Dog Sitters in Winchester, CT

Any sitter, one price
20$ per night

Loving sitters in Winchester, CT

Loading...
Sign Up

Create your free profile and find a trustworthy sitter near you today!

Add Details

Add your pet care details and dates, then invite as many sitters as you’d like.

Confirm Your Ideal Sitter

Pick a sitter and confirm the sit. Relax knowing your pets are at home instead of in a kennel.

Enjoy Your Trip

Your sitter will send updates while you’re away. After the sit, write a review for your sitter.

Reviews from Dog Owners

4.93
4.93
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Steve
Natalie took great care of it dog and cats! She was clean, organized, conscientious, and communicative. Our dog had a small cut on his foot and Natalie took great care to help him heal. 

I would highly recommend Natalie as a house sitter and pet sitter!
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
Sheri
We could not have asked for a better house sitter than Myria!  She is kind, personable, organized, responsible communicative and more...She read all of our instructions before arriving and asked lots of questions about our pups to make sure she understood their personalities and schedules.  You can tell she truly is a dog lover.  Myria provided regular updates and we felt 100% confident leaving our dogs in her care.  We came back to a home that was spotless - you could hardly tell she had been here.  I'd highly recommend Myria as your next zeewoi!
User
Nicole
We’re so grateful for the love and care Vanessa gave our two dogs while we were traveling for a weekend. During our trip, she sent us pictures and our dogs always looked happy and at ease. Even during a thunderstorm she cared for our scared older dog who unfortunately had a little accident, and she cleaned up with no complaint. We didn’t have to worry at all which let us truly enjoy our weekend away knowing our dogs were in the best hands!

Vanessa was clean and tidy. We returned home to a neat house and happy pups! She even did the laundry without us asking.

We would highly recommend Vanessa as a sitter for anyone. Thank you so much!!
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
DAVID
This is our second time with Jamie and she’s really a great sitter for our dogs . She’s a trusted person, smart. You can leave her your house and pets. Can’t wait to have Jaimie back next summer
User
Tabitha
Such a great family! George, Larissa and their crew were a fantastic bunch. Our large senior dog got an eye infection right before we left for our trip and so we had to ask them to do some extra eye care. When it was clear that it wasn’t getting better they were willing to load up Lorax and take him to a vet appointment and then apply the prescribed ointment for the next week and a half. Definitely above and beyond care that we really appreciated!
Our house was left in great shape, our pets were super well cared for, and George and Larissa were great communicators. We have had many many sitters over the past 3 years but this was the first family. Nothing to worry about, they were terrific and we would happily have them back again. 
Thanks for taking such good care of our fury family and our home!
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
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!!
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!!

House Sitting FAQs

Pet sitters on Sittsy offer pet sitting free of charge.

The main reasons dog sitters join Sittsy 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 Sittsy.

As of Aug 2024, there are 1321 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 Sittsy must pass a background check for you and your dog safety.

Sittsy 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 Sittsy must pass a background check before offering their services.

xaganBh6bShC82UeC02T4Zkb5u06jDIj19Noy05b5lQtVolGNOr2HybM0aPtAhSy