Dog Sitting in Winchester

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

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There are 6,652 dog sitters near you

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: Elena
Elena

Winchester, Maryland

Quiet, reliable and responsible cat (and small dog) lady

5.0
• 47 reviews
Owner Image

This was our first time using a Trusted Sitter, and I'm so grateful Elena chose to stay with our precious pup. He's a senior dog that requires a little extra attention, and Elena was so kind and caring with him. From our very first zoom call to get to know one another, I knew Elena would be a great fit. She was very organized, told us what she needed to know, and was very flexible when our dates changed a bit. Elena sent several pictures of Beamer every day. My kids eagerly awaited to see what their brother was up to while we were away. He looked so happy in all of his pictures. She took him for walks and gave him plenty of cuddle time. Elena also took such great care of our home. We arrived back to a spotless house! Our experience with Elena was more than I could have hoped for using Trusted Sitter. It was like having an old friend stay over. I highly recommend Elena, and hope she will be available to stay the next time we go on vacation!

Sitter available from Oct 1
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Sitter Profile Image: Olivia
Olivia

Winchester, Maryland

Hi! I am Olivia, and my partner's name is Belrie. We look forward to meeting you

5.0
• 35 reviews
Owner Image

I am so fortunate because I had to cancel this sit at the last moment and Olivia and Belrie were extremely understanding. All our communications leading up to the sit were phenomenal, and I can't wait to have them stay with Pearl soon.

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
Owner Image

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: Amara
Amara

Winchester, Maryland

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

5.0
• 27 reviews
Owner Image

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
Owner Image

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: April
April

Winchester, Maryland

Experienced animal loving solo traveler. Reliable and clean. Non-smoking.

4.91
• 53 reviews
Owner Image

Olive can be a bit shy with some new people but April quickly won her love. Can’t thank April enough for her care of Olive and our home. Great communication, left our place clean and tidy with a very happy pup. Would love to have her again anytime. Thank you, April!

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: Sinclair
Sinclair

Winchester, Maryland

We hope to make the acquaintance of both you and your pets!

4.66
• 29 reviews
Owner Image

Nicole was amazing! This was the second time she sat for Leo and she was great again. She expertly navigated Leo dealing with digestive issues, was communicative, and took great care of Leo and my home. After her first time sitting, I reached out immediately to see if she was free for this sit.

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 Dog 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
Tess
Erica watched my senior dog and cat for 12 days while I was traveling internationally. She was organized, responsive, and took excellent care of both my animals and my apartment while I was away. She sent me photos during the stay and my pets absolutely adored her. She has watched my pets before and I always trust her to take excellent care of them. 

Traveling internationally and leaving my pets in the care of a sitter always makes me a little nervous, since I won't always be immediately reachable. However, Erica's communication and obvious competency made me feel very comfortable about leaving my pets in her care while I was away. It's very obvious she adores spending time with the pets and caring for them.

I came home to a clean apartment and very happy and healthy pets. I would highly recommend Erica for any of your sits!
User
Jackie
Sue and Richard were greeted enthusiastically by the dogs ! They sent me pics of the dogs having a good time on the beach . Which is always reassuring. I can recommend them as dog sitters and they arrived on time and were packed up when I got back
User
Lainie
Brian is absolutely amazing.  This was his third time sitting for us and the dogs love him, he left the house immaculate, and is totally reliable and communicative.  We can’t imagine a better sitter and hope he’ll come visit and stay in touch now that he has moved to the area.
User
Michael & Ashleigh
From her promptness to schedule a pre-sit call to her truly thorough tidying of our house, Stella was an amazing housesitter from start to finish!!
She read all the info we put together ahead of time, and asked for clarification on just a few things which made us confident that the pup and the house were in good shape :)
Stella was really gracious when we admitted to not having a coffee pot, and handling things calmly when there was an incident with street parking. 
Maybe most importantly though our dog Luke was calm when we came home. I think if future sitters are clear in their expectations around frequency of communication/photos and the dogs needs then Stella is the perfect person to exceed your expectations!
User
Joelle
Theresa is a reliable and experienced pet sitter in addition to being great at keeping house! She was very accommodating in meeting me & the dogs in advance of our sit, which proved she is a true pet person: attentive to my dogs and eager to know how they should be cared for. She kept me posted while I was away & I returned to a tidy home & happy dogs!
I highly recommend her!!
User
Linda
Christina is the best house and pet sitter that we have ever had.  She leaves the house immaculate. She is independent, reliable, and totally professional. Communication is excellent. In terms of pet care, Christina is special.  I think that she is a dog whisperer.  Bridie, our crazy Wheaten, adores her and is sad when she leaves.
User
Kelly
First things first, Linda is awesome! If she applies for one of your sits, you have to accept! 

This was our first time using zeewoi and is also the first time we have left our dog since we got him. Obviously, we were nervous at the beginning, but Linda removed all aspects of that. She is honestly one of the nicest, kindest, most polite people you will meet. From our first initial meeting, we knew that she was the sitter for us, and for Archie. 

The day that we left, Archie let out a little cry as we said goodbye. This was the first time he had done this (it broke our heart), but we knew he was in great hands! 

Throughout the week, Linda was extremely communicative. She would send us daily updates, share videos of their walks together, and send pictures of the two of them having fun. She spoiled Archie with love, attention, and a couple of new toys! When we returned, the house was in the exact same condition as we had left it, and was very clean and tidy.  

When Linda left, Archie ran to the door, started to cry, and sat/laid there for some time - And we think that this alone is a great reflection of the kind of person that Linda is. 

Linda – It was an absolute pleasure to host you in our home, thank you for everything that you did for us and Archie, and for making our first experience a positive and memorable one. Archie misses you! We hope you get the chance to do it again for us in the future.
User
Anne
The two-leggeds and four-legged members of this household give Tess a 5-star rating! We think she's one of the best sitters you will find - highly communicative, friendly, competent, reliable, and great with pets. Tess was also flexible about start and end dates to accomodate possible winter weather complications. For this sit, Tess was able to bring along her mom, Cathy. Tess introduced me to Cathy during one of our Skype conversations prior to the sit. It was a bonus to have her here with Tess. Their travel to Marquette was complicated by weather. A fierce winter storm swept across Michigan just before the sit. It took Tess and Cathy two days to drive here but they arrived, as promised, in time for us to fly out early the next morning. We even had time for a lovely dinner together and to introduce them to the dogs and house. We left the next day and never had a moment's worry while Tess and Cathy were caring for our pets and home. Tess sent us regular updates and photos. The dogs immediately accepted them as great new additions to their pack of friends - even our cranky, old chihuahua, Nike! We returned to happy pets and a spotlessly clean home. We plan to invite Tess (and Cathy if available) to return for future sits. Thank you, Tess and Cathy!
User
Linda
Christina handled Bridie's first-ever time without us perfectly.  We returned after 5 days to a happy, well-cared for and well-exercised pup --- and an emaculate house.  Christina knows dogs and helped us with a few Bridie issues.  We got photos and some updates while away. She was flexible and very sensitive to all of our needs.  Chrisrina is the best sitter that we have ever had.
User
cookie
Ranji was a wonderful pet sitter for my dog Zoe and was very easy to communicate with and kept me informed.  She took wonderful care of our condo and wouldn’t hesitate to have her in my new home in NJ if she wants to check out a new area.

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog 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 dog on Zeewoi.

As of Aug 2024, there are 1,387 dog 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 dog safety.

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

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