs. Whether in my home or yours, I treat every pet like family. I make sure they are safe, comfortable, and loved. I stick to their usual routine as closely as possible. From feeding and long walks to cuddles, I give each pet the attention and care they need.

Sitter Profile Image: Louisa P.
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Louisa P.
Star Sitter
from
$18
per visit
5.0 out of 5.0 stars
16 reviews
3 repeat clients
8 years of experience
Belmont, Charlottesville, VA, 22903

Louisa was very friendly from the beginning and understood our needs for our little Simba. She maintained communication with me at every visit, send pics and videos. Simba was well taken care of.

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Jose R.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$20
per visit
5.0 out of 5.0 stars
24 reviews
8 repeat clients
10 years of experience
Johnson Village, Charlottesville, VA, 22903

Sam was amazing with our Chaos. She was so patient in getting to know him and sat for us for a week and now he loves her!!! Definitely will book again ❤️

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AnToria B.
Sitter Profile Image: Rachael K.
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Rachael K.
Star Sitter
from
$30
per visit
5.0 out of 5.0 stars
230 reviews
101 repeat clients
42 years of experience
Downtown, Charlottesville, VA, 22901

Rachael was wonderful with my pomeranian-chihuahua mix, Dixie, and I came home to a happy dog and a clean house! I was also extremely grateful to Rachael because the alarm was going off in my house and she called me and was able to sort it out over the phone, and calm down Dixie. i honestly don't know what I would have done if she hadn't helped with that. I highly recommend her.

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Charlotte J.
Sitter Profile Image: Nettie W.
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Nettie W.
from
$15
per visit
6 years of experience
Belmont, Charlottesville, VA, 22902

About: I've been a devoted dog lover and caregiver since I was 14, accumulating over a decade of hands-on experience with our furry friends. From energetic daily walks to cozy overnight boarding, I've done it all. Whether it's a quick potty break, a long adventure-filled walk, or extended stays, I have the experience to ensure your pup receives the best care possible. My years of practice have taught me to understand and respond to each dog's unique needs, making every pet-sitting experience positive and tailored to your furry family member. I'm currently working remotely with flexible hours and have availability throughout the day all seven days. Since I take care of my own dog, I spend at least two hours outside a day and pet care is incorporated throughout my routine. My approach to pet care is tailored to each dog's unique needs, whether I'm caring for them in my home or theirs. I've worked with a wide range of dogs, from anxious and timid to energetic and even aggressive ones that needed special handling. In-home care: I maintain the dog's routine, following your instructions for feeding, medication, and exercise. For anxious dogs, I provide a calm, reassuring presence. For high-energy pups, I ensure plenty of physical and mental stimulation. Home boarding: I create a safe, welcoming space in my home. For dogs needing special accommodations, like those who can't be around others, I provide separate, secure areas. Daily walks and visits: I adapt to each dog's pace and stamina, always attentive to their comfort level and adjusting activities as needed. Regardless of the service, my priority is the dog's well-being and happiness. I'm committed to providing loving, attentive care that respects each dog's individual personality and needs, drawing on my experience with diverse canine temperaments and behaviors.

Sitter Profile Image: Amy S.
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Amy S.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
31 reviews
13 repeat clients
30 years of experience
Fry Springs, Charlottesville, VA, 22903

Amy looked after our dog for the first time this weekend and she was absolutely wonderful. She asked great questions about meals, walks and our dog's routine and was very thorough in every detail. Amy kept us updated with photos and messages so we never wondered how things were going. Our usually shy dog warmed up to her immediately and I felt completely at ease being away knowing our dog was in such caring hands. We will absolutely work with her again!

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Jamie O.
Sitter Profile Image: Tracy D.
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Tracy D.
from
$20
per visit
5.0 out of 5.0 stars
2 reviews
50 years of experience
Belmont, Charlottesville, VA, 22902

About: With over 8 years of professional pet-sitting experience and a lifetime—50 years—of caring for my own dogs and cats, I bring reliability, compassion, and deep understanding to every animal I look after. I treat each pet like family, ensuring they feel safe, loved, and well-cared-for while you’re away. Whether it’s daily walks, playtime, medication, or simply keeping your pet’s routine consistent, you can trust that they’ll be in capable and caring hands. After retiring from a 25-year career with IBM, I’ve combined my love of animals and the outdoors into something I truly enjoy — pet sitting, dog walking, and pet transport. With 8 years of professional pet care experience and over 50 years of personal experience with dogs and cats, I understand how important it is to have someone you can trust with your pets. I’m dependable, punctual, and treat every animal as if they were my own. When I’m not caring for pets, you’ll find me out hiking and exploring nature. I primarily care for pets in their home, as I have a cat of my own who is particular about her space. I also offer dog walking, feeding, one on one play. I provide pet transport and have a dependable, safe car for any travel needs. I’m reliable, punctual, and treat every animal as if they were my own.

Sitter Profile Image: Lettie N.
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Lettie N.
from
$17
per visit
5.0 out of 5.0 stars
16 reviews
3 repeat clients
15 years of experience
Johnson Village, Charlottesville, VA, 22903

Lettie was really great with my cat, Sushi, while we were out of town! I know she was well taken care of and got all the pets and loving while Lettie was visiting. Loved getting the updates and pictures of her too. Will definitely be reaching out again for pet sitting needs 😊

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Katherine S.
Sitter Profile Image: Christopher H.
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Christopher H.
from
$25
per visit
5.0 out of 5.0 stars
10 reviews
4 repeat clients
10 years of experience
Charlottesville, VA, 22902

Christopher is everything you could want in a pet sitter! He doted on my dogs and kept them safe and happy. He was conscientious and reliable, and took great care of the house and all dog-related messes. Also great with communication and flexibility. I would happily work with him again!

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Sheila W.
Sitter Profile Image: Alice B.
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Alice B.
from
$16
per visit
5.0 out of 5.0 stars
22 reviews
7 repeat clients
2 years of experience
Locust Grove, Charlottesville, VA, 22901

Alice is responsive, punctual and we trust her with our dog completely!

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Heather S.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$15
per visit
5.0 out of 5.0 stars
4 reviews
2 repeat clients
3 years of experience
Charlottesville, VA, 22901

Natalie has done drop-ins with our Magz a few times now and has been so lovely! She even brought Magz out to play in the snow while my partner and I were both at work. Thank you Natalie!

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Jana M.
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