Doggy Day Care In Windsor Park

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Windsor Park 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: Olga P.
Verified Enhanced Background Check
Olga P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
185 reviews
44 repeat clients
3 years of experience
Brentwood Estates, Clearwater, FL, 33755

We loved having Olga watch our puppy, Penelope. Penelope is highly energetic and Olga had no issue matching her energy. We had a last minute engagement and Olga was there for us at 9pm the night before. It was amazing.

Profile image
John B.
Sitter Profile Image: Marquita H.
Verified Enhanced Background Check
Marquita H.
Star Sitter
from
$36
per day
5.0 out of 5 stars
27 reviews
8 repeat clients
20 years of experience
Clearwater, FL, 33756

Marquita was VERY VERY AMAZING with our Tootie girl. She made my dog feel safe and comfortable. She also made us feel comfortable leaving our Tootie girl with her while we were away. I highly recommend mind her! Marquita was very welcoming and made us feel like we were leaving our dog in very good hands. Can’t express how blessed to have her as a dog sitter. 10 Star in my opinion.

Profile image
Brittany M.
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Heather D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
102 reviews
27 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather was able to watch my two dogs at last minute's notice! I am boarding them for 10 days in May, so this was a good trial to see how everything went. They seemed quite happy to be with Heather and the afternoon was a success! Thank you so much Heather!

Profile image
Eileen B.
Sitter Profile Image: Norma H.
Verified Background Check
Norma H.
Star Sitter
from
$39
per day
5.0 out of 5 stars
143 reviews
63 repeat clients
20 years of experience
Dunedin, FL, 34698

Another amazing day at Norma's for our pups! They love going to Norma's for daycare and she keeps them busy having fun! Our two Frenchie's hate to leave. Norma sends lots of pictures throughout the day and we highly recommend her if you are looking for any care for your furry family!

Profile image
Catherine J.
Sitter Profile Image: Ashleigh Y.
Verified Background Check
Ashleigh Y.
from
$45
per day
5.0 out of 5 stars
319 reviews
110 repeat clients
20 years of experience
Keystone Manor, Clearwater, FL, 33755

Ashleigh was amazing!! She invited to see inside the house and showed us the space, super cute for the doggies. She sends pics and messages. Always respond the requests. She our official pet sitter whenever we come to town!!! Thank you for taking care of Jerry!!! He wasn’t scare at all after the pick up.

Profile image
Maria C S.
Sitter Profile Image: Athena & Richi E.
Verified Enhanced Background Check
Athena & Richi E.
from
$35
per day
5.0 out of 5 stars
420 reviews
103 repeat clients
18 years of experience
Dunedin, FL, 34698

We were visiting from out of town, and I was a bit nervous to use a new Rover sitter. But our experience with Athena & Richi was wonderful and peaceful from start to finish! They took great care of Sadie who can be very nervous when meeting new people and especially other dogs. Athena helped make the drop off and introductions very smooth, and I received photos and videos of Sadie romping around their yard peacefully with the pack within the hour. We will definitely use them again!

Profile image
Amy L.
Sitter Profile Image: Marissa H.
Verified Enhanced Background Check
Marissa H.
Star Sitter
from
$30
per day
5.0 out of 5 stars
52 reviews
13 repeat clients
9 years of experience
Greenbriar Club, Clearwater, FL, 33763

Marissa was amazing! We needed dog sitting for a day, she responded right away with availability. The whole time she had our dog, we were getting updates and photos. When we picked our dog up, he wasn’t ready to leave! We will certainly be using her again

Profile image
Alexa D.
Sitter Profile Image: Jennifer b.
Verified Background Check
Jennifer b.
Star Sitter
from
$40
per day
4.9 out of 5 stars
128 reviews
39 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Enzo had a great day with Jennifer today. We will definitely continue with daycare when we need it! Thanks for taking good care of our sweet boy.

Profile image
BRITTANY M.
Sitter Profile Image: Debbie T.
Verified Enhanced Background Check
Debbie T.
from
$25
per day
5.0 out of 5 stars
32 reviews
8 repeat clients
45 years of experience
Dunedin, FL, 34698

About: I have over 40 years of experience caring for pets of all kinds. I will treat your fur babies as if they are my own. I work from home so they will not be alone for more than 2-3 hours. Frequent potty breaks and play time in the fenced backyard. Naps on the sofa or any of the dog beds around the house. I know how hard it is to find someone you trust. I have been a resident of Dunedin for 20 years at the same house. I am an active foster parent for Humane Society of Pinellas and will take wonderful care of your pets. Your pets will get 24/7 attention from me. I will follow your schedule for feeding, walks and playtime. I can care for your dogs, cats or furry friends. I have a secure, fenced yard. I keep a gate at the front door to provide additional security. I can also crate them if preferred. Please make sure to provide proof of updated vaccines

Sitter Profile Image: Jessica & Colin M.
Verified Enhanced Background Check
Jessica & Colin M.
from
$29
per day
5.0 out of 5 stars
38 reviews
7 repeat clients
30 years of experience
Clearwater, FL, 33759

Jessica and Colin were amazing hosts! They have 2 little girls that were amazing and played with her all day! Would 100% recommend and use again!

Profile image
Ricardo L.
Sitter Profile Image: Paige & Stephen H.
Verified Enhanced Background Check
Paige & Stephen H.
Star Sitter
from
$40
per day
5.0 out of 5 stars
54 reviews
15 repeat clients
12 years of experience
Woodgate, Clearwater, FL, 33763

Paige and Stephen were welcoming and I felt immediately comfortable leaving my dog with them. I wholeheartedly recommend them and I will be rebooking.

Profile image
Nicole R.
Sitter Profile Image: Jason M.
Verified Enhanced Background Check
Jason M.
Star Sitter
from
$50
per day
5.0 out of 5 stars
20 reviews
4 repeat clients
20 years of experience
Dunedin, FL, 34698

Thank you for accommodating our last-minute daycare request. Jason took great care of our dog and made the whole process easy and stress-free. He is flexible, responsive, and genuinely kind. We felt comfortable leaving our dog with him and would definitely book again.

Profile image
Haoran Z.
Sitter Profile Image: Lauren K.
Verified Enhanced Background Check
Lauren K.
Star Sitter
from
$32
per day
5.0 out of 5 stars
110 reviews
29 repeat clients
30 years of experience
Clearwater, FL, 33764

Milo had a fantastic day with Milo! Lauren sent pics and kept us updated throughout the stay. I was running late for pickup and she was able to flex the end time for me a bit that was so helpful. Highly recommended.

Profile image
Michelle V.
Sitter Profile Image: Sarah D.
Verified Enhanced Background Check
Sarah D.
from
$35
per day
5.0 out of 5 stars
41 reviews
9 repeat clients
8 years of experience
Dunedin, FL, 34698

Sarah & Andrew were so great with Maui!! She sent great pictures and videos of the fun time Maui had at daycare. Thank you so much for taking such loving care of my puppy!💕

Profile image
Marissa H.
Sitter Profile Image: Kenneth G.
Verified Enhanced Background Check
Kenneth G.
from
$30
per day
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Safety Harbor, FL, 34695

Kenny takes very good care of my bulldog. His home is perfect with sliders from his office to a fenced back yard. His kids are also very good with my dog. They are respectful and playful. I’m happy to have found such a trustworthy home away from home for my dog.

Profile image
Lucy A.
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Jennifer S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jennifer was communicative with caring for our baby Luna. I can tell she and Olive had a great day playing together! We definitely recommend! Your pup will be in great hands with Jennifer.

Profile image
LSS
Sitter Profile Image: Laura L.
Verified Enhanced Background Check
Laura L.
from
$25
per day
5.0 out of 5 stars
42 reviews
17 repeat clients
14 years of experience
Clearwater, FL, 33759

Our dog has really enjoyed going to Laura's and loves playing with Duff. We appreciate the pictures and updates you send. We are looking forward to bringing her more and really appreciate your help when we work long days!

Profile image
Leah H.
Sitter Profile Image: Leslie A.
Verified Enhanced Background Check
Leslie A.
Star Sitter
from
$30
per day
5.0 out of 5 stars
20 reviews
11 repeat clients
10 years of experience
Clearwater, FL, 33755

About: I’ve taken care of animals since I was 16 including sitting, bathing, walking and feeding. I can administer medicines as well as accommodate any special needs. I am currently working part time while waiting to return to school in September so I have a mostly free schedule. During boarding requests I can make sure I am home with the pet. I live in a dog friendly neighborhood extremely close to the Pinellas Trail. I also have a large fully fenced in yard that all dogs love!

Sitter Profile Image: Christina J.
Verified Background Check
Christina J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
336 reviews
123 repeat clients
50 years of experience
Largo, FL, 33770

Vinny had a great time with Christina and the pack. He really enjoys time with other dogs and Christina provided the perfect environment. Vinny is now really tired after a fun filled afternoon and is taking a nap next to me.

Profile image
Robert K.
Sitter Profile Image: Shannon C.
Verified Enhanced Background Check
Shannon C.
from
$25
per day
4.9 out of 5 stars
68 reviews
34 repeat clients
40 years of experience
Clearwater, FL, 33761

I feel incredibly lucky to have found Shannon and his family! My 8 month old puppy pops his head up with excitement every time we pull up to their lovely home. Appa can be very timid, and Shannon was very patient ensuring he felt comfortable. Even Poppy helped in welcoming him as another member of the herd.

Profile image
Samantha Y.
1 / 1
View more sitters

Over 12
pet parents in Windsor Park have booked doggy day care

Windsor Park dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Norma is amazing!! Communication was great. Invited us in her home to see where my pups would be playing. Sent photos and our Cooper loved hunting lizards 🦎 in her wonderful fenced back yard. Will be booking again soon.

Profile image
Jill L.
Doggy Day Care
5.0 out of 5 stars

Marquita took great care of my puppy! I was nervous leaving her for the first time, especially since she’s still learning, but Marquita was so patient, flexible, and talked me through everything. My pup had a great time and came home happily exhausted, even sleeping through the night. I would absolutely book with her again.

Profile image
Leeann M.
Doggy Day Care
5.0 out of 5 stars

Heather was able to watch my two dogs at last minute's notice! I am boarding them for 10 days in May, so this was a good trial to see how everything went. They seemed quite happy to be with Heather and the afternoon was a success! Thank you so much Heather!

Profile image
Eileen B.
Doggy Day Care
5.0 out of 5 stars

I was on vacation from Massachusetts and needed to find a loving home setting for my dog, Joy, while I took a few vacation days. I loved dropping my dog off at Sydney’s house. She has two dalmatians and the videos and pictures that she sent me throughout the day showed me that everyone was getting along and my dog was well cared for. I highly recommend. Sydney to care for your dog!! Lyn

Profile image
Lynann K.
Doggy Day Care
5.0 out of 5 stars

As always Jennifer takes great care of our baby when we need him to be taken care of for a day! He’s very relaxed and happy at her place which makes us so happy. We will continue to use Jennifer!!

Profile image
BRITTANY M.
Doggy Day Care
5.0 out of 5 stars

Jason was able to care for our 6 month old puppy, Teddy on short notice! We are so grateful to have found him. Teddy loves him, and came home a happy tired puppy. Thank you again!

Profile image
Ryin B.
Doggy Day Care
5.0 out of 5 stars

We had a great experience! Olga kept us updated with photos throughout the stay, which gave us so much peace of mind. It was clear he was getting plenty of attention, care, and love. He came home happy and well cared for. We’ll definitely be booking with her again!

Profile image
Trever D.
Doggy Day Care
5.0 out of 5 stars

We had such an amazing experience! Thor stayed with Athena and Rich’i, and had the best time playing with his new “paw friends.” 🐾 They were incredibly loving and attentive, and what made it even more special was that they sent us photos and videos throughout the day. Seeing Thor so happy gave us so much peace of mind! He came home tired, happy, and clearly very well cared for. We’re so grateful and will definitely book with them again. Highly recommend! 💛

Profile image
Monike M.
Doggy Day Care
5.0 out of 5 stars

We are SO pleased with Ashleigh and her set up. We have a 70lb puppy who wants to play, run, and cuddle. Check, check and check! Have received many pictures of play/running, and even rest time inside: lying down next to another dog (!). Ashleigh is very genuine and her cheerful and warm attutude with us as owners and with all the dogs is super reassuring, and the pictures prove that our pup is having a playful and balanced time. Ashleigh also helped me navigate the Rover app. MUCH appreciated.

Profile image
Libby C.
Doggy Day Care
5.0 out of 5 stars

Willow loved staying with Beata and her family and meeting new friends and spending a lot of time outside running in her large backyard! Beata was very responsive and sent lots of pictures!

Profile image
Bari B.
Doggy Day Care
5.0 out of 5 stars

I have long work days and I was very nervous trusting my dog with someone else. From the moment my dog stepped into Eli’s home, I could tell she was comfortable and didn’t have any reservations about her. When I say we are going to her house, she runs to the door and whines until we leave. Eli sends pictures throughout the day of their activities and I can tell by how she comes home happy and sleepy that she is well taken care of. Her home is also very clean and has a fenced in yard. I feel grateful to have found a sitter that cares for my dog as if she were her own! I would absolutely recommend her for anybody that has reservations about finding a sitter through Rover.

Profile image
Gina S.
Doggy Day Care
5.0 out of 5 stars

Alyssa was fabulous! Suzy is an older dog and Alyssa was patient and loving. Would definitely use her again!

Profile image
June C.
Doggy Day Care
5.0 out of 5 stars

Fabulous week for Juno our Alaskan Husky mix! She was so settled and happy with Denise and her Border Collie Frankie! Such peace of mind knowing Juno was in good hands and happy. Denise is a wonderful person. She understands dogs and she totally gets dog owners worries too. Would not hesitate to use her again!

Profile image
Ann W.
Doggy Day Care
5.0 out of 5 stars

Isabella & Richard were very accommodating and able to care for my puppy with short notice. They made his first day care experience a positive one and communicated throughout his stay ( and took lots of pictures), They definitely helped ease my nerves with leaving him and he was a tired, happy pup in the evening. I would highly recommend.

Profile image
Kim S.
Doggy Day Care
5.0 out of 5 stars

Sarah & Andrew were so great with Maui!! She sent great pictures and videos of the fun time Maui had at daycare. Thank you so much for taking such loving care of my puppy!💕

Profile image
Marissa H.
Doggy Day Care
1 / 1
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 Windsor Park is $25

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.

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 Windsor Park on Rover as of Apr 2026 was about $25 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 Windsor Park 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.

Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windsor Park.

Windsor Park 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 Windsor Park 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

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.