Drop-In Visits in Winter Garden

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

1. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

164 repeat clients

"Lores and team do a great job taking care of our fur babies! They are very communicative with us and provide regular updates, and our babies are always happy... (more)"

2. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits

13 repeat clients

"We moved to Florida and a week later needed to go on a trip. Since we literally did not know anyone in town, I used Rover.com to locate a pet sitter. We ha... (more)"

3. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

Drop-In Visits, Dog Walking

14 repeat clients

"This was a get-acquainted visit. All four dogs liked Lauren. One of them is more standoffish than the others and Lauren was able to entice her over for a goo... (more)"

4. Michelle

Dogs love hanging out with us!

Oakland, FL, 34787

Drop-In Visits, Dog Walking

12 repeat clients

"Michelle does such a great job with my dogs! I feel confident that she can handle them and they loved her as soon as she walked in through the door. She make... (more)"

5. Kelly

Dog Free Home Open for Dog Sitting

Winter garden, FL, 34787

Dog Boarding, Drop-In Visits

"Responsible, empathetic, honest, and dog lover describe Kelly perfectly. I have known Kelly for a very long time and I would trust her to always do the righ... (more)"

6. 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)

7. Rebekah

Experienced with special needs dogs

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rebekah groomed by grandmother's dog beautifully! Murphy is a real pain in the butt, likes to bite and try to escape, but she was very gentle with him and st... (more)"

8. Petra

Nothing better than a dogs smile

Winter garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I grew up on a ranch with up to 13 horses at a time, 4 cats, and many dogs. Some of the dogs were family pets while others were foster pets that pe... (more)

9. Mike

Ms. Belle's Pet Care LLC

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I love animals, and giving them the good life they deserve. I take care of your furry (or feathery) friend, as if they were my own, which is as if ... (more)

10. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

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

10 repeat clients

"Wendy has pet sitter for my family and our 3 labs several times. She is an excellent caretaker, and always makes sure our pets are happy and healthy. I would... (more)"

11. 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)"

12. Celina

Home full time, & a big dog lover!!

Winter garden, FL, 34787

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

2 repeat clients

"Celina is the best! We know when our four- legged girl is happy. And by the pictures she send daily it is clearly seen. We are 100% happy with Celina’s servi... (more)"

13. Samantha

I'll make your dog happy

Ocoee, FL, 34761

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

About: I absolutely love animals and have always been around animals growing up. My aunt in Michigan has her own horse stables and trains them! My aunt in... (more)

14. Dustin

Pet Poop Picker Upper while Running

Ocoee, FL, 34761

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

"The moment I met Dustin, he greeted me with a friendly smile. When he plays with our energetic Dutch Shepard, he always has the energy to keep up with her cr... (more)"

15. Olivia

Dog Mom—priority:Safety & Activity

Winter Garden, FL, 34787

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

About: I’m a dog mom myself who understands dogs’ need for attention, affection, activity, and safety. I've... *cared for dogs for the past seven years, ... (more)

16. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

Drop-In Visits, 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. Maggie

Dog trainer becomes dog walker!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"I can't think of anyone better to care for your pets than Maggie. She's an animal lover through and through. Watching her work with her own dogs always amaze... (more)"

18. Anthony

Happy Dog, Happy Life

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Dog Walking

"I recommend Anthony without any hesitation whatsoever. He was actually recommended to me by a friend's wife who had used him many times. When I wanted to use... (more)"

19. Shannon

Well-Trained Dog (and Cat) Lovers!

Winter Garden, FL, 34787

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

5 repeat clients

"We used Shannon's and her son ANDREW's dog walking services for about 3 years and were very pleased! Shannon is dependable, honest and thorough in her busin... (more)"

20. Angela

Southern Pecan Fur Babies Resort

Winter Garden, FL, 34787

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

About: I am a single Mom of two boys I am home during the day and evenings. I have two dogs a Chiweenie and a Pug but unfortunately no longer live with us... (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 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 sitter 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 training 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 lovers for hire.