Dog Sitting in Winston

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

When do you need a dog sitter?

How it works?

video thumbnail

There are 6,652 dog sitters near you

Sitter Profile Image: LeaAnn
LeaAnn

Winston, Illinois

R & R (Retired & Ready!!)

5.0
• 9 reviews
Owner Image

LeaAnn and Doug are wonderful people and house sitters. I would highly recommend them without hesitation. They are responsible, mature and fun loving couple that will take care of your pets and house. we had the pleasure to spend some time with them prior to our departure and had a great time. hope to see them back here in the future!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Tammy
Tammy

Winston, Illinois

Ready, set, go! We can’t wait to meet you and your furry family!

5.0
• 8 reviews
Owner Image

Two amazing calm and relaxed house sitters. We had difficulties with our heating while away and Tammy was so understanding. We came home to a lovely clean house and happy kitties. Would highly recommend.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Rebecca
Rebecca

Winston, Illinois

Loves dogs, cats, mountains, beaches, and traveling!

5.0
• 7 reviews
Owner Image

We are so beyond pleased with Rebecca and her husband’s care for our home and our fur family! We came home to happy and well cared for animals, and our home was spotless. Rebecca was communicative throughout her stay, sending us pictures and updates. They are welcome back any time!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Amanda
Amanda

Winston, Illinois

Let me help you get away for awhile. I’d love to be your pets friends

5.0
• 2 reviews
Owner Image

Amanda was awesome and very communicative. Our dogs were well taken care of and really enjoyed having her there! We felt so much relief having her with them and the house. Thanks so much, Amanda. We would have her stay again if she was available! :)

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Katie
Katie

Winston, Illinois

Trusted, Responsible Sitter Looking for Home/Pet(s) to Care for!

3.33
• 3 reviews
Owner Image

Katie helped make sure my house was taken care of during the winter, while I traveled. Thank you, Katie!

Sitter available from Oct 1
Verify availability

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
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
Alaina
Sharon was an excellent sitter who I knew was taking great care of my two dogs while away. She walked them, was a clean guest, and sent regular pictures and updates. I’d recommend her to anyone.
User
Patti
Cleo is a very lucky puppy dog to have been cared for by Matt & Lisa!  We’ve had quite a few sitters over the last 2 years with TH, and I have no reservations saying that they were the best!

First, communication was fabulous from the start.  They put me at ease before they ever got here.  Throughout the sit, there were regular updates and pictures.  

They were so very attentive to Cleo, and even ventured out with her on trail walks (Cleo’s favorite thing in the world).    They handled her medications with no problem.

It was obvious that my nervous pup was at ease and loved them, as she ended up sleeping with them!

I’d have Matt & Lisa again in a heartbeat, and would recommend to anybody!
User
Barbara
This is our second time welcoming Michele and we were so happy to have her back! Our dogs Pedro and Samantha love her and it is clear she loves them! Our house was immaculate upon our return and Michele made her famous lemon chicken recipe which we gobbled up and then we asked for the recipe. We can't say enough great things about her and hope you are lucky enough to get her as a sitter for your pets.
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
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
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
Mark & Anne
Lynn and Ray were fabulous sitters, going above and beyond to take care of our home, yard, and rambunctious pup. Leaving him for three weeks was very difficult but we felt confident once we met them. They are great communicators, very professional, capable of handling any situation, and personable. Since they are fully self-contained in their van, they arrived a day early so we could show them the place, have our dog Bailey get comfortable with them (that was immediate ☺), and get to know them over dinner together. While on our trip, they sent us daily photos of Bailey, which we really appreciated, and updates on their activities. They took him hiking almost every day and kept him well exercised. 
Any issues that came up (e.g., our irrigation water ran dry a couple weeks in) they communicated to us and we were able to resolve them quickly. They also harvested ripe berries and squash for us and even harvested and dried tomatoes in our dryer. We spent our entire trip feeling assured that all things were being taken care of and feel ever so grateful that we found Lynn and Ray through TH. We returned from our trip to a house that was thoroughly cleaned (better than we left it ☺), with fresh sheets on the bed, and a happy dog. Five-star sitters for sure!
User
Sarah
Stephanie, Brian and baby Martin took fabulous care of our home and pets for two weeks. 

From the outset, communication was quick, smooth and friendly and it was clear that both Stephanie and Brian are reliable, professional and warm sitters who take all the various elements of a sit seriously.

They kept us up to date with photos and messages, dealt proactively and competently with any unexpected issues that popped up, and most importantly showered our dogs and gerbils with attention and care throughout the time we were away. We returned to a spotlessly clean home (with thoughtful touches of fresh milk, bacon and bread waiting for us) and happy, settled pets. 

In short, we would recommend Stephanie and Brian to anyone looking for reliable, attentive and proactive sitters for their pets and home. We would be delighted to welcome them back for another sit, should they ever find themselves in the area again.
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.

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 Winston, Illinois .
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 Winston, Illinois 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.