Doggy Day Care Winston

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

End
Search

Over 17
pet parents in Winston have booked doggy day care

Winston, 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.

1 / 1
Sitter Profile Image: James T.
Verified Enhanced Background Check
James T.
from
$30
per day
5.0 out of 5 stars
7 reviews
3 repeat clients
37 years of experience
Lakeland, FL, 33803

Thank you so much for such attentiveness on my fur babies, Winston and Bella. Also, appreciate the updates and all the pictures and/or videos!

Profile image
Ginger L.
Sitter Profile Image: Megan K.
Verified Enhanced Background Check
Megan K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
213 reviews
63 repeat clients
25 years of experience
Lakeland, FL, 33811

Megan was super responsive ! She sent pics all day and when we got our dog he smelled so good and she gave him treats !! Will definitely use her again.

Profile image
Kayla W.
Sitter Profile Image: Angelica P.
Verified Enhanced Background Check
Angelica P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
95 reviews
24 repeat clients
16 years of experience
North Lake Wire, Lakeland, FL, 33815

Angelica is great with my little Sadie dog, as always!!! Sadie loves being with Angelica and I was able to get a last-minute daycare for her. Angelica put a super cute pink bandana with hot pink dog paws on Sadie, she looks so cute!! Thank you Angelica!

Profile image
John B.
Sitter Profile Image: Vely P.
Verified Enhanced Background Check
Vely P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
178 reviews
44 repeat clients
15 years of experience
Lakeland, FL, 33810

Vely was awesome. We were welcomed in to see her home before leaving the dogs. We felt fully comfortable leaving our 2 pups with her. She had great communication the entire visit, with lots of pics and messages! We have already booked our next stay with her!

Profile image
Kat F.
Sitter Profile Image: Alberto T.
Verified Enhanced Background Check
Alberto T.
from
$20
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
8 years of experience
Lakeland, FL, 33805

About: I have had a big passion for animals since childhood. I grew up with many animals and always dreamed of working with animals. I graduated from university with an associate in veterinary technician. I been working for several years in veterinary medicine and doggy daycare i really have fun and enjoy all my time with them. I’m currently working 3 days per week, usually I’m off on Sunday and the rest of the time at home. My schedule rotates, I do not always have the same days off. I have an empty room only for them, small cage if needed and a porch that they can be around. I’m a pet friendly and I always walk my dog around so he can enjoy the complex.

Sitter Profile Image: angie a.
Verified Enhanced Background Check
angie a.
Star Sitter
from
$28
per day
5.0 out of 5 stars
48 reviews
11 repeat clients
10 years of experience
Lakeland, FL, 33811

Excellent care surrounded by a loving family. Updates were provided with photo. Fenced yard and safe surrounding.. my pup was happy. Thank you Angie. Hope to see you again.

Profile image
Darlene H.
Sitter Profile Image: Cyd Marie D.
Verified Background Check
Cyd Marie D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
82 reviews
25 repeat clients
10 years of experience
Lakeland, FL, 33810

We needed last minute dog care while traveling out of town and Cyd Marie did such an amazing job!! She was so sweet and friendly and the dogs loved her immediately. Her home is super warm and dog friendly. Couldn’t recommend her enough

Profile image
Ana T.
Sitter Profile Image: Yusel B.
Verified Enhanced Background Check
Yusel B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
81 reviews
32 repeat clients
30 years of experience
Plant city, FL, 33567

Yusel took wonderful care of my puppy and treated him like her own. Communication was great throughout, which really gave me peace of mind. My pup came back happy, comfortable, and clearly well cared for. I’d definitely trust her again and highly recommend her. My puppy will be coming back very soon !

Profile image
Alejandro P.
Sitter Profile Image: Elke R.
Verified Enhanced Background Check
Elke R.
Star Sitter
from
$65
per day
5.0 out of 5 stars
117 reviews
29 repeat clients
20 years of experience
Plant City, FL, 33565

My yellow lab Mazie had her 1st Rover daycare experience with Elke and it was a spectacular day for Mazie! Elke is a true dog lover and sent me a video and pictures of Mazie's great day enjoying walks, their beautiful fenced in yard, and meeting other friends! I will positively rebook Elke for Mazie's next opportunity and highly recommend her as she will do a great job taking care of your dog!

Profile image
John D.
Sitter Profile Image: Brittanie C.
Verified Enhanced Background Check
Brittanie C.
Star Sitter
from
$25
per day
5.0 out of 5 stars
20 reviews
8 repeat clients
30 years of experience
Lakeland, FL, 33810

About: I’m a responsible, loving, and attentive pet caretaker who treats every animal like my own. Whether it’s playtime, walks, or quiet cuddle time, I make sure your pet feels safe, happy, and cared for. With experience and genuine love for animals, I’m committed to giving them the attention and affection they deserve while you're away. I also provide you with updates through texts with pictures! I am a stay at home mom with a furbaby of our own, and I have complete open availability for overnight stays and play dates! "We have a large fenced in backyard that offers plenty of space for play and relaxation, nestled in a quiet and peaceful cul-de-sac. Our friendly 2 yr old Golden Retriever, Lucy, loves to play fetch and welcomes new friends with a wagging tail. Pets are treated like family in our home-they're welcome on our oversized sectional. Fresh water is always available, along with treats (with your permission), and a variety of toys to keep them entertained and happy

Sitter Profile Image: Bri S.
Verified Enhanced Background Check
Bri S.
Star Sitter
from
$33
per day
5.0 out of 5 stars
58 reviews
21 repeat clients
15 years of experience
plant city, FL, 33565

Bri was amazing with our pup, Shadow! If we are ever in the area again and need a sitter, we will absolutely book with her again! 😊 Thank you, Bri!!

Profile image
Kelcie S.
Sitter Profile Image: Carlissa B.
Verified Enhanced Background Check
Carlissa B.
from
$15
per day
5.0 out of 5 stars
7 reviews
3 repeat clients
21 years of experience
Lakeland, FL, 33811

About: With 21 years of dedicated experience, I offer top-tier dog sitting services, having cared for a wide variety of dog breeds, fostered cats, and owned guinea pigs. Your beloved canine companion will receive attentive care and I'll keep you updated with consistent communication every step of the way. Trust your dog with a seasoned dog lover who understands and loves animals as much as you do. I offer flexible scheduling to accommodate your needs, ensuring your dog receives excellent care whenever you need it. Your furry friend will enjoy a safe and spacious environment in my home, complete with a fenced backyard for playtime and camera surveillance for added peace of mind. Rest assured, your dog's comfort and security are my top priorities. Your dog's safety is my top priority! My home offers a secure environment with a fenced backyard for play, camera surveillance, and sensors on all windows and doors for constant peace of mind. Plus, with my two friendly dogs already here, your furry friend will have companions and a happy, well-supervised stay.

Sitter Profile Image: Joanne R.
Verified Background Check
Joanne R.
Star Sitter
from
$40
per day
4.9 out of 5 stars
84 reviews
28 repeat clients
50 years of experience
Lakeland, FL, 33801

About: BEST CARE ANYWHERE! My home is calm and quiet, all dogs do great with me. My back yard is fully fenced; my back door opens into that backyard. My front doors have two barriers you can see that, in one of the photos on my profile. Customized meals for every dog. Dogs sleep in crates at night to ensure safety! March 2026....10 years Rover sitter I have over 50 years professional experience caring for dogs, I am now retired. I have worked in the boarding, grooming, training and vet tech fields. YOUR DOG MUST BE FRIENDLY WITH OTHER DOGS NO BULLY BREEDS NO Dogs over 14yo NO drops offs or pickups after 6pm Your dog must be on flea preventive. I am retired and need to feel I am contributing to society in some small way. I love animals and they love me, so this is a good fit for me. I can care for dogs, cats, birds, horses, cattle, goats, chickens, rabbits, snakes, reptiles, raccoons and some small wildlife (depending on their needs) in their home or mine!

Sitter Profile Image: Greta G.
Verified Enhanced Background Check
Greta G.
from
$50
per day
5 years of experience
East Lake Morton, Lakeland, FL, 33801

About: I’ve taken care of friends and families dogs my whole life, I am a pet lover and very gentle with animals. I have a large Great Dane at home so I am also familiar with large dogs. I am currently a college student-athlete living in Lakeland, not as busy as you think! I take mostly online classes and have a perfect schedule for check-ins, and walks! I’m always looking to help take care of animals because I have a passion and love for them, especially pups🐾💛 I am just looking for check ins and dog walking, I live in an apartment so I most likely won’t be bringing a dog back home.

Sitter Profile Image: William G.
Verified Enhanced Background Check
William G.
from
$35
per day
4.9 out of 5 stars
8 reviews
1 repeat client
16 years of experience
Lakeland, FL, 33813

About: My fiancé & I have always had a deep passion for taking care of, loving on, and nurturing fur babies! I have always called her the "dog whisperer". We have always had one thing in common, and that is our LOVE for animals. My fiancé works from home and is also a FULL TIME mommy to our 3 year old{whom is ALSO an animal lover-- he got it honest😉} We have a VERY flexible schedule to accommodate your needs in someone giving the upmost CARE & LOVE for your fur baby while you are gone away and/or on vacation! You will NEVER have to worry while your furbaby is under our care, they will feel just like a part of our fam{iLy} while with us! We promise to provide the VERY BEST care and love for your furbaby♡ I am available 24/7 to care for all of your furbabies wants and needs. Available weekdays, as well as weekends. I am able to keep your pet overnight, for however many days/nights as needed. I am also very flexible and willing, IF NEEDED; to pick up AND/OR drop off and bring your fur baby to your home anytime (including EARLY PICK-UP/LATE DROP-OFF} for an additional $15.00-20.00 {depending on the distance that I would have to travel}-- if that option would be MORE CONVENIENT for you😊 I can provide references if needed! You may contact me AT ANYTIME day/night! {If you would like, we can FaceTime as well} You will receive plenty of pictures/videos, along with frequent updates on how your furbaby is doing while under our care! I have plenty of yard space for your fur baby to run around. He/she will always feel safe and loved under my care and supervision.

Sitter Profile Image: Tracy E.
Verified Enhanced Background Check
Tracy E.
from
$40
per day
5.0 out of 5 stars
37 reviews
12 repeat clients
20 years of experience
Lakeland, FL, 33810

She is so great! My babies warmed up fast to her! Sends lots of updates, which I love! Very friendly and will definitely hire her everytime I bring the dogs with me on vacation❤️

Profile image
Lousinda S.
Sitter Profile Image: Chelsea W.
Verified Enhanced Background Check
Chelsea W.
from
$37
per day
5.0 out of 5 stars
13 reviews
3 repeat clients
13 years of experience
Plant City, FL, 33563

Chelsea is the best. My dog had an amazing day and appreciate her willing to help on short notice. 10/10!

Profile image
John L.
Sitter Profile Image: Tiffany H.
Verified Enhanced Background Check
Tiffany H.
from
$40
per day
5.0 out of 5 stars
4 reviews
2 years of experience
Plant City, FL, 33563

About: I’ve always been a cat/dog lover since I was just a little girl. I have experience caring for many different breeds, big and small. I will send videos and photos so you can feel at ease. Hi there, I am currently unemployed so I will guarantee your fur babies will get the attention and love that they will need while you are away. I have a decent sized yard with grass and have lots of toys to share. I am familiar with all commands and will ensure to use them to keep up the training.

Sitter Profile Image: Skye B.
Verified Background Check
Skye B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
397 reviews
145 repeat clients
25 years of experience
Plant City, FL, 33567

Terrific! She had fun playing while she was with Skye and we loved the pictures we got. We feel very comfortable with Skye. We know our puppy will be safe and well cared for.

Profile image
BRYANT P.
Sitter Profile Image: Shelisha F.
Verified Enhanced Background Check
Shelisha F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
26 reviews
11 repeat clients
10 years of experience
Crystal Lake, Lakeland, FL, 33801

From the moment we dropped off our pup, I felt completely at ease. My dog was clearly happy, comfortable, and well cared for the entire time. She sent regular updates with photos and messages, which meant the world to me and gave me so much peace of mind. It’s obvious she genuinely loves animals and treats them like family. I will definitely be booking with her again—highly recommend!

Profile image
Hectialys H.
1 / 1
View more sitters

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

Dog parents share their Rover experiences - Winston

1 / 1
5.0 out of 5 stars

Thank you so much for such attentiveness on my fur babies, Winston and Bella. Also, appreciate the updates and all the pictures and/or videos!

Profile image
Ginger L.
Doggy Day Care
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

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 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
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winston average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Winston

Frequently asked questions about Rover

The average cost for Doggy Day Care in Winston on Rover is $21.4 per day (as of July 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 July 2026, there are 1,832 sitters on Rover offering Doggy Day Care across Winston. 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 Winston 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 1,832 sitters in Winston, 85% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge