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

8 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. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

About: Hello everyone, I have been pet sitting for over 20 years and have gained a wealth of knowledge and experience! I work with dogs on a daily basis a... (more)

Confirmed Easter Weekend Availability
3. Charity

HOME IS WERE THE DOG IS!

Ocoee , FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"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)"

4. 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)"

5. Frank

simple & caring pet sitter

Winter Garden, FL, 34787

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

1 repeat client

About: I've never actually thought you could make something of dog sitting. Who knew? I've had dogs, cats, and birds through my life. I'm the go to sit... (more)

6. Sean

Ex Manager at PetSmart

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Sean has been a loving and responsible dog owner all his life. I met him 14 years ago and in that time I have seen and heard him lavish his dogs with love a... (more)"

7. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

2 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)

Available this weekend
8. Michelle

Dogs love hanging out with us!

Oakland, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Michelle and her family are real animal lovers. They have watched my dogs on numerous occasions and my dogs always receive great care! My dogs are treated li... (more)"

9. Torey

Dogs absolutely love me!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Torey has been dog sitting for my house for over 3 years now. He goes above and beyond when taking care of our dog. We always know that our dog is in good ha... (more)"

10. Jeff and Gaby

Jeff & Gabys pet paradise

Ocoee, FL, 34761

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

25 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)

11. Athea

Animal lover!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Athea is a true animal lover. She is very in tune with animals. I was very comfortable leaving her with my 3 dogs and a cat. She followed all of the instru... (more)"

12. 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)

13. 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)"

14. De-Andra

Patient and fun animal lover

Winter Garden, FL, 34787

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

About: I've had many dogs from Shih Tzu's to mastiffs and pitbulls throughout my life, and have always loved animals. I wanted to be an animal trainer gro... (more)

15. Kristina

Compassionate, friendly, fun!

Winter Garden, FL, 34787

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

1 repeat client

About: I have many years of experience with dogs - I have 2 dogs of my own! I'm that girl that sees a dog and runs to go pet it. Haha! I can't help it...d... (more)

16. Shannon

Well-Trained Dog (and Cat) Lovers!

Winter Garden, FL, 34787

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

1 repeat client

"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)"

17. Ruth

Pets are a joy in life :)

Ocoee, FL, 34761

Drop-In Visits, Dog Walking

"Ruth is a great pet sitter very caring and sweet my dog loves her. Everytime she watches him i know my dog is in good hands. (more)"

18. Jessica

I am a lover of all fur babies

Winter Garden , FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I have been a pet owner for my entire life, I have lived both with cats and dogs, I am also a former Equestrian. My love for animals has no boundar... (more)

19. Kimberly

I love walking & cuddling dogs!

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Dog Walking

About: I have been a dog parent for 14+ years but currently do not have a dog. I would love to spend time with, play with, walk and love on your pet! ... (more)

20. Wesley

passionate, loving, and respectful

Ocoee , FL, 34761

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

"I have used Wesley many times over the last few years to watch my animals (Dog and Cat) He is great with both of my pets! He is always willing to help in any... (more)"

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Pet owners love Winter Garden pet sitters on Rover. 102 owners have reviewed sitters in Winter Garden, FL, giving them an average rating of 5.0/5.

Want to be added to this list of sitters in Winter Garden? Become a pet sitter or dog walker on Rover.

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.