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. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

9 repeat clients

"I would highly recommend Lauren. We felt she did a great job taking care of our Bear. It was reassuring to know he was in good hands with messages and even p... (more)"

2. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

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

7 repeat clients

"Ellie and Scooter just love Dan! (more)"

3. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

5 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)"

4. Lexie

I am a dog-loving graduate student.

Metro West, Orlando, FL, 32835

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Lexie was absolutely amazing with our dog- in addition to being so personable with our family. We really enjoyed meeting her during the initial visit!! She a... (more)"

Available this weekend
5. Stephani

Charismatic Canine & Kitty Caring

Orlando, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

7 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)"

6. Cassandra

Cassandra's Prt Care

Southwest Orlando, Orlando, FL, 32811

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

1 repeat client

About: Hello! My name is Cassandra and I am a 24 year old student and mother to be! I have always loved animals and find it relaxing to have them around.... (more)

7. Tanya

ill take your dogs for walks! :)

Metro West, Orlando, FL, 32835

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

About: I absolutely love animals, I've owned dogs all my life. I currently have my baby Lillie. She is a lab/pit mix & an absolute sweetheart! I recently ... (more)

8. Cassandra

Dog Mommy

Florida Center North, Orlando, FL, 32811

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

2 repeat clients

"We have a 6 year old Jack Russel rescue --he's CRAZY (in a bad way :-) Cassandra is very gentle and loving with him, understands his erratic behavior and cal... (more)"

9. Stacy

Pet sitter near Universal Studios

Kirkman North, Orlando, FL, 32811

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

4 repeat clients

"It was my first time using a service like this and I was kind of afraid my babies are not use to anyone but Stacy was wonderful. She is really flexible and w... (more)"

10. 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)"

11. 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)"

12. Veronica

Volunteer Veterinary Technician

Orlando, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Veronica helped save us when we were in a time crunch for a sitter. She was able to coordinate with our schedules a time to come over and meet the pups, and ... (more)"

13. Alyssa

lover of all puppies

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Excellent and thorough! She did a extensive cleaning of 6 litter boxes for 5 cats at a very reasonable price. Plus Vacuumed around boxes. Also food and water... (more)"

Available this weekend
14. Tingting

Home full time - large fenced yard

Orlando, FL, 32819

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

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)

15. Christopher

Professional, Compassionate, & Fun.

ORLANDO, FL, 32819

House Sitting, Drop-In Visits, Dog Walking

About: I've been actively caring for my pets since I was ten years old. I've had animals in my house since the day I was born, and they're as much a part ... (more)

16. 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)

17. Courtney

Exercise and entertainment for pups

Orlando, FL, 32818

House Sitting, Drop-In Visits, Dog Walking

"I have had Courtney watch my dogs several times just as a favor!! They don't have accidents, she sends me text updates, and answers any questions that I have... (more)"

18. 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)"

19. Victoria

Loves all dogs and can train them!

Metro West, Orlando, FL, 32835

Drop-In Visits, Dog Walking

"I've known Victoria for a very long time and have used her as a dog trainer and sitter. She is well versed in dog training as well as being a caring, patien... (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

1 repeat client

"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 bree... (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.