Dog Boarding Windermere
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 128 pet parents in Windermere have booked dog boarding
Windermere, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alana took amazing care of my miniature while we were away for the long weekend. We got lots of great updates throughout his stay. He was sad to leave at the end of his stay but hopefully he can stay with Alana again.”
“Lesley is wonderful!! She sent photos and updates everyday, it was very reassuring. Lesley is extremely kind and I wouldn't hesitate to have her watch Mabel again. 100/10, I would recommend Lesley to anyone and everyone.”
“Samm is the best! I am impressed with her dog education. She clearly knows Dog training, how to handle dog behaviors; both positive and negative and is very knowledgeable about dog health. I love that she is honest and open about how Rosey was doing. She doesn’t ‘sugar coat’ the truth. I loved all the photos and videos. Samm was flexible and worked through things that came up that we did not expect. Rosey is looking forward to going back!”
“Lauren cared for our 17 year old dog who needed medications daily. She took great care of her and was able to excellent communicator. We could tell our dog was happy and comfortable in her care. We highly recommend Lauren for your future animal care needs!”
“Wendy did an amazing job with our dog Dexter! We got lots of regular updates, and the pictures of him she shared made it obvious he was one happy camper staying with Wendy and having a great time! Would definitely leave Dexter with her again in the future!”
About: I’ve always loved dogs for as long as I can remember. And I have a 2 year old golden retriever, named Honey, and raising him from a puppy to now has been the most rewarding experience. He loves to make new friends!! We live in a spacious 1 bedroom apartment with a large park just 1 block away. We go on 4-5 walks per day and we’d love to have your pup join us! I am currently working from home so my schedule is very flexible during the week. And on the weekends, I can make myself available as well for walks, play time drop ins, boarding, etc. I can guarantee your pet will receive so much care and attention. Please reach out with your specific needs and details for your pet so I can be aware!
“Tiffany was the absolute best! She gave me timely, detailed updates for every day Maya was with her. When I got stuck out of the country for two additional days, Tiffany stepped up and was able to accommodate the last-minute change. I highly recommend her for any and all pet care, and will definitely be hiring her again.”
“Nathan was excellent with our dog Shadow. He was communicative throughout Shadow’s 1 week stay and sent plenty of pictures/videos! The big yard was a huge bonus - it looked like Shadow had a blast back there. We recommend Nathan to all dog parents and plan to book with him in the future!”
“Sheena took great care of my dog, Uno. She handled introductions between Uno and her own dog really well. She updated me with photos, and Uno looked like he was having a great time. It was clear he was in good hands and well cared for. I’d definitely recommend Sheena to anyone looking for a reliable and attentive dog sitter.”
“Ina was AMAZING and sent us photos and videos of our dog every day of the 10 days we were gone. We felt secure that he was well looked-after and made many new doggy-friends among the other dogs at her house.”
“Garrett made Zeus's stay feel like home! He treated our dog as if he were part of his own family. Thank you Garrett for taking such wonderful care of our sweet boy while we were gone. Zeus was well cared for, given tons of care and attention, got great amounts of exercise, and really enjoyed the companionship of Garrett's own dog. We couldn't be happier with Garrett.”
“Ling took amazing care of my dog Murphy when I was on the longest trip ever away from her. Ling reassured me that Murphy was safe, happy, active, and well cared for. I highly recommend Ling, as she is attentive, prompt, and pleasant to work with.”
“Lorena was a great host for Hudson! She send daily updates and was great at communicating how things were going while we were away. Hudson can't wait until his next visit”
About: Hi, I’m Star! ⭐️ I’ve spent years caring for my own pets and helping out with friends’ pets when needed. I know every animal has a different personality, and I love getting to know what makes them happy. Whether that’s walks, playing fetch, belly rubs, or just hanging out together, I’ll make sure your pet feels safe and loved while you’re away! 🐾 Pet care fits naturally into my routine as a pet owner myself. For walks or drop-ins, I’m available any day of the week, with morning availability on weekdays and a flexible schedule on weekends. I currently accept shorter housesitting stays and am happy to discuss longer bookings on a case-by-case basis. I’ll follow any instructions you leave for feeding, medications, routines, and anything else your pet needs. I’ll make sure they’re safe, comfortable, and well cared for, and I’ll treat your home with the same respect I would want someone to show mine.
“Honey had the time of her life staying with Jan! It put as at ease to get multiple photo updates a day and we would definitely leave Honey with Jan again in the future.”
“Ashley and her daughter provided a safe and loving environment for our little poodle while we were out of town for a week. She provided me updates and pictures almost every day, and took great care of her. Would definitely book her again.”
“Love working with Lauren! She is so great with Meka and is so accommodating. So absolutely grateful to have her as a part of our lives and Meka just loves her, when she can be so finicky with people.”
“Joann was great. She always responded quickly. She also took pictures and videos of my dog. Her setup has a fully fenced front and back yard for the dogs. She kindly kept extra alert for Karou's habit of stealing food. I would definitely recommend her to anyone.”
The median cost per night for dog boarding in Windermere is $60
Dog parents share their Rover experiences - Windermere
We left our lab Echo with Carolyn for the weekend - and it was perfect! She is so great with her. When we picked her up you could tell she was sad to be leaving. She came home happy, safe and exhausted. The best combo! Would absolutely recommend Carolyn to anyone. It’s always tough leaving your dog behind, but having her at Carolyn’s gave us so much peace of mind as we knew she was in great hands!
Marina, Bret and Georgia took such great care of Bronny. They made sure to learn all important details about him, stayed on top of his food and medication schedule, and accommodated a few special requests to keep him comfortable. We loved getting daily photo updates too. We’re so grateful for them and would trust them with Bronny again. Highly recommend!
Sheena was fantastic! Finnbar stayed with her for over a month and seemed incredibly happy and comfortable there. She has a bulldog of her own, which made it feel like an especially good fit for him. It gave me real peace of mind knowing he was in such good hands while we were away. I would absolutely trust Sheena with Finnbar again. :::
I have boarded with them several times. She is always very positive and helpful with my dogs. Today we had a problem and had to delay our pick up. She was very understanding and flexible. My dogs love being there and with the other dogs they board! Totally recommended.
Ellie and John were fantastic! We were immediately at ease when we met them, and knew that our dogs were in good hands. They were very easy to coordinate and communicate with, and provided regular updates while we were away. When we picked our pups up, we could tell that they had been very comfortable and well taken care of. We would happily book with them again. Thanks again for spending a few days with Zoey and Otto!!
Ziggy loved his stay with Isabella. He was so well cared for, and it was clear he was treated like family. We received regular updates, had complete peace of mind while we were away, and came home to a happy, relaxed pup. I wouldn't hesitate to book again and highly recommend Isabella to anyone looking for a trustworthy and caring dog sitter.
Mochi comes back from what I lovingly refer to as 'doggy sleep-away camp' exhausted from playing and interacting non-stop! She is so cared for while we are away. I receive the sweetest pictures and updates. Lorena and her family make it so easy to go away as we know our girl is in the best hands!
Ethan took great care of our dog, Leya! He communicated if there was any issues and let us know how she was doing. We appreciated his understanding of our girl, as she requires some patience with twice/day medicine and needing to adjust to new places on the first days. We were also grateful that he helped us with our last minute request. We would be happy having him take care of our pup again!
Mahshid was highly responsive from booking through our two corgis' 2-night stay. We loved the daily photos, videos, and updates showing Charlie and Hammy getting plenty of playtime in a clean, loving space. At pick-up, all their gear was neatly organized and ready to go. A great experience all around!
Our dog coco is so loved when hosted by Tzachi and family! They have been extremely cooperative and flexible with coco’s schedule. We travel fairly often so having Tzachi taking care of coco makes our travels far less worrisome. Coco actually looks forward to staying with them now, he knows he’ll be spoiled and doted on!
Darlayna seemed to connect with Gus right away and get his personality. She sent tons of pictures and videos and communicated promptly throughout his stay. He came home exhausted and seemingly very happy to have been away from us all weekend!! He's now going to see her for doggy day-care and we absolutely feel very comfortable recommending Darlayna and having Gus go for longer stays in the future.
We had a wonderful experience! Lina kept us updated throughout the stay with plenty of photos and messages, which gave us so much peace of mind while we were away. We wouldn't hesitate to book with her again and highly recommend her to anyone looking for a trustworthy dog sitter.
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