Doggy Day Care Winter Haven

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

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Over 74
pet parents in Winter Haven have booked doggy day care

Winter Haven, Find top rated doggy day care

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

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Sitter Profile Image: Nikolai L.
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Nikolai L.
from
$30
per day
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33881

Kiah had a great time with Nikolai! We are so happy with our experience, I would trust Nikolai to watch her anytime, we are SO grateful for her help!

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Stephanie C.
Sitter Profile Image: Melinda M.
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Melinda M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
113 reviews
39 repeat clients
20 years of experience
Winter haven, FL, 33880

Melinda was truly amazing! I needed a last minute pet sitter and she responded quick. She was incredibly kind and flexible. She shared photo updates of my pup throughout the day, and he looked like he was having a great time, it was awesome he got to interact with other friendly dogs too. I felt comfortable knowing he was in such good hands. I highly highly recommend Melinda to anyone looking for a reliable and caring sitter!

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Giana M.
Sitter Profile Image: Vivian R.
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Vivian R.
from
$25
per day
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Eagle Lake, FL, 33839

About: I treat every pet like my own. I have experience with puppies who need patience and basic training, as well as senior pets who need extra care and attention. I’m reliable, attentive, and always focused on keeping pets safe and comfortable. IG:thepetnanyy Pet care fits naturally into my daily routine. I plan my schedule around feeding, walks, playtime, and check-ins, making sure each pet gets consistent attention and care throughout the day and week. I follow the pet’s usual routine as closely as possible, whether I’m caring for them in my home or in a client’s home. This includes feeding on schedule, walks or playtime, cleaning up after them, and giving lots of attention. I also make sure their space is safe, clean, and comfortable, and I keep owners updated so they feel at ease while they’re away.

Sitter Profile Image: Martina F.
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Martina F.
from
$35
per day
5 years of experience
Winter Haven, FL, 33880

About: I have past professional babysitting and nannying experience and I believe if you can leave your child under my care than a pet should be the same! I've had 2 German shepards that I have trained myself along with countless other doggies I've watched and taken care of I’m reliable, detail oriented, and flexible with scheduling. Whether you need a quick drop-in visit, daily walks, overnight care, or extended pet sitting, I’m committed to providing dependable care and giving you peace of mind while you’re away. I am a college student so my schedule is wide open. I have experience caring for dogs and cats of all ages, sizes, and personalities. From daily walks and playtime to feeding, administering medications, cleaning up, and sticking to your pet’s routine, I understand that consistency is key to keeping them happy and stress free. My goal is to care for your pet as if they were my own.

Sitter Profile Image: Claudia M.
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Claudia M.
from
$28
per day
5.0 out of 5 stars
14 reviews
5 repeat clients
25 years of experience
Winter Haven, FL, 33880

She was helpful and made adjustments for our late request.Thanks.We will definitely go back to her.

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Anil P.
Sitter Profile Image: Marie W.
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Marie W.
from
$20
per day
5.0 out of 5 stars
6 reviews
1 repeat client
42 years of experience
Winter Haven, FL, 33884

Marie was wonderful. She has great set up for her guests and made mine feel really loved. I would recommend Marie wholeheartedly to anyone needing care for their fur babies.

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Martha P.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$35
per day
5.0 out of 5 stars
17 reviews
8 repeat clients
15 years of experience
Auburndale, FL, 33823

Ashley is the kindest person that treats your “baby/babies” just like they are her “baby/babies”. She is reliable and makes all of my fears disappear. Makes work easier knowing my boy is well taken care of.

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Tara W.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
winter haven, FL, 33884

About: I care for my own dog every day and have been pet sitting for family and friends for the past 2 years. I always treat every pet as my own, giving them love, attention, and care. I’m comfortable with puppies, adult dogs, and seniors, and I make sure each pet feels safe, happy, and loved while in my care. I do school at home, which allows me to take frequent breaks to care for pets throughout the day. I’m usually home, so your dog won’t be left alone, and I make sure they get plenty of attention, love, and exercise. I provide a safe and loving environment for pets in my home. Your dog will be supervised at all times, cared for with attention and affection, and given plenty of playtime and walks. I make sure each pet feels comfortable, happy, and like part of the family while in my care. To make sure every pet has a safe and happy stay, I can only host dogs who are spayed/neutered and not in heat. This helps keep things calm, fun, and stress-free for all the pups in my care. Thank you for understanding! 💕🐾

Sitter Profile Image: Jenn B.
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Jenn B.
from
$35
per day
4.9 out of 5 stars
103 reviews
33 repeat clients
20 years of experience
Winter Haven, FL, 33880

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!

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Lisa C.
Sitter Profile Image: Savannah C.
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Savannah C.
from
$45
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Winter Haven, FL, 33881

Savannah was amazing!!! she just gave off animal loving energy!! She was super sweet and took amazing care of my dog, Mickey. I got picture updates and he looked like he was having a blast! He came home super tired from all the play time. Would definitely recommend booking with savannah!

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Emily D.
Sitter Profile Image: Javid G.
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Javid G.
from
$30
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: Hi! I’m Jay, a dependable, trustworthy animal lover who understands that pets are family. I take pride in being reliable, attentive, and treating every dog as if they were my own. I have a flexible schedule outside of my full-time career, allowing me to provide walks, drop-in visits, and quality one-on-one attention. Whether your dog needs a quick potty break, an energetic walk, or someone to keep them company while you’re away, you can count on me to be there on time and provide exceptional care. I’m comfortable with dogs of all sizes and personalities, from playful puppies to senior dogs who need a little extra patience and care. I’ll follow your pet’s routine closely, including feeding schedules, medications (if needed), exercise, and any special instructions you provide. When your pet is with me, you’ll receive regular updates, photos, and messages so you can relax knowing they’re safe, happy, and well cared for. My goal is simple: earn your trust by providing dependable service and giving your pet the love, attention, and care they deserve. I look forward to meeting you and your furry family member! I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Winter Haven, FL, 33880

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!

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Jordan C.
Sitter Profile Image: Karen & Paul H.
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Karen & Paul H.
from
$55
per day
5.0 out of 5 stars
186 reviews
108 repeat clients
30 years of experience
Eagle lake, FL, 33839

Our quirky terrier had a great experience! He clearly enjoyed his time and felt safe there, and he's an anxious little guy. I highly recommend!

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Lara H.
Sitter Profile Image: Emely C.
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Emely C.
from
$25
per day
5.0 out of 5 stars
103 reviews
34 repeat clients
10 years of experience
Eagle Lake, FL, 33839

You were amazing. Thank you for being so understanding. And taking such great care of my baby. Your the best!

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Bianca C.
Sitter Profile Image: Amy L.
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Amy L.
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Winter Haven, FL, 33881

Amy did great with my Willow girl! I felt very safe leaving Willow with her. She kept me updated throughout the day and gave me an overview of how the day went at pickup. She also offers training and other services, I would highly recommend booking Amy!

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Megan D.
Sitter Profile Image: Sheryl Lynn W.
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Sheryl Lynn W.
Star Sitter
from
$50
per day
5.0 out of 5 stars
31 reviews
6 repeat clients
37 years of experience
Auburndale, FL, 33823

Sheryl was great at watching Lady! We got photos and updates from her day. I know Lady had a blast! Thanks again!

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Emily R.
Sitter Profile Image: Michelle & Kevin & Jeffrey S.
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Michelle & Kevin & Jeffrey S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
263 reviews
94 repeat clients
35 years of experience
Winter Haven, FL, 33880

Luna loved the surroundings and playing with the other puppies. She needs to have more play time. They were all very nice and great to work with.

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Teresea C.
Sitter Profile Image: Jaime P.
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Jaime P.
from
$30
per day
5.0 out of 5 stars
112 reviews
58 repeat clients
10 years of experience
Winter Haven, FL, 33881

Jamie is just amazing I have had her watch my fur babies a few times and I will still only use her while I'm in this area it will be a sad day when we have to move my dogs just love her and her family she is awesome!!!!!!

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Dakotia D.
Sitter Profile Image: Ashley V.
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Ashley V.
from
$25
per day
5.0 out of 5 stars
58 reviews
20 repeat clients
9 years of experience
Winter haven, FL, 33881

Ashley is wonderful. She took great care of Sophie. We will be using her services again. Sophie had lots of fun and made lots of doggie friends at her house.

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Rudy G.
Sitter Profile Image: Carmen G.
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Carmen G.
from
$30
per day
1 repeat client
20 years of experience
Winter Haven, FL, 33880

About: I’ve take care of dogs of every kind since more 20 years. I have more of 2 dogs al of my life. I like to take care of dogs I’m currently working remote part time. I’m in my house all the day and I have the enough time to take care of your babies. I have a fenced yard for the security of dogs. I have friendly dogs that will accompany your dogs. We stay inside my house and go to the back yard for play and do the needs.

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

Dog parents share their Rover experiences - Winter Haven

1 / 1
5.0 out of 5 stars

We booked Melina so last minute and I’m so grateful. She and her whole family took such great care of my dog. I appreciate her attentiveness and flexibility. You’ll be in good hands !!

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Khadijah G.
Doggy Day Care
5.0 out of 5 stars

Marie was wonderful. She has great set up for her guests and made mine feel really loved. I would recommend Marie wholeheartedly to anyone needing care for their fur babies.

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Martha P.
Doggy Day Care
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
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Popular requests for doggy day care - Winter Haven

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Winter Haven average 5
repeat doggy day care clients

FAQs for Doggy Day Care - Winter Haven

Frequently asked questions about Rover

The average cost for Doggy Day Care in Winter Haven on Rover is $26.75 per day (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .

As of August 2026, there are 1,080 sitters on Rover offering Doggy Day Care across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winter Haven commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 1,080 sitters in Winter Haven, 90% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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