House Sitting Windermere
Find a loving house sitter to watch over your pets and your home.
Over 54 pet parents in Windermere have booked house sitting
Windermere, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jessica was very professional and thoughtful with our two cats and one dog! She sent many pictures and updates and my pets definitely showed their true selves to her! Will definitely book her again!”
“Caleb loooked after our 7-month old Golden Retriver puppy and pet rabbit for 4 days and did a fantastic job! He spent tons of quality time with the animals (lots of walks and time playing outside for the puppy, and pets for the bunny) the house was spotless when we returned home. We would recommend Caleb and will certainly look to book him again when we have a need for a house sitter!”
“Stacey was great! She is a very prompt responder and very professional, sending helpful updates at least twice a day. She did great with our large, shy dog, who can sometimes be weird around new people. She left the house very clean and left a lovely note. Thanks again Stacey!”
“Karen communicates well, always leaves my place clean, and keeps my dog Reese happy while I'm away! She consistently goes above and beyond to make sure he is cared for.”
“This was our second time booking Melissa to housesit for our reactive dog, Toji. She followed our instructions, kept us updated, and clearly cares. We’ll continue to have her watch Toji when we go away.”
About: I've been a diligent and loving dog owner for over 20 years. In that time I've had many dogs in my care from puppy to senior. I've trained many pups on various tasks and tricks from potty training to wait, place, stay, spin etc. I've taken care of the dogs of neighbors, roommates, friends, and colleagues. I'm transparent in communication and would provide pictures, videos, and updates. I would love to shower your pet with love and care, including but not limited to walks around the neighborhood, parks, enrichment, treats, training, cuddles, and play. I'm working remotely part-time so I have all the time to shower your pup with attention. My dog Apricot (6 yr old Cavalier King Charles Spaniel) and I are glad to be flexible around your dog's schedule. I have a fenced in yard and one calm and friendly pup for your dog to hang with. Apricot loves to nap, so if your dog has more energy, I'm excited to have exploration partner. Apricot sleeps on the bed, and your dog is welcome to as well, but I also have a crate if they would be more comfortable there. I feed all dogs separately in separate rooms. Please let me know if you have any special instructions, I'm happy to accommodate.
“Sofia took amazing care of my 5-year old poodle while I went out of town with friends. She sent me lots of updates and photos so I knew he was well taken care of and happy, which allowed me to enjoy some much needed time away without worrying. Highly recommend Sofia!”
“Michelle was amazing....again! Our timid senior dog was happy and relaxed when we returned. We appreciated daily pictures and updates. Michelle left the house spotless and our plants were watered and healthy. We highly recommend Michelle.”
“Jeanine was great with Aspen! Super communicative and shared lots of photos of the fun they had together. Plus Aspen sneakily took her to the local mud bay and she even got him a bonus treat:)”
“Henry and Ted had another fun time with Mandy. Our boys are always well cared for, loved, and excited to see her. Always reliable and trustworthy.”
“This was the first time that I left my cats with a non family member. Kathleen did a great job asking thoughtful questions, approaching the cats gently and communicating with me while I was gone. Everything was tidy upon my return and the cats were well cared for.”
“Margaret was so communicative, thoughtful and kind. I’ve never felt so at ease leaving my dog before! AND left the place impeccably clean. Would 1000% rebook. Thank you Margaret!!!”
“Leo adores Chelsea! I know she is one of his favorite people. She left the house cleaner than when she arrived and took such care of Leo and my house. I would recommend her to anyone! She is gem.”
“Adrian was a wonderful companion to Kiska during our trip! He sent great updates and took him on long walks every morning. Kiska is an anxious boy but Adrian had a very gentle energy and handled Kiska really well. Our home was left in great condition. Our other Rover cancelled last minute and Adrian was able to come for a meet and greet right away and is clearly very capable with animals. Would definitely hire Adrian again!”
“Meagan was fantastic! She shared daily updates about our senior cat, Pinot, along with pictures and videos. She also took excellent care of our house while we were away.”
“Lucy the dog was so relaxed and exhausted after her stay with Lisa, she didn’t even wake up when I walked through the door! Lisa was a fabulous dog sitter for Lucy and was very patient with all the needs and quirks of my elderly girl. I can’t thank her enough for all the TLC she showed both for the dog and for the house while I was away! Cannot recommend Lisa highly enough.”
“Quinn did an excellent job watching my doggo Kanna. They were really responsive and I appreciated the lovely photos they sent. Kanna got to go on a really long walk at a local park which she surely loved. Quinn super exceeded my expectations in all areas and I'm grateful they could watch kanna for her first time in a new house while I was away.”
“I really enjoyed having Brittany care for Junebug! She brought great energy, authenticity, thoughtfulness as well as groundedness to caring for June. I had a lot of instructions and she was great about following them. I also really appreciated that she was so communicative while I was on vacation -- which I don't experience a lot with other Rover sitters; communication is something that I highly value when I'm an anxious parent leaving my my baby behind -- especially with someone I don't know at first so she put me at ease and I felt safe and secure leaving my dog Junebug behind. I would definitely use her again as a sitter!”
“Jason is the absolute best. I wouldn't trust my pups to anyone else. He takes such excellent care of our dogs while we are away. We couldn't ask for a better sitter for our girls! He is responsible, considerate, and caring and I recommend him 100%!”
The median cost per night for house sitting in Windermere is $64
Pet parents share their Rover experiences - Windermere
Judy did fabulously with our very different dogs. Marge who tends to be a bit more wary with strangers immediately felt comfortable with Judy. Smyth who is a lover to all and especially those who give him cookies adored her as well. This was longest we were away and both dogs while excited to see us seemed like they were well adjusted to the routine with Judy. Overall a wonderful experience with lots of pictures and videos of our dogs throughout our vacation.
Mackenzie was absolutely amazing with our dog Hank! She was extremely thorough and detail oriented about his care. I received daily pictures, video and text updates while we were away. The whole experience was above and beyond. We will be booking with her again!!
Noah is an incredible pet sitter, and I feel extremely lucky to have someone I trust with all three of my dogs. They each have very different personalities and needs, and caring for three dogs is no small task, but Noah handles them all with so much patience and care. Casper in particular can be a difficult dog to win over, and I’ve been really happy to see how much more comfortable and trusting he becomes with Noah every time. That means a lot to me because I know Casper doesn’t give that trust to just anyone. Noah is reliable, communicative, attentive, and genuinely cares about my dogs. I rely on him a lot, and being able to leave town knowing that all three of them are in good hands gives me so much peace of mind. I wouldn't hesitate to recommend him to anyone looking for someone they can truly trust with their pets.
Tessa did an amazing job watching our wild pup, Baker for five days! She was very attentive, walked him every day, took care of a hot spot that he had, and gave us updates every day! She left our house super clean as well. We would definitely work with her again!
Kaitlyn was so flexible when we had a plumbing issue right before leaving town making our kitchen sink unusable for her stay and having a plumber working in yard. She handled it cheerfully and professionally. Dogs cats and house were all in great shape on our return. Highly recommend this sitter!
I cannot say enough positive things about Alma! Conscientious, organized, thoughtful, respectful, knowledgeable, communicative, kind…and loved, appreciated & cared for our dog (and home & garden) as if it were her own! We are so grateful to Alma (& Yitzhak!) and will definitely reach out again in the future!
TingTing is an amazing cat sitter who takes exceptional care of my cats. She is kind, responsible, and genuinely cares about their well-being. She keeps me updated with photos and messages, which gives me great peace of mind while I'm away. I highly recommend her to anyone looking for a caring and trustworthy sitter.
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