Pet Sitting in Winchester

Pet sitters in Winchester, Maryland who will care for your furry friend at home without any charges!

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There are 6,652 pet sitters near you

Sitter Profile Image: Cindy
Cindy

Winchester, Maryland

40+ Five-Star pet sits; Columbia University faculty (teaching remotely)

5.0
• 57 reviews
Owner Image

It was a pleasure to have Cindy care for my cat Stella while I was away on an unexpected last-minute trip. Cindy sent frequent updates and photos, which provided a great comfort to me since I had only been home from a long trip 3 days before suddenly having to leave again. Stella seemed quite comfortable with Cindy's company! I returned home to a relaxed kitty and tidy apartment. Thank you, Cindy!

Sitter available from Oct 1
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Sitter Profile Image: Shauna
Shauna

Winchester, Maryland

Non-smoking medical professional

5.0
• 48 reviews
Owner Image

Shauna was a wonderful house and pet sitter. I got occasional photos of Buzzi (the cat) -- enough for me to see that Buzzi was very happy. Periodic updates from Shauna revealed no problems. The house looks great; now I just have to keep it that neat and clean.

Sitter available from Oct 1
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Sitter Profile Image: Todd
Todd

Winchester, Maryland

Caring, responsible and reliable house and pet sitters since Nov 2020

5.0
• 35 reviews
Owner Image

Once again, Todd and Janis were wonderful sitters. They were easy to communicate with, sent adorable photos, and took great care of our home.

Sitter available from Oct 1
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Sitter Profile Image: Tammy A
Tammy A

Winchester, Maryland

Wanna-be dog mama wants to pamper your pup(s!)

5.0
• 28 reviews
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This is Tammy’s second time here . The house is so neat and clean when we get home/ cleaner than when we left . Piper and Willow are hoping she comes back again !

Sitter available from Oct 1
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Sitter Profile Image: Jordan
Jordan

Winchester, Maryland

Flexible, reliable, & adventurous married couple. Animal loving + Travel ready!

5.0
• 28 reviews
Owner Image

Jordan and Alexander were absolutely wonderful pet and house sitters during our 3.5 weeks away. Jordan kept in contact with us with pictures and updates about our dog, and it was clear both she and Alexander are real animal lovers. They took wonderful care of our home, plants and garden as well, and we came back to a clean and tidy house and a happy dog. If they had any questions, they would just ask, and they took care of everything that was needed while we were traveling. We highly recommend them for any house and pet sit opportunity, and hope they will come back to our home again next time we go away. Thank you, Jordan and Alexander!

Sitter available from Oct 1
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Sitter Profile Image: Amara
Amara

Winchester, Maryland

Warm, responsible sitter. Equally a dog/cat and indoor/outdoor person.

5.0
• 27 reviews
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Amara is so friendly to humans and dogs alike. It is clear she loves hanging with dogs and knows how to take care of them. She did a great job with my large dog for a week, sent regular updates and communicated consistently. She also treated the house well and left the place very clean. I hope to have her back soon, as does my pup!

Sitter available from Oct 1
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Sitter Profile Image: Judy
Judy

Winchester, Maryland

Experienced pet and housesitter, trustworthy, conscientious and caring

4.97
• 38 reviews
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Judy is clearly a pro at being a housesitter. She was super communicative and sent us frequent pictures. She kept our home tidy and took great care of Lola. In fact, on a last-minute notice, she was even able to stay an extra night due to a disruption in our travel plans. Five stars all around. 

Sitter available from Oct 1
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Sitter Profile Image: Sharon
Sharon

Winchester, Maryland

Ms. Dr. Doolittle

4.86
• 49 reviews
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Sharon took great care of our two dogs! She sent pictures and updates frequently. The house was kept neat and clean and all of the plants were taken care. 5 stars.

Sitter available from Oct 1
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Sitter Profile Image: Lisa
Lisa

Winchester, Maryland

English/Theater Teacher (remote), Animal Spoiler, Humane Society Volunteer

4.85
• 34 reviews
Owner Image

What a great experience we had with Lisa. She was so good with Cella. She was very tolerant of Cella's early rising. She's a tiny little thing, but has a big personality and knows what she wants. Lisa was so good at reading her needs. We were able to have a zoom interview with Lisa before we confirmed the sit. She stayed in touch with us daily and kept us updated on how things were going. When we arrived home, Lisa had washed all of the bedding and towels. She vacuumed and thoroughly cleaned the kitchen and bathroom. We couldn't be more pleased with Lisa as our sitter for Cella. We hope we'll be able to have her again. She was awesome.

Sitter available from Oct 1
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Sitter Profile Image: Abigail
Abigail

Winchester, Maryland

Reliable and trustworthy pet lovers

4.66
• 29 reviews
Owner Image

Abby and Matt were so easy to work with and we immediately felt comfortable with them in our home and with our beloved fur babies. They were communicative and clear leading up to the visit. They stopped by our place the evening before the sit started to meet our pets and get the lay of the land. During the visit, they sent just the right amount of updates and photos to give us peace of mind. We returned to a clean home and happy pets and plants. Abby even agreed to change my hummingbird food a couple of times to keep our feathered friends happy and safe. I’d recommend them for anyone looking for friendly, responsible pet sitters.

Sitter available from Oct 1
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Reviews from Pet Owners

4.93
253,301 reviews
4.93
253,301 reviews
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Sheelagh
honeybee was a great sitter for our 3 animals. She communicated very well throughout the sit. Our flight home was delayed and she was great about being able to cover the extra days. Her connection to the animals was wonderful.
We were less organized than intended on her arrival due to some unexpected work issues, and she was great about rolling with the changes (e.g. the closet doors were missing as the painter hadn't finished with them). She used public transport to get to Golden and then drove our car while here. She left a few items behind, and her attention to kitchen cleanliness could be better, but we would definitely have her sit our pets again if the opportunity arises.
User
Nicole
This was our first time using a pet or house sitter and the bar set by Leslie is very high! She is warm, friendly, communicative, responsible and very clean. Upon arriving, she immediately bonded with our rat terrier, Oreo, by bringing him a new frisbee (his favorite toy/activity) and throwing it for him in our backyard.  Leslie has a sweet and mellow dog, Benny, who is now Oreo's new buddy! She kept my husband and I updated via texts/pictures of their daily activities, our house, and was proactive in asking questions before she left. She even dropped our dog off at the kennel for one night at the end of our trip since our flight was too late for us to get home for him!
Our home was clean and had fresh flowers from our garden that she put in vases for us! Such a simple and nice touch! 
We have asked Leslie to come back to sit for us again for 2 weeks in August. I'd highly recommend her to take care of your pet(s) and home too!
User
Debbie
Leslie consistently demonstrated outstanding communication skills, both initially and throughout the entire process, and I would gladly give her more stars if possible.

Leslie arrived as scheduled, and instantly the animals fell in love with her and Bennie.  Our cats love our dogs but usually won't come in the house when a strange dog is here but they didnt even hesitate to come meet Bennie.  Bennie was very calm and a true gentleman.

Leslie sent pictures throughout the sit reassuring us the gang were all getting along and enjoying her and Bennie's company.  She read through the welcome guide before we left as well as we showed her around. It was very nice getting the chance to know her a bit before we ledt the following morning.  We felt very comfortable knowing our home and pets were in good hands.

It is very apparent when you meet Leslie that she truly does love animals.  When our Molly decided to hide, Leslie called us right away because she feared Molly may have gotten spooked by a firework going off in the neighborhood and escaped under the gate. I felt so bad for Leslie because she blamed herself because it was on her watch. I have trackers on all my pets and it turned out that Molly was still in the house and just hiding really well. She can curl up.pretty small.  Lealie took our Lab to check the walking route and see if Molly was there.  When I called and told her Molly had to be at the house because her tracker showed her there, she returned to our home and Molly hreeted her as she came in the front door.  I was very appreciative of Leslie's phone call though because she didnt wait hours to call, she searched the yard and house and called right away.  

We decided to cut our trip short a day and asked Leslie if she minded if we came home a day early.  We let her know we didnt expect her to leave early and made sure she was comfortable with our decision.  As a pet parent, it is imperative that we remember the sitters are also on vacation and we didnt want to intrude on her time.  As it turned out, we ended up stopping by the ER on our way home where my husband was diagnosed with a brain aneurysm.  Unfortunately we had both the RV and my car and I needed to figure out how to get them home. I reached out to Leslie who offerred to give me a ride back to the hospital after I dropped o e vehicle off at home so I could retrieve the second vehicle.  BTW, the surgeon was able to repair my hubbys aneurysm and he will be coming home soon.  Leslie was a comfort during this frightening time and even stayed an extra day to help out and care for our home and pets.  She was a teue blessing.

Leslie left the house spotless along with so.e fresh flowers for me when I got back from visiting my husband.  If you get an opportunity to host Leslie in your home, rest assured your home and pets will be well loved and well taken care of.  We.would welcome.Leslie back anytime.  She is not just a pet sitter, she is a new trusted friend.
User
Hannah
Tina was a fantastic house/pet sitter for my cat Trixie - I can’t recommend her enough! She was very communicative and also self sufficient and I felt completely at peace with Trixie in her care. She took it upon herself to water my plants and also trimmed Trixie’s nails, which I always struggle with! She provided perfect company for Trixie, playing with her, brushing her, loving her and giving her daily medicine. She also left my apartment in perfect condition. I would gladly have Tina pet sit again. A 10/10 experience.
User
Marlynn
Angie and Joe were fabulous pet/house sitters and overall people! Angie sent daily updates with photos. Really appreciate the extra effort they put into watering the grass and garden.  The house was exactly the same as when I left (including sheets/towel washed, beds made, frig cleaned, dishes put away and trash taken out...). Pretty sure Mia was looking for them the next day as she ran to the guest bedroom.  Already scheduled a second sit!  If you're lucky enough to land them as pet sitter then you're lucky.
User
Robert & Rebecca
Angela did a great job caring for Willie for 10 days while we were out of town. She was easy to communicate with and kept us informed about Willie, along with sending photos of him out on walks and at the beach. Angela was very accomodating when we needed to come home a day early - Thank you!
The house was left in good shape and it's clear that Angela is organized and reliable and clearly loves her pet charges. I'd recommend Angela and will definitely include her as one of our top sitter choices in the future! Thanks again, Angela!
User
Kristina and Doug
Hanna did an excellent job sitting Molly, Eddie, Jasper, and Miley. She communicated well, took notes on our initial meet and greet. She went out of her way to help us get the dogs to a kennel when we experienced a family emergency  and could not extend her sit due to work commitments. The dogs loved her and the shy kitties came out of greet her mid stay. She left our home immaculate and well cared for. She is truly a winning pet sitter in our eyes! We hope she can come again sometime.
User
Caitlin
This was my first time using house sitters and Shanen and Ryan were wonderful. She sent me pictures of Calla and game me updates on Calla’s activities. She would be welcome to pet sit for me anytime!
User
Laurie
Debra was a Great pet and house sitter !!  She communicated well throughout our long trip and sent us frequent pictures of all of our pets. She watered our plants and brought in all the mail. Our home was immaculate when we arrived home and the dogs and cat were super happy !!  I would recommend Debra as a wonderful, responsible and reliable pet and house sitter !
User
Wanda
What an amazing couple we had as pet sitters for our two dogs!
You can truly feel their love for animals.  
Nancy sent pictures a couple of times letting us know that they were having fun also with our Cody and Carson!
Our home was perfect when we got home.  They even left a beautiful potted flower and card on our island in our kitchen.
We highly recommend this couple!
                              Jim & Wanda

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons pet sitters join Zeewoi are:
- They can't have their own pet right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for pet on Zeewoi.

As of Aug 2024, there are 1,387 pet sitters in Winchester, Maryland .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your pet safety.

Zeewoi makes it easy to reach out to multiple pet sitters about your booking.
Typically, 94% of Winchester, Maryland pet sitters respond within 24 hours.
Once you create your profile, pet sitters can apply to care for your pets, and you can also invite them!

Yes! pet sitters joining Zeewoi must pass a background check before offering their services.