Doggy Day Care in Windermere
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 Windermere doggy day care sitters

“Mayara was great! She responded super fast to any and all questions I had leading up to the booking. She also accommodated my dog’s special needs, as my dog was recovering from an injury. Mayara also sent tons of pictures during my dog’s stay. I highly recommend Mayara for your dog’s stay!”


“Jared was great! He sent us many pics during Ace’s stay and Ace loved playing with his babies. He was so tired when we got him he went right to bed. So happy we came across Jared. He and his babies are definitely Ace’s new best friends l!!”


“Poliana was amazing! This was my first time ever using this app and leaving my fur baby with anyone other than family. She eased my fears, sent so my many updated photos and videos! I’m so pleased with this being my first experience and when I come back into the area I will 100% use her services again! If you are hesitant don’t be she will take great care of your baby! Thank you so much me and Pookie appreciate you dearly!”


“Rennan dogsat for our golden Luke several times over a few weeks we were in town. Luke doesn’t like to be left for long periods of time and Rennan was a perfect fit. It is apparent he loves dogs and takes good care of them and takes them for several walks to the dog park during the day. I feel so fortunate we found him!”


“Kymry was awesome with our puppy! It was our first time leaving our 4 month old puppy with a sitter and she had such a great time. From the moment we dropped her off we felt so comfortable knowing she was in good hands. Kymry kept us up to date through out the day with pictures and updates. She was also so conveniently close to the parks. Our puppy was happy when we picked her up and even dropping her off the next day. We could not have found a better sitter. Thanks Kymry!! We will definitely look to book again next time we are town and need a sitter.”


“Julie did very well with Daisy. She seems very caring. She sent me pics all thru out the day which I really appreciated. We will use her again for sure.”


“Cheryl is absolutely amazing and Rafa really enjoyed being in her care. Cheryl was very responsive and kept us updated frequently. Rafa has separation anxiety and needs a little bit more attention and Cheryl was phenomenal in making Rafa feel loved and safe. We will be seeing Cheryl again soon and Rafa is excited! Thank you so much Cheryl for taking such good care of our precious girl.”


“Angelica and her family were amazing with my dog. Very kind and gentle. They send updates and also accommodate to the times. We will definitely use the services again.”


“We have rebooked multiple times with Tess and tim! My husband and I get videos and photos throughout the day of lots of play and snuggles! We know our dog is thoroughly looked after, fed, played with, and loved every time we drop off and pick up our dog. Tim and Tess are great at communicating and quick to respond ! Would highly recommend them!”


“Always a great experience when I bring my pup to Selenia! She has a great set up in the house for the dogs and a fenced in area for the doggies to play outside! My puppy always comes back exhausted from playing all day with her shih tzu, Gigi!”


“Gloria is a very nice lady, she took good care of my dog, sent tons of video so I know my dog was very happy with her. I will definitely request her next time when I come in town. Thank you Gloria ❤️”


About: Dogs bring me joy, and I love giving that joy back to them. I offer a warm, safe, and fun space where your dog can feel completely at ease — and have the time of their life! My home has a large fenced yard where pups can run, play, and explore freely. Whether they love fetch, sunbathing, or just being around someone who truly cares, I’m here to make their stay feel like a vacation. I give lots of love, attention, and cuddles — always tuned in to your dog’s unique personality. And yes, I’ll send plenty of photo updates so you never miss a moment of their happy adventures. 💛🐾 I am home all day, and caring for dogs has become one of the greatest joys of my routine. I love welcoming furry guests and giving them all the attention, playtime, and love they deserve. I speak 🇧🇷 Portuguese, 🇪🇸 Spanish and 🇺🇸 English. I have a large fenced yard and one sweet pup named Cora to keep your dog company! She is a small cavapoo very friendly and playful, the reason of our happiness. I am always home and keeping a close eye on our guests — whether they’re playing, resting, or exploring the yard. I follow all your care instructions closely, including feeding routines and walks. My home is calm, safe, and full of love — the perfect place for your dog to feel happy, relaxed, and free. Your dog might never want to leave! 🐾💛

“Garman was amazing with Russell and she is the first person we have allowed to care for him and she did a great job! We hope to continue to have her be Russell sitter (:”


“We had a meet and greet first and it went well great, You can tell Kim cares about her fur clients and our 2 girls warmed up to her quickly. Even though the dogs have free rein in her home, she actually has a,designated area for dogs if they want to chill on their own. Your dog can leash walk or there is a dog park right in the neighborhood. I would definitely use Kim again.”


“Tucker enjoyed his day with Jerry. He was anxious but the photos during day showed how he relaxed and played. Jerry has a very calm, relaxed manner which is a definite plus! Will definitely return.”


About: I’ve grown up with dogs of all sizes my whole life, from tiny pups to gentle giants, and have always had a passion for caring for them. I spent years volunteering at animal shelters, gaining experience with dogs of all breeds and temperaments. Becoming a sitter lets me combine my love for dogs with the joy of giving them the care they deserve. Plus, my mini dachshund would love some new playmates to hang out with! Working remotely allows me to dedicate my full attention and energy to your pets throughout the day. Whether it’s playtime, walks, feeding, or cuddles, I’m always there to meet their needs. My flexible schedule ensures they get all the love and care they deserve, just like my own mini dachshund! In my home, your pets will be treated like family. I provide a safe, loving, and fun environment where they can play, relax, and feel at ease. From daily walks and playtime to cozy nap spots and plenty of cuddles, I ensure they’re happy and comfortable. I follow your care instructions closely so they feel right at home while you’re away.

About: I have had dogs of my own my whole life puppies-seniors. Not only do I have dog experience care, but I have care experience when it comes to cats and horses! I am currently working as a pet sitter full time for the summer! I am here for all of your fur babys needs! Message me for more info! I will follow all instructions owner has left for me, walk them regularly, feed them on the owner’s schedule, keep a clean environment for them, and spend time with them. You let me know how you want their care to be done and that’s how I will do it!

“First time using this service and Journey was the best! I didn’t want to leave my fur baby alone while my family and I were at Disney World and booked with Journey. She kept me updated constantly sending pics and videos of my baby having the best time! Knowing she was well taken care helped enjoy my day at Disney even more! Thanks Journey!!! :) will definitely be booking again with her next trip!”


“Amanda was fantastic!!! This was my first time ever using a dog sitter for my Doberman & I was very nervous leaving him with someone else, but she made me feel so secure & comfortable with my decision immediately!! She has the best set up at her home & is extremely loving & caring with the dogs! I truly felt like she took care of him as if he was hers! He is such a happy boy coming home & super tired so I know he got a lot of energy out with her at her place playing with her & all the other dog’s! I will definitely be using her again anytime I am in need!! Highly highly recommend Amanda for your precious fur babies!!”

Loving doggy day care in your neighborhood
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Mayara L.Star Sitter

“Mayara was great! She responded super fast to any and all questions I had leading up to the booking. She also accommodated my dog’s special needs, as my dog was recovering from an injury. Mayara also sent tons of pictures during my dog’s stay. I highly recommend Mayara for your dog’s stay!”


Jared C.Star Sitter

“Jared was great! He sent us many pics during Ace’s stay and Ace loved playing with his babies. He was so tired when we got him he went right to bed. So happy we came across Jared. He and his babies are definitely Ace’s new best friends l!!”


Poliana D.Star Sitter

“Poliana was amazing! This was my first time ever using this app and leaving my fur baby with anyone other than family. She eased my fears, sent so my many updated photos and videos! I’m so pleased with this being my first experience and when I come back into the area I will 100% use her services again! If you are hesitant don’t be she will take great care of your baby! Thank you so much me and Pookie appreciate you dearly!”


Rennan C.Star Sitter

“Rennan dogsat for our golden Luke several times over a few weeks we were in town. Luke doesn’t like to be left for long periods of time and Rennan was a perfect fit. It is apparent he loves dogs and takes good care of them and takes them for several walks to the dog park during the day. I feel so fortunate we found him!”


Kymry G.Star Sitter

“Kymry was awesome with our puppy! It was our first time leaving our 4 month old puppy with a sitter and she had such a great time. From the moment we dropped her off we felt so comfortable knowing she was in good hands. Kymry kept us up to date through out the day with pictures and updates. She was also so conveniently close to the parks. Our puppy was happy when we picked her up and even dropping her off the next day. We could not have found a better sitter. Thanks Kymry!! We will definitely look to book again next time we are town and need a sitter.”


Julie B.Star Sitter

“Julie did very well with Daisy. She seems very caring. She sent me pics all thru out the day which I really appreciated. We will use her again for sure.”


Cheryl O.

“Cheryl is absolutely amazing and Rafa really enjoyed being in her care. Cheryl was very responsive and kept us updated frequently. Rafa has separation anxiety and needs a little bit more attention and Cheryl was phenomenal in making Rafa feel loved and safe. We will be seeing Cheryl again soon and Rafa is excited! Thank you so much Cheryl for taking such good care of our precious girl.”


Angélica S.
Star Sitter


“Angelica and her family were amazing with my dog. Very kind and gentle. They send updates and also accommodate to the times. We will definitely use the services again.”


Tim & Tess O.

“We have rebooked multiple times with Tess and tim! My husband and I get videos and photos throughout the day of lots of play and snuggles! We know our dog is thoroughly looked after, fed, played with, and loved every time we drop off and pick up our dog. Tim and Tess are great at communicating and quick to respond ! Would highly recommend them!”


Selenia R.

“Always a great experience when I bring my pup to Selenia! She has a great set up in the house for the dogs and a fenced in area for the doggies to play outside! My puppy always comes back exhausted from playing all day with her shih tzu, Gigi!”


Gloria L.Star Sitter

“Gloria is a very nice lady, she took good care of my dog, sent tons of video so I know my dog was very happy with her. I will definitely request her next time when I come in town. Thank you Gloria ❤️”


Lais fernanda l.
“Lais is now our go to pet sitter when we are out of town. My baby Miley absolutely loves her. She sends us updates and pictures all the time. Plus, she has a fenced backyard so I don’t have to worry about Miley. She has stayed with Lais on four different occasions, two overnight (4 nights each time) and twice when I had an all day long conference and couldn’t leave Miley alone. It’s a blessing to be able to trust someone with my little angel.”


Garman T.
Star Sitter


“Garman was amazing with Russell and she is the first person we have allowed to care for him and she did a great job! We hope to continue to have her be Russell sitter (:”


Kim G.
Star Sitter


“We had a meet and greet first and it went well great, You can tell Kim cares about her fur clients and our 2 girls warmed up to her quickly. Even though the dogs have free rein in her home, she actually has a,designated area for dogs if they want to chill on their own. Your dog can leash walk or there is a dog park right in the neighborhood. I would definitely use Kim again.”


Jerry P.Star Sitter

“Tucker enjoyed his day with Jerry. He was anxious but the photos during day showed how he relaxed and played. Jerry has a very calm, relaxed manner which is a definite plus! Will definitely return.”


Briaunna J.
“Briaunna has cared for my dogs numerous times with excellence. Her love for my animals (and their love for her) are exactly what they need while we are away. She is an intentional, responsible , attentive and a very doting sitter. I appreciate her dedicated service and communication with the our family while apart from our animals. Definitely would recommend her to Rover and anyone needing above and beyond care and devotion to their dogs!”


Gabby B.
“Gabby was wonderful with my pets. They were so loved and cared for when we had to go out of town. I highly recommend Gabby. Gabby walked, brushed and , bathed my pets l, they looked great!”


Journey F.Star Sitter

“First time using this service and Journey was the best! I didn’t want to leave my fur baby alone while my family and I were at Disney World and booked with Journey. She kept me updated constantly sending pics and videos of my baby having the best time! Knowing she was well taken care helped enjoy my day at Disney even more! Thanks Journey!!! :) will definitely be booking again with her next trip!”


Amanda B.


“Amanda was fantastic!!! This was my first time ever using a dog sitter for my Doberman & I was very nervous leaving him with someone else, but she made me feel so secure & comfortable with my decision immediately!! She has the best set up at her home & is extremely loving & caring with the dogs! I truly felt like she took care of him as if he was hers! He is such a happy boy coming home & super tired so I know he got a lot of energy out with her at her place playing with her & all the other dog’s! I will definitely be using her again anytime I am in need!! Highly highly recommend Amanda for your precious fur babies!!”


Lauren R.Star Sitter

“Lauren was great! Sent updates throughout the day and Winnie had a great time running around in the backyard. Will definitely book Lauren again in the future.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 Windermere on Rover as of Jul 2025 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.
As of Jul 2025, 2,248 sitters provided doggy day care in Windermere. 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, 89% of Windermere sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Windermere 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 Windermere.
Windermere 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 Windermere 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 2,248 sitters offering doggy day care in Windermere on Rover, so you’re sure to find the perfect match for your dog! In Windermere, 97% of sitters offer daily exercise, 96% 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.
