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.
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1. Lindsey Verified Background Check

Cuddles & Care

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"This was my first experience using someone outside my family to stay with my dog overnight and Lindsey was very understanding about how anxious I was and mad... (more)"

2. Danielle Verified Background Check

Love dogs, walks and playing catch

Winchester, VA, 22602

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Very responsive. Good with the dogs. Highly recommend. (more)"

3. Virginia Verified Background Check

I like big mutts and I cannot lie

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"Virginia was great! Our dogs were well taken care of. (more)"

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4. Alexandra Verified Background Check

Great Dog and House Sitter

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"Alexandra was great. Our dogs were happy and well taken care of! (more)"

5. Lucy Verified Background Check

Love dogs! Yours are in good care.

Winchester, VA, 22601

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Lucy was great! She sent emails and pictures and the pets were happy when we got back! The house was also immaculate! (more)"

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6. Nicole Verified Background Check

Experienced with pets of all kinds!

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"Nicole is a wonderful and responsible pet owner! I have worked for Nicole as a research assistant, and I can verify that she is a great communicator and is t... (more)"

Confirmed availability
This weekend
7. Chelsea Verified Background Check

Stay-at-home mom ready for boarding

Winchester, VA, 22602

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Chelsea has an amazing way of relating directly to critters with compassion and lots of affection. I am impressed by the creative and fun activities she has ... (more)"

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8. Elizabeth Verified Background Check

A.B.C. courses in dog training/care

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth was great and the dogs loved her! (more)"

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9. Alisha Verified Background Check

Dogs are Natural Day-Brighteners!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"Alisha has such a giant heart for all animals! She understands that each animal has different needs and always makes sure to go the extra mile to meet those ... (more)"

10. Kimberly Verified Background Check

Providing loving and engaging care.

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"I've known Kim for over 20 years, and she is the most caring, animal-loving people I know. She has cared for my pets in the past, and I would not hesitate t... (more)"

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11. Juliet Verified Background Check

Dog lover who loves to be active.

Winchester, VA, 22601

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... (more)"

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12. Lauren Verified Background CheckRover 101

Licensed & Insured!

Winchester, VA, 22601

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 as... (more)"

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13. Amy Verified Background Check

Smiling all around

Winchester, VA, 22602

Dog Boarding, House Sitting, Drop-In Visits, 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 ... (more)

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14. Anthony Verified Background Check

I spoil dogs with lots of attention

Winchester, VA, 22603

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"He’s the best with animals! Super caring and thoughtful. Would trust him in our home and to care for our furry babies anytime. Very trustworthy! (more)"

Confirmed availability
Thanksgiving
15. Casey Verified Background Check

Your babies home away from home! <3

Winchester, VA, 22602

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: I've taken care of all kinds for dogs and cats. I was my families pet sitter if anyone needed to go away for a few to a couple of days i was their ... (more)

16. Sean Verified Background Check

Dog lover wants to share the love!

Winchester, VA, 22602

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sean has assisted with my pets' care for the better part of 20 years. He is kind, trustworthy and caring, and animals love him! Would definitely recommend. (more)"

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17. Emma Verified Background Check

I’ll be the highlight of their day!

Winchester, VA, 22601

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Enthusiastic dog lover who doesn’t own my own pets but can add my well-trained doggy friends to the mix if you want your pet to have companionship ... (more)

Confirmed availability
Thanksgiving
18. Hannah Verified Background Check

I love dogs, am a HUGE animal lover

Winchester, VA, 22601

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Hannah is a huge animal lover. She rescues as many dogs as she has been allowed from the shelters. She dedicated and caring to all of them. She’s patient and... (more)"

Confirmed availability
This weekend
19. Brianna Verified Background Check

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)"

20. Lindsay & Brady Verified Enhanced Background Check

Dog mommy, lover of all puppers

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"Lindsay is everything you would expect and more when it comes to your furry family members! She is caring and very loving with every animal that crosses her... (more)"

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.