Doggy Day Care in Windermere

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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Julie B.
Verified Enhanced Background Check
Sitter Profile Image: Julie B.
Verified Enhanced Background Check

1. Julie B.

Enjoy Florida, I got your fur baby!
Winter Garden, FL, 34787
5.2 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.

Calendar Recently Updated
Sitter Profile Image: Rennan C.
Verified Enhanced Background Check
Sitter Profile Image: Rennan C.
Verified Enhanced Background Check

2. Rennan C.

Animal lover!
Orlando, FL, 32836
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
53 reviews
10 repeat clients
from
$46
per day
Profile image

Rennan dogsat for our golden Luke several times over a few weeks we were in town. Luke doesn’t like to be left for long periods of time and Rennan was a perfect fit. It is apparent he loves dogs and takes good care of them and takes them for several walks to the dog park during the day. I feel so fortunate we found him!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Susan P.
Verified Enhanced Background Check
Sitter Profile Image: Susan P.
Verified Enhanced Background Check

3. Susan P.

Loving Care Services - DISNEY AREA
Orlando, FL, 32836
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
50 reviews
11 repeat clients
from
$48
per day
Profile image

Susan and her husband provided me with a lot of comfort knowing my boys were being cared for while I was in town for business. They even tolerated my very cranky and bossy Chihuahua.

Calendar Recently Updated
Sitter Profile Image: Amber M.
Verified Enhanced Background Check
Sitter Profile Image: Amber M.
Verified Enhanced Background Check

4. Amber M.

Your Dog's Home Away From Home
Orlando, FL, 32809
6.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
43 reviews
13 repeat clients
from
$25
per day
Profile image

Amber was wonderful with our puppy during her daycare stay over the week. We could tell from pictures and dropping her off that she was friendly and taking care of her well. No issues, on time and very accommodating to our schedule. Recommend for sure and will use again gladly!

Calendar Recently Updated
Sitter Profile Image: Kymry G.
Verified Background Check
Sitter Profile Image: Kymry G.
Verified Background Check

5. Kymry G.

Animal lover/close to local attract
Florida Center, Orlando, FL, 32819
4.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
322 reviews
93 repeat clients
from
$35
per day
Profile image

Kymry was GREAT! My pups is my child and I was very happy knowing he was in great hands. She sent me pictures and was updating me during his stay. You can tell her love for dogs as soon as you meet her. Thank you Kymry

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jared C.
Verified Enhanced Background Check
Sitter Profile Image: Jared C.
Verified Enhanced Background Check

6. Jared C.

Your dogs other best friend
Winter Garden, FL, 34787
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$25
per day

Jared is a very honest caring person I highly recommend as a pet sitter, my dogs absolutely loved him he can handle any situation I trust him 100% with my dogs.

Sitter Profile Image: Tim & Tess O.
Verified Background Check
Sitter Profile Image: Tim & Tess O.
Verified Background Check

7. Tim & Tess O.

Walk/run or sleepover for your pup
Ocoee, FL, 34761
4.5 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: Naif A.
Verified Background Check
Sitter Profile Image: Naif A.
Verified Background Check

8. Naif A.

Universal area Dog Brother!
Orlando, FL, 32835
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
58 reviews
13 repeat clients
from
$40
per day
Profile image

Naif was amazing from beginning to end! His initial response time was less than 10 minutes. Not to mention, Naif’s home is 10 minutes from Universal Studios. He sent me photos & updates of our pup, Gypsy, throughout the play date. We ended up staying at Universal Studios longer than expected, and he was super accommodating! From now on, Naif will always be my first choice for a sitter when we’re in Orlando!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Poliana D.
Verified Enhanced Background Check
Sitter Profile Image: Poliana D.
Verified Enhanced Background Check

9. Poliana D.

Wholehearted animal lover
Windermere, FL, 34786
4.1 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

My dogs are like kids to me and I have a very hard time whenever I have to leave them in daycare. Having said that, as soon as I met Poliana this morning I knew the pups were in very good hands. She is a true dog lover, soft spoken and with a kind demeanor, I felt completely at ease with her. I had a very relaxed day and received updates with plenty of pictures. The pups were also happy and relaxed from their great stay at Poliana’s house. I can’t recommend her enough. If you are visiting Disney or the surrounding areas of Orlando, she is the dog sitter you want. Thank you Poliana, Pink and Bowie will be back soon! ☺️

Calendar Recently Updated
Sitter Profile Image: Joyce L.
Verified Enhanced Background Check
Sitter Profile Image: Joyce L.
Verified Enhanced Background Check

10. Joyce L.

I just love animals
Metro West, Orlando, FL, 32835
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
7 repeat clients
from
$35
per day
Profile image

She is very kind and took great care of my baby, thank you. 💕🐶

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Anghi U.
Verified Enhanced Background Check
Sitter Profile Image: Anghi U.
Verified Enhanced Background Check

11. Anghi U.

animals are loved for free ❤️🐕
Kirkman South, Orlando, FL, 32835
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
4 repeat clients
from
$60
per day
Profile image

Anghi was very sweet with Tina, she sent us photos of their activities during the day. Anghi was all about love with my doggie, I am certain Tina was in great hands, very recommended.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Angélica S.
Verified Enhanced Background Check
Sitter Profile Image: Angélica S.
Verified Enhanced Background Check

12. Angélica S.

Rover 101
Loving pet sitter, Home full-time
Ocoee, FL, 32818
4.4 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
Profile image

She was amazing!!! My pup loved her 😊

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Ana F.
Verified Enhanced Background Check
Sitter Profile Image: Ana F.
Verified Enhanced Background Check

13. Ana F.

Trustworthy and genuine pet lover
Metro West, Orlando, FL, 32835
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
17 repeat clients
from
$35
per day
Profile image

It was my first time leaving my dog ​​with a dog sitter. I chose Ana because she seems to be a dog lover and because of her excellent reviews. I was not wrong, my dog ​​came out happy and made friends with other dogs (He’s shy so I was so happy seeing that).Also she sent me pics and answered messages quickly. Thanks Ana🫶🏽 Now I'm going to do the boarding with her since she seems like a person who can I trusted.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Daijah B.
Verified Enhanced Background Check
Sitter Profile Image: Daijah B.
Verified Enhanced Background Check

14. Daijah B.

Fun & Loving Dog Whisperer 🐶
Metro West, Orlando, FL, 32835
4.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
127 reviews
36 repeat clients
from
$25
per day
Profile image

Daija was great! She kept me updated with Bali, sent pictures, and made sure she was comfortable. She is so sweet as well which made me feel great about leaving Bali with her. She has a lab of her own which I love because Bali enjoys being around other dogs. I will definitely book Daija in the future. Thanks!

Calendar Recently Updated
Sitter Profile Image: Jerry P.
Verified Background Check
Sitter Profile Image: Jerry P.
Verified Background Check

15. Jerry P.

Lake Butler Doggy Daycare
Windermere, FL, 34786
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
482 reviews
254 repeat clients
from
$45
per day
Profile image

Jerry was awesome! He was able to take care of my English Bulldog on such short notice. She loved every second of it and he sent up updates as to how she was doing throughout the day. Will definitely be using his services again!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Youmitha J.
Verified Enhanced Background Check
Sitter Profile Image: Youmitha J.
Verified Enhanced Background Check

16. Youmitha J.

Happy paw happy life! Woof 🐶
Metro West, Orlando, FL, 32835
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
6 repeat clients
from
$30
per day
Profile image

Very nice and easy to talk to. Responsive and friendly. I recommend 100%!!!

Calendar Recently Updated
Sitter Profile Image: Gloria L.
Verified Enhanced Background Check
Sitter Profile Image: Gloria L.
Verified Enhanced Background Check

17. Gloria L.

I love animals and they love me 💕
Orlando, FL, 32819
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$40
per day
Profile image

Gloria is a very nice lady, she took good care of my dog, sent tons of video so I know my dog was very happy with her. I will definitely request her next time when I come in town. Thank you Gloria ❤️

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Kim G.
Verified Enhanced Background Check
Sitter Profile Image: Kim G.
Verified Enhanced Background Check

18. Kim G.

Rover 101
A caring, fun wellness experience!
Windermere, FL, 34786
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
36 reviews
16 repeat clients
from
$45
per day
Profile image

We had a meet and greet first and it went well great, You can tell Kim cares about her fur clients and our 2 girls warmed up to her quickly. Even though the dogs have free rein in her home, she actually has a,designated area for dogs if they want to chill on their own. Your dog can leash walk or there is a dog park right in the neighborhood. I would definitely use Kim again.

Calendar Recently Updated
Sitter Profile Image: Ariana C.
Verified Enhanced Background Check
Sitter Profile Image: Ariana C.
Verified Enhanced Background Check

19. Ariana C.

Animallover looking for furry frien
Ocoee, FL, 34761
2.7 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: Journey F.
Verified Enhanced Background Check
Sitter Profile Image: Journey F.
Verified Enhanced Background Check

20. Journey F.

Pet Lover! DISNEY/UNIVERSAL AREA :)
Windermere, FL, 34786
2.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
1 review
from
$50
per day

About: Hello :) My name is Journey and I adore spending time with and caring for animals. Especially doggies! I have provided the utmost compassionate care and supervision for pets in many situations and households. Growing up, my home was also a home to four doggies who each received so much love. One of which still lives with me. My best friend of 13 years, my Angel baby. She is quite the verbose dog so over our time together I have learned that barks are words! Such as her telling me when she needs to potty. I implement personal care plans for each pets unique needs (in accordance to their typical routine of course) keeping in mind pets may vary upon: diet, exercise routine, breed, and the anxiety that comes with being away from their best friend. I am here to make sure your precious pooch (or cat) does not fret while you are away! I have experience with grooming tasks such as: bathing, brushing, nail trimming, and maintaining pets hygiene along with appearance to high standards. Which are a few services I am more than happy to provide for free upon your request! I am currently in college and my classes are fully online so I will be home all day long, comforting your little buddy. My neighborhood does not have any through traffic so it is perfect for walks and my fenced in back yard is an excellent place for them to get lots of energy out while we play! If your pooch prefers to relax I can easily accommodate to that as well. My schedule is extremely flexible as I am taking my college courses entirely online this summer. I am home 24/7 with my two doggies, Angel and Mia. We spend all day together so they receive a lot of attention, as will your best friend ! As I mentioned before, my home and neighborhood is an excellent environment for our furry friends. With my fenced in back yard for endless playtime, street with no through traffic for safe walks, and me being home all day for good company, your pet is in great hands.

Search Map

Doggy Day Care FAQs

Frequently asked questions about Rover

Windermere Doggy Day Care ratings

Overall Rating:
5.0 out of 5 stars

Doggy Day Care sitters in Windermere are rated on average 5 out of 5 stars based on 247 reviews.

Rover also offers Doggy Day Care in:

Rover also offers other services in Windermere:

Doggy Day Care