Dog Sitting in Winchester

Dog sitters in Winchester, Virginia 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: Elena
Elena

Winchester, Virginia

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: Sharon
Sharon

Winchester, Virginia

Traveling professional with a love for new experiences!

5.0
• 31 reviews
Owner Image

Sharon was just a wonderful sitter. She has an engaging, positive personality and is full of energy. We were happy with the updates and photos of 2 content Goldens, whether on a trail or chilling by her feet. It is so wonderful to go away knowing your fur babies are loved and cared for in their own home. Will need to come up with a trip so we can invite this special lady back.

Sitter available from Oct 1
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Sitter Profile Image: Brandi
Brandi

Winchester, Virginia

Solo sitter with the need to please loving animals while their owners are away.

5.0
• 27 reviews
Owner Image

This was the 2nd time Brandi housesat for us. She did an amazing job again and when I got home, I couldn't even tell that she has even stayed in our guest room because she is so neat! She kept me posted about all of our pets and sent photos. I would definitely trust Brandi to take care of our pets and home again!

Sitter available from Oct 1
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Sitter Profile Image: Susan
Susan

Winchester, Virginia

Reliable, Trustworthy, Caring and Energetic Couple in their late 40's

5.0
• 15 reviews
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From the first moment I had a chat with Susan I felt instantly connected and her deep love for animals and to care for them. The sit with her and husband Chris was above all expectations. Our dogs had a great time, were really relaxed when we came back after a week and their needs were all met. Susan and Chris are amazing, kind, fun, trustworthy and it’s easy to communicate with them. I highly recommend them to sit your pets.

Sitter available from Oct 1
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Sitter Profile Image: Joshua
Joshua

Winchester, Virginia

A novice in wines, professional in head scratches. I love cats.

5.0
• 13 reviews
Owner Image

Joshua is one of the people that make zeewoi successful. He left the house cleaner than we left it for him, and he's a great communicator. He's really reliable and we feel completely comfortable leaving our kitties in his care. One of our cats, Bella, seems to like Joshua better than us!

Sitter available from Oct 1
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Sitter Profile Image: Christina
Christina

Winchester, Virginia

Nomadic professional - communicative, reliable, clean, cuddly, animal lover

5.0
• 13 reviews
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We do not have enough nice things to say about Christina. She took great care of the house, plants, pool, and most importantly three active dogs. This is the second time Christina has stayed over, both for two weeks. She is fantastic!!

Sitter available from Oct 1
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Sitter Profile Image: Danae
Danae

Winchester, Virginia

✨Solo traveler looking to resume cuddling cats & dogs across EU Summer of 2024

5.0
• 13 reviews
Owner Image

We are so grateful that Danae agreed to housesit for us and care for our dog, Fiona. From the very first time we met a few months ago (Danae has been regularly housesitting for our neighbors, whom we introduced to zeewoi), Danae was extremely warm, communicative, and flexible. She went out of her way to ensure that we felt as though our puppy would be in great hands. And she was! Throughout her stay, Danae sent us daily updates on Fiona. She clearly gave plenty of love and attention to Fiona. Plus our many plants were all happy upon our return. We would without a doubt recommend Danae to other pet owners, and we and Fiona would be thrilled to host her again in the future!

Sitter available from Oct 1
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Sitter Profile Image: Samantha
Samantha

Winchester, Virginia

Caring, trustworthy, professional couple combing our love of travel with pets

4.95
• 19 reviews
Owner Image

I was thrilled when they were able to come back. Not only do they give so much attention to Beso, who loves them, but they could not be better house guests. Very grateful for situations like this that this app makes possible.

Sitter available from Oct 1
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Sitter Profile Image: Helen
Helen

Winchester, Virginia

Experienced Pet Owner (& Sitter) Looking for US Pet Adventures

4.86
• 14 reviews
Owner Image

Helen was great. When we got home Sugar was as happy as can be. Helen communicated during her stay and the house was clean and organized when we got in. She made sure Sugar was okay during the fireworks and with an issue we had with a beeping alarm. I also appreciated that she asked specific questions ahead of time to make sure we covered all the details.

Sitter available from Oct 1
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Sitter Profile Image: Zackary
Zackary

Winchester, Virginia

Very passionate and caring animal lover!

4.81
• 16 reviews
Owner Image

This is Zack’s 2nd time sitting for us and both times he has been great. He was able to get an issue under control with our oldest dog and handled it like a champ. I Forgot to let him know contractors were coming to install solar panels but he was very understanding. He took good care of our 3 dogs and our home. He is welcome to sit for us anytime.

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
Julie
Kylie was a great sitter for my dogs. She kept in contact and sent pictures and took them on many walks which they love. She has her own sweet little dog that keeps to herself and was just fine with my 2. I would recommend Kylie to anyone looking for a housesitter
User
Natalie
Kelly was an excellent sitter for us. She communicated well, before the sit and during the sit. When we got home, the dogs and our guinea pig were happy and well. Kelly was dependable and showed up exactly on time. The house was well maintained and clean when we arrived home. We would definitely host Kelly again.
User
Rob
David was a great sitter for our dog! It was just him for this sit. He was very communicative before, during, and after the stay. He visited the apartment before we left to meet our dog and talk with us, and went above and beyond to make us feel comfortable and confident that our dog was in good hands. He sent us updates throughout the stay, and left the apartment in great condition. While our dog is on the older side, he can still be a handful at times, but David didn’t seem to have any problems. Would definitely recommend David for any future sit!
User
Kim & Brian
Joe was an excellent sitter and gave us so much peace of mind while we were away, dealing with one of our pup’s surgery recovery, which was an unexpected circumstance just prior to our trip. We felt fully comfortable and were so grateful to know that all of our dogs and our home were in such good hands during his stay. Highly recommend!
User
Lori
Jo & David were absolutely amazing sitters for our house and dog Rosie while we were out of town for 2 1/2 weeks. They are the best! Jo was super communicative and responsive at all times. She and David bonded with our dog, who grew very attached to them. They left our house super clean (and there were even chocolate chip cookies for us on our return)! Most of all, they are just super nice people and very easy to work with. Anyone is lucky to have JoAnna & David housesit for them.
User
Eddie & Alvin
Shannon and Travis stepped up at the last minute when an earlier sitter canceled. Shannon and Travis took care our our large brood of animals for two weeks while we were out of the country over the Christmas holiday. They kept us informed about what was happening with the animals and our home. Our dog Pepper doesn’t like most people, but loved Travis and Shannon immediately. I would not hesitate to welcome Shannon and Travis back for another sit. They are very honest and friendly people. Their dog Dime is also awesome.
User
Caroline
We were so happy with Lynda's care for our senior pup. 

Lynda was extremely accommodating with the key hand over situation we had considering our early flights out of Berlin. She was easy to coordinate with and made this part of the holiday very smooth.

We could also tell Sesame was in the best care. We received updates and photos of Sesame on walks and getting cuddles. We know Sesame can be sassy sometimes but Lynda was great with her little attitudes and handled her with ease. It was also really heart warming to see that Lynda truly enjoyed her time with Sesame and created a strong bond with her. We love to know that our dog is loved and treated with the care we would give her if we were home. 

Both my partner and I were able to fully enjoy our holiday as we knew from updates that Sesame and Lynda were doing well. Our apartment was clean and tidy when we returned and the sheets had also been washed. We would definitely have Lynda back and would recommend her to anyone else looking for an experienced sitter to stay with your pet.
User
Cassandra
Jim sat for my extremely shy rescue pup and new kitten for two weeks -- my pup struggles with new people, and is very fearful of men in particular. And yet, Jim was more successful with her than any sitter I've ever had: I can't recommend him highly enough. He has wonderful patience, a calm energy, and is a great communicator. He consistently updated me with photos and videos of my sweet girls enjoying the world with him, taking my dog on hikes and adventures to her favorite streams. He went above and beyond both for her (in meeting her needs and taking the time to get to know her personality), and also in caring for my home. I returned to such a cozy environment, a repaired wood stove, an organized wood pile and an at-peace dog and cat. Choosing Jim as a sitter is ensuring that your pets and home are getting the best of care, and his actions exemplify his kindness, generosity and thought taken in consideration of others. I hope to have him return many times in the future; the experience was a privilege both for myself and my pets.
User
Sidney & Larry
Oh my Goodness!  Where to begin.  Linda was the perfect house sitter for us and the perfect pet sitter for Olivia!  She is one of the nicest people you will ever meet.  When we returned from out two week vacation all our plants were alive, the garden was alive, the birds and fish had been fed regularly, and the dog was alive and happy!  What more can you ask for, right?  Well with Linda you get all that and more.  Updates as you request - even videos of her morning walks with Olivia.  The house as spotless as we left it, maybe even better! Even the porches were clean!  Linda is a genuine treasure and our recommendation would be 10 stars if there were that many!!
User
Teona
Alia is truly the most wonderful, loving and kind dog sitter I have used.  My husky LOVES her.  Not to mention whenever I travel and return home, my apartment is neat and orderly.  She even baked a treat for me on my return! I highly recommend Alia.  She has sat for me several times and I can't wait to use her again. 
Thanks Alia! Me and Grey love having you:)

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, Virginia .
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, Virginia 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.