Pet Sitting in Winchester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cody W.
Sitter Profile Image: Cody W.
1.
Millennial Dog Whisperer
Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Cody is a huge animal lover and is a very trustworthy and responsible young man! He helps me with my Frenchie and is always so loving! (more)

from

$10

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Mariah D.
Sitter Profile Image: Mariah D.
2.
Lover of all animals!
Stephens City, VA, 22655
Drop-In Visits, Dog Walking

Mariah did a great job communicating, sending pictures. My dogs loved spending time with her and I felt comfortable with having them in her care. Would definite… (more)

from

$14

per visit
Calendar Recently Updated
Sitter Profile Image: Alex H.
Sitter Profile Image: Alex H.
3.
Pet Care Guru!!
Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Alex was a great help with our big dog Rocky! Rocky is a 90lbs rottweiler/Labrador mix who has separation anxiety so we really appreciated Alex checking in on h… (more)

from

$14

per visit
Sitter Profile Image: Emilie T.
Sitter Profile Image: Emilie T.
4.
I just really like animals.
Winchester, VA, 22603
Drop-In Visits, Dog Walking

Emilie was great! She took great care of my Fleur and sent me updates as well as pictures. She responds quickly and is responsible! Looking forward to continuin… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Samantha D.
Sitter Profile Image: Samantha D.
10+ years of love and care!
Winchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

Samantha is a wonderful and responsible pet owner. I have seen first hand the loving and compassionate care that she gives to her animals and others. You can co… (more)

from

$13

per visit
Calendar Recently Updated
Sitter Profile Image: Brianna R.
Sitter Profile Image: Brianna R.
Dog lover of all sizes and breeds.
winchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

Did a great job with my pup while I was out for over a week! Would recommend! (more)

from

$17

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Emily J.
Sitter Profile Image: Emily J.
7.
Love & care for all pets!
Winchester, VA, 22601
Drop-In Visits, Dog Walking

Emily did a great job with our two dogs over Christmas. During our meet & greet visit I knew right away that she was obviously very sweet and caring, and she as… (more)

from

$30

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Gary & Maryann C.
Sitter Profile Image: Gary & Maryann C.
Excellent PetCare Service!
Winchester, VA, 22601
Drop-In Visits, Dog Walking

Gary & Maryann took such wonderful care of our animals. They showed them all kindness and top notch care, and they gave us such peace of mind. They were so flex… (more)

from

$22

per visit
Sitter Profile Image: Laís R.
Sitter Profile Image: Laís R.
9.
Can I get paid to have fun?
Winchester, VA, 22601
Boarding, House Sitting, Drop-In Visits, Dog Walking

Lais took great care of our baby! (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Shaghayegh H.
Sitter Profile Image: Shaghayegh H.
Your bestie will have lots of FUN
Winchester, VA, 22602
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We had a family emergency and had to leave our Dog Piff at home and Shaghayegh was amazing! She really went above and beyond for my family and made sure our dog… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: courtney b.
Sitter Profile Image: courtney b.
Pets are family we choose with love
Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Courtney was absolutely amazing with my new puppy and older dog! She is very responsive and attentive to their needs! Do not hesitate to book her services. Your… (more)

from

$17

per visit
Sitter Profile Image: Neary C.
Sitter Profile Image: Neary C.
12.
I enjoy giving care to all animals!
Winchester, VA, 22625
House Sitting, Drop-In Visits, Dog Walking

Neary is fantastic! She cared for our kitties for a weekend away and they warmed up to her so quickly!! We have used her in the past and we 100% will be using h… (more)

from

$16

per visit
Sitter Profile Image: Lindsey D.
Sitter Profile Image: Lindsey D.
13.
Cuddles & Care
Winchester, VA, 22603
House Sitting, Drop-In Visits, Dog Walking

Lindsey was awesome!!! It was my first time leaving my dog for more than one day with someone that wasn't friend or family........I was very stressed the first… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Kacey F.
Sitter Profile Image: Kacey F.
14.
Spoiling Your FurBabies Like My Own
Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Kacey was very patient with my last-minute booking. She took wonderful care of Velvet & Phoebe despite Phoebe's refusal to cooperate, and she kept me updated wi… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Lauren H.
Sitter Profile Image: Lauren H.
15.
Licensed & Insured!
Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Lauren is great! Very flexible with my schedule and was available pretty much last minute. Fallon seemed to be comfortable with her in the interview and she sen… (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sara Joy R.
Sitter Profile Image: Sara Joy R.
Love all animals!
Winchester, VA, 22610
House Sitting, Drop-In Visits, Dog Walking

Sara Joy (SJ) has watched my dog Chewy several times. She's always been very loving and treated him like her own dog. It's like she views watching someone else'… (more)

from

$14

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Emily M.
Sitter Profile Image: Emily M.
17.
Howl you doing? I'm Em 🐾
Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Emily took such amazing care of our animals while we were out of town. You can tell see really loves and cares for each animal as if it were her own. She went w… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Mary M.
Sitter Profile Image: Mary M.
18.
Hello!
Winchester, VA, 22601
House Sitting, Drop-In Visits

Mary is amazing with animals!! She loves them. She has a dog of her own that she takes extremely good care of. My Ashton (who takes to nobody) took immediately … (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Julia I.
Sitter Profile Image: Julia I.
19.
I'll treat you pet like family!
winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Julia was absolutely terrific! So willing to help, and so careful with instructions. Our pets were in perfect form when we got back, as they had been extremely … (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Erin O.
Sitter Profile Image: Erin O.
20.
energetic, caring pet owner
Winchester, VA, 22601
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Erin will make a wonderful dog caregiver! She is extremely responsible and always follows through on all tasks asked of her with her 100% effort. She is a dog l… (more)

from

$16

per visit

The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy pet sitters and avoid the kennel.

Drop-In Visits