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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
Melanie H.
A Loving Second Home ❤Stephens City, VA, 22655
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Melanie was awesome! She checked up on my old boy, Jimbo who has speration anxiety. She sent me lots of pictures and kept me updated the whole time she was ther… (more)

from
$15
per visit
Calendar Recently Updated
Gary & Maryann C.
Excellent PetCare Service!Stephens City, VA, 22655
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
$20
per visit
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Jessie A.
3.
Caring Dog Walker/Pet sitterWinchester, VA, 22602
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Moose loved Jessie as soon as he met her. He was recovering from surgery so I felt he was in very safe hands..I appreciated the feedback she gave me and how h… (more)

from
$15
per visit
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Hana M.
4.
Loving care while you're not there!Winchester, VA, 22601
Drop-In Visits, Dog Walking

Hana helped out with my dog Bullet for over a year- she is super loving and very responsible with the instructions I gave her. We miss her very much! (more)

from
$15
per visit
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Caroline P.
Empty nester turned pet sitterWinchester, VA, 22601
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Your dog will be in safe and caring hands with Caroline. She loves all dogs and is very comfortable around them. I highly recommend her! (more)

from
$15
per visit
Calendar Recently Updated
Hi my names Allison!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Allison has been so awesome with my 75lb baby! She is communicative, friendly, and warm. Thank you for taking care of my guy. We both appreciate you! (more)

from
$20
per visit
Confirmed availability: Memorial day
7.
Dogs love coming to Auntie Linda'sWinchester, VA, 22602
Dog Boarding, Drop-In Visits, Doggy Day Care

Linda is the BEST! our little guy Harley just loves staying with her when we travel. And we have nothing but peace of mind while we are away because we know Lin… (more)

from
$15
per visit
Confirmed availability: Memorial day
8.
Licensed & Insured!Winchester, VA, 22656
House Sitting, Drop-In Visits, Dog Walking

Lauren was very professional and sweet with Harlow. Loved the pics she had sent me and was great at providing updates. This was the first time I had left Harlow… (more)

from
$22
per visit
Confirmed availability: Memorial day
Provides loving and engaging careWinchester, VA, 22602
Drop-In Visits, Dog Walking

Love love love Kimberly. She’s very sweet, reliable and attentive. My dogs love her. Very trustworthy and takes the time to get to know your dogs. She doesn’t m… (more)

from
$20
per visit
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10.
Friendly and Courteous Animal LoverWinchester, VA, 22601
Drop-In Visits, Doggy Day Care, Dog Walking

Once again, cass is an angel. Highly recommend, this woman is an absolute gem to society and your dog will love her. Koda cannot get enough (more)

from
$20
per visit
Confirmed availability: Memorial day
11.
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
$15
per visit
Confirmed availability: Memorial day
12.
Home away from home :-)Winchester, VA, 22602
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Experienced pet sitter available for all your furry friend needs. Have 5 star ratings working w dogvacay when I worked in pet sitting years ago befor… (more)

from
$25
per visit
13.
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
$12
per visit
14.
Nothing more true than a dog's loveWinchester, VA, 22602
Drop-In Visits, Dog Walking

Christa came to check in on our cats while we were away, she cleaned their litter box and made sure they had food and water every time. She was great at giving … (more)

from
$15
per visit
Confirmed availability: Memorial day
15.
I treat every dog like my own.Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Emily is such a fantastic friend for our older Golden, Toby. She would pick Toby up from home and take him on so many adventures including swimming which in the… (more)

from
$20
per visit
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16.
Cuddles & CareWinchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Lindsey was great! She followed all of our directions and did great with our high energy dog. We will definitely use her again! (more)

from
$13
per visit
17.
Flexible, active and dog-educated!Winchester, VA, 22601
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Brianna is always our first choice when we need a pet sitter. Knowing she’s dropping in and taking care of our pets let’s us totally enjoy our trips. She’s is… (more)

from
$20
per visit
Caring & responsible for YOUR pet!Winchester, VA, 22601
House Sitting, Drop-In Visits, Dog Walking

Melissa W: I consider my pets my furry children and Jules has demonstrated on multiple occasions that she gets that. She clearly loves the dogs and cares for th… (more)

from
$12
per visit
Confirmed availability: Memorial day
19.
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
$15
per visit
Calendar Recently Updated
20.
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
$16
per visit

Rover also offers Pet Sitting & Drop Ins in:

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.