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.

1. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"I'm so thankful I found Dan. Not only does he love my little guy but on short notice he was there for me and Hercules when we needed him! my first time using... (more)"

2. Soledad

Pre-Res MD w/ a love for animals

Orlando, FL, 32836

Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Soledad was wonderful and went above and beyond to keep me well informed and updated on my pets status and well being. I highly recommend her and will use he... (more)"

3. Lexie

I am a dog-loving graduate student.

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"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)"

4. Rosa

Stay at home dog lover!

Orlando, FL, 32819

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

9 repeat clients

"We have a puppy and we work during the day. Rosa was able to come by and give him a break before we got home. We came home to no accidents! Thanks Rosa :) (more)"

5. Samantha

Disney Cast Member - loves all dogs

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"(Just as a preface - there's not enough space to explain why Sam would be perfect for this) A wall of text can not remotely convey how her face lights up ... (more)"

6. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Tracy was amazing with my nervous poodle, Vinny. Will definitely be using her in the future for drop-ins and maybe overnight boarding if needed! When my apar... (more)"

7. Jessica

Responsible and loving dog sitter!

Orlando, FL, 32819

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

About: I have been a dog owner for 9 years already, and have been a dog sitter for neighbors, friends and family for 3 years now. I will be home everyday ... (more)

8. Tingting

Home full time - large fenced yard

Orlando, FL, 32819

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

2 repeat clients

"TingTing is great with animals. I have seen first hand the dedication and care she expresses with her two dogs. She truly enjoys being around all types of an... (more)"

9. Stephani

Charismatic Canine & Kitty Caring

Orlando, FL, 32819

Drop-In Visits, Dog Walking

8 repeat clients

"Not only was Stephani very professional, she was sweet and engaging with my dogs from the first meet and greet. She was timely and great at sharing details a... (more)"

10. Janice

Flexible and responsible provider

Florida Center North, Orlando, FL, 32811

House Sitting, Drop-In Visits, Dog Walking

"I've known Janice for quite some time, she has helped me with my dogs a couple of times and I am so glad she decided to get on Rover. She is exceptional when... (more)"

11. Julie

All dogs welcome!

Orlando, FL, 32835

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"I can't think of anyone I have ever felt safer leaving my dog with than Julie & Joel. They have an incredible amount of love and respect for animals. They're... (more)"

12. Charity

HOME IS WERE THE DOG IS!

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Charity was wonderful! I am such a paranoid pet owner. This was my first time using Rover and I couldn't be happier with my experience! She kept me updated e... (more)"

13. Lisa

Confident with any size dog!

Orlando, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lisa is awesome!! She always came as promised! I received great pics. I will continue to (more)"

14. Nicholas

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Nicholas was AWESOME. He went above and beyond helping mecwith my handicapped pug who can't walk, pee or poop in her own. He spoon fed her til she started ... (more)"

15. Shalyn

taking care of dogs since I was 5

Orlando, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my whole life. I have been taking care of 2-3 dogs since I was 5. I love petting and playing with dogs. I treat them like f... (more)

16. Maranda

Longtime pet sitter & new to area

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Maranda has always gone above and beyond for my dogs! They very clearly love her and I have always been beyond satisfied with their care. Whether it's a midd... (more)"

17. Mikko

Love in absence.

Orlando, FL, 32835

Drop-In Visits, Dog Walking

1 repeat client

"Mikko was great with my two dogs! He spent a lot of time with them and gave them plenty of exercise which made me feel comfortable being out of town. My dogs... (more)"

18. Shannon

Animal lover looking for a fun job

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Shannon was very understanding and great with our puppy while we were away. I would definitely recommend! (more)"

19. Jack

I do whatever makes your pet happy!

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi there! My name is Jack, and I love animals! I'm a professional dog and house sitter with 3+ years of experience. -I specialize in brachycep... (more)

Available this weekend
20. Janet

#1 Windermere Pooch Place

Windermere, FL, 34786

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

6 repeat clients

"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)"

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Learn About Premier

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.