Doggy Day Care in Windermere

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Christmas and New Year
Rodney W.
1.
Who let the dogs out? I did... =DMillenia, Orlando, FL, 32839
Dog Boarding, Doggy Day Care

Rodney is a great sitter! It was my 4-month-old puppy’s first time being left with someone new and I was worried he’d be anxious but I could tell he had a lot o… (more)

from
$25
per day
Calendar Recently Updated
Roseli G.
2.
Winter Garden Pet BoardingWinter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care

Roseli was great with our dog. He had tons of playtime, walks, and was super happy all day. She sent lots of pictures and videos to show what a good time he was… (more)

from
$30
per day
Calendar Recently Updated
Debbe B.
3.
B B and B all 3Apopka, FL, 32703
Dog Boarding, Doggy Day Care

My dog was so excited on the second day (and third) that she got all whiney and waggy when she realized where we were. Debbie has been a WONDERFUL caregiver to… (more)

from
$20
per day
Confirmed availability: Christmas and New Year
Brandi M.
4.
We love dogs & have the experience!Ocoee, FL, 34761
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello! I’m Brandi and he’s Tim, my fiancé. I attended vet assistant dual enrollment at local tech school in high school and then worked in vet and bo… (more)

from
$25
per day
Confirmed availability: Christmas and New Year
Margaux C.
Super caring, sweet and loving!Winter Garden, FL, 34787
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

What can I say besides WOW. I don't think I've met someone who loves my dogs as much as I do, but then there's Margaux! She goes above and beyond for them, and … (more)

from
$28
per day
Confirmed availability: Christmas and New Year
6.
Jia 
Verified Background Check
Fenced yard and dog free home 🥰🥰Metro West, Orlando, FL, 32835
Dog Boarding, Doggy Day Care

Jia and her family were great! Jia sent pictures and updates on her. Princess was well taken care of. Thank you for your care and hospitality! Will rebook again… (more)

from
$25
per day
Confirmed availability: Christmas and New Year
7.
Dog FatherOrlando, FL, 32835
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Naif did a great job taking care of Yosie and making sure she had a fun day while my family visited Universal. He sent pictures of her playing with his dog and … (more)

from
$35
per day
Calendar Recently Updated
8.
Animal lover & treat ur dog as mineOcoee, FL, 34761
Dog Boarding, Doggy Day Care

Lisa was great!! She was very kind and let us and our babies get comfortable with her and her home before committing to our first sitter experience. I love that… (more)

from
$42
per day
Calendar Recently Updated
9.
Genuine Love for All Dogs & CatsFlorida Center, Orlando, FL, 32819
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We have known Ashley since 2013. She is extremely honest, trustworthy and reliable. She loves animals. Ashley gives the dogs she watches plenty of love and atte… (more)

from
$25
per day
Confirmed availability: Christmas and New Year
10.
Lake Butler Doggy DaycareWindermere, FL, 34786
Dog Boarding, Doggy Day Care

Jerry is awesome! We use him every week for a day and for special occasions. Nala loves him and Blue and his love and enjoyment for the dogs he takes care of is… (more)

from
$40
per day
Calendar Recently Updated
11.
Your pets’ home away from home!Metro West, Orlando, FL, 32835
Dog Boarding, Doggy Day Care

Amber is so amazing. I’ve booked her a few times now for my (very reactive) bulldog, Reggie. He doesn’t take well to strangers but he looks so happy in every pi… (more)

from
$25
per day
Confirmed availability: Christmas and New Year
12.
Ready to take care of your fur babyWindhover, Orlando, FL, 32819
Doggy Day Care

Meghan was fantastic! She was very responsive to my messages, sent lots of pictures of my dog, took her for a walk and was very welcoming and agreeable. It was … (more)

from
$30
per day
Confirmed availability: Christmas and New Year
Pets are soulmatesWindermere, FL, 34786
Dog Boarding, House Sitting, Doggy Day Care

About: I have take care If pets since I was little. My connections with animals are more successful that with humans😂 I would love to babysit I’m currently… (more)

from
$25
per day
Calendar Recently Updated
14.
Animal lover/close to local attractFlorida Center, Orlando, FL, 32819
Dog Boarding, Doggy Day Care

Kymry is without a doubt the most amazing woman to have take care of your dog she is so kind keeps you updated with the dogs is so attentive and you can tell sh… (more)

from
$35
per day
Calendar Recently Updated
15.
Fun & Loving Dog Whisperer 🐶Metro West, Orlando, FL, 32835
Dog Boarding, Doggy Day Care

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… (more)

from
$25
per day
Confirmed availability: Christmas and New Year
16.
Born and raised with dogs!Winter Garden, FL, 34787
Dog Boarding, Doggy Day Care, Dog Walking

This was our first time using Rover and Carlos to watch our dogs. Paxton and Sawyer had the BEST time with Carlos who kept us informed on how they were doing an… (more)

from
$25
per day
Confirmed availability: Christmas and New Year
Your reliable nanny …Love animalsWindhover, Orlando, FL, 32819
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Katharina did an amazing job with Lilly. When you have a very expensive dog you need to make sure you find the perfect pet sitter. She and her mom who helped di… (more)

from
$40
per day
Confirmed availability: Christmas and New Year
18.
Exercise, play or Netflix & chill?Gotha, FL, 34734
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Friendly and responsive. Our pups were taken care of during their stay. (more)

from
$30
per day
Calendar Recently Updated
19.
Home.full-time - large fenced yardGotha, FL, 34734
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Thank you so much Michele! The pups seemed to have a great time and we loved your pups as well! (more)

from
$35
per day
20.
Large Fenced Yard & Animal Loverwinter garden, FL, 34787
Dog Boarding, Doggy Day Care, Dog Walking

Rosa was wonderful! She sent plenty of updates and pictures throughout the day and was very communicative prior to booking. We came into town to go to Disney so… (more)

from
$30
per day

Rover also offers in:

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family.