Dog Sitting in Winchester

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

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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
Jeff
My dog had a medical emergency while in John’s care and I credit him with saving my pup’s life. You couldn’t ask for a better sitter in a pressure situation. He also communicated regularly during the stay, keeping me posted on how my pup was doing. Would recommend John to anyone who needs a sitter they can trust.
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
Ellie
Our dog loved Angela, as did we! She was friendly, efficient, handled our large, happy bernadoodle effectively and with love...we could not have asked for a better dog sitter and would be happy to have her back.
User
Linda
Cristina is simply the best house/pet sitter that we have ever had.  She is responsible and dependable and an experienced dog owner. Our Wheaten, Bridie, adores her and misses her when she leaves.
User
Amy
Annabella was a fantastic, trustworthy dog sitter for our three pups. She was very responsible and did everything we asked of her and communicated well.
User
sara
Lisa and Matt were absolutely fantastic sitters for us and our dog, Moose.  
Not only were they flexible when our flight was changed last minute, they also were able to stay an extra day to accommodate the changes.  They communicated with us promptly during the scheduling and planning process for the housesit.  They arrived on time on the (re)scheduled day.  They acclimated to our dog very quickly and gave us piece of mind as we left by taking him on a walk to avoid his separation anxiety.  We chatted every day and exchanged photos of Moose playing at the beach and in the yard.  He was so happy!  No problems were encountered with the house.  Even our neighbors commented on how friendly and kind Lisa and Matt both were and how they really cared for Moose.  
The house was spotless when we returned.  Everything in proper order, better than we left it.  
We can't thank them enough for the excellent experience!
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
Monika
Joe arrived some days before I left, so I could show him some nice places in Switzerland and he had enough of time to learn all about the dogs and how to handle them. He is an amazing nice and an animal/natur loving person who took care of my dog with incredible affection when I was in vacation. I could really enjoy it, because I knew, everything is ok at home. He sent me picutres and I could see, how much fun they have together. He cooked for the dogs, mad a lot of nice hikes with them and huged them, when they need it - so he even got the trust from Artu (as a man really not easy). 
And not only that, he made woodruff punch for me and sowed my tomatoes and spoiled them with melt water. And he helped also the women which looked after the horses and helped her to going walk with them.
Generelly he is super friendly, so everyone in the village likes him.

He is considerate of your belongings and has handed the house back neatly. He is just the best. I'm so gratuful he was here.

So, if you have a chance to get him as a sitter, take it. Your animals will be grateful to you and have a good time while you are on vacation.

Joe, you're not just a dog sitter for me. You were so familiar to me from the first moment. We had a lot of fun and we already miss you sooooo much. I'm really looking forward to see you again in some monthes.
User
Mark
Nicole and Gabriel were excellent house sitters and we would highly recommend them to anyone. Our dog absolutely loved them and she was spoilt rotten. The house, pool and yard were kept clean and well looked after. On a personal note we also found both of them interesting and great conversationists.
User
Cynthia
If you need a sitter don’t hesitate to pick Vanessa, I highly recommend her. She cared for our fur baby for two weeks and received the care and attention she needed. We came back to a very happy pup and clean home which is awesome after coming back from a long trip. I received texts and pictures of our dog while we were gone which gave us peace of mind. You could tell right from the start that she genuinely loves animals and will care for them as if they are hers. I will continue to use her as my pet sitter if she’s available. All I can say is she is a wonderful person!!

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, Massachusetts .
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, Massachusetts 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.