House Sitting In Windermere
Find a loving house sitter to watch over your pets and your home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windermere house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”
“Junbo is fantastic! I can't recommend her enough. She took care of my cat and high energy puppy when I was out of town for a week. She not only took my dog for a walk but took him to different hikes everyday. She takes care of the pets not just out of responsibility and accountability but also the enthusiasm and joy of being out with them. She truly enjoys the company and loves the pets she's tasked to take care of. She sends lots of photos and videos and gives frequent updates on their daily routine. Again, I highly recommend her for all the services that she offers. Will certainly hire her gain for house sitting. Thank you Junbo!!!”
“Karen was amazing watching Reese over the holidays! She made sure her schedule was available to watch him at the times he needed and gave him lots of love while we were away. She communicates well, meaning I never worried about my dog while gone. I came home to a clean house and happy puppy!”
“Jasmine watched our two dogs, Oliver and Stella, at our house while we were out of town. She was prompt in her communication with us and sent lots of cute photos! We knew our dogs were cared for and safe, and she administered Stella’s nightly pill without issue.”
About: I’ve been responsible for pets and house sitting in my previous jobs as a house manager. I value being a reliable and kind care giver. I am experienced in giving medication and cuddles. This is my current job and do other type of gig work. I am open to taking new clients and my schedule is flexible. Looking forward to meet you and your pets! It’s important to me to get to know each animal and their owners routines so animals are relaxed and comfortable while their owners are away.
“Charlotte was great! We had to use Charlotte for a last minute extended booking and Charlotte was very communicative and took such good care of our two cats. Would highly recommend Charlotte to take care of their animals!”
“Aileen was outstanding sitting Monte & Beppe during our two weeks away. She was excellent in sending messages & photos of our pets on occasion so we were assured all was well with them. Upon our return, they were both very comfortable and as though we had not been away but ready to return to their daily routine with us. Our place was very tidy and obviously had been well attended to during our absence. We highly recommend Aileen and are currently planning our next time away and hopeful she will be available. Cheers.....A&L and Monte & Beppe (aka LAMB)”
“Mandy did a fantastic job watching my dog and cat while I was away on a work trip. I came home to a clean house and two very happy pets! She left everything in great shape, and it was clear my animals were well cared for and comfortable the whole time. I’d definitely recommend Mandy to anyone looking for a reliable and thoughtful sitter.”
“We feel so lucky to have had Sofia stay at our home and care for our pets. She did a truly wonderful job. The animals were happy, relaxed, and clearly well loved, and we came home to a house that was spotless and beautifully cared for. She sent lots of photos and updates, which gave us such peace of mind while we were away, and her communication was always prompt, thoughtful, and kind. It made the whole experience completely stress-free. Sofia is responsible, trustworthy, and has a natural way with animals. We would hire her again in a heartbeat and recommend her without hesitation to anyone looking for exceptional pet and house care.”
“Noah was great, he was very patient in getting to know Abby and kept us up to date on the progress. Abby did warm up and they became good buddies. Noah was very low impact, the house was as neat as it was when we left. I would gladly have him come back!”
“Raquel was amazing and very friendly, the dogs really warmed up to her quickly. Quick in responding and and highly communicative. Would recommend her and would book again.”
“Cassidy was fantastic. We received regular photos and updates. Our min pin was well cared for, and our home greatly respected. We plan to book with her again and again.”
“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.”
“Em did a fantastic job dog sitting for our trio for an extended stay. She went above and beyond when one of our pups needed some extra care unexpectedly while we were away. She also took one of our pups on long hikes and walks which she loved so much! We got regular updates and photos. Thank you!!!”
“Will has dogsat / house sat for us a few times and he does a great job taking care of our pup. He takes Napa on good walks, has her play with other dogs, and you can tell that he’s engaged and paying attention rather.”
“Jane is the best! She so kindly handles my last-minutes changes and is a great dog & house-sitter. Jane sends great updates and Macy clearly has a great time with her. I come home to a happy dog and spotless house! Would definitely book again and highly recommend. Thanks, Jane!”
“Alexa truly went above and beyond caring for our dog and cat. She kept us thoughtfully updated, took our dog on a run, and made sure they were both happy and comfortable. Knowing they were in such great care gave us peace of mind. Coming home to a spotless apartment — with even our dishes put away — was such an unexpected and appreciated touch. We’re incredibly grateful for her care, attention, and kindness. Thank you for everything, Alexa!”
Windermere pet parents share their Rover experiences
We have had Jenna house/dog sit for us three times, and each one has been great. She is very communicative and responsive. Our house and dog were well cared for and we could not be more pleased with how she cared for both. We would definitely have Jenna stay for us again!
Jazzlynn has now stayed with our dog twice. She does a great job of keeping us informed of how things are going. She’s a great house sitter, and leaves everything neater than when we left. We will continue to request Jazzlynn as long as she’s willing to sit with our anxious dog!
Aria was wonderful to work with: responsible, adaptable to a few changes that needed to be made, regularly communicative with quick replies to my texts/calls, regular photo shares and very caring to our cats and home. She did a good job of going to her full time job and taking care of her home needs, while making sure the kitties were tended to well with time and care and keeping their routine. The house was well cared for as well. She even put together a kitty water fountain that we hadn't had time to do before leaving for our trip. We hope to have her stay again inthe future!
Claire is absolutely wonderful. She was loving, attentive, and went the extra mile. Very communicative, left me daily reports, and took Pepper on some amazing adventures. She even took out the garbage, and I came home to an immaculate house! She's definitely a keeper.
Cassidy is a phenomenal house sitter and made our pup very happy and relaxed while we were out of town! She has amazing communication and provided ample updates and photos while with our pup, and was very self sufficient and respectful during her stay! From our initial meet and greet to coming home to a nice clean home after vacation, Cassidy was amazing the entire time and I’d definitely recommend her services!
Julie did such a wonderful job watching after Tony while I was at work all week. Every day she showed such an incredible level of care for my pup that cannot be overstated. I was truly able to be at ease every day knowing that he was so well taken care of. I also appreciated her updates throughout the day as well as her level of communication by making sure Tony’s care plan was constantly attended to. She also respected our home while she was here and kept everything neat and clean. We will definitely be requesting her again in the future!
Angie took great care of my french bulldog puppy Remy! My flight home also was unexpectedly canceled at the last second, and she graciously extended her care—super flexible, so grateful. We’ll definitely contact Angie again the next time we need a dog sitter!
Jed was a phenomenal housesitter! He took great care of our large lazy Labrador retriever. He was a warm and friendly person, a great communicator, and left the house spotless. I felt extremely confident having him stay in our house to take care of our four legged family member. I would definitely hire him again!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. 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 house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Windermere.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windermere house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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