Pet Sitting & Drop In Visits in Windermere, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Tip: Contact sitters now to confirm availability.
1. Camy

Your dog will be like family

Windermere, FL, 34786

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Camy was great for Cooper’s drop in visits. We look forward to being able to use Camy again as she was very easy to communicate with, responsible and cared f... (more)"

2. Kimberlie

Stay-at-home mommy to your dog!

Gotha, FL, 34734

Dog Boarding, Drop-In Visits

"Kim is a very responsible pet care giver. She has always taken care of my furbabies and made sure that She gives them lots of cuddles and play time. I nev... (more)"

Confirmed 4th of July Availability
3. Bonnie

Looking For A Reliable Sitter?

Metro West, orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

"Bonnie was a fantastic sitter for my cat, Laney. Her daily updates and pictures were extremely thorough and detailed, and they put me at ease while I was aw... (more)"

4. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

"Tracy did a fantastic job with our pets. She kept us updated on the visits and even brought the newspaper inside. We are so grateful to have Tracy take good ... (more)"

Confirmed 4th of July Availability
5. Lexie

I am a dog-loving graduate student.

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

"Lexi is amazing. She took incredible care of our animals and went above and beyond to ensure their well being when our travel plans abruptly changed. She cou... (more)"

6. Jessica

Former veterinary technician

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"Kush my 14 month female German Shepard love Jessica. She truly has a gift for animals of all kind. I own a business that keeps me extremely busy and I don't ... (more)"

7. Nicholas

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

"Nicholas and Dan were absolutely amazing and a joy to work with this week! They provided Josie with wonderful care and were responsive from my first text to ... (more)"

Confirmed 4th of July Availability
8. Thanya

*sees dog (gentle gasp)

Orlando, FL, 32835

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I highly recommend Thanya for your pet sitting needs! I’ve known her for 7 years and have seen how much she truly cares about animals. When I asked her to wa... (more)"

9. Lauren

Devoted to your dogs care

Orlando, FL, 32836

House Sitting, Drop-In Visits, Dog Walking

"Lauren H. is someone who is trustworthy and dependable. She is prompt with responses to requests. Lauren H. has experience with all ages of dogs, from pupp... (more)"

Confirmed 4th of July Availability
10. Andrea

Flexible Schedule

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"We loved having Andrea watch our dog over the weekend. She sent the cutest and funniest pictures, did everything we requested and more. We returned to find o... (more)"

11. Heather

Home full-time for the summer!

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

"Heather has been a constant caregiver for our 2 dogs over the last few years. She is always reliable, courteous and friendly. Dino, 65 lbs, and Zoey 48 lbs... (more)"

12. Brooke

Adoring every dog!!!

winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I am the absolute biggest dog lover you would probably find. Dogs seem to get along with me extremely well. I have been the biggest dog lover since... (more)

13. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

"Dan and Nicholas took such wonderful care of our dog! He was happy and relaxed when we returned home. We received lots of updates and pictures of our dog loo... (more)"

Confirmed 4th of July Availability
14. Lynne

The perfect playmate.

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

"Lynne is a trusting,caring and reliable person to care for your dog while away. She provides loads of personal attention and a safe environment for our 13 ye... (more)"

Confirmed 4th of July Availability
15. Caylee

Caylee's Pet Paradise

Southwest Orlando, Orlando, FL, 32835

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: **About me** I am a very upbeat, positive, and active young adult. I LOVE animals. I am living with my husband. He is also a huge animal lover. He... (more)

16. Kandys

Fun pet party!

Orlando, FL, 32835

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I've been friends with Kandys for a long time now, and I can say with 100% certainly that she absolutely loves dogs. She is amazing at caring for them, alway... (more)"

17. Avery

Your dog is in loving hands!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Avery loves animals probably more than people. She has had several different pets of her own and understands that they all have different needs. Avery is v... (more)"

18. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

Drop-In Visits, Doggy Day Care, Dog Walking

"We were very nervous about leaving our babies while we were away. When I first met Amanda, I started feeling much better. She was very thorough, loved on a... (more)"

19. Janet

#1 Windermere Pooch Place

Windermere, FL, 34786

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Janet and company watched my dogs for many years. They are the only ones I have trusted with my dogs and rabbit. I have owned pure bred and mixed b... (more)"

20. Thomas

Extra Enthusiastic Pet Pal!

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

"Thomas walks my pups and is also a dog sitter for them from time to time. He is excellent with my dogs and more than trust worthy! Not only that but they l... (more)"

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Windermere pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Windermere, FL who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.