Dog Sitting in Winchester

Dog sitters in Winchester, Connecticut 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: Brooke
Brooke

Winchester, Connecticut

Experienced & personable Petsitter available

5.0
• 29 reviews
Owner Image

If I could give more than 5 stars, I would! Brooke and Kirk took excellent care of our elderly cat, and they left our house in pristine condition. Brooke sent daily texts, and it was clear that our cat felt at ease with them. We welcome Brooke and Kirk back anytime!

Sitter available from Oct 1
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Sitter Profile Image: Bernard
Bernard

Winchester, Connecticut

Premium Pet Grandparents

5.0
• 25 reviews
Owner Image

Jerry and Michelle are so great! From viewing their profile and reviews, I knew our dogs would be in great hands while we were out of town. Communication was smooth and reliable throughout the whole process, from the initial zoom to when we made it back to our respective homes. During the house tour on the first day of the visit, we were very comfortable and got along great. We received photos of the pups each day, usually with funny captions and usually with the dogs under their blankets. The house was super tidy when we got back, and we appreciated the fresh sheets after our 9-hour drive home. We would not hesitate to have Jerry and Michelle come back again - hopefully with nicer weather next time!

Sitter available from Oct 1
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Sitter Profile Image: alice
alice

Winchester, Connecticut

Non smoker, cat and nature lover, retired attorney to care for your pets.

5.0
• 21 reviews
Owner Image

Alice was super helpful, taking care of Xabat and our home with short notice. She is thoughtful and tidy and we are grateful!

Sitter available from Oct 1
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Sitter Profile Image: Leslie
Leslie

Winchester, Connecticut

For the animals, loving companion

5.0
• 19 reviews
Owner Image

Leslie was wonderful! I would highly recommend her. She did an excellent job taking care of our 4 horses, 3 dogs, and Earle Kitty. When we arrived home, they all looked happy and well kept. She texted updates and sent pictures every morning. The house, I couldn't even tell she had stayed. Leslie washed towels and bed sheets and remade her bed. She is a lovely person to be around.

Sitter available from Oct 1
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Sitter Profile Image: Karen
Karen

Winchester, Connecticut

Experienced Attorney, Writer, Traveler, Coach and Dancer.

5.0
• 17 reviews
Owner Image

This is the second time Karen has sat for us and hopefully she will be sitting for us again this August.

Sitter available from Oct 1
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Sitter Profile Image: Leslie
Leslie

Winchester, Connecticut

"Strangers are just friends you haven't met yet."

5.0
• 17 reviews
Owner Image

Leslie and geoff were fabulous as ever. Organized, proactive, flexible, Good communicators, reliable!

Sitter available from Oct 1
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Sitter Profile Image: JONATHAN
JONATHAN

Winchester, Connecticut

Lover of animals and travel...

4.98
• 42 reviews
Owner Image

Jonathan was prompt and clear with communications. He reached out with questions before the sit and sought clarification on my instructions during the sit. He sent photos of Sophie and Pepito, along with updates. He reached out with a concern about an open gate in the backyard to make sure I knew about it (I did). My animals were well cared-for and the house was tidy on my return. Overall, he was reliable and trustworthy. Thank you, Jonathan!

Sitter available from Oct 1
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Sitter Profile Image: Elizabeth
Elizabeth

Winchester, Connecticut

Frequent Petsitter Who Loves Travel Seeking Accommodation and Pets to Watch

4.96
• 23 reviews
Owner Image

Elizabeth was an excellent sitter. She is clearly an animal lover and was in tune with our cats, especially bonding with Daisy who loves company and cuddles and attention, but also winning over slightly more picky Saffy. Liz kept us informed throughout the sit with photos and news and we came home to two contented and calm cats. The house was neat and tidy, the sheets and towels in the wash, and everything clean. We are glad she liked our area and Bushy Park and made use of our bicycle to explore. We have no hesitation in recommenting Liz and hope to see her again in the future.

Sitter available from Oct 1
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Sitter Profile Image: Leslie
Leslie

Winchester, Connecticut

Kind, impeccable house/pet/property sitter for your home and pets.

4.91
• 22 reviews
Owner Image

Leslie did a great job taking care of our four cats, our house was neat and clean, and we received lots of pictures from her daily - we can't thank her enough! Aside from an alarm on an uninterruptible power supply (UPS) in my office (she has NO blame for this one - it failed while we were gone!), she was self-sufficient and took care of all out plants and paid great attention to the cats!

Sitter available from Oct 1
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Sitter Profile Image: Blair
Blair

Winchester, Connecticut

We’re energetic and thoughtful travelers who love to dote on furry friends! :)

4.88
• 42 reviews
Owner Image

Chase and Blair really are fantastic sitters. This was the 2nd time they sat for us. Everything went perfectly, we came home to a clean flat and a happy cat. We’d love to have them back again!

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
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
Thomas
Marlen was such a blessing. We had another sitter cancel just a week before our vacation date so I was so relieved that she was able to step in at such short notice. She came to meet our pups a few days in advance so they would recognize her.  While we were away,  Marlen sent picture updates and made sure the dogs were cared for. So glad to have found someone like her to help us out.
User
Ruth
Cindy was great, couldn’t have asked for a better sitter experience! Communication was great both before and during the sit. Cindy was really helpful and flexible with arrival and departure arrangements. I came back to a happy dog and a well cared for house, can thoroughly recommend 🙂
User
Andrew
Brian is awesome - he is simply the best pet sitter and house sitter that we have EVER had and we've had a bunch. He is experienced, thoughtful, respectful, loving, appreciative, helpful, enthusiastic...the list just goes on. Started with our initial call - it was our first sit with zeewoi and he immediately instilled confidence in us in how he talked about his experience and how he saw his role.  In the pre-planning, he had great questions for us and helped us to get organized.  He was thorough through the instructions, came in a day early to make sure he understood everything about our house and our dog and then followed through on everything.  He even drove us to the airport and picked us up on the return.  Along the way we were gone, he sent us pictures and kept us updated - always making us feel good about being away and knowing Jorge and the house were in great hands. We had workers coming to fix a fence while gone and some other activity at the house - he was helpful, available, and willing to do whatever was needed to be done.  He was self-sufficient and when it came time to leave, he had everything organized and cleaned at the house - he left it in better condition than he received it.  We would love to have Brian sit whenever we are away (and in fact will invite him and hope he says yes!) - any one would be lucky to have Brian as their house and pet sitter.
User
Velia
Care and compassion for my dogs was at the top of the list of John's attributes. He was the first sitter I have used through zeewoi that was close enough to come meet the dogs before the sit. John not only came for an initial meet and greet, but he made time to meet the pups a second time prior to my departure to better familiarize himself with both the dogs and my home. Having put the fear of God in him about Penny's reactivity (I might have been a bit over the top, but better more attentive than less!), he was cautious with her in the beginning. Later in the sit, they trooped off to the beach on multiple occasions - all good! My 10-yr-old was on some meds for a serious battle with arthritis, and John managed Cooper's needs beautifully. John even made a call and a trip to the vet to re-up Coop's prescription when it was clear he needed to continue the protocol. I received daily updates by  text, including photos and video; communication is hugely important to me. I feel blessed to have had John care for my fur-babies.
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
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
Sharon
Alia is a wonderful furbaby sitter and also a wonderful person.  It is our privilege to have her for the 3rd time.  She keeps us informed, our dogs love her, and she even cooked dinner and left it for us.  The house was perfect when she left.
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.
User
Heather
Veronica House sat for us for a month.  She cared for our two Dobermans and our cat.

Veronica is so enthusiastic about animals.  They immediately pick up on her joy and love for them.

When some bold alligators made our dogs’ normal exercise routine unsafe,  she was faced with the challenging situation of keeping two Dobermans with very different temperaments exercised and entertained in the height of Florida summer with its bugs, heat, and humidity.  She met this challenge by taking the dogs for individual outings. She drove our young social dog to the dog park, finding the times when he would most likely have other large playmates and drove our socially anxious dog to the quiet areas of town for walks.  This took a lot more time than our normal routine, but it kept our dogs safe and happy.

A lasting benefit for us is that our younger dog, once a terror in the car, now rides much more calmly and our anxious dog, once fearful of what the car ride would bring, now happily hops in.
 
Our cat was so content and well-groomed​ upon my return, it was obvious that she had been getting lots of daily attention,  too.

Veronica communicated with us on all the happenings with our pets and property every day.

I came home to happy and healthy pets and a well cared for home.

We feel so fortunate to have had Veronica as a house sitter and look forward to her sitting for us again.

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, Connecticut .
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, Connecticut 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.