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. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

11 repeat clients

"Lauren took great care of my kids. She also gave me great reports to keep me updated while I was gone. She was very attentive and responsible! (more)"

2. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Dan and Nicholas took such wonderful care of our dog! He was happy and relaxed when we returned home. We received lots of updates and pictures of our dog loo... (more)"

Available this weekend
3. Nicole

Energetic Dog Lover

Winter Garden, FL, 34787

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

About: I have two dogs in my home ( 4y/o Chihuahua Mix & 1y/o German Shepherd ) they are super friendly, and love to meet new dogs! I've been caring fo... (more)

Available this weekend
4. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

142 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)

5. 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)"

6. 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)"

7. Maranda

Longtime pet sitter & new to area

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"Maranda took care of my two dogs for over 2 years before moving away! She always updated me after each visit and sent lots of pics of my fur-babies, which I ... (more)"

8. Celina

Home full time, & a big dog lover!!

Winter garden, FL, 34787

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

"Ms. Celina has taken care of my dogs more than once and on occasion when needed on short notice and I have to say the convenience has been a stress reliever ... (more)"

9. Tiffany

Avid dog lover who cares

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"Tiffany Coates is a reliable , responsible young lady. She has a fantastic personality she is very personable, she is an extremely caring individual who woul... (more)"

10. 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)

11. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

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

1 repeat client

"Wendy is wonderful with animals. She is especially attentive and loving due to her passion, understanding, and knowledge of so many species and breeds. Asid... (more)"

12. 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)

13. Megan

Dog lover w/ flexible day schedule!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I adopted my "high maintenance" bully breed over 6 years ago, and she is my world! An animal lover-advocate and vegan, I am passionate about being ... (more)

14. 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)"

15. Dana

Top Notch Dog Sitter!

Winter Garden, FL, 34787

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

"Dana is simply amazing! A family emergency caused me to need a pet sitter for my 6 month old Maltipoo, Bentley, at the last minute. Dana was flexible, profes... (more)"

16. Alba

Will Talk To Your Pet

Winter Garten, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"I have known Alba for 16 years and she is the most caring person I know. She always puts others first. Recently one of my small dogs was bit by another one o... (more)"

17. 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)

18. 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)

19. Kaila

Lots of puppy cuddles!

Winter Garden, FL, 34787

Drop-In Visits, Doggy Day Care, Dog Walking

About: I am originally from upstate New York and re- located to the Orlando area after falling in love with the Walt Disney company around the age of 19. ... (more)

20. Kelly

Dogs touch our hearts and souls :)

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Kelly is one of the most dependable people I know. You'll never have to worry about your pets if he is taking care of them. His friendly and easy going man... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

With over 140,000 pet sitters and dog walkers on Rover.com, you can easily find pet sitting near you.

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.