Doggy Day Care in Winchester

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Sitter Profile Image: Joshua & Kristen B.
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Sitter Profile Image: Joshua & Kristen B.
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1. Joshua & Kristen B.

Star Sitter
Dog lovers who want to help out.
Stephens City, VA, 22655
8.2 mi. away
Boarding, Doggy Day Care
from
$38
per day
5 out of 5.0 stars
25 reviews
9 repeat clients
Profile image

Very knowledgeable and patient taking care of my fur baby.

Availability updated 6 days ago
Sitter Profile Image: Alexsys T.
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Sitter Profile Image: Alexsys T.
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2. Alexsys T.

Star Sitter
Everything for your pet under 1woof
Clear Brook, VA, 22624
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
88 reviews
33 repeat clients
Profile image

Granite had the best day ever with Alexsys. 30 min after I dropped him off she sent me a photo of a very happy dog sitting in her lap. Alexsys was so great with communication. She sent many photos and let me know how he was doing during this entire stay. We will definitely book with Alexsys again.

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Gabby T.
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Sitter Profile Image: Gabby T.
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3. Gabby T.

Star Sitter
where the tails never stop wagging!
clearbrook, VA, 22624
6.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 4.9 stars
32 reviews
8 repeat clients

Gabby has taken care of our dogs for over 2 years now and she is responsible, caring and hard working. My dogs love her so much and when they are with Gabby I rest assured that they will be in the best hands possible.

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Carrie Lynn A.
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Sitter Profile Image: Carrie Lynn A.
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4. Carrie Lynn A.

Veteran Animal Whisperer Team 🐾
Winchester, VA, 22602
8.2 mi. away
Boarding, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
30 reviews
5 repeat clients
Profile image

Carrie Lynn is a great sitter. I am so thankful that I could leave my guys with her knowing that they were safe and having a great day. I highly recommend Carrie Lynn to anyone who is looking for someone to care for their pups.

Availability updated 6 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Shaghayegh H.
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Sitter Profile Image: Shaghayegh H.
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5. Shaghayegh H.

Rover 101
Star Sitter
Your bestie will have lots of FUN
Winchester, VA, 22602
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per day
5 out of 5.0 stars
179 reviews
46 repeat clients
Profile image

First time meeting with Shaghayegh today. My furbaby was very happy with her at first sight. Location was spot on from my home. I couldn’t have asked for a better sitter for Coco and we are looking forward to Shaghayegh again this weekend. Definitely a repeat furmom!

Availability updated 35 days ago
Sitter Profile Image: Yzabella V.
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Sitter Profile Image: Yzabella V.
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6. Yzabella V.

Eat, Play, BellyRub, Sleep, REPEAT
Stephens city, VA, 22655
6.4 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 4.3 stars
7 reviews
2 repeat clients

Yzabella is a wonderful person and crazy dog lover. She is incredibly responsible when it comes to caring for dogs, she is experienced with administering medication when needed. She sends pictures and videos everyday to assure the owner and make it less stressful. I highly recommend Yzabella if you’re looking for someone to watch your furbaby!

Availability updated 43 days ago
Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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7. Angela M.

16+ years of experience
Winchester, VA, 22601
0.4 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 4.7 stars
6 reviews
1 repeat client
Profile image

Angela was so communicative and sweet with our Ollie.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Haejin & Herscel L.
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Sitter Profile Image: Haejin & Herscel L.
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8. Haejin & Herscel L.

The Hooman Hotel 🐕🐈
Winchester, VA, 22602
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per day
5 out of 5.0 stars
5 reviews
1 repeat client

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 Juneteenth Weekend
Sitter Profile Image: Walter G.
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Sitter Profile Image: Walter G.
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9. Walter G.

Rover 101
Star Sitter
Lots of love, attention and play...
Winchester, VA, 22602
3.5 mi. away
Boarding, Doggy Day Care
from
$26
per day
5 out of 5.0 stars
29 reviews
8 repeat clients
Profile image

I have been taking my puppy to stay here during the day while I'm at work. Walter and his family are truly wonderful with my puppy. Very flexible with pickup time, easy to communicate with. I have total peace of mind when I bring her here. I know she is getting lots of attention, care, and this kind of petsitter is a rare find. Highly recommend 👌 👍 👏 🙌

Availability updated 64 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Emily K.
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Sitter Profile Image: Emily K.
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10. Emily K.

Dog-loving, stay at home mom!
Stephens City, VA, 22655
6.5 mi. away
Boarding, Doggy Day Care
from
$25
per day
5 out of 4.8 stars
9 reviews
6 repeat clients

Emily does a wonderful job taking care of our German Shepard mix! She communicates well, is very flexible and accomodating and takes great care of Titus! I definitely recommend her services and will be booking with her again.

Availability updated 3 days ago
Sitter Profile Image: Chelsea W.
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Sitter Profile Image: Chelsea W.
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11. Chelsea W.

Rover 101
Your Pet's Personal Vacation Spot
Winchester, VA, 22602
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$36
per day
5 out of 5.0 stars
6 reviews
1 repeat client

Chelsea did an amazing job watching my 4 crazy dogs. She came to my home and took very good care of them. I will absolutely use her again in the future. I highly recommend her to anyone looking for someone they can trust fully.

Availability updated over 1 year ago
Sitter Profile Image: Thomas C.
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Sitter Profile Image: Thomas C.
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12. Thomas C.

WARNING: your dog will be spoiled.
Winchester, VA, 22602
2.2 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
37 reviews
14 repeat clients
Profile image

Thomas and his dog Henry were incredibly loving and hospitable with Naima. Naima was very happy going and seemed very happy when we picked her up. Thomas took her on long walks, so she was fully taken care of all day.

Availability updated 31 days ago
Sitter Profile Image: Kathleen C.
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Sitter Profile Image: Kathleen C.
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13. Kathleen C.

Pet care from the heart!
Stephenson, VA, 22656
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
36 reviews
13 repeat clients
Profile image

Katie and Tino are huge lifesavers. If your pup is like your child, they will happily accommodate your needs. My dog looks forward to her Tuesday visits so much that if she misses a week or is unable to go, she will sulk for the rest of the day. My pup knows good people when she meets them right away. Sometimes I think she like Tino more than me :D

Availability updated 5 months ago
Sitter Profile Image: Stefany P.
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Sitter Profile Image: Stefany P.
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14. Stefany P.

Flexible&friendly pet care services
Winchester, VA, 22602
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
2 reviews

About: Life is Good with pets! I have been providing professional pet care services for dogs for over 5 years. I have always had different dogs in my life from childhood to adulthood. I’ve seen how happy my own pet is from taking him on regular walks and I am excited to provide this same experience for other pets. I have a large, fenced yard in a semi-rural neighborhood, and I enjoy taking dogs on nice long walks. Pets are allowed on furniture to snuggle and I am also happy to crate train pets, if preferred. I am currently working from home, so I have most of my time to give attention and love to your pet. I am happy to provide these services at all times. I have plenty space and a fenced yard for your pet to play or simple go on potty breaks, if needed. The services requested will be depending on the customers offer :)

Availability updated 11 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Chelsea A.
Verified Enhanced Background Check
Sitter Profile Image: Chelsea A.
Verified Enhanced Background Check

15. Chelsea A.

Caring, reliable, and loving.
Winchester, VA, 22602
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
2 reviews
Profile image

Chelsea did a great job watching Theo for us! We appreciate it.

Availability updated 4 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Crystal K.
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Sitter Profile Image: Crystal K.
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16. Crystal K.

Happy Paws Retreat
Winchester, VA, 22603
3.7 mi. away
Boarding, Doggy Day Care
from
$40
per day
5 out of 5.0 stars
1 review

About: My family calls me the dog whisperer. I have over twenty years of experience caring, watching, and owning all types of different breeds, sizes, and temperaments. My husband and I work from home and have two dogs ourselves. Typical millennial, but they are our furr-children. Everyday we have multiple potty breaks and play time outside. I feed my dogs twice a day and they are my entire world. My schedule revolves around them. All dogs are welcome and are part of the family. They can sit on the furniture and sleep in our bed. We have a dog ramp for the dogs to get on the couch. We have 10 acres with a big yard and lots of exercise. We have dog toy baskets on all floors of the house. We treat all pets like family!

Availability updated 7 days ago
Sitter Profile Image: Curtis & Stacy P.
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Sitter Profile Image: Curtis & Stacy P.
Verified Enhanced Background Check

17. Curtis & Stacy P.

We Welcome Your Fur Babies 💞
Winchester, VA, 22602
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Curtis and Stacey were great as always!

Availability updated 54 days ago
Sitter Profile Image: Haleigh H.
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Sitter Profile Image: Haleigh H.
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18. Haleigh H.

Fellow dog owner here to help!
Winchester, VA, 22601
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Haleigh was great! She was easy to communicate with and she took great care of our little guy. Bodhi sure seemed to have fantastic time hanging out with Haleigh and her dog! Will definitely be using her again.

Availability updated 4 days ago
Sitter Profile Image: Elise B.
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Sitter Profile Image: Elise B.
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19. Elise B.

Rover 101
Certified Fluff Magnet
Winchester, VA, 22601
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$25
per day
5 out of 5.0 stars
76 reviews
44 repeat clients
Profile image

The boys were very interested in staying with Elise! They had a good time exploring the house and yard. When we came to pick them up, they were excited to see us, but not panicked and eager to leave. Considering they aren't used to being left with strangers, that's a great thing to see!

Availability updated over 1 year ago
Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
Verified Enhanced Background Check

20. Amanda K.

Everything you need under one woof!
Winchester, VA, 22601
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
22 reviews
9 repeat clients
Profile image

Our doggo loved spending the day with Amanda this week! Amanda was great to work with and sent us lots of cute photos of him. I highly recommend Amanda for your dog sitting needs!

Availability updated 7 months ago

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