Dog Walking in Winchester

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Sitter Profile Image: Hannah D.
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Sitter Profile Image: Hannah D.
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1. Hannah D.

I’ll love them like they love you
Winchester, VA, 22601
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

She is very timely and Noel and loves her❤️

Availability updated 2 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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2. Kimberly B.

Star Sitter
Provides loving and engaging care
Winchester, VA, 22601
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
216 reviews
78 repeat clients
Profile image

Kimberly is incredible!!! She always take such good care of my baby while I’m at work and sends me tons of pictures. I’m never worried when Kimberly is coming. My dog is also very anxious of people and she warmed right up to her. I can’t say enough good things about her. Highly recommend!!!

Availability updated 6 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Alexsys T.
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Sitter Profile Image: Alexsys T.
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3. 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
$20
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
Profile image

Excellent service and communication

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Myahrissa R.
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Sitter Profile Image: Myahrissa R.
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4. Myahrissa R.

Star Sitter
Dog Care With Extra Love
Stephenson, VA, 22656
4.4 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
125 reviews
25 repeat clients
Profile image

We had a great experience with Myahrissa! Our pup can be a bit stubborn at times but he immediately loved her and walked without hesitation. I think he was even a little sad when she left. We’ll definitely rebook in the future.

Availability updated today
Sitter Profile Image: Sierra B.
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Sitter Profile Image: Sierra B.
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5. Sierra B.

Energetic Animal Lover
Winchester, VA, 22602
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
18 reviews
9 repeat clients
Profile image

Sierra got along well with my standoffish Akita, Bailey. She was on time, and let me know what Bailey did on her walks. I would highly recommend Sierra!

Availability updated 8 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Julianna O.
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Sitter Profile Image: Julianna O.
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6. Julianna O.

Animals are my kind of people!
Winchester, VA, 22601
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
35 reviews
20 repeat clients
Profile image

Julianna was great with Boomer. She was flexible with our changing work schedule. Boomer looked forward to his walks with her. Would definitely recommend her!

Availability updated yesterday
Sitter Profile Image: Katie R.
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Sitter Profile Image: Katie R.
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7. Katie R.

Caring, attentive and experienced
Stephenson, VA, 22656
3.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
8 reviews

For over 20 years Katie has been taking loving care of pets as a veterinary technician and doggy day care manager. Katie absolutely loves all animals big an small, she has taken care of my 2 Pups and 5 Kitties many times over the years, and still does, even though it’s only one Pup now. Katie, herself had 4 Pups, 1 Kitty, 2 ferrets and 2 fish at one point, now she has 2 pups, and has always gone above and beyond with the care of her pets. Katie has always taken her responsibility as a pet caregiver extremely seriously. Any furry friend will be in excellent hands with Katie, I would not hesitate to recommend her as a loving, kind, compassionate person who has been in love with all our furry friends ever since I was fortunate to get to know her, and knows exactly when any pet needs to visit a veterinarian. Please give her the opportunity to care for your loved furry friends, you will not be disappointed.

Availability updated 2 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Kyla P.
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Sitter Profile Image: Kyla P.
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8. Kyla P.

Star Sitter
Stay-at-home dog mom ❤️
Winchester, VA, 22601
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
51 reviews
20 repeat clients
Profile image

Our doodle and 2 kitties love Kyla! One of these kitties is very shy with people. When Kyla comes over though he comes out to look for her! Kyla is a natural with our pets and we feel lucky we found her.

Availability updated 28 days ago
Sitter Profile Image: Gary & Maryann C.
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Sitter Profile Image: Gary & Maryann C.
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9. Gary & Maryann C.

Rover 101
Excellent PetCare Service!
Winchester, VA, 22601
0.2 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
17 reviews
9 repeat clients
Profile image

We are so lucky to have Gary and Maryann caring for our furry family members! They are knowledgeable, trustworthy, and a joy to work with! We highly recommend Gary and Maryann!

Availability updated 10 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Shaghayegh H.
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Sitter Profile Image: Shaghayegh H.
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10. 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
$28
per walk
5.0 out of 5 stars
169 reviews
44 repeat clients
Profile image

My dog is very cautious around new people and Shaghayegh has been wonderful with him! She has taken time to get to know his quirks and listened carefully to all recommendations and instructions I have given her in regards to and how to deal with his shyness. She clearly loves dogs and really makes an effort to make their experience enjoyable when they are with her. I highly recommend her!

Availability updated today
Sitter Profile Image: Brooke H.
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Sitter Profile Image: Brooke H.
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11. Brooke H.

Star Sitter
WFH Pet Lover
Winchester, VA, 22601
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
12 reviews
8 repeat clients
Profile image

Brooke is amazing! She handled our high energy big personality boy with so much ease. She treated him like he was her own. Will definitely be rebooking!

Availability updated 6 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Kathy G.
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Sitter Profile Image: Kathy G.
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12. Kathy G.

Star Sitter
Love having snuggle buddies
Winchester, VA, 22601
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
50 reviews
16 repeat clients

I have use Kathy's pet sitting services on several occasions for my little Chorkie (chihuahua/yorkie) while going on family vacations and spending time away from home. She is realky wonderful and very attentive when it comes to caring for pets. I am never worried about the well being of my baby(the dog). I plan to use her each yime I travel

Availability updated 5 days ago
Sitter Profile Image: elexis s.
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Sitter Profile Image: elexis s.
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13. elexis s.

Your pets +me = pawsome friends
Winchester, VA, 22601
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

About: I’ve always had dogs in my house and have loved them from day one. Friends, family, and others have trusted me to take care of their pets. I even took a dog training class in college! I am taking a college class over the summer and working part time, remotely. This will allow me plenty of time and flexibility to play with and take care of your fur babies. I have a huge yard located on a quiet road. I have a super friendly Chocolate Lab to keep your dog occupied and can easily crate or separate them if needed.

Availability updated 10 days ago
Sitter Profile Image: Sadie S.
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Sitter Profile Image: Sadie S.
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14. Sadie S.

Everything your pet needs
Winchester, VA, 22601
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
12 reviews
1 repeat client

Sadie has been wonderful to work with, taking care of our fur babies. She is super reliable and trustworthy. She listens to our needs & instructions and asks questions to ensure we both are on the same page. She communicates throughout the "sitting" period keeping us informed of our fur babies well-being or challenges that may arise. And...I love the photos of her and the babies having fun. Sadie is the best!!

Availability updated yesterday
Sitter Profile Image: Alyssa F.
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Sitter Profile Image: Alyssa F.
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15. Alyssa F.

Lover of all animals & flexible!
Winchester, VA, 22601
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
23 reviews
8 repeat clients
Profile image

Alyssa was very professional and everything went perfectly smooth! She braved the wind and rain and made sure to update us that he went #1 and #2 which is always important for us pet parents to keep track of lol. She made sure she had time to snuggle with him before she left, and filled his water bowl. I could tell Dingo was content when I came home! I will definitely use Alyssa again in the future

Availability updated 53 days ago
Sitter Profile Image: Gabe E.
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Sitter Profile Image: Gabe E.
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16. Gabe E.

Animal loving professional
Winchester, VA, 22601
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
4 reviews

Gabe’s family has been loving on homeless and others’ pets for years, so I did not hesitate to leave my dog with him when we went out of town for 9 days. She’s a shy dog, but through his loving care, she warmed up and thrived during that time. He also does home visits, takes dogs on walks, and if you have a cat, he’s up for that, too! Whatever your needs, your animal will be in great care with Gabe!

Availability updated 28 days ago
Sitter Profile Image: Christian A.
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Sitter Profile Image: Christian A.
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17. Christian A.

Your Pet’s Holiday Inn
Winchester, VA, 22601
0.4 mi. away
Drop-In Visits, Dog Walking
from
$13
per walk
1 repeat client
Profile image

Christian responded quickly to my last minute request and was able to take my pup for a walk at that moment. My dog loved him right away and was comfortable walking & going potty with him. Thanks so much Christian, will definitely be seeing you again.

Availability updated 16 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Alex H.
Verified Enhanced Background Check
Sitter Profile Image: Alex H.
Verified Enhanced Background Check

18. Alex H.

Passionate PetSmart Dog-Trainer
Winchester, VA, 22601
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5.0 out of 5 stars
20 reviews
8 repeat clients
Profile image

Alex has been great with our dogs! He goes above and beyond and our dogs do so great with him! I would definitely recommend Alex. He has a great attitude and works well with different breeds. We have a pitbull and an Australian Shepherd, and they really love Alex and look forward to their time with him!!

Availability updated yesterday
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Brandon & Brittany W.
Verified Background Check
Sitter Profile Image: Brandon & Brittany W.
Verified Background Check

19. Brandon & Brittany W.

Rover 101
Send your pups on vacation!
Winchester, VA, 22601
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
58 reviews
24 repeat clients

About: We are willing to do whatever needs to be done to make your best friend comfortable. Someone is home at all times. We have had dogs for the last 15 years from puppies to seniors, including special needs. Four of our dogs have been dachshunds,one was a bloodhound, and one was a pitbull mix. Three dachshunds and the bloodhound now reside in the home. The bloodhound is a 6 year old female, the dachshunds are 7,2 and a 1 year old males. We have a very harmonious pack atmosphere. We believe that exercise keeps a pet happy! We are well acquainted with crate training, clicker training, and positive reinforcement. Our family members have dogs of various ages and breeds which spend the time with our pack so they are used to visitors! We look forward to meeting you and your doggy! I work full time, my wife does not work so she is home all day with the dogs. The only time we would leave the dogs is to go to the grocery store. We have a fenced yard and lots of toys for them to chew, we encourage tearing up toys and playing. We also allow the dogs to be on the furniture and beds.

Availability updated 50 days ago
Sitter Profile Image: Maribeth T.
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Sitter Profile Image: Maribeth T.
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20. Maribeth T.

Fur baby specialist!
Winchester, VA, 22601
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per walk
4.5 out of 5 stars
10 reviews
2 repeat clients

Maribeth is an amazing person who loves all animals. She has watched and spoiled my cat and dog a ton of times and it's like they barely missed me when I come home. She is patient and kind, you can't get a better pet sitter.

Availability updated 36 days ago

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