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.

Search Results

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Kaylynn R.
Pet sitter for any breed/ petGerradstown, WV, 25420
House Sitting, Drop-In Visits, Dog Walking

So glad I found Kaylynn! She made me feel 100% comfortable going out of town and knowing my dogs would be taken care of. I love that she’s experienced with big… (more)

from
$50
per night
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Oscar C.
2.
Professional Veterinary TechnicianStephens City, VA, 22655
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Oscar has been my trusted caregiver for the last couple of years. His caring heart gives us an ease of mind when going out of town! (more)

from
$55
per night
Iain F.
3.
Here to provide care and comfort!Boyce, VA, 22620
House Sitting, Drop-In Visits, Dog Walking

Iain is FANTASTIC! The dogs absolutely love him, and our house was left clean and tidy. I can’t recommend him enough! (more)

from
$40
per night
Meridith P.
Your dog will be part of my family!Berryville, VA, 22611
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I was very happy and relieved. My dog was very happy and relieved :) I definitely will ask for Meredith's help again when I have to go away and can't bring Scra… (more)

from
$65
per night
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Deborah N.
Doggy Slumber Party!?winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Deborah was great with my two high energy pups, took them on walks and played catch to tire them out. Always kept me updated and sent me pictures. Made being aw… (more)

from
$45
per night
Many years of experience!Stephens City, VA, 22655
Dog Boarding, House Sitting, Drop-In Visits

Mackenzie was outstanding! We were camping and asked Mackenzie to stay with our nut job dog so we could attend a rehearsal dinner one night and wedding the nex… (more)

from
$60
per night
Confirmed availability: Memorial Day
7.
Flexible & AffordableStephens City, VA, 22655
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
10 years of experience

About: Current clients will happily provide references. In addition to daily walks/drop ins, I am available to perform baths and light grooming. Available f… (more)

from
$65
per night
Play time , pets and cuddles!!!Stephenson, VA, 22656
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jeanine did a terrific job house sitting, taking meticulous care of our dog and two cats. We hope to use her again! (more)

from
$40
per night
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9.
Spoiling Your FurBabies Like My OwnWinchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Kacey is the most loving pet mom I have ever had the pleasure of knowing. She is reliable, trustworthy and goes above and beyond, your fur babies would be in go… (more)

from
$50
per night
Confirmed availability: Memorial Day
10.
Reliable House,Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Tawanda was great with all my animals while I was away for a long weekend. She was attentive and informative about things happening and with pictures. She left … (more)

from
$65
per night
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11.
Hey there,let's work together:)Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking
20 years of experience

About: I've cared for animals of all kinds since I was 7. I have not only owned dogs but I've cared for friends and families dogs. Bathing, feeding, walki… (more)

from
$27
per night
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12.
Licensed & Insured!Winchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

We were visiting from out of town and Lauren was super flexible and communicative. She made it so easy for us and was very attentive to our dog. 100% recommend! (more)

from
$100
per night
13.
Can I get paid having fun?Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Laís was wonderful! She watched our two rambunctious pups and cat, sent updates, and photos :) will definitely reach out and ask for Laís’s help again! (more)

from
$40
per night
Calendar Recently Updated
Professional and trustworthy!Winchester, VA, 22602
House Sitting, Drop-In Visits

Krystianna was responsive, on time, and had such a nice calming personality that my hyperactive dog calmed down immediately! She did everything I asked her to d… (more)

from
$50
per night
15.
Flexible, active and dog-educated!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Brianna is great! Really responsive, knows what she's doing with vet care, very pleasant, and gave me a bunch of pics of my cat Rocky while I was away. I often … (more)

from
$40
per night
Calendar Recently Updated
16.
Cuddles & CareWinchester, VA, 22603
House Sitting, Drop-In Visits, Dog Walking

I can’t thank Lindsey enough! She was super accommodating with anything that came up or that we asked of her. It’s hard to find someone you can trust with your … (more)

from
$30
per night
17.
Love and care as if it mine.Winchester, VA, 22602
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Karina was fantastic. She took great care of our dog, and was always quick to answer any questions. We got pictures and videos all the way through our dog’s sta… (more)

from
$90
per night
18.
Very enthusiastic and energetic!Stephenson, VA, 22656
House Sitting, Dog Walking
10 years of experience

About: Since I was young my father always had a family pet at his house. The older I became, the more opportunities I had to play with and watch over differ… (more)

from
$26
per night
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19.
Lover of fuzzWinchester, VA, 22602
House Sitting, Drop-In Visits, Dog Walking

Maria R. cared for my dog Haze for many years. She loves all animals very much. She was always there when I needed her and Haze adored her. She would accompany … (more)

from
$35
per night
Calendar Recently Updated
20.
Let me help you!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Payton was a wonderful sitter in our home for our dog and cat while we were away for a week. We were relieved that we found someone to stay at our home, to make… (more)

from
$60
per night

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.