Doggy Day Care in Cypress Gardens

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn B.
Verified Enhanced Background Check
Sitter Profile Image: Jenn B.
Verified Enhanced Background Check

1. Jenn B.

Rover 101
🐾Your pet’s home away from home 🐾
Winter Haven, FL, 33880
3.2 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$35
per day

Jenn helped us as we traveled to Tampa for the weekend with our dog and need last minute dog day care with late hours. My husband and I were most appreciative of the service she povided and the interaction Winter was able to have with the othe dogs. Thank you again, Jenn!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie Z.
Verified Background Check
Sitter Profile Image: Katie Z.
Verified Background Check

2. Katie Z.

RoverGO
You Leave Em’, We Love Em’.
Winter Haven, FL, 33881
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
74 reviews
27 repeat clients
from
$35
per day

I booked daycare with Katie at the last minute. She is kind and provided timely responses. Katie sent me a video and plenty of pictures, so it was nice to see my dogs having a good time! They seem like they enjoyed and I would definitely recommend having your dogs stay with her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check

3. Elizabeth J.

Simple Life
Winter Haven, FL, 33880
2.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$30
per day

Elizabeth was amazing!! she did great with my pup and sent pictures the whole time to keep me updated!! would for sure recommend her to anyone and will be coming back!

Sitter Profile Image: Deidre "Dee" N.
Verified Enhanced Background Check
Sitter Profile Image: Deidre "Dee" N.
Verified Enhanced Background Check

4. Deidre "Dee" N.

More than JUST boarding
Lake Hamilton, FL, 33851
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$31
per day

Very professional. Grateful for last minute acceptance of my Chipper Dawg! Thanks for taking care of my fur baby!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melinda M.
Verified Enhanced Background Check
Sitter Profile Image: Melinda M.
Verified Enhanced Background Check

5. Melinda M.

Where Pets are Treated like Family.
Winter haven, FL, 33880
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$26
per day

Ranger came back tired and looked to have fun! Will be booking again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Candice R.
Verified Enhanced Background Check
Sitter Profile Image: Candice R.
Verified Enhanced Background Check

6. Candice R.

Happy Partner for Happy Paws 🐾
Winter Haven, FL, 33880
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
152 reviews
53 repeat clients
from
$25
per day

Candice was wonderful with our boy this week! She worked with us to accommodate our pick up and drop off times. She communicated daily with me, and sent me daily pictures/videos. Thank you!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sandy D.
Verified Background Check
Sitter Profile Image: Sandy D.
Verified Background Check

7. Sandy D.

Care for K9 and Feline Kids
Waverly, FL, 33877
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$37
per day

Sandy was SUPERB with my Cody! She’s so in touch with the dogs and truly cares/loves them. I was so happy with her care of Cody and would recommend her for your pets care.

Calendar Recently Updated
Sitter Profile Image: Denise V.
Verified Background Check
Sitter Profile Image: Denise V.
Verified Background Check

8. Denise V.

Rover 101
All Dog's Inn Winter Haven, FL
Winter Haven, FL, 33881
5.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
80 reviews
21 repeat clients
from
$38
per day

Denise is wonderful! Our dog Louie loved doggy day care. He enjoyed Denise's time and played in her large backyard! We were provided photos and updates on his visit. We have boarding booked in the future. We are beyond grateful for Denise and for her love and patience with Louie!

Calendar Recently Updated
Sitter Profile Image: Esperanza I.
Verified Enhanced Background Check
Sitter Profile Image: Esperanza I.
Verified Enhanced Background Check

9. Esperanza I.

I love all animals especially dogs.
Winter Haven, FL, 33880
3.6 mi. away
Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$25
per day

She is very good with Animals it’s like second nature to her. She has trained my stubborn dog to do things that he would never do before.

Calendar Recently Updated
Sitter Profile Image: Colleen J.
Verified Background Check
Sitter Profile Image: Colleen J.
Verified Background Check

10. Colleen J.

24 hour "Spoil your Pet service"
Winter Haven, FL, 33884
2.9 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
14 repeat clients
from
$30
per day

Colleen was the best sitter I could have possibly had for Bentley! She clearly adored Bentley from the moment she set eyes on him, and he was immediately in love with her. He had no interest in me, not even to say goodbye- he was so content to be with her. She kept me updated with photos and videos of Bentley, and let me know how he was doing throughout his stay. I appreciated how flexible she was with her schedule, in terms of drop off & pick up times. She was easy & quick to communicate with. I felt very at ease leaving Bentley with Colleen, and I almost feel guilty that Bentley won’t be able to see her more. I wish I lived closer to book Colleen more often as a sitter! A wonderful first experience with Colleen, and Rover. I cannot speak highly enough of Colleen. Thank you!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
Verified Enhanced Background Check
Sitter Profile Image: Ana G.
Verified Enhanced Background Check

11. Ana G.

Beloved pets in lovely hands
Winter haven, FL, 33880
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$30
per day

Always great!

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

12. Amber E.

Rover 101
pet loving homeschool family🐾🐾
Winter haven, FL, 33884
2.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$25
per day

Amber and her family took great care of my pup during his stay. When I picked him up, it was obvious to me that he was comfortable in her home, comfortable with her and her family. I appreciate the time, attention, cuddles and care he was given. He looked content and happy in the pictures that were shared with me. I love knowing he's in great hands when I can't be with him. If you're looking for a sitter, I confidently recommend Amber E.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rose C.
Verified Enhanced Background Check
Sitter Profile Image: Rose C.
Verified Enhanced Background Check

13. Rose C.

Every animal deserves love
Winter Haven, FL, 33880
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$25
per day

About: Growing up in the Dominican Republic, my childhood was filled with close connections to animals like cows, horses, chickens, and pigs. I remember the joy of helping my grandma feed a piglet with my own milk bottle, and the bond I formed with a chick given to me as an Easter gift, which grew into a loyal rooster that followed me everywhere. My love for animals goes beyond sentiment; I believe in treating them with respect, kindness, and love. Every animal I encounter deserves a good experience, whether it's a cherished pet or a stray dog I find on the streets. Recently, while driving with my daughter, we rescued a dog and I was filled with joy while caring for her, bathing away her fleas and ensuring her comfort. This passion is what drives me to pursue a career as a pet sitter. I want to ensure that every pet in my care feels like they're on vacation, receiving the same love and attention they would from their owners. I am committed to giving my all to ensure the well-being of every furry friend entrusted to me. I work from home. Therefore, I will be watching your pet all day and going for morning, mid day and evening walks and/or run around the backyard with toys. I provide a safe space alone for your pet to feel confortable. I also take the time for my dogs to get to know the new friend and versus. I ensure that the house is clean and the areas where they are are always clean. I love to play with the dogs and to have a good time

Sitter Profile Image: Carmen G.
Verified Enhanced Background Check
Sitter Profile Image: Carmen G.
Verified Enhanced Background Check

14. Carmen G.

I love and enjoy to take care dogs
Winter Haven, FL, 33880
3.5 mi. away
Boarding, Doggy Day Care
1 review
from
$25
per day

Carmen G. would be an excellent pet sitter due to her compassionate nature and strong sense of responsibility. Her attention to detail and genuine love for animals ensure that your pet would receive safe and loving care. Carmen's dedication to providing exceptional customer service would also make her a reliable and trustworthy choice for any pet owner seeking peace of mind while away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Eva M.
Verified Enhanced Background Check
Sitter Profile Image: Eva M.
Verified Enhanced Background Check

15. Eva M.

Happy Place for your Fur Baby🐶❤️🏠
Winter Haven, FL, 33884
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$38
per day

My dog stayed with Eva twice and she is amazing. I felt relaxed on my vacation, knowing that she is taking care my dog well and she always sent me updates, pictures and videos. Very good, will book it again!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Saan A.
Verified Enhanced Background Check
Sitter Profile Image: Saan A.
Verified Enhanced Background Check

16. Saan A.

We are PAWsitively the best!!!
Winter haven, FL, 33881
3.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per day

Hello i had the beautiful experience of having my two dogs walked by saan. I needed help with draining their energy and i was so busy but my friend recommended saan, and so i decided to try it out and omg best decision. My dogs love him!!. saan runs them, plays games with them he even takes them swimming.when saan brings my dogs back home there so relaxe and that makes it so much better to enjoy the dogs at home! Saan is the real deal.

Sitter Profile Image: Marquette S.
Verified Enhanced Background Check
Sitter Profile Image: Marquette S.
Verified Enhanced Background Check

17. Marquette S.

Your babies new best friend 🐾
Winter Haven, FL, 33884
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per day

About: I have owed animals my entire life, from dogs and cats to horses and rabbits. I was a foster for years for a rescue before moving across the country. I have experience with special needs animals. I will love and spoil your babies like they are my own. I am currently working remotely from home. I have time in the mornings, evenings and on the weekends to hangout with and take care of your pets. I have three dogs who eat better than me and I feed the neighborhood cats in my area. I have experience giving medication if needed.

Sitter Profile Image: Shiva W.
Verified Enhanced Background Check
Sitter Profile Image: Shiva W.
Verified Enhanced Background Check

18. Shiva W.

A Fur-Baby's Home Away from Home
Winter Haven, FL, 33884
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per day

Shiva has had pets since she was a child. She’s very attentive to details, and understands how important pets are to family. Her demeanor with pets, is one of patience and kindness. I think any pet she has, she finds away to interact with them; and find common ground.

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

19. Makenzie M.

Aussie mom and awesome pilot
Winter Haven, FL, 33880
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$25
per day

Makenzie has watched my cat when I’ve been out of town and has done a wonderful job! I’ve also seen her with dogs, she loves to play with them and take care of them. Would for sure let her watch my kitty again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tony S.
Verified Background Check
Sitter Profile Image: Tony S.
Verified Background Check

20. Tony S.

Rover 101
Dog enthusiast/trainer
WinterHaven, FL, 33880
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$63
per day

Tony and his family were great! Archie had a wonderful time hanging out for the day. Location is very convenient for legoland. Would definitely reach out again if we are in the area. Thanks tony!

Search Map

Doggy Day Care FAQs

Frequently asked questions about Rover

Rover also offers other services in Cypress Gardens:

Doggy Day Care