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
“Jared was great! He sent lots of pictures and took great care of my Loki. She came home and was so tired from all of the play with his pups! Would definitely book again.”
“Thank you for taking such good care of Texas Poliana. It was his first trip to a day care/pet sitter and you made Texas feel very comfortable and cared for. We are looking forward to using your service again in future. The pictures were also great. Thanks for sharing and happy holidays.”
“Dobby stayed with Charity for 4 days. The 2nd, 3rd and last days, he was super happy to go back so I know he spent an amazing time! She was very flexible with the drop off and pick up hours so thank you very much Charity. I'll definitely call you next time I need a dog sitter in Orlando. I strongly recommend :)”
“We LOVE Gabby! She and her dog Ghost made Dakota feel like part of their family! You will absolutely never find a better, more loving, kind, and fun person to love your dog while your away! Don't think twice, Gabby is THE BEST!!! Our dog literally jumped out of the car and RAN to her front door and didn't want to leave! It made my heart so happy knowing that he was so happy being in her care!”
“Absolutely amazing!! She sent tons of photos and videos of my little one throughout the day. You could tell that he was just getting showered in attention and love. She even took him on a walk throughout the day and confirmed that he ate all of his dinner. On top of that she was available last minute!! My prior sitter had something come up and I found Savannah with just a couple hours before I had to leave. It's awesome that she was such a great sitter and was able to work with us for a last minute all day doggy day care. I couldn't recommend her more. 🙂”
“Kyrmy is amazing! She took of our little dog while we enjoyed Universal Studio Parks (literally across the street from her) and was simply stellar. She’s polite, accommodating and extremely nice. She kept us informed all day and sent photos throughout the day! Definitely coming back!”
“Julie and her family were excellent sitters for my pups. They took such great care of them. They shared photos and updates. My babies were totally spoiled. Thank you again for taking such great care of my babies! We will definitely be booking again.”
“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.”
“Rennan helped us out while we were in town for a few weeks. Our dog does not like to be left alone. Rennan took Luke for walks and entertained while we were gone. He seems to genuinely love dogs and sent us pictures of Luke while we were gone.”
“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!”
“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.”
“My husband and I are so happy with Gloria and all that she does for our puppy!! I know that every time I drop her off, she’s in excellent care, and I never have to worry. Luna is so happy around her and truly loves her! Thank you, Gloria!!”
About: I had a dog for 5 years so my neighbors, friends and family have relied on me to take care of their dogs for them! I am always available! I will always update my calendar on here so it can be up to date every week. I’m a remote college student. My home is ideal for a little pet. I have a big fence and yard that your dog and I can enjoy while we play!
About: I have had animals the majority of my life. Dogs(bully breeds, mixed breeds), bunnies, and cats. I love animals, I enjoy playing and going on walks, and just having them around. I love working with them and watching them succeed at learning new tricks. My dog was a rescue that didn't know anything but sit. I trained her to stay by my side when out, not to run out my front until released, and many other common commands. I've also trained bunnies to come when a specific noise is made. I am home all day during the week! I have a fenced-in back yard, so your fur baby will have access to go in and out. I have a fenced backyard. Your dog will have both indoor and outdoor areas available to them to run and play all day. Plus tons of snuggles.
“Jerry is great! We instantly felt comfortable about leaving our pup Pepper in his care. He fit us in even though it was a last minute request and we’ll be taking him back again this weekend for an overnight stay! Pepper came home happy and healthy and is now sleeping like a baby!”
About: https://www.rover.com/sit/laisfl69496 ($20 First time clients Discount) 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! 🐾💛
“JOURNEY IS AMAZING! Please stop scrolling and looking and book with her. She did an amazing job! I have a 100 pound Doberman Pinscher and not anyone can handle him, and she sure did. He has pretty bad separation anxiety because he is a velcro dog, but she was able to reassure him and make him feel at ease. He went on several walks, ran around in her huge backyard, and I got many pics and videos during the day. Most importantly, he was very happy when I would drop him off, which means he felt safe and cared for. Her house was big and clean, the fenced in yard was perfect, and she lives in a very safe neighborhood. She will forever be my dogsitter when I am in Orlando again. THANK YOU for taking care of my Tank! I was blessed to find you!”
“Meredith by far is the best pet care taker I had in a long time. Not only I found her at the last minute she went beyond her normal service guidelines to help me and my family. She kept me updated with pics and every other hour so that we could have peace of mind that our puppy was great. I will definitely use her again when possible.”
“Marissa was wonderful with my 3 year old mini schnauzer. She made sure he was well taken care of while i was away. Her home is beautiful& fenced in.I loved all the videos& pictures she sent. Cody enjoyed playing with her cute dog,stitch& loved all the scratches& snuggles he got from marissa& her family. Cody was worn out& happy when we picked him up. We are using marissa again while we go to universal studios for the 2nd time& we will definitely use her for any future visits to orlando.”
Loving doggy day care in your neighborhood
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Jared C.Star Sitter
“Jared was great! He sent lots of pictures and took great care of my Loki. She came home and was so tired from all of the play with his pups! Would definitely book again.”
Poliana D.Star Sitter
“Thank you for taking such good care of Texas Poliana. It was his first trip to a day care/pet sitter and you made Texas feel very comfortable and cared for. We are looking forward to using your service again in future. The pictures were also great. Thanks for sharing and happy holidays.”
Charity T.Star Sitter
“Dobby stayed with Charity for 4 days. The 2nd, 3rd and last days, he was super happy to go back so I know he spent an amazing time! She was very flexible with the drop off and pick up hours so thank you very much Charity. I'll definitely call you next time I need a dog sitter in Orlando. I strongly recommend :)”
Gabby B.
“We LOVE Gabby! She and her dog Ghost made Dakota feel like part of their family! You will absolutely never find a better, more loving, kind, and fun person to love your dog while your away! Don't think twice, Gabby is THE BEST!!! Our dog literally jumped out of the car and RAN to her front door and didn't want to leave! It made my heart so happy knowing that he was so happy being in her care!”
Savannah L.Star Sitter
“Absolutely amazing!! She sent tons of photos and videos of my little one throughout the day. You could tell that he was just getting showered in attention and love. She even took him on a walk throughout the day and confirmed that he ate all of his dinner. On top of that she was available last minute!! My prior sitter had something come up and I found Savannah with just a couple hours before I had to leave. It's awesome that she was such a great sitter and was able to work with us for a last minute all day doggy day care. I couldn't recommend her more. 🙂”
Kymry G.Star Sitter
“Kyrmy is amazing! She took of our little dog while we enjoyed Universal Studio Parks (literally across the street from her) and was simply stellar. She’s polite, accommodating and extremely nice. She kept us informed all day and sent photos throughout the day! Definitely coming back!”
Julie B.Star Sitter
“Julie and her family were excellent sitters for my pups. They took such great care of them. They shared photos and updates. My babies were totally spoiled. Thank you again for taking such great care of my babies! We will definitely be booking again.”
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.”
Rennan C.Star Sitter
“Rennan helped us out while we were in town for a few weeks. Our dog does not like to be left alone. Rennan took Luke for walks and entertained while we were gone. He seems to genuinely love dogs and sent us pictures of Luke while we were gone.”
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!”
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.”
Gloria L.Star Sitter
“My husband and I are so happy with Gloria and all that she does for our puppy!! I know that every time I drop her off, she’s in excellent care, and I never have to worry. Luna is so happy around her and truly loves her! Thank you, Gloria!!”
Alberto C.
“I’ve seen him with many dogs and he’s so good with them! He’s so caring and loving with every dog he takes care. He takes care of every dog as if the dog was his own. Totally recommend him! Don’t hesitate.”
Wendy Q.
“Wendy was a huge help watching our dog Zuko. We have a high energy Maltese and she was super patient and spoiled him the entire stay. We have used her a few times and I honestly think he likes being with her more than us at this point! She had a big yard he could go in and out of and he got lots of cuddles. She sent us pictures and videos during the stay and kept us updated and in frequent contact.”
Youmitha J.
“Very nice and easy to talk to. Responsive and friendly. I recommend 100%!!!”
Jerry P.Star Sitter
“Jerry is great! We instantly felt comfortable about leaving our pup Pepper in his care. He fit us in even though it was a last minute request and we’ll be taking him back again this weekend for an overnight stay! Pepper came home happy and healthy and is now sleeping like a baby!”
Lais fernanda l.
“he has been an incredible pet sitter for my mini dachshund, Beans. I've always felt completely at ease leaving Beans in her care. She's attentive, responsible, and genuinely loves animals. Beans always comes back happy and well-cared for. I highly recommend her as an excellent pet sitter.”
Journey F.Star Sitter
“JOURNEY IS AMAZING! Please stop scrolling and looking and book with her. She did an amazing job! I have a 100 pound Doberman Pinscher and not anyone can handle him, and she sure did. He has pretty bad separation anxiety because he is a velcro dog, but she was able to reassure him and make him feel at ease. He went on several walks, ran around in her huge backyard, and I got many pics and videos during the day. Most importantly, he was very happy when I would drop him off, which means he felt safe and cared for. Her house was big and clean, the fenced in yard was perfect, and she lives in a very safe neighborhood. She will forever be my dogsitter when I am in Orlando again. THANK YOU for taking care of my Tank! I was blessed to find you!”
Meredith R.
“Meredith by far is the best pet care taker I had in a long time. Not only I found her at the last minute she went beyond her normal service guidelines to help me and my family. She kept me updated with pics and every other hour so that we could have peace of mind that our puppy was great. I will definitely use her again when possible.”
Marissa I.
“Marissa was wonderful with my 3 year old mini schnauzer. She made sure he was well taken care of while i was away. Her home is beautiful& fenced in.I loved all the videos& pictures she sent. Cody enjoyed playing with her cute dog,stitch& loved all the scratches& snuggles he got from marissa& her family. Cody was worn out& happy when we picked him up. We are using marissa again while we go to universal studios for the 2nd time& we will definitely use her for any future visits to orlando.”
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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. 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. Book & Pay
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Why Choose Rover?
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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 Aug 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 Aug 2025, 2,132 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 2,132 sitters offering doggy day care in Windermere on Rover, so you’re sure to find the perfect match for your dog! In Windermere, 96% of sitters offer daily exercise, 96% offer medication administration, and 89% 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.
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