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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Alisha

Loving Dog Sitters Near Disney

Winter Garden, FL, 34787

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

64 repeat clients

"Alisha was awesome, she was able to meet our dog Kahuna prior to the scheduled visits and bonded with him which put our minds at ease since this was our firs... (more)"

2. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

83 repeat clients

About: I go above and beyond just merely loving your pets. As each day passes your pet and I will develop a genuine respect for each other which is a key.... (more)

Confirmed Holiday Availability
3. Veronica

Volunteer Veterinary Technician

Orlando, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

"Veronica is hands down one of the most caring people I know. She loves animals and taking care of them is not just a hobby, but a passion. I trust her with m... (more)"

4. Amanda

Experienced dog mom ready to work

Orlando, FL, 32818

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

"Amanda is a dedicated dog mom to her Cav, Rosie. She takes great care of her and loves her unconditionally. Whats more, Amanda is a sweet, good-natured perso... (more)"

Confirmed New Years Availability
5. Ainsley

Former Zookeeper and Dog Lover!

Orlando , FL, 32819

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

1 repeat client

About: Located in Dr Phillips suburb of Orlando. As an avid animal lover I have always looked for ways to integrate my passion for animals into a care... (more)

6. Amanda

Fun loving, active dog lover!

Orlando, FL, 32819

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

"Amanda E has taken care of my 4-legged fur family on many occasions. I trust her completely to take the very best care of them. She's reliable, smart, and h... (more)"

7. Lexie

I am a dog-loving graduate student.

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lexie not only will take great care of your dog, she will go above and beyond to keep your dog happy & active. Expect plenty of trips to the dog park and mul... (more)"

Confirmed Holiday Availability
8. Jade

Jade LOVES Furbabies ~ Pet Sitter

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Jade for her cat sitting services and having her come to my home and take care of my cat while I was away for a week took away all my anxi... (more)"

Confirmed New Years Availability
9. Charity

AVAILABLE FOR THE HOLIDAYS!

Metro West, Orlando, FL, 32835

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

"Charity comes to walk my dog while I am at work and she is terrific. My grouchy old dog loves her. She is very responsible, does exactly what she promises a... (more)"

Confirmed Holiday Availability
10. Ashley

Flexible, Engaging, Active, Social

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Grew up with dogs,Young Professional M-F 8-5,No pets except my fish,No kids. I am Flexible with schedules on nights and weekends. I Love animals, h... (more)

11. Sean

Ex Manager at PetSmart

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Sean loves dogs and dogs love Sean. When he worked at PetSmart he gave money directly out of his check towards the chip technology for pet owner's. Sean wi... (more)"

12. Mikko

Love in absence.

Orlando, FL, 32835

Drop-In Visits, Dog Walking

1 repeat client

About: Over my years of growing up I have found a profound love for mother nature and all that of which is alive. This has been a part of my life and has... (more)

13. Erin

Animal Trainer and Animal Lover

Orlando, FL, 32819

Drop-In Visits, Dog Walking

"Erin was absolutely amazing with my one-year-old German Shepard!! He can be a handful but she handled his energy perfectly. She also sent me updates of their... (more)"

Confirmed Holiday Availability
14. Jeff and Gaby

Jeff & Gabys pet paradise

Ocoee, FL, 34761

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

22 repeat clients

About: We are a family of animal lovers. We actually met at PetSmart! Our home will be your pets home while on vacation. Jeff is a certified dog trainer a... (more)

15. Lauryn

Positive & Passionate Animal Lover

Orlando, FL, 32819

Drop-In Visits, Dog Walking

"If you are looking for the best person to care for your family puppies, Lauryn by far is the best choice. She has been an animal lover since childhood. Laury... (more)"

16. Greta

Your dogs next best friend!

orlando, FL, 32818

House Sitting, Drop-In Visits, Dog Walking

About: My name is Greta and I am 6'3" former basketball player therefore taking care of larger dogs does not bother me. I am super caring, outgoing and lo... (more)

17. Jennill

I am extremely loyal & love animals

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I am very dependable, will always give adequate notice of any changes because I respect everyones time as well as my own. I am efficient, loving an... (more)

18. Viviana

Keeping furry family members happy!

Orlando, FL, 32817

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

"Viviana owns a large goldendoodle named Diego and he is the most loved dog in the universe. Viviana has always loved dogs ever since she was a child and she ... (more)"

19. Reggi

Loving Pet Sitter

Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

About: Fun, loving nursing student that loves animals. I have one friendly male dog, Donnie, in my home. We like to go for walks, go to the dog park and p... (more)

20. Berrin

Pawfect Dog Care

Orlando, FL, 32817

Drop-In Visits, Dog Walking

About: I am current owner of a two year old Havenese Mix named Fluffy that I trained myself. I have owned two dogs in the past over the last 13 years and ... (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.