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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Julie B.
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Sitter Profile Image: Julie B.
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1. Julie B.

Enjoy Florida, I got your fur baby!
Winter Garden, FL, 34787
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$30
per day
Profile image

Julie was fantastic! We had a meet and greet prior for my 5 month old dog Pickles, and Julie made me feel so comfortable. Today was the day that Julie watched her and I felt very relaxed leaving her in Julie’s hands. Julie sent me pictures and kept me updated and Pickles was happy and tired from all the playing! We can’t wait for our next stay.

Sitter Profile Image: Tim & Tess O.
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Sitter Profile Image: Tim & Tess O.
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2. Tim & Tess O.

Walk/run or sleepover for your pup
Ocoee, FL, 34761
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
43 reviews
4 repeat clients
from
$40
per day
Profile image

We have rebooked multiple times with Tess and tim! My husband and I get videos and photos throughout the day of lots of play and snuggles! We know our dog is thoroughly looked after, fed, played with, and loved every time we drop off and pick up our dog. Tim and Tess are great at communicating and quick to respond ! Would highly recommend them!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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3. Poliana D.

Wholehearted animal lover
Windermere, FL, 34786
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
288 reviews
104 repeat clients
from
$50
per day
Profile image

We are glad we found Poliana! First time daycare ever for our Luna. She was nervous but we did the meet and greet beforehand and the first day went well. Received pictures and updates throughout the day. Definitely will be back again!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Sharon P.
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Sitter Profile Image: Sharon P.
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4. Sharon P.

I luv pet sitting! Work from home
Ocoee, FL, 34761
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$36
per day
Profile image

Our First time using Rover . Did a meet and greet with Sharon and her cute little dog Velvet Our Babies immediately took to both of them . Sharon made them and us feel very comfortable. While watching them over memorial day weekend she sent several pictures and videos. Even let them sleep with her, they were on a true vacation there!!!! I highly recommend Sharon for taking care of your furbabies as she will treat them as if they were her own. Thank you Sharon:)

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Angélica S.
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Sitter Profile Image: Angélica S.
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5. Angélica S.

Rover 101
Loving pet sitter, Home full-time
Ocoee, FL, 32818
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
10 repeat clients
from
$30
per day
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She was amazing!!! My pup loved her 😊

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Rover 101
I ❤️ your dogs like you do! 🐶
Ocoee, FL, 34761
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$30
per day
Profile image

Jackie and Tom were both great sitters for our big guy. I really appreciated Jackie's consideration to keep me informed and her pictures were so cute! We will be using her again. It is easy to see they are comfortable around dogs. Thanks so much!

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Sitter Profile Image: Teresa C.
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Sitter Profile Image: Teresa C.
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7. Teresa C.

Home 24/7 - Small Dog's Only
Ocoee, FL, 34761
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$35
per day
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Our dachshund, Beau had his first daycare visit at Teresa’s house. She welcomed us for a meet and greet ahead of time, and Beau instantly felt at home! Teresa and her husband have a huge fenced-in yard where Beau loved to frolic around and play with her dog, Lucy. She sent photos and videos of Beau’s daycare visit- he seemed to be loving life, hanging out on top of her sofa and exploring the house. Thank you for taking such good care of our fur baby!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Brandi M.
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Sitter Profile Image: Brandi M.
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8. Brandi M.

We love dogs & have the experience!
Ocoee, FL, 34761
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
144 reviews
52 repeat clients
from
$25
per day
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Brandi was excellent! She was very accommodating and responsive. She answered all of our questions and took great care of our pup! We will definitely be using Brandi again!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Alexandria & Dan L.
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Sitter Profile Image: Alexandria & Dan L.
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9. Alexandria & Dan L.

Eva and Val’s Puppy Pals LLC
Ocoee, FL, 34761
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
83 reviews
30 repeat clients
from
$30
per day
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My dog had a great day with Alexandria. He was comfortable from the beginning and received the care and attention he needed. She did an awesome job caring for Lucky. Not to mention the picture updates throughout the day (my favorite part of his stay). Alexandria was consistent with keeping me posted during his stay and he was happy!

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Sitter Profile Image: Ariana C.
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Sitter Profile Image: Ariana C.
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10. Ariana C.

Animallover looking for furry frien
Ocoee, FL, 34761
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$30
per day

Ariana would provide a loving, caring and safe environment for any pet. She possesses the compassion, knowledge and experience it takes to provide exceptional care for all types and breeds.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Eboni D.
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Sitter Profile Image: Eboni D.
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11. Eboni D.

Rover 101
A Safe Haven for Animals
Ocoee, FL, 34761
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
71 reviews
31 repeat clients
from
$45
per day
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Eboni took amazing care of my goldendoodle. I was sent pictures and he seemed to have enjoyed himself :). Pick up and drop off was seamless as well.

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Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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12. Angela M.

Furry friends are my fur-ever fav!
Winter Garden, FL, 34787
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per day

Angela is the most caring person I have ever known - whether it's with children (she has her Master's degree and has worked as a teacher and with special needs children) or animals. She has had her own dogs through the years and loves them until the end. She currently has "Blue" a long hair dachschund who receives several walks at the lake each day along with so much love. She is dependable, kind, responsible and has an impeccable character.

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Sitter Profile Image: Sara L.
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Sitter Profile Image: Sara L.
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13. Sara L.

I’ve always had a love for animals!
Winter Garden, FL, 34787
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$25
per day

I have known Sara for several years now, and I can confidently say that they are an exceptional dog sitter. I entrusted them with the care of my beloved furry companion, and they exceeded all my expectations. First and foremost, Sara has a genuine love and passion for animals, especially dogs. Their enthusiasm and dedication to ensuring the well-being of every dog in their care is truly remarkable. They treated my dog with the same love, attention, and care as if it were their own. During my dog's stay, Sara provided a safe and comfortable environment. They made sure my dog's needs were met, including regular feeding, exercise, and playtime. I was particularly impressed with their ability to tailor their care to my dog's specific needs and personality. They took the time to understand my dog's preferences, quirks, and any special requirements, ensuring an stress-free and enjoyable experience for my furry friend. Communication was excellent throughout the entire dog sitting period. Sara kept me updated with regular photos, videos, and messages, which provided me with great peace of mind knowing that my dog was happy and well taken care of. They were also prompt in responding to any queries or concerns I had, which further demonstrated their professionalism and dedication. In addition to their exceptional care, Sara has a wealth of knowledge and experience in dog handling. They were able to address any behavior or health-related issues that arose during my dog's stay, handling them with expertise and care. Overall, I cannot recommend Sara enough as a dog sitter. Their passion for animals, personalized care, and excellent communication skills make them the perfect choice for anyone seeking reliable and trustworthy dog sitting services. I am grateful to have found such a caring and competent individual to look after my dog, and I will undoubtedly be using their services again in the future.

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Sitter Profile Image: Michele B.
Sitter Profile Image: Michele B.

14. Michele B.

🐈 🐾 Pet’s Best Friend 🐾 🦜
Winter Garden, FL, 34787
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
29 repeat clients
from
$30
per day
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Michele is the best! Her and her cute pup Barkley are both so sweet. Cody is always happy and excited to see them both, which takes worry off my mind when dropping him off! Appreciate that Michele always sends photos of Cody and takes such great care of him 😊

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Sara H.
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Sitter Profile Image: Sara H.
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15. Sara H.

Who doesn’t ❤️ Playing with animals
Winter Garden, FL, 34787
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$20
per day

About: I’ve taken care of dogs and cats for the past five years. Not just my own but family and friends! I love to watch pets in my home who want to have fun and play with my own two dogs and 1 cat! I work from home full time so am available to meet needs of taking out your pet when you need! My weekends are also free to enjoy play time! I have two friendly pups who constantly look for new friends! I also have a cat that likes to see who is here but doesn’t bother them! My yard isn’t fenced in but we take many walks a day for everyone’s exercise!

Sitter Profile Image: Raquel C.
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Sitter Profile Image: Raquel C.
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16. Raquel C.

Passionate Pet Sitter
Winter Garden, FL, 34787
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$30
per day

Raquel is seriously amazing!!! We have two rescue cats that were originally feral. They are amazing with my husband and I, but are absolutely terrified of anyone else. Because of this we were totally shocked when they actually came out to see Raquel. Her patience and calm presence seemed to reassure them that she wasn't a threat of any kind, and after she left they searched the house for her all night! It's so reassuring to know we can actually go away and not have to worry the whole time about our cats anymore. We can always count on Raquel to be responsible, diligent and caring, and we feel completely comfortable having her in our home when we are out of town. Highly recommend!

Sitter Profile Image: Jeffrey G.
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Sitter Profile Image: Jeffrey G.
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17. Jeffrey G.

Specialized Service
Winter Garden, FL, 34787
1.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$39
per day

I have known Jeff for over 30 years and he is a responsible and mature person. Since I have known him, he has always been a pet lover and this really sounds like something that he would enjoy doing. Given the opportunity I know that Jeff would take care of anyone's pet as well as he would his own.

Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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18. Claire G.

Near downtown Winter Garden!
Winter Garden, FL, 34787
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
9 reviews
3 repeat clients
from
$15
per day

I know Claire personally! Claire is the most responsible and tuned-in caregiver of all animals, most of all pets. Claire has demonstrated years of attention to detail, flexible, and vigilance. I am beyond excited to attest to her ability to care for your own dearest furry family. She will not disappoint.

Sitter Profile Image: Ellen B.
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Sitter Profile Image: Ellen B.
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19. Ellen B.

Dog park walking distance to home!
Winter Garden, FL, 34787
2.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
from
$25
per day

We love that Ellen is so responsible and reliable - and most importantly has such a positive attitude all the time! Our pups go crazy whenever Ellen visits - they know that non-stop belly rubs are on the way :)

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Javana G.
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Sitter Profile Image: Javana G.
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20. Javana G.

Paws & Claws: Vet Tech Care
Winter Garden, FL, 34787
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per day

Javana will provide safe, loving care and great customer service. She has a natural ability to connect with animals. It has always been her passion to work with animals. She will go above and beyond to make sure that your pet is loved and cared for. I highly recommend her!

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Winter Garden Doggy Day Care ratings

Overall Rating:
4.9 out of 5 stars

Doggy Day Care sitters in Winter Garden are rated on average 4.9 out of 5 stars based on 320 reviews.

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