House Sitting in Windermere Woods
Find a loving house sitter to watch over your pets and your home.

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Top rated Windermere Woods house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jasmine has taken care of our animals several times and has done a great job each time. I like having consistency when it comes to our animals caregiver and Jasmine is who we use exclusively.”

“Ayshah stayed in our home to watch our two Frenchies. One was a puppy so he needed more care, time, patience and attention during our 3 night absence. She sent a daily picture.”

“This was our first time using a pet sitting service and it was absolutely amazing! Aniyah is so sweet and kind and she treated our Kingston like her own from the very first time of meeting him. Aniyah sent us pictures and updates throughout the whole stay which made us feel so relieved and comfortable knowing our boy was being well looked after. If you're looking for a dog sitter we highly recommend Aniyah, she was the best!!”

“Lanae took great care of my dog and was an excellent communicator. She not only sent photos but detailed updates about how things were going & what my dog was doing. I look forward to having Lanae back (I already booked her for a second time :)”


“Sydney was great! She’s very personable and easy to interact with, which put me at ease since this was my first time using a pet sitter. Mimzy immediately felt comfortable with her and my shy cat warmed up to her, as well. Sydney was quick to respond to messages and sent daily picture updates. I’d recommend her to anyone and plan to use her again in the future.”


About: I have experience caring for others and personal dogs, cats, and other household pets and I am great with giving them plenty of attention. I understand that every pet has its own personality and routine, so I take the time to make them feel comfortable and cared for. I have a flexible schedule and can make time throughout the week to care for pets. So I am available for walks, feeding, play, and general pet care. Pet safety and well-being are my top priorities. I’ll follow all care instructions, including feeding schedules, exercise needs, and any special requests. I make sure pets have fresh water, plenty of attention. I also provide updates and photos so you can have peace of mind knowing your pet is being cared for.

About: What sets me apart is the level of care, patience, and empathy I bring to every pet I look after. As a pet parent myself, I understand that pets are family—not just animals. Recently, I experienced the loss of my own beloved fur baby, which deepened my appreciation for the trust pet owners place in someone caring for their pets. That experience reinforced how important it is for pets to feel safe, loved, and comfortable when their owners are away. I pay close attention to each pet's personality, routine, and individual needs, whether that means extra playtime, a slower pace for a senior pet, or simply providing companionship and reassurance. I pride myself on being dependable, communicative, and detail-oriented. Pet parents can expect regular updates, photos, and the peace of mind that comes from knowing their pet is receiving genuine care and attention. My goal is not just to watch your pet—it's to make them feel cared for, understood, and loved while you're away. Pet care fits naturally into my daily routine. I work a structured schedule that allows me to plan dedicated time for walks, feeding, playtime, and companionship throughout the day. I enjoy being active and spending time with animals, so providing consistent care, attention, and updates to pet parents is something I genuinely look forward to. Whether it's maintaining a pet's regular routine, administering medications if needed, or simply providing extra affection and exercise, I make sure each pet receives personalized care and attention. I believe every pet is happiest when their routine is respected, so I take the time to learn each pet's feeding schedule, exercise needs, preferences, and any special instructions. In both my home and a client's home, I prioritize safety, comfort, and consistency. When caring for pets in a client's home, I strive to maintain their normal routine as closely as possible through regular walks, feeding, playtime, and plenty of affection. I also provide updates and photos so pet parents can feel confident and connected while they're away. When caring for pets in my home, I create a calm, pet-friendly environment where they receive plenty of attention, exercise, and supervision. I monitor pets closely, ensure they have access to fresh water, comfortable resting areas, and opportunities for play and enrichment throughout the day. My goal is always to make pets feel safe, loved, and well cared for while giving owners peace of mind knowing their furry family member is in good hands.
About: I’ve been taking care of dogs since I was 6 I take care of dogs bc I like animals. friends an family have relied on me taking care of there dogs an pets. I’m currently a pets owner right now I take care of my own dog for instance I feed him of course and take him for walks daily. I have a big back yard although i have no fence and i have a friendly dog for your fur baby to play with but mostly I have the dog in the house

“Tiana did an excellent job caring for our home and our two dogs while we were away. From the very beginning, she was professional, thoughtful, and attentive. She even took the time to meet with us and the dogs before her first day to make sure everyone was comfortable and that she understood our routines and expectations. She even took notes during our conversation which immediately gave us confidence that everything would be handled well. Having someone stay in our home made a huge difference for our dogs since they were able to remain in their familiar environment and seemed much more comfortable. Throughout her stay, Tiana kept us updated with photos and little check-ins, which gave us great peace of mind while we were away. When we returned, our dogs were happy, well cared for, and our home was just as clean and organized as we left it. We couldn’t have asked for a better experience and would absolutely recommend Tiana to anyone looking for a reliable, caring, and trustworthy pet and house sitter.”

“Christian was absolutely one of the best sitters we’ve ever had! Our regular sitter was unavailable, and Christian may have just taken the top spot. He was incredibly responsive for a last-minute booking, and it was obvious from the start that he genuinely loves dogs. Our boys were very well cared for, and we felt completely at ease knowing they were with him. We would book with Christian again without hesitation!”


About: I provide intentional, attentive care, treating every pet like my own. I don’t just “watch” pets; I engage with them, learn their routines, and make sure they feel safe, comfortable, and loved. I have hands-on experience with puppy training (basic commands, leash manners, crate and potty training), along with public access and service animal training. I’m patient, consistent, and focused on building strong habits. I’m also experienced in senior pet care, including gentle handling, medication support, and slower-paced walks tailored to their comfort and mobility. * For cat care, I respect each cat’s personality, whether they’re social or more independent. I’m attentive to litter box cleanliness, feeding routines, enrichment, and creating a calm, stress-free environment. Whether your pet is high-energy or needs extra care, you can count on dependable service, clear communication, and regular updates with photos. Pet care fits naturally into my day since I work from home, which allows me to be present, flexible, and attentive. I’m able to maintain consistent schedules for feeding, walks, potty breaks, and playtime without long gaps in supervision. Because I’m home throughout the day, pets get more than just check-ins. They get companionship, engagement, and close monitoring. I can easily adjust to their routine, whether that means midday walks, reinforcing training, or providing extra comfort for senior pets. My schedule allows me to give pets the time, structure, and attention they deserve while keeping owners updated with regular communication and photos. Your pet’s safety and comfort is my top priority. In my home, I provide a clean, calm, and pet-friendly environment with a secure fenced yard for safe outdoor breaks and play. Pets are always supervised, and I’m mindful of introductions, boundaries, and maintaining a low-stress atmosphere. When caring for pets in a client’s home, I respect your space and stick closely to your pet’s normal routine to keep things consistent. I double-check doors, gates, and leashes, and I’m attentive to any changes in behavior, appetite, or energy. Not only do I take the time to understand each pet’s needs, triggers, and preferences, and I’m experienced with puppies, seniors, and pets in training. Whether it’s reinforcing routines, administering basic medications, or providing a safe, structured environment, I aim to give you complete peace of mind with regular updates and photos.
About: I’ve cared for dogs through every stage of life, from raising puppies to supporting senior dogs with medical needs. My last dog was with me for 15 years and eventually became blind-she was also epileptic, so I’m very comfortable with patience, medication routines, senior care, and providing calm, attentive support to anxious or aging pets. I currently have a well-socialized 2-year-old Mini Schnauzer that I raised from 8 weeks old, so I understand the importance of structure, consistency, exercise, and positive interaction. As a retired military veteran, I’m dependable, detail-oriented, and home full time, which means pets in my care receive a lot of attention, supervision, and companionship throughout the day. I genuinely enjoy creating a calm, safe environment where pets feel comfortable and loved while their owners are away. Pet care fits naturally into my daily routine because I’m retired and home full time. I have a very flexible schedule, which allows me to provide frequent potty breaks, walks, playtime, feeding, medication support if needed, and lots of supervision throughout the day. Because I don’t have children or a demanding work schedule, I’m able to give pets consistent attention and maintain a calm, low-stress environment. In my home, pets have access to a safe, calm environment with a fenced yard for supervised outdoor time, exercise, and potty breaks. I also have a friendly 2-year-old Mini Schnauzer who enjoys the company of other dogs. I follow each pet owner’s instructions closely regarding feeding schedules, walks, routines, medications, crate preferences, and exercise needs. I understand how important consistency is for pets, especially when they’re away from their owners. In a client’s home, I focus on keeping pets comfortable by maintaining their normal routine as closely as possible while also making sure they receive attention, affection, exercise, and attentive care.
“Kaylah was absolutely amazing with our dog, Shadow! From the moment we connected, she was professional, communicative, and genuinely caring. She followed all of our instructions carefully and made sure Shadow’s routine stayed consistent, which was incredibly important to us. Throughout the stay, Kaylah provided updates and photos that gave us complete peace of mind while we were away. It was clear that Shadow was comfortable, happy, and receiving lots of attention and care. Knowing he was in such capable hands allowed us to fully enjoy our time away without worrying. We are so grateful for the love and attention Kaylah gave Shadow and would not hesitate to book with her again. If you’re looking for someone trustworthy, responsible, and truly great with dogs, we highly recommend Kaylah!”

“Deondre was very responsive and made a point to send tons of photos of our two dogs during drop in visits while we were gone for a week! Deondre started with a home visit to get to know the boys before we left. While we were gone, they spent a lot of time with the two dogs and made sure they stuck to the feeding/ potty schedule. We were very happy with how the dogs and our home were taken care of during our trip and would use Deondre again and highly recommend them to friends and family!”

About: My name is Tiaundra. I am a professional house manager/nanny and pet sitter. I have over 10 years of experience. I offer pet feeding/care, mail collection, plant care, trash & recycling services etc. I would absolutely love to care for your fur baby! I’m sure I’ll be adding more fur babies to the schedule shortly! I understand that it can be hard to trust someone with your lovely babies and property. That is why I am dedicated to providing high quality service that you can count on. With me, you can rest assured knowing your pet and home are in great hands. I look forward to hearing from you and helping keep your home and fur baby safe. Thank you for your time! I currently only work 4-6 hours a few days a week therefore I have ample time to care for and snuggle with all the fur babies. At this time I am only accepting pet sitting at the clients home. This may change in the near future however at the moment I do not offer pet sitting in my home.
About: I’ve had dogs my whole life and can’t imagine a home without them. From playful puppies to senior companions, I understand their needs and personalities. With years of hands-on care, I provide patience, attention, and love. Your pup will be treated like family every time they’re with me. I own a work from own business so I’m free all day. I just make a few calls around 7am and then my day is open. In my home, pets are treated like family. They’ll enjoy a safe, comfortable, and loving environment filled with care, attention, and plenty of playtime to keep them happy.
About: I am a 24 year-old full time worker trying to make some extra money on the side for life expenses. I am always ready for any lovely animal whether they are a bit scared, old, or even too friendly I would love to take care of your pets! Working with both dogs and cats I have experience giving care as well as very basic training when needed in a long term space. I have interned at an exotic animal care location and would love to get experience taking care for your pets as well! I take care of my own dogs at home and would love to add your pets to my schedule! I do currently work part-time nights on some days but as long as your needs fall on one of my free days or earlier in the day of my work day I would be glad to be of service to you! I care for 2 dogs at home currently that get along with everyone they meet and 1 cat that needs a little warming up to get to know you. They are feed 2 times a day as well as taken out before eating for ample play time. At random times they are given even more play time and trained if time permits it! I would love to care for your pets the same way I do to my own and would give nothing but love towards them the way you do so they feel just as safe and happy as if you were still there with them! I have been trusted with other family members pets and put pet safety at the upmost priority.

About: I’m a 20-year-old outgoing and attentive pet sitter with hands-on experience working at PetSmart. There, I learned how to properly care for dogs of different breeds, sizes, and temperaments, including feeding, handling, and recognizing their needs. Outside of work, I’ve also helped care for pets for friends, family, and neighbors. I’m patient, reliable, and make sure every pet feels safe, comfortable, and loved while their owner is away. I’m great at following instructions and keeping routines consistent, whether it’s a playful puppy or a senior dog that needs extra care. I treat every pet like my own and always aim to provide the best care possible.” I currently have open availability, which allows me to give your pet plenty of time, attention, and care throughout the day. I’m available for walks, drop-ins, and boarding on both weekdays and weekends. Because of my flexible schedule, I can stick closely to your pet’s routine, including feeding times, walks, playtime, and any special care they may need. I provide a safe, loving environment with plenty of supervision. I have a fenced yard for playtime and friendly dogs to keep your pet company if they enjoy socializing. I always monitor interactions closely and can separate or crate pets if needed. Your pet’s safety and comfort are my top priorities
Windermere Woods pet parents share their Rover experiences
I had a great experience with my dog sitter Kerry . She was incredibly kind, patient, and attentive with my clingy Gerberian Shepsky, which gave me so much peace of mind while I was away. She maintained a calm presence and clearly understands how to work with dogs that need a little extra attention and reassurance. She followed all of my house rules, stuck to the feeding schedule, and made sure my dog got regular walks and care. It was such a relief knowing everything was being handled responsibly and with genuine care. I would absolutely trust her again and highly recommend her to anyone looking for a reliable and compassionate sitter.

Mellanese was wonderful! She was polite, punctual, so sweet and great with our two golden retrievers. They loved her! Mellanese took good care of them and she reached out to us with updates. She left our home just as she found it. We hope she is available the next time we need a pet sitter.

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!
The median cost per night for house sitting in Windermere Woods is $50
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.
Sitters in Windermere Woods average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windermere Woods on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 3,281 house sitters in Windermere Woods. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Windermere Woods house sitters respond in under an hour.
House sitters in Windermere Woods have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windermere Woods.
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 Woods 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.



