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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.

Tip: Contact sitters now to confirm availability.
1. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

"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, Dog Walking

"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)"

3. Jessica

Former veterinary technician

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"I have known Jessica for nearly 20 years and throughout that time she has always worked with animals. Caring for animals is a passion for Jessica and it come... (more)"

Confirmed 4th of July Availability
4. Lauren

Norwegian & American husband & wife

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Lauren did an amazing job of caring for our dog and making sure she was given plenty attention and love while we were on vacation. Highly recommended! (more)"

5. Andrea

Flexible Schedule

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"We loved having Andrea watch our dog over the weekend. She sent the cutest and funniest pictures, did everything we requested and more. We returned to find o... (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)

Confirmed 4th of July Availability
7. Elise

Huge animal lover!!!

ocoee, FL, 34761

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

"This girl is awesome with animals. I cant think of a kinder, more responsible person to leave my fur-babies with when I am out of town. She is expierienced w... (more)"

Available this weekend
8. Alana

Long walks with all the scents!

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"Belle loved being visited by Alana and her hunand. They spent much time with Belle and took her for walks and played with her. They treated her just like the... (more)"

9. Maggie

Dog trainer becomes dog walker!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"I have known Maggie for over six years, two of which were spent working at PetSmart together. Not only is she an amazing friend, but she was also an excellen... (more)"

10. Avery

Your dog is in loving hands!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Avery is kind and compassionate to people and animals. I have always had pets so I have first hand knowledge how good she is with them. When I discovered my ... (more)"

Confirmed 4th of July Availability
11. Maghen

I prefer kids that are 4-legged (;

Winter Garden, FL, 34787

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

"Maghen is such a cool person. She loves her dog more than anything. She’s always outside walking or playing with dogs from the her neighborhood. Everyone I t... (more)"

12. 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)

13. Alba

Will Talk To Your Pet

Winter Garten, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Alba is great with animals. She treats them like any other guests, plays with them, and lets them know they're loved. If you give her a task she will follow ... (more)"

14. Cason

I will exercise with your pup!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Our two furry family members love Cason. They get so excited when they see him because they know he is always up for taking them for a long walk in the park.... (more)"

15. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

Drop-In Visits, Doggy Day Care, Dog Walking

"We were very nervous about leaving our babies while we were away. When I first met Amanda, I started feeling much better. She was very thorough, loved on a... (more)"

16. Karina

Like Family

Winter Garden, FL, 34787

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

About: We love dogs, and will treat yours like our own. We have a moderate sized, fenced back yard for outside play when the weather is nice. Most of the ... (more)

17. Celina

Home full time, & a big dog lover!!

Winter garden, FL, 34787

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

"As always Celina is attentive to details and takes special care of our four legged little girl when we are not there. Princess looks forward to Celina droppi... (more)"

18. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Dog Walking

"Wendy is great! Very conscientious and caring. (more)"

Confirmed 4th of July Availability
19. Shannon

Well-Trained Dog (and Cat) Lovers!

Winter Garden, FL, 34787

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

"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.