House Sitting Windermere Woods
Find a loving house sitter to watch over your pets and your home.
Over 12 pet parents in Windermere Woods have booked house sitting
Windermere Woods, 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.
“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.”
“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!!”
“Ayshah is truly one of the best sitters I’ve found on rover. I believe she goes above and beyond for both you as a pet parent AND your dog. So impressive, highly highly recommend.”
“Our pets were well taken care of and we didn't have to worry about anything while we were away on vacation! We came home to happy pets and a clean well cared for home. Thank you so much Ariel!”
“We are so thankful for Amanda! She took such great care of our elderly dog over the weekend and went above and beyond to make sure she was comfortable and well cared for. Her communication was excellent, she showed up early, and he even went the extra mile by cleaning the sheets afterwards. Truly wonderful experience. We felt completely at ease knowing our pup was in such caring hands. Highly recommend!”
“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.”
About: Hi :)) I love exercising and being outdoors and nothing is better than doing that with a dog! I love walking and taking care of dogs and I have plenty of experience with dogs (young and old) and their dietary needs, exercise/physical concerns, and making sure that their overall wellbeing is taken care of and adored :)) Looking forward to meeting you and your fur babies!! I graduated from UGA with an Economics degree and am currently in school part time (again :(( lol), as well as studying for my CPA exams, so I have a very flexible schedule! I typically exercise early, it could be very early (6am) to 2:00pm in the evening, so I am very open between those times any day of the week to take care of your pet(s) :)) Later evenings are perfectly fine as well! Please let me know what you would like for me to do for your dog (pets), their dietary and exercise/physical needs, and if house sitting along with your pet, what I need to do specifically for your household to ensure a smooth experience! I am more than willing to accommodate and want to make sure everyone is happy and healthy!
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.
“This is a repeat booking. Sydney is a conscientious house sitter, they are great with the kitties, show up on time and even took care of taking out the trash and washing the bedding. 10/10 would recommend!”
“Lois does a great job taking care of our home and our pup. We feel so much more comfortable traveling now that we know we have someone taking care of our dog and his separation anxiety.”
“Lanae did amazing with my two pups! I have an older greyhound and young golden retriever who have the exact opposite personalities haha. She did wonderful with both! She kept me updating throughout the day and sent wonderful pictures to let me know my pups were doing well. I am so grateful for the time she spent with them while we were away. I would recommend her to anyone Loki g for a wonderful dog/house sitter.”
About: Hi! My name is Tyson, and I’ve been around animals my entire life. Growing up with pets taught me early on how important patience, consistency, and love are when caring for animals. I currently work in childcare as a nanny and babysitter, and many of the families I work with also trust me with the care of their dogs inside their homes. Over the past seven years, I’ve gained experience caring for other people’s pets, including walking, feeding, bathing, nail trimming, and general grooming support. I also have my own Cane Corso at home, so I’m very comfortable handling large and strong breeds. Because of this, I’m confident managing leash pullers on walks and working with dogs of all sizes and temperaments. I pay close attention to dog body language and always aim to create a calm, safe, and fun environment for every pet in my care. I’m an active person and love engaging with dogs through walks, playtime, and enrichment so they stay happy and stimulated. My goal is always to make sure your pet feels comfortable, cared for, and has a great time while you’re away. I do childcare as far as being a nanny from 2:40 pm to 6 PM Monday through Friday so I am available anytime before or after that time. And I am available all weekend long. When caring for pets, my main priority is making sure they feel safe, comfortable, and cared for just like they would with their owner. In a client’s home, I respect their routine as closely as possible. I follow feeding schedules, walking routines, and any specific instructions to help the pet stay relaxed in their familiar environment. I also make sure they get plenty of attention, playtime, exercise, and affection while you’re away. If I’m caring for pets in my home, I provide a safe, supervised environment where they can relax and stay active. I have experience handling dogs of all sizes, including large breeds, and I make sure every dog gets proper exercise, structured walks, and positive interaction. I always pay close attention to body language and behavior to ensure all pets are comfortable and stress-free. I also keep owners updated with photos and messages so they can feel confident that their pet is happy and in good hands.
About: I grew up with a chocolate lab and took in two cats in high school. I’ve primarily had cats as pets recently (and have become a master at giving cats pills). I’ve dog sat and cat sat for several friends. I always have a great time watching their home while spending time with their fur babies. I work fully remote for my 9-5 as well so any home with good wifi I can be there the whole working day. I have good experience giving cats pills and liquid medicine. I work remotely so I can work from any home with good wifi. So if your pet gets lonely I can keep them company all day long. For things that require a routine or specific timing, such as medicine, I set alarms and calendar reminders. I love getting a clear list of expectations from the pet owner of how to treat their specific pet. Every pet is unique and I want to make sure I’m caring for your pet in the way best for them! I’ve watched cats that needed three pills in the morning and one at night. I’ve watched dogs with special dietary restrictions where I had to tear up boiled chicken for them. I’ve also watched kitties that just want cuddles all day long and dogs who want to play fetch all day long. I always try to accommodate best I can!
About: I’ve always been happiest around animals. Between my background in Veterinary Technology, experience in dog grooming, volunteering at my local animal shelter, and having pets my whole life, I’ve had the opportunity to work with all kinds of personalities. I love getting to know each pet and making sure they feel comfortable, cared for, and understood. Animals have always been a big part of my life. Pet care naturally fits into my routine through my experience caring for my own pets, volunteering at an animal shelter, and my animal care background. I enjoy providing reliable attention, companionship, and care for pets. I focus on making each pet feel comfortable by following their normal routine and paying attention to their individual personality and needs. I have experience with a variety of animals through my personal pets, shelter volunteering, grooming training, and animal care education. I prioritize safety, patience, communication with owners, and providing a positive experience while they’re away.
About: Here's a shorter version: --- I've had dogs my whole life and currently share mine with a Golden Retriever and a Chihuahua mix — so I'm just as comfortable with big, energetic breeds as I am with small, spunky ones. I've worked as both a dog sitter and dog walker, and I treat every pup like my own. Consistent routines, lots of love, and total peace of mind for you while you're away. I currently have one availability and am free anytime! Some days I do serve at a restaurant, but I only work 2-3 days a week I have past experience as a dog sitter and can adapt to any differing schedules you may need! I know some dogs need special care :)
About: I’ve always had a special love for animals, especially dogs. I truly believe pets are family, and they deserve patience, love, attention, and someone who genuinely enjoys spending time with them. I love getting to know each pet’s personality, whether they’re playful and full of energy, shy and needing extra time to warm up, or just looking for some extra cuddles and companionship. I understand how important it is to feel comfortable leaving your pet with someone you trust. I’m experienced with caring for dogs through my own love and connection with animals, as well as spending time with pets belonging to friends, neighbors, and family. I’m comfortable with small to medium sized dogs and enjoy providing walks, playtime, potty breaks, feeding, and lots of love and attention. My goal is for your pet to feel safe, happy, and cared for while you’re away and for you to have peace of mind knowing they’re in good hands. I have a flexible schedule that allows me to give pets the time and attention they deserve. I enjoy spending time with animals and would love to make pet care a part of my routine. I’m someone who loves creating a calm and comfortable environment, and I enjoy taking the time to make pets feel safe and cared for. I’m happy to follow your pet’s normal routine, whether that includes walks, playtime, feeding, or simply keeping them company. I know every pet is different so I always take the time to learn what makes your furry friend feel comfortable and happy. Your pet’s safety and comfort will always come first. I know how much trust it takes to leave someone with your furry family member, so I take that responsibility seriously. I carefully follow your instructions, respect your home, and make sure your pet feels comfortable and cared for. I pay attention to details like their behavior, routine, and any changes they may show. I’m especially mindful with smaller and calmer dogs, making sure walks are safe, playtime is enjoyable, and your pet gets plenty of love and attention. I’ll also keep you updated with pictures and messages so you can relax knowing your pet is happy and being cared for.
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.
“Sean was absolutely wonderful. He played fetch with the boys, took them on walks, cuddled with the boys and KittyKat and checked in and sent pictures. When I arrived home the boys and KittyKat were excited to see me and very content and I could tell they were well cared for and enjoyed Sean. Lastly, Sean is a very respectful and thoughtful house guest and I enjoyed coming home to happy pups and cat and a clean home.”
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
The median cost per night for house sitting in Windermere Woods is $50
Pet parents share their Rover experiences - Windermere Woods
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.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your 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.
Meet local sitters who will treat your pets like family
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Popular requests for house sitting - Windermere Woods
Select a filter and find qualifying sitters offering house sitting.Sitters in Windermere Woods average 4 repeat house sitting clients
FAQs for House Sitting - Windermere Woods
Frequently asked questions about Rover
The average cost for House Sitting in Windermere Woods on Rover is $39.96 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 4,040 sitters on Rover offering House Sitting across Windermere Woods. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windermere Woods walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Windermere Woods maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windermere Woods choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windermere Woods. On Rover:
- 93% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 98% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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