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

"This was our first experience using Rover and trusting a "stranger" with our "baby" and I can honestly say, it could not have gone better. Lauren and her hus... (more)"

2. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"I'm so thankful I found Dan. Not only does he love my little guy but on short notice he was there for me and Hercules when we needed him! my first time using... (more)"

3. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

11 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)"

Confirmed Holiday Availability
4. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

151 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)"

5. Nicholas

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Nicholas was AWESOME. He went above and beyond helping mecwith my handicapped pug who can't walk, pee or poop in her own. He spoon fed her til she started ... (more)"

6. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

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

2 repeat clients

"Wendy has taken care of our Siberian Husky Roxy when we have had to go away for a long day or overnight weekend. She walks her, plays with her, and feeds he... (more)"

Confirmed Holiday Availability
7. Celina

Home full time, & a big dog lover!!

Winter garden, FL, 34787

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

1 repeat client

"I had a meet and greet on Sunday and was planning on using Celina services later on the month. However last moment we were going out of town for the day and ... (more)"

Confirmed Holiday Availability
8. 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)"

Confirmed New Years Availability
9. Nicole

I'll Treat Your Dogs Like Family

Winter Garden, FL, 34787

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

1 repeat client

"Nicole is Awesome!! My dogs had such a good time with her that my dogs didn't even want to come back home with me lol! Thanks a bunch (more)"

Confirmed New Years Availability
10. Maggie

Dog trainer becomes dog walker!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"I believe Maggie is a responsible and loving dog caregiver because she always goes above and beyond for her own dogs and loves them more than I have ever see... (more)"

Confirmed Holiday Availability
11. Tiffany

Dog Lover! Professional Experience!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Tiffany has watched my dog on many occasions. She is an excellent caretaker and so sweet to my pup! I would recommend her and use her again and again. Thanks... (more)"

12. 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)

13. Megan

Dog lover w/ flexible day schedule!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: From the mitten to the sunshine state-- I adopted my "high maintenance" bully breed over 6 years ago, and she is my world! An animal lover-advocate... (more)

14. Maranda

Longtime pet sitter & new to area

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Maranda would be an EXCELLENT dog sitter for any of your furry family members! For the past 3 years Maranda was an amazing pet sitter with our pet sitting + ... (more)"

15. Sean

Ex Manager at PetSmart

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Sean is fantastic with my little dog, Maggie! Sean has been wonderful with his own dogs. I rarely trust anyone with my little girl, but Sean has dog-sat for ... (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)"

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.