Doggy Day Care in Winter Springs

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

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Top rated Winter Springs doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Carmin C.
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Carmin C.
Star Sitter
from
$25
per day
5.0 out of 5 stars
62 reviews
18 repeat clients
23 years of experience
Longwood, FL, 32750

Carmin was a superb Doggy Day Care host. I can see why she's booked all the time! Aside from the dogs enjoying themselves, she's a great communicator—always prompt in returning messages, and sending lots of photos, as well. We hope to see her again—if she has an open date!

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Brent K.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$25
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Casselberry, FL, 32707

About: I’ve had animals ever since I was a child growing up on a farm. We had so many types of animals and I loved them all. I currently have 5 pets (3 cats & 2 dogs) and I’ve done everything from potty training 8 week old Beagles to end of life care for two of our sweetest dogs over the years. I love training my dogs to do tricks, but also just giving them cuddles at the end of a long day. I’ve given countless doses of meds, cleaned up plenty of puke & other messes, & know at the end of the day what it means to leave your pets in someone else’s care. I’m here to help you relax while they’re with me. I have my own pets & I have my own business that I run from home. Pets are constantly top of mind for me as they’re around me all day. I use crate training for nighttime & while I’m away from home (for our own two dogs) but otherwise they’re running around the home & yard all day long (or, if you’re our beagle, napping all day long). I love to do a quick check & make sure there are no messes (ie, puke, accidents, hairballs, etc.) and then make sure each pet gets some affection. They’ll get lots of pets throughout the day in my own home, but I also make sure to let them out frequently (we have a doggie door for the dogs). They’re fed consistently & appropriately, and I follow any guidelines left with me. My children, if your pets are at our home, will also ensure your pets get lots of affection & attention.

Sitter Profile Image: Cristen R.
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Cristen R.
from
$23
per day
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Winter Springs, FL, 32708

Cristen was absolutely fantastic! She gave incredible care and attention to my pet with regular updates! Highly recommend choosing her!

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Kristi L.
Sitter Profile Image: Sarah R.
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Sarah R.
from
$25
per day
4.9 out of 5 stars
184 reviews
79 repeat clients
14 years of experience
Winter Springs, FL, 32708

Our puppy was giving Sarah kisses when we went to pick him up. That's a 5 gold star review :) Sarah's location is great for families visiting Kennedy Space Center who need a pet sitter.

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Vishnu M.
Sitter Profile Image: Kristina C.
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Kristina C.
Star Sitter
from
$39
per day
5.0 out of 5 stars
143 reviews
51 repeat clients
10 years of experience
Altamonte springs, FL, 32701

Our puppies had a great day at Kristina’s! She has a great outdoor space for pups to run around. Kristina is a loving and kind puppy Mom! Thanks Kristina!

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Ginny S.
Sitter Profile Image: Sara W.
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Sara W.
Star Sitter
from
$30
per day
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Winter Springs, FL, 32708

Sara was great! Our pup Zayda loved her from the second they met! We used Sara for doggy daycare. She sent a mid day update and pics! Z came home tired from playing all day with Sara’s dogs. Highly recommend having Sara watch your pet!

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Taylar J.
Sitter Profile Image: Jennifer G.
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Jennifer G.
Star Sitter
from
$25
per day
5.0 out of 5 stars
181 reviews
46 repeat clients
20 years of experience
Winter Springs, FL, 32708

Wow!! Thank you Jennifer for caring for my Hani and Molly. They look happy!!! Thank you for the pictures and the communication. Your care made me very comfortable. We will be back for sure!!!

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Glenda R.
Sitter Profile Image: BRIAN M.
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BRIAN M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
6 repeat clients
15 years of experience
Winter Springs, FL, 32708

Vito had a great day with Brian! Brian's communication and photos were awesome and we look forward to using him again!

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Keri L.
Sitter Profile Image: Sasha P.
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Sasha P.
Star Sitter
from
$25
per day
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Lake Mary, FL, 32746

Here's a revised version of your review with some enhancements for clarity and flow: --- Sasha was wonderful! I was initially nervous about leaving my dog with someone unfamiliar, but as soon as Sasha met him, she showered him with love, and he was very happy. He didn’t even notice when I left! I felt a huge relief knowing he was in good hands. Sasha was incredibly kind and even sent me pictures, which made me even happier. I would absolutely choose Sasha to care for my dog again.

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Liliana R.
Sitter Profile Image: Rita D.
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Rita D.
from
$35
per day
5.0 out of 5 stars
77 reviews
37 repeat clients
35 years of experience
Lake Mary, FL, 32746

Rita made my first experience with Rover pleasant and seamless. She is very professional and easy to work with. She communicated with me all throughout the stay and really went above and beyond to reassure me that my fur-baby was in good hands.

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Cindy F.
Sitter Profile Image: Bruce C.
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Bruce C.
Star Sitter
from
$40
per day
5.0 out of 5 stars
564 reviews
157 repeat clients
50 years of experience
Oviedo, FL, 32765

There are not enough words I can say about Bruce! He helped us out last minute and our dog Akiiro had the best time ever! He sent us pictures and it was so sweet to see our baby playing and living his best life. We live 2 hours away but frequent Orlando and I can say Bruce will be our go to person for doggie day care! Thank you from the bottom of our hearts!

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Elisabethe L.
Sitter Profile Image: Denys H.
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Denys H.
Star Sitter
from
$25
per day
5.0 out of 5 stars
76 reviews
24 repeat clients
17 years of experience
Altamonte Springs, FL, 32714

She is awesome, she take care the puppy and she is a great big sister for him. I m sad she is not be able next time but I recommend her services 100%

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Germain R.
Sitter Profile Image: Debra R.
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Debra R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
247 reviews
100 repeat clients
35 years of experience
Casselberry, FL, 32701

Lotte had a great day as always with lots of playtime and naps. Debra was able to take Lotte with last minute notice and even got me a little personalized keychain for mother‘s day 🥰

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Meggie S.
Sitter Profile Image: Kaitlyn F.
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Kaitlyn F.
Star Sitter
from
$37
per day
4.9 out of 5 stars
32 reviews
14 repeat clients
14 years of experience
Altamonte Springs, FL, 32701

Kaitlyn gives great love and attention to scout and they’ve come to know each other well. Kaitlyn also gets him exercise and keeps him on his routine.scout loves to go to her place!

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Suku K.
Sitter Profile Image: Elyscia S.
Verified Background Check
Elyscia S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
51 reviews
17 repeat clients
10 years of experience
Altamonte Springs, FL, 32701

I liked everything. The dog seemed calm after I picked her up. Elyscia sent photos and responded to my requests and messages quickly. Her dog seemed very friendly.

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Anna N.
Sitter Profile Image: Alicia L.
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Alicia L.
from
$60
per day
5.0 out of 5 stars
119 reviews
16 repeat clients
30 years of experience
Longwood, FL, 32750

We love going to Alicia for daycare! Our Java loves playtime with her dogs and comes home sleepy each time. Highly recommend Alicia as a rover sitter

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Maariya M.
Sitter Profile Image: Douglania B.
Verified Enhanced Background Check
Douglania B.
from
$30
per day
5.0 out of 5 stars
379 reviews
148 repeat clients
5 years of experience
Sanford, FL, 32771

So glad I found Douglania! Just moved here and needed a new daycare for my dog and she has made my dog so happy and comfortable! And has eased my mind while I’m at work. She is now my weekly go to!

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Wendi N.
Sitter Profile Image: Gypsy R.
Verified Background Check
Gypsy R.
from
$40
per day
5.0 out of 5 stars
30 reviews
16 repeat clients
14 years of experience
Longwood, FL, 32750

About: Gypsy and Keith are fun and adventurous pet lovers who are looking forward to sharing their relaxing oasis with some new furry four legged friends. New clients are requested to book a meet and greet prior to their first stay. Their Pet Retreat offers a relaxing and tranquil shaded lanai around the pool overlooking a shady and spacious back yard to run and chase the squirrels, lizards and birds. As a licensed massage therapist, Gypsy enjoys snuggling and rubbing the furry bellies. Keith enjoys daily exercise with your fur babies by playing chase, hide-n-seek and daily walks through our shady neighborhood. We feel every fur baby deserves a vacation full of TLC & FUN! I work from home and can provide 24/7 care for your fur babies. We enjoy providing a safe haven full of fun activities, lots of belly rubs and TLC. We have a large fenced in backyard for them to explore and play with their new friends they make as we help teach them social skills. Never a dull moment at our retreat. They are never left unsupervised. We believe your fur babies, deserve fun, safe and loving vacations too. Please contact us to schedule a meet and greet to prepare for future vacations.

Sitter Profile Image: Jose P.
Verified Background Check
Jose P.
from
$30
per day
4.9 out of 5 stars
37 reviews
9 repeat clients
5 years of experience
Casselberry, FL, 32707

Jose was very welcoming and reassuring of our puppy’s stay! He provided very quick responses and pictures as well. We will surely rebook with Jose :)

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Jermaine W.
Sitter Profile Image: Carla H.
Verified Enhanced Background Check
Carla H.
from
$38
per day
5.0 out of 5 stars
24 reviews
7 repeat clients
30 years of experience
Altamonte springs, FL, 32701

Carla was great - saved me when I needed last minute care for my puppy! He seemed happy and relaxed there while in her care.

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Stephanie M.
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Over 89
pet parents in Winter Springs have booked doggy day care

Winter Springs dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Cristen was absolutely fantastic! She gave incredible care and attention to my pet with regular updates! Highly recommend choosing her!

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Kristi L.
Doggy Day Care
5.0 out of 5 stars

Here's a revised version of your review with some enhancements for clarity and flow: --- Sasha was wonderful! I was initially nervous about leaving my dog with someone unfamiliar, but as soon as Sasha met him, she showered him with love, and he was very happy. He didn’t even notice when I left! I felt a huge relief knowing he was in good hands. Sasha was incredibly kind and even sent me pictures, which made me even happier. I would absolutely choose Sasha to care for my dog again.

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Liliana R.
Doggy Day Care
5.0 out of 5 stars

Debra was wonderful with Jack! She replied very fast and was even able to come pick Jack up and drop him back off for me as I was throwing a party that day for my son. I will most definitely be calling her in the future again.

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Jenny S.
Doggy Day Care
5.0 out of 5 stars

My two girls always love their stay with Carmin. Plus, she is a great communicator who is always quick to return Messages about bookings and such.

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Brent K.
Doggy Day Care
5.0 out of 5 stars

If you looking for somebody that really cares about your dog like their own jose will be the person to go he keeps you updated and send you pictures thru the day , milo has so much fun definitely will be our place to go if we need somebody to take care of our little puppy

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maria o.
Doggy Day Care
5.0 out of 5 stars

Vito had a great day with Brian! Brian's communication and photos were awesome and we look forward to using him again!

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Keri L.
Doggy Day Care
5.0 out of 5 stars

Lissette was great with our fur baby.Thank you for watching our Kai'u he now has a BFF in Zoe. Every time i mention her name he gets excited 😊.

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Lakeyshia P.
Doggy Day Care
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Winter Springs is $30

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winter Springs average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winter Springs on Rover as of Apr 2026 was about $30 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winter Springs doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, 1,880 sitters provided doggy day care in Winter Springs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Winter Springs sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winter Springs have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winter Springs.

Winter Springs doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winter Springs sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 1,880 sitters offering doggy day care in Winter Springs on Rover, so you’re sure to find the perfect match for your dog! In Winter Springs, 97% of sitters offer daily exercise, 97% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.