Dog Boarding in Windermere

We feel extremely fortunate to have found Jon and Aimee on Rover. Their profile looked good, and they were even nicer in person. They took outstanding care of our 45lb doodle, giving him the run of the house and backyard. He was excited to see us when we picked him up, but spent just as much time thanking them as greeting us. Their location in the Dr Phillips area was convenient for our stay near the Orange County Convention Center, Universal, Sea World and Icon Park. Best of all, they were flexible with drop off and pick up times, sent lots of photos/videos and promptly responded to all questions and requests.

Buster is so well taken care of when he stays with Jamie. She is so warm and welcoming and treats Buster like one of the family. She keeps us informed daily and sends pictures. We are so grateful to have her. Not to mention, it's a plus that Buster gets along well with her adorable pup, Eevee!

Our little Pomeranian loved her time with Mimi. Mimi showered her with love and affection and kept us updated with daily photos and videos. Mimi has a gorgeous backyard with lots of grass to run around and a beautiful home, great for furry visitors. We already booked Lexi’s next stay with Mimi in December!

Savannah is the BEST! We are beyond grateful to have found Savannah to watch our pup, Arie, while we were traveling through Orlando. From the moment we connected, she was warm, communicative, and extremely professional. She took the time to learn about Arie’s personality, routines, and preferences, which made a huge difference. One thing we were especially impressed by: Arie usually doesn’t eat for at least a day when she’s in a new environment—it’s always been a sign of her adjusting slowly. But with Savannah, she ate right away, just like she does at home. That alone told us how comfortable and safe she felt under Savannah’s care. Arie can also be a little particular, but she took to Savannah immediately—which says a lot! We received regular updates, photos, and videos, and it was clear that Arie was happy, loved, and getting plenty of attention and playtime. What truly set Savannah apart was her flexibility. We had a last-minute change and needed Arie to stay an extra night. Savannah graciously accommodated without hesitation, which gave us incredible peace of mind. We came back to a joyful, relaxed pup who clearly had a great time. Savannah treated Arie like family, and we wouldn’t hesitate to book her again. If she’s available—don’t think twice. Your pup will be in the best hands!

Thank you so much Monica and family.I received updates and videos as requested.This was our first time away from our baby overnight.So happy we have found our person(s) we trust with Rocky.Thank you again for treating our baby like your own.

Our dogs came back so happy, tired, and healthy from Katie. I can tell when they haven’t had a good time boarding because they’re very expressive but they are STILL happy and tired more than 3 days after their week with her. I would definitely use her again and again!

This was the 2nd time Kymry watched Izzie and once again everything was perfect. We received frequent updates and photos throughout the stay. Izzie was well cared for and loved while we were away!

I could not be more pleased with the care Poliana provided for our sweet baby. We got daily updates and pictures which was amazing knowing that she was having fun and definitely put me at ease. When we picked her up she didn’t want to go home! Would highly recommend Poliana if you need someone who will truly love your fur baby as much as you do!

Connor was incredible with our babies! Our two chi-poos stayed with Connor for a week. He is easy going and very attentive to the dogs needs. He sent updates with pictures everyday. When we picked them up they were happy and well cared for!! We will definitely be using Connor again!

I’ll definitely be using Richelle again. Drake was very relaxed and comfortable when I arrived. He ate, which is always a concern, so he had to feel at home!!!

I was worried about leaving my doggy with a sitter but she was given such good care and looked soo happy on every picture I was sent that I quickly was relieved. Will definitely contact Daijah next time again for sure.

I was kept updated regularly and Molly seemed to have a great time. Lots of dogs being boarded which meant lots of play time. She came home happy and tired (and needing a giant bath!). Thanks so much!

Chris was fantastic with Jeter! He has two large dogs which was perfect for Jeter to run around with and get some energy out as he stayed there for a week. Chris was able to take Jeter on extremely short notice, which was very, very much appreciated. He also sent regular daily updates so we could see Jeter hanging out with the other dogs and having a blast. Very highly recommend!

We came in town to spend 2 days at the parks and needed a place for our Indy. Rennan gave us great peace of mind so we could enjoy ourselves at the park. Took Indy (who is obsessed with fetching a ball) to the dog park a few times a day, and sent pics and videos. The ONLY thing Rennan could have done better was send pics or videos throughout the day, not just in the morning and again at night. But always sent when I requested. That's nitpicking though. We will def contact him again for our next trip.

Lincoln had such a great stay with Jared. We can always tell right away that he is in great hands and truly enjoys his time there. We would absolutely recommend Jared to anyone looking for a trustworthy, caring, and reliable sitter.

Ariana has created our poodle’s new home away from home. She’s been great about providing updates and has been gracious in accommodating requests we’ve needed to make.

Idalis and family have watched our golden doodle multiple times now. From long weekends to 11 day vacations. We receive daily pictures of our 🐶 playing and being snuggled. Drop off and pickup always a breeze. Highly recommended.

Jaxx enjoyed his stay with Adreana. She took great care of him and keep me updated with pictures of him having fun. Definitely recommend her services and will use her again for jaxx. Thanks for giving our boy a great little vacation.