Dog Sitters in Winter Haven, FL

Any sitter, one price
20$ per night

Loving sitters in Winter Haven, FL

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

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

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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
Jackie
Sue and Richard were greeted enthusiastically by the dogs ! They sent me pics of the dogs having a good time on the beach . Which is always reassuring. I can recommend them as dog sitters and they arrived on time and were packed up when I got back
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
Alexis
We had the pleasure of having Maggie (for the second time) to take care of our home and beloved dog Frida while we were away for 2 weeks. 
We couldn’t be happier! Neither could Frida!
Our big dog is sometimes a bit stubborn and Maggie managed amazingly. 
We had daily photos and video, and Frida was clearly very happy, comfortable and very well looked after. 
We highly recommend Maggie to anyone in need of trustworthy and dedicated house sitter and animal lover
User
Jacqueline
If we could give 10 out of 5 stars for Candace, Brian, and Chris, we would!  They were amazing house and dog sitters for Brown Dog and Scout. They were so accommodating with our timeline and had read our welcome guide to a tee!  It was so reassuring being gone for 2 weeks and knowing our pups were in amazing hands. They sent us daily updates and pictures and it was clear the dogs were so well cared for!  They left the house very clean and even had all of our bedding and towels washed for us when we arrived home. Would absolutely recommend them for a sit and would love to have them back again any time!
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
Julianne
Emily  and  Chris were absolutely incredible house and pet sitters. They took care of our dog and two cats for 10 days and were some of the best sitters we've ever had. They took amazing care of all three animals -- giving medicine to our aging dog and managing to befriend our very shy cats on day one.  We received adorable picture and video updates each day and it was clear that the pets loved spending time with them. Additionally they left the house in pristine shape and were incredibly diligent in all aspects -- bringing in packages, taking out the trash and recycling, etc.  I can't recommend them highly enough!
User
Anna
Cindy is an absolutely fantastic sitter and we feel very lucky to have had her care for our dog and our home whilst we went on our family holiday. Her communication before and throughout our sit was fantastic, and she even took our dog to the vet when he needed an unexpected checkup. She took great care of him and sent daily updates including videos and photos of their time together. We could tell that he felt very relaxed in her company. Thank you so much Cindy - it is a real godsend to have someone so kind and caring to take care of your pets and home and we would be delighted to have Cindy back again in future.
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
Kristin
Melissa and Chris are amazing.  We are very picky about our dog sitters, and we chose them because they have been doing this for a long time and track your wants and needs carefully and follow through with utmost care and integrity.   They offered to come the day before we left to meet Winnie so that we could rest in that she would trust them and connect to them.  Honestly, we would hire them as our only dog sitter all of the time if we could.  I cannot thank them enough and say enough good things about them.  They also took very good care of our house and  plants.
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 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 1653 dog sitters in Winter Haven, Florida .
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 Winter Haven, Florida 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.

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