Pet Sitting in Pyletown

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 Pyletown 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: Alexsys T.
Verified Enhanced Background Check
Alexsys T.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
128 reviews
51 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys took wonderful care of our two cats while we were on vacation. She went above and beyond, and we’ll definitely book her again! We can’t recommend her highly enough!

Profile image
Paul W.
Sitter Profile Image: Hannah D.
Verified Background Check
Hannah D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
30 reviews
9 repeat clients
10 years of experience
Winchester, VA, 22601

She was very reliable and detailed with what she did for our kitties. She sent photos of the food bowl before refilling so that we knew how much our cat was eating. Would definitely recommend!

Profile image
Jamie S.
Sitter Profile Image: Kimberly B.
Verified Background Check
Kimberly B.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
254 reviews
94 repeat clients
2 years of experience
Winchester, VA, 22601

We’ve had come Kim a few times now to let out our 2 large boxers and she has done a great job communicating before, during and after her visit. She is reliable and always sends notes and pictures of the visit. She’s great and offers me so much piece of mind.

Profile image
Nadine B.
Sitter Profile Image: Kelley H.
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Kelley H.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
127 reviews
21 repeat clients
8 years of experience
Berryville, VA, 22611

Kelley did a fantastic job caring for our kitties 3. She made she they were entertained and shared some great photos with us, will definitely have her care for them the next time we are away.

Profile image
Angela T.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
9 reviews
4 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

Sarah was great with our anxious pup. Much appreciated!!

Profile image
Jennifer H.
Sitter Profile Image: Gary & Maryann C.
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Gary & Maryann C.
from
$20
per visit
5 out of 5.0 stars
19 reviews
10 repeat clients
40 years of experience
Winchester, VA, 22601

Gary & Maryann are fantastic! Our fur babies were well cared for which allowed us to enjoy our honeymoon with piece of mind and complete confidence that all was well at home thanks to Gary & Maryann!

Profile image
Jamie L.
Sitter Profile Image: Charlotte T.
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Charlotte T.
from
$22
per visit
5 out of 5.0 stars
74 reviews
29 repeat clients
10 years of experience
Front Royal, VA, 22630

Charlotte continues to be a trusted and communicative person when it comes to caring for my pets. Always responsive, I routinely open the "Rover card" after each visit and show the accompanying photos to whoever I'm around.

Profile image
Paul Michael A.
Sitter Profile Image: Margaret C.
Verified Enhanced Background Check
Margaret C.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
45 years of experience
Berryville, VA, 22611

Margaret is the best! We’re so grateful to have met her! Our puppy loves her, and we always know he’s well taken care of and loved when Margaret is here! We’ll most definitely be reaching out to Margaret to schedule time for her to care for our puppy in the near future! 🐶

Profile image
Amy B.
Sitter Profile Image: Meghan H.
Verified Background Check
Meghan H.
from
$25
per visit
5 out of 5.0 stars
533 reviews
295 repeat clients
24 years of experience
Stephens city, VA, 22655

Thank you for taking such good care of Scout!! She acts like she doesn’t need the love and cuddles but secretly needs ALL the love and cuddles

Profile image
Tristyn P.
Sitter Profile Image: Kathy G.
Verified Background Check
Kathy G.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
58 reviews
17 repeat clients
30 years of experience
Winchester, VA, 22601

Kathy was so responsive and reliable! She took great care of our dog and gave detailed info as well as pictures after all of her visits! we will definitely use her again ☺️

Profile image
Meredith C.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$13
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
13 years of experience
Winchester, VA, 22601

About: I've trained dogs in my teenage years, and l've over puppies and kittens as well as lizards let me care for your pets while you relax. We’re a very organized couple and that allows us to have a well put together schedule. willing to always be flexible and tend to our pets easily! We have a dog park that’s a lovely drive away from the house! We love to play, take naps and match the pets moods and let them enjoy being themselves comfortably! And pet safety is a big deal! No wandering off and no biting or getting bitten of course haha

Sitter Profile Image: Katie R.
Verified Enhanced Background Check
Katie R.
from
$20
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Stephenson, VA, 22656

We booked Katie last minute and she was a God send. She was very sweet and awesome for our two cats and Riley our dog. She was even flexible enough to do longer had we needed her. I was very confident that my pets were in great hands. We will definitely book with her again.

Profile image
Caren A.
Sitter Profile Image: Alexandria Y.
Verified Enhanced Background Check
Alexandria Y.
from
$19
per visit
5 out of 4.9 stars
13 reviews
6 repeat clients
3 years of experience
Stephenson, VA, 22656

Alexandria! She does a good job with my dog who is shy and timid of new people! She’s great!

Profile image
Robin S.
Sitter Profile Image: Joanna S.
Verified Background Check
Joanna S.
from
$20
per visit
5 out of 5.0 stars
1 review
1 repeat client
20 years of experience
Winchester, VA, 22602

About: I love the joy that dogs add to life and I’m thankful to have the experience in raising and loving on so many! Loving your pet as if it were my own would be priority. I know it can be stressful in finding good help that you can count on so that would be my promise to you. Message me for more details or questions! After recently losing my own dog, I realize a majority of my daily routine involved and was centered around his care. I miss the responsibility and adventures! I would care for your pet in the same way you care for them to reduce stress in environmental change. Love and attention would be what your pet experiences under my care.

Sitter Profile Image: Steven F.
Verified Enhanced Background Check
Steven F.
from
$15
per visit
5 out of 5.0 stars
29 reviews
11 repeat clients
15 years of experience
Winchester, VA, 22602

Steven showed up on time and even cleaned up a bit of a mess my dogs had made! Will definitely book again when I need a drop in!

Profile image
Allie F.
Sitter Profile Image: Emily F.
Verified Enhanced Background Check
Emily F.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
14 reviews
3 repeat clients
10 years of experience
White Post, VA, 22663

Emily helped my wife and I in an emergency situation. I was stuck in a work trip and my wife had a work emergency. Emily was very professional and great with our boy.

Profile image
Joseph G.
Sitter Profile Image: Jordan D.
Verified Enhanced Background Check
Jordan D.
from
$20
per visit
13 years of experience
Berryville, VA, 22611

About: Hi there! With 13 years of experience caring for pets, I've had the joy of making countless furry friends. I treat every pet like my own, ensuring they get all the love, attention, and care they need. From fun playtimes to cozy cuddles, I’m here to make sure your pets are happy and well taken care of! I’m available in the evenings on Mondays and Tuesdays, perfect for those busy start-of-the-week schedules. The rest of the week, I’m very flexible since I work from home, allowing me to accommodate your pet care needs almost any time. When it comes to caring for your pets, creating a safe, trustworthy, and loving environment is my top priority. Whether it's in my home or yours, I make sure your pets are in a secure space, free from any hazards, and surrounded by warmth and affection. With 13 years of experience, you can trust me to treat your furry friends like family, ensuring they feel comfortable, cherished, and well-loved at all times.

Sitter Profile Image: Jamie B.
Verified Enhanced Background Check
Jamie B.
from
$20
per visit
5 out of 5.0 stars
17 reviews
6 repeat clients
12 years of experience
Boyce, VA, 22620

Jamie was very good and very responsible. My two shepherds were a little difficult to handle and she found that out at our meet and greet. Instead of turning the assignment down she helped come to a solution were both her and the dogs were comfortable with the feedings. The price was reasonable and I hope she will accept future accept future requests. Thank you Jamief

Profile image
Janet K.
Sitter Profile Image: Haejin & Herscel L.
Verified Enhanced Background Check
Haejin & Herscel L.
from
$23
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
6 years of experience
Winchester, VA, 22602

About: I’ve been lucky to spend the past 6 years caring for both dogs 🐶 and cats 🐱 of all ages. I’ve looked after pets at every stage of life — from 2-week-old kittens needing bottle-feeding to senior dogs and cats who required medication and gentle support. I do my best to understand each pet’s unique personality and needs, and I care for them with patience, kindness, and genuine love ❤️ I’m available for daily care from 6am to 6pm, and I also offer overnight or weekly boarding depending on your needs. If you have a special schedule in mind, feel free to reach out. I’ll do my best to make it work for you and your pet. I live in a quiet and spacious home with my husband and four sweet pets. We have three gentle cats 🐱 and one senior dog 🐶 who has been part of our family for over a decade. Pets who stay with us can move freely around the main floor and relax in a cozy upstairs room made just for them. There are soft beds, toys, and even a little cat wall they can climb and explore. Our neighborhood is peaceful and safe, with two small parks nearby where we can enjoy slow, sniff-filled walks or just spend time in the fresh air together 🐾 Whether your pet is outgoing or shy, full of energy or in their golden years, I always do my best to help them feel safe, comfortable, and truly cared for, just like home.

Sitter Profile Image: Olivia C.
Verified Enhanced Background Check
Olivia C.
from
$25
per visit
5 out of 5.0 stars
26 reviews
25 repeat clients
10 years of experience
Boyce, VA, 22620

Olivia was extremely flexible with schedule changes and loved on my kitty. She did a great job!

Profile image
Emily P.
1 / 1
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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: Alexsys T.
Verified Enhanced Background Check
Sitter Profile Image: Alexsys T.
Verified Enhanced Background Check

Alexsys T.
Star Sitter

Everything for your pet under 1woof
Clear Brook, VA, 22624
9.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
128 reviews
51 repeat clients
Profile image

Alexsys took wonderful care of our two cats while we were on vacation. She went above and beyond, and we’ll definitely book her again! We can’t recommend her highly enough!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Hannah D.
Verified Background Check
Sitter Profile Image: Hannah D.
Verified Background Check

Hannah D.
Star Sitter

I’ll love them like they love you
Winchester, VA, 22601
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
30 reviews
9 repeat clients
Profile image

She was very reliable and detailed with what she did for our kitties. She sent photos of the food bowl before refilling so that we knew how much our cat was eating. Would definitely recommend!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kimberly B.
Verified Background Check
Sitter Profile Image: Kimberly B.
Verified Background Check

Kimberly B.
Star Sitter

Provides loving and engaging care
Winchester, VA, 22601
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
254 reviews
94 repeat clients
Profile image

We’ve had come Kim a few times now to let out our 2 large boxers and she has done a great job communicating before, during and after her visit. She is reliable and always sends notes and pictures of the visit. She’s great and offers me so much piece of mind.

Availability updated 20 days ago
Sitter Profile Image: Kelley H.
Verified Enhanced Background Check
Sitter Profile Image: Kelley H.
Verified Enhanced Background Check

Kelley H.
Star Sitter

Lover of all animals, big and small
Berryville, VA, 22611
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
127 reviews
21 repeat clients
Profile image

Kelley did a fantastic job caring for our kitties 3. She made she they were entertained and shared some great photos with us, will definitely have her care for them the next time we are away.

Availability updated 27 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

Sarah J.
Star Sitter

TLC 🐕treat your family like mine😍
BERRYVILLE, VA, 22611
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 4.9 stars
9 reviews
4 repeat clients
Profile image

Sarah was great with our anxious pup. Much appreciated!!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gary & Maryann C.
Verified Enhanced Background Check
Sitter Profile Image: Gary & Maryann C.
Verified Enhanced Background Check

Gary & Maryann C.
Rover 101

Excellent PetCare Service!
Winchester, VA, 22601
8.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
19 reviews
10 repeat clients
Profile image

Gary & Maryann are fantastic! Our fur babies were well cared for which allowed us to enjoy our honeymoon with piece of mind and complete confidence that all was well at home thanks to Gary & Maryann!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Charlotte T.
Verified Enhanced Background Check
Sitter Profile Image: Charlotte T.
Verified Enhanced Background Check

Charlotte T.

Loving pets like family pawsitively
Front Royal, VA, 22630
8.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
74 reviews
29 repeat clients
Profile image

Charlotte continues to be a trusted and communicative person when it comes to caring for my pets. Always responsive, I routinely open the "Rover card" after each visit and show the accompanying photos to whoever I'm around.

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Margaret C.
Verified Enhanced Background Check
Sitter Profile Image: Margaret C.
Verified Enhanced Background Check

Margaret C.
Star Sitter

I’m here…When you can’t be🏡
Berryville, VA, 22611
4.0 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
43 reviews
9 repeat clients
Profile image

Margaret is the best! We’re so grateful to have met her! Our puppy loves her, and we always know he’s well taken care of and loved when Margaret is here! We’ll most definitely be reaching out to Margaret to schedule time for her to care for our puppy in the near future! 🐶

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meghan H.
Verified Background Check
Sitter Profile Image: Meghan H.
Verified Background Check

Meghan H.

Wags & Whiskers Pet Care
Stephens city, VA, 22655
6.6 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
533 reviews
295 repeat clients
Profile image

Thank you for taking such good care of Scout!! She acts like she doesn’t need the love and cuddles but secretly needs ALL the love and cuddles

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathy G.
Verified Background Check
Sitter Profile Image: Kathy G.
Verified Background Check

Kathy G.
Star Sitter

Love having snuggle buddies
Winchester, VA, 22601
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
58 reviews
17 repeat clients
Profile image

Kathy was so responsive and reliable! She took great care of our dog and gave detailed info as well as pictures after all of her visits! we will definitely use her again ☺️

Availability updated 11 days ago
Sitter Profile Image: Christopher P.
Verified Enhanced Background Check
Sitter Profile Image: Christopher P.
Verified Enhanced Background Check

Christopher P.

I’ve owned and nourished many pets!
Winchester, VA, 22601
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

About: I've trained dogs in my teenage years, and l've over puppies and kittens as well as lizards let me care for your pets while you relax. We’re a very organized couple and that allows us to have a well put together schedule. willing to always be flexible and tend to our pets easily! We have a dog park that’s a lovely drive away from the house! We love to play, take naps and match the pets moods and let them enjoy being themselves comfortably! And pet safety is a big deal! No wandering off and no biting or getting bitten of course haha

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katie R.
Verified Enhanced Background Check
Sitter Profile Image: Katie R.
Verified Enhanced Background Check

Katie R.

Caring, attentive and experienced
Stephenson, VA, 22656
6.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

We booked Katie last minute and she was a God send. She was very sweet and awesome for our two cats and Riley our dog. She was even flexible enough to do longer had we needed her. I was very confident that my pets were in great hands. We will definitely book with her again.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alexandria Y.
Verified Enhanced Background Check
Sitter Profile Image: Alexandria Y.
Verified Enhanced Background Check

Alexandria Y.

🐾Welcome to Allycat Pet Care🐾
Stephenson, VA, 22656
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 4.9 stars
13 reviews
6 repeat clients
Profile image

Alexandria! She does a good job with my dog who is shy and timid of new people! She’s great!

Availability updated 27 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Joanna S.
Verified Background Check
Sitter Profile Image: Joanna S.
Verified Background Check

Joanna S.

Have Peace of Mind With My Care
Winchester, VA, 22602
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
1 review
1 repeat client

About: I love the joy that dogs add to life and I’m thankful to have the experience in raising and loving on so many! Loving your pet as if it were my own would be priority. I know it can be stressful in finding good help that you can count on so that would be my promise to you. Message me for more details or questions! After recently losing my own dog, I realize a majority of my daily routine involved and was centered around his care. I miss the responsibility and adventures! I would care for your pet in the same way you care for them to reduce stress in environmental change. Love and attention would be what your pet experiences under my care.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Steven F.
Verified Enhanced Background Check
Sitter Profile Image: Steven F.
Verified Enhanced Background Check

Steven F.

Your furbaby's vacation home
Winchester, VA, 22602
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
29 reviews
11 repeat clients
Profile image

Steven showed up on time and even cleaned up a bit of a mess my dogs had made! Will definitely book again when I need a drop in!

Availability updated today
Sitter Profile Image: Emily F.
Verified Enhanced Background Check
Sitter Profile Image: Emily F.
Verified Enhanced Background Check

Emily F.
Star Sitter

Last minute care?
White Post, VA, 22663
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Emily helped my wife and I in an emergency situation. I was stuck in a work trip and my wife had a work emergency. Emily was very professional and great with our boy.

Availability updated 4 days ago
Sitter Profile Image: Jordan D.
Verified Enhanced Background Check
Sitter Profile Image: Jordan D.
Verified Enhanced Background Check

Jordan D.

Animal Lover Extraordinaire
Berryville, VA, 22611
4.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
13 years of experience

About: Hi there! With 13 years of experience caring for pets, I've had the joy of making countless furry friends. I treat every pet like my own, ensuring they get all the love, attention, and care they need. From fun playtimes to cozy cuddles, I’m here to make sure your pets are happy and well taken care of! I’m available in the evenings on Mondays and Tuesdays, perfect for those busy start-of-the-week schedules. The rest of the week, I’m very flexible since I work from home, allowing me to accommodate your pet care needs almost any time. When it comes to caring for your pets, creating a safe, trustworthy, and loving environment is my top priority. Whether it's in my home or yours, I make sure your pets are in a secure space, free from any hazards, and surrounded by warmth and affection. With 13 years of experience, you can trust me to treat your furry friends like family, ensuring they feel comfortable, cherished, and well-loved at all times.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jamie B.
Verified Enhanced Background Check
Sitter Profile Image: Jamie B.
Verified Enhanced Background Check

Jamie B.

No home complete without dog hair!
Boyce, VA, 22620
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
17 reviews
6 repeat clients
Profile image

Jamie was very good and very responsible. My two shepherds were a little difficult to handle and she found that out at our meet and greet. Instead of turning the assignment down she helped come to a solution were both her and the dogs were comfortable with the feedings. The price was reasonable and I hope she will accept future accept future requests. Thank you Jamief

Availability updated 5 months ago
Sitter Profile Image: Haejin & Herscel L.
Verified Enhanced Background Check
Sitter Profile Image: Haejin & Herscel L.
Verified Enhanced Background Check

Haejin & Herscel L.

The Hooman Hotel 🐕🐈
Winchester, VA, 22602
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$23
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients

About: I’ve been lucky to spend the past 6 years caring for both dogs 🐶 and cats 🐱 of all ages. I’ve looked after pets at every stage of life — from 2-week-old kittens needing bottle-feeding to senior dogs and cats who required medication and gentle support. I do my best to understand each pet’s unique personality and needs, and I care for them with patience, kindness, and genuine love ❤️ I’m available for daily care from 6am to 6pm, and I also offer overnight or weekly boarding depending on your needs. If you have a special schedule in mind, feel free to reach out. I’ll do my best to make it work for you and your pet. I live in a quiet and spacious home with my husband and four sweet pets. We have three gentle cats 🐱 and one senior dog 🐶 who has been part of our family for over a decade. Pets who stay with us can move freely around the main floor and relax in a cozy upstairs room made just for them. There are soft beds, toys, and even a little cat wall they can climb and explore. Our neighborhood is peaceful and safe, with two small parks nearby where we can enjoy slow, sniff-filled walks or just spend time in the fresh air together 🐾 Whether your pet is outgoing or shy, full of energy or in their golden years, I always do my best to help them feel safe, comfortable, and truly cared for, just like home.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Olivia C.
Verified Enhanced Background Check
Sitter Profile Image: Olivia C.
Verified Enhanced Background Check

Olivia C.

Can't wait to love on your baby!
Boyce, VA, 22620
1.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
26 reviews
25 repeat clients
Profile image

Olivia was extremely flexible with schedule changes and loved on my kitty. She did a great job!

Availability updated over 1 year ago

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