House Sitting in Winchester

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: Memorial day
Lauren H.
1.
Licensed & Insured!Winchester, VA, 22656
House Sitting, Drop-In Visits, Dog Walking

Lauren is a wonderful dog and cat sitter. She is reliable, diligent and took great care of my fur babies. She walked my dogs and cuddled my kitty; who can ask f… (more)

from
$75
per night
Confirmed availability: Memorial day
Nicole L.
2.
Your pet needs a vacation too 😊Winchester, VA, 22602
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nicole is very professional, timely and takes great care of my dogs. She even sends me photos so I always know how they are doing. Leaving my senior dogs is h… (more)

from
$40
per night
Calendar Recently Updated
Lindsey P.
Dedicated loving pet sitterStephenson, VA, 22656
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lindsey has watched my dogs (3 for a few years and now 2) and cats (1 for a few years and now 3) for years. She is reliable, trustworthy and my furry children … (more)

from
$38
per night
Brianna C.
Flexible, active and dog-educated!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Brianna was great! She was very responsive, provided frequent updates and pictures, and our dog loved her. The house was very clean when we got back. (more)

from
$40
per night
Confirmed availability: Memorial day
Audrey N.
5.
I will treat your pet like my own!Winchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

About: I have years of dog and cat care experience from having family pets. I will love and care for your pet as if they are my own. I am an energetic colle… (more)

from
$28
per night
Confirmed availability: Memorial day
6.
I treat every dog like my own.Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Most warm hearted and pet loving person you could hire. I would not have any trouble if she was to keep my dog or any pet. Grandpa (more)

from
$35
per night
Calendar Recently Updated
7.
I love all kinds of dogs!Winchester, VA, 22625
House Sitting, Drop-In Visits, Dog Walking

Neary is WONDERFUL! My girls love her and she took fantastic care of our home while we were out of town. She was clean, SUPER thorough, and sent pics every day.… (more)

from
$125
per night
Confirmed availability: Memorial day
Hi my names Allison!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Allison is great (more)

from
$35
per night
9.
Hi there!Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

About: I have taken care of dogs for the past 20 years and love taking them for walks, playing with them and loving them! I have had some experience with a… (more)

from
$30
per night
10.
I'll run with your dog.Winchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

Luke really loves dogs and cats. He is quiet, sincere and has been a real joy to have watching my dog and cats. Highly recommend. (more)

from
$40
per night
Caring & responsible for YOUR pet!Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

We felt at ease having Julianna stay at our home overnight to watch our dog. He appeared happy and well taken care of upon our return home. (more)

from
$40
per night
Confirmed availability: Memorial day
12.
Amy 
Verified Background Check
Smiling all aroundWinchester, VA, 22602
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am an easy going girl who absolutely loves dogs! I have been taking care of dogs since I was young. My neighbors, friends and family have always gi… (more)

from
$60
per night
Confirmed availability: Memorial day
13.
Dog lover who loves to be active.Winchester, VA, 22602
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Juliet is fantastic with animals. She’s caring and trustworthy. She always follows through on any responsibility. She’s had several dogs and cats in her care as… (more)

from
$27
per night
Calendar Recently Updated
14.
Cuddles & CareWinchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Couldn't ask for a better person to watch our almost 14 year old lab mix. She kept Chloe company while we were away for 4 days and we were able to feel no worr… (more)

from
$25
per night
Calendar Recently Updated
15.
Loving, fun care for all animalsWinchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Brianna J. and I am an Elementary Education major at Shenandoah University. I strive to always provide a fun, healthy, and happy environme… (more)

from
$40
per night
16.
Love them like my own!Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Mandee L. has taken great care of our four legged daughter , Noel. Noel got more runs and sunshine with Mandee then home with her four big sisters . I’d recomme… (more)

from
$65
per night
Confirmed availability: Memorial day
17.
Everyone stays happy and healthy!Winchester, VA, 22601
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

Laura was an excellent and loving caregiver for my for baby named Brewster. She treated him like he was part of the family. I highly recommend Laura to any dogL… (more)

from
$25
per night
18.
Jan 
Verified Background Check
Always ready for more pets!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I know and believe Jan to be a very caring, responsible person and pet caretaker. She has pet sat for my pets. I felt completely confident that my pets were in… (more)

from
$60
per night
19.
Responsible Pet Playmate/CaregiverWinchester, VA, 22601
Dog Boarding, House Sitting, Dog Walking

Gemma was wonderful! She stayed with our fur babies in our home for 11 days. She took great care of them. I would definitely recommend her for pet sitting! (more)

from
$25
per night
20.
I love taking care of dogsWinchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

About: I have experience with taking care of several different breeds of dogs, both big and small and I have taken care of cats. I had a German Shepard whic… (more)

from
$50
per night

Rover also offers House Sitting in:

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.