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

11 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. Julie

All dogs welcome!

Orlando, FL, 32835

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

"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)"

3. Mariah

I love all animals!!

Kirkman South, Orlando, FL, 32835

Drop-In Visits, Dog Walking

About: I have been around various types of animals since I was born. I have my own dog (long hair chihuahua) as well as a mixed breed (pit bull and border... (more)

4. Katinka

Im in puppy love

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

About: I am married and a mother of 2 plus 3 lol. Even since I got my first dog i have loved them since. I treat all my dogs like my own children. I enjoy... (more)

5. Lexie

I am a dog-loving graduate student.

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Lexie was amazing! She was great with our dog Kahuna. She truly went above and beyond to care for him and to make sure everything was ok at home while we wer... (more)"

6. Rosa

Stay at home dog lover!

Orlando, FL, 32819

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

6 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)"

Available this weekend
7. Stephani

Charismatic Canine & Kitty Caring

Orlando, FL, 32819

Drop-In Visits, Dog Walking

8 repeat clients

"After a not-so-great boarding experience, I turned to Rover and was so happy to come across Stephani! She was a great sitter for my cat, Laney, who was very... (more)"

8. Jeannine

Dogs = Happiness

Metro West, Orlando, FL, 32835

Drop-In Visits, Dog Walking

"Jeannine is simply the best. The care and love she gives our dog is amazing. I was never an animal person but she convinced me that having a pet could be suc... (more)"

9. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

8 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)"

10. Tingting

Home full time - large fenced yard

Orlando, FL, 32819

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

1 repeat client

About: I have always loved animals and am a proud mom of two lovely shiba inus (3 and 10 year old). I'm located in southwest Orlando and have four years o... (more)

11. Bonnie

Show Your Pets Some Love!

Metro West, orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

"I can't say enough great things about Bonnie! She has been taking care of our pets for several years now. She treats them as if they were her own, and she g... (more)"

12. Nicholas

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

Drop-In Visits, Dog Walking

4 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)"

Available this weekend
13. 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)"

Available this weekend
14. Shannon

Animal lover looking for a fun job

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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

15. Lisa

Confident with any size dog!

Orlando, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

"Lisa was great with our dogs. I appreciated the pictures and check in and out alerts regarding her visits. Great service. Thank you!!! (more)"

16. 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)

17. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

8 repeat clients

About: Hello pet parents! I am a lover of all animals, especially dogs! I have two doggies of my own and they are my world! I have years of experience pet... (more)

18. 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)"

19. Teresa

I love walking and training dogs.

Windermere, FL, 34786

Drop-In Visits, Dog Walking

"Teresa was Johnny on the spot or other way round. She responded to an extra unanticipated visit that we needed the same day, sent a photo of her and a happy ... (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

4 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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.