Doggy Day Care in Winter Garden

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

1. Heidi

24 Hour Supervision / Fenced Yard

Apopka, FL, 32712

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

" Heidi S is a very trustworthy, efficient and caring person who loves dogs more than anyone I have ever seen. She has taken care of our dogs on many occasio... (more)"

2. Christina

Here for your dog when you can't be

Winter Garden, FL, 34787

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

About: We're two working professionals who love dogs. I am a teacher so I have very open availability during the summer and we are both free most weekends... (more)

Available this weekend
3. Dan

Avid Dog Lover w/ Active Lifestyle

Windermere, FL, 34786

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

1 repeat client

"This was our first experience leaving our puppies and all I can say is WOW!!! From the first initial message to the meet and greet and finally leaving our p... (more)"

4. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

9 repeat clients

"Lauren was wonderful. Jameson got walked/ran everyday, they played with his toys, snuggled, and had a great time. Our puppy was completely loved. She sen... (more)"

5. Michelle

Dogs love hanging out with us!

Oakland, FL, 34787

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

10 repeat clients

"We love Michelle! She takes exceptional care of Piper. You can tell Piper is well loved while with Michelle (more)"

6. Aeriel

Full Time Dog Sitter!

Montverde, FL, 34756

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

2 repeat clients

"Aeriel and her pups are absolutely wonderful! Blazer was exhausted and happy just as I had hoped. The property is perfect for Blazer to get lots of outside... (more)"

7. Julie

Home full-time with fenced yard

Ocoee, FL, 34761

Dog Boarding, Doggy Day Care

About: I have been a stay at home mom for 17 years. We have had dogs most of our lives. Our dogs have always traveled with us when camping or visiting fam... (more)

8. Jessica & Garrett

Home Full Time! Overnight & DayCare

Windermere, FL, 34786

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

13 repeat clients

"Kiku and Sushi can't wait to hop in Garrett's car to go to day care. That tells me they are in good hands and they love being watched by Jessica and Garrett. (more)"

9. Teresa

Doggie Dynasty Daycare & Inn

Windermere, FL, 34786

Dog Boarding, Doggy Day Care

32 repeat clients

About: We live within 6 miles of Disney World theme parks and within 9 miles of Universal theme parks, Orlando, FL. I am a loving and energetic stay ... (more)

10. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

124 repeat clients

"Lores was great! My dogs came home exhausted! They actually took a while to come greet because they didn't want to stop playing! I will use her again for sure! (more)"

Available this weekend
11. Nicholas

I'll run or walk, your dog decides

Windermere , FL, 34786

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

"Nicholas has been a lifesaver for me!  It's so great to be able to schedule a walk and/or a drop-in visit for my dog, Nahla, when I am at work or schedule an... (more)"

12. Mildred

The joy of a pet makes me happy.

Winter Garden , FL, 34787

Dog Boarding, Doggy Day Care

4 repeat clients

"Very great!! Thank you for taking great care of Barkley he loved his time and is nice and worn out when he came home. She's very good at making the dogs feel... (more)"

13. Sarah

Your Fur Family is always Welcome!

Clermont, FL, 34711

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

26 repeat clients

"When I picked Chuee up he looked like he had a fun filled day!!! Thank you Sarah for taking taking care of my baby!!! He will be back to visit! (more)"

14. Shannon

friendly, devoted, dog-lover!

Montverde , FL, 34756

Dog Boarding, Doggy Day Care, Dog Walking

"Shannon would be the most incredible dog caregiver the market could offer. For starters, she has three dogs herself. She is always talking about dogs and her... (more)"

15. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

5 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)

16. Diana

An experience your dog will love!

WINDERMERE, FL, 34786

Dog Boarding, Doggy Day Care

4 repeat clients

"Diana is an extremely sweet person. She has a great personality and tons of patience. She is the owner of two lovely boxers that were rescued and are now in ... (more)"

17. Ruth

Pets are a joy in life :)

Ocoee, FL, 34761

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

"Ruth was a great dog sitter. She took care of my puppy and I really enjoyed her service. She is extremely nice and made sure my puppy was happy. I would defi... (more)"

18. Christine

Dog Lover! Live Next to Dog Park!

Orlando, FL, 32835

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

"I was with Christine on the day that she adopted her own dog, Artie. We went to go pick him up and her eyes lit up when she first saw him and she's never bee... (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

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)"

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)"

Experience exceptional service and a personalized match

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

Learn About Premier

Dog owners love Winter Garden sitters listing doggy day care on Rover. 102 owners have reviewed dog 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.

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. And, just like with overnight stays, dog day care booked through Rover is covered by premium pet insurance, and our sitters have access to 24/7 support. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.