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.
“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!!”
“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.”
“Mikayla was fantastic! I was immediately put at ease during our meet and greet, and while we were gone she was so communicative and sent great pictures each day. Our big cat Sampson loved her and she even managed to win over our super shy little one, Ann Perkins. We will definitely book with her again.”
“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!”
About: I have over 17 years of hands-on experience caring for dogs. I cared for and loved my family dog for 17 years, including daily walks, feeding, bathing, basic training, and senior care. I also have experience as a dog bather, so I’m comfortable handling dogs of all sizes, personalities, and coat types. I’m very attentive to safety, cleanliness, and each dog’s individual needs, and I always treat every pet with the same care and attention I would give my own. Pet care fits pretty easily into my routine. I do work full-time, but I still have a pretty flexible schedule and can make time for your pets. I’m happy to help with walks, playtime, feeding, and giving them plenty of attention and companionship. I’m available on weekdays and weekends before 6pm, and I’m happy to work around your pet’s routine when I can. Your pet’s safety and comfort are my top priorities. I provide a calm, clean, and attentive environment and always follow owner instructions carefully. With my dog bathing and grooming background, I am confident handling pets safely and recognizing stress signals or health concerns. I treat every pet with patience, kindness, and respect, ensuring they feel secure and loved whether in my home or yours.
“Sahara was wonderful! Our previous sitter cancelled last minute, and Sahara made herself available to watch our 3 dogs 5 days before we left for vacation! I always have some anxiety about leaving my pups for vacation, but Sahara made me feel comfortable that they were in great hands. She sent videos and photos daily, and kept me updated on how she was taking care of them. We will gladly use Sahara again and are so grateful for her!”
“Wallace was great with our little circus! We got daily updates and pictures and our dog and two kittens warmed up to him very easily. Wallace had great communication and a strong sense of responsibility. We will definitely be using his services in the future!”
“Saadiqa took care if my two kitties for week. One of our cats has diabetes and asthma, so she needs 2 injections a day and an inhaler. It is no small task. Saadiqa did well and was in contact with me for any questions around this care. I appreciate the communication and the time she spent to attend to the kitties. It was also great to know she was there living there with them.”
About: Hey guys! I’m an Army Veteran with 20 years of dog care experience. I have two dogs myself and trained my Cane Corso puppy to be a Service Dog. I understand that our dogs are our family. I am very friendly and accommodating and I will do anything I can to take good care of your pets. I look forward to speaking with you about how I can provide excellent service to you and your pets! I am currently in school and have plenty of time to care for your pets. I can accommodate any schedule and facilitate whatever you or your pet needs. I am very dependable and trustworthy. Whether I have your pets in my home or yours, you will receive adequate communication and pictures so you can rest easy knowing that your pet is in good hands. Your pet will be treated as if they were my own.
“Inaya did a wonderful job staying with my cats. She was extremely professional and took great care of my pets while she stayed at my house. I am looking forward to booking with her again.”
About: Lifetime of experience with dogs and cats, 5 years of furster care for puppies (training, love, and preparing them for their forever homes), and puppy love. I work full time, but making sure they start and end their day with love is important. Walks in the evening and weekend adventures are options. I have a fenced in yard for watching my parents animals. My own never miss a day of snuggles and play. If your furbaby stays at my home it will need to be cat friendly and would be safe downstairs where there is plenty of room to play. Giving all animals a safe space.
About: Hello! Thank you for viewing my profile. I have volunteered working with animals and have taken care of my own pets (dog cats and fish) for 12 years now. I can meet the vibe of most animals whether they are laid back and quiet or hyper and ready to go! All animals deserve respect and patience, and I provide these when working with new animals. I have bottle fed kittens and taken care of sick animals. Our pets are our family and I treat every new pet as a new friend! Most of my free time is on the weekends but I have no problem popping in on your fur baby! Walks, cuddles, food and treat time even a good snooze! Whatever they need, I am happy to assist with! I am always respectful of a client's home, as someone who has experience working as an Operations Manager for children with Autism, I have always been sensitive to the needs of others. I will ask questions and gather information for clarification on your furry friend's needs and review a schedule with you before getting started!
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 grown up caring for a wide variety of animals, including dogs, pigs, fish, reptiles, and birds! I currently work at Wag Atlanta, a daycare/boarding facility where I gain hands on experience with dogs of all breeds, sizes, and personalities. I get off work at 2 pm Sunday-Thursday so I’m free to care for your pets until 10 pm! I am also free to work Friday, Saturday, and most holidays with select hours. :} During drop-in visits, I can check in on your dog and care for any additional pets in your home as well 💕 That can include fish, reptiles, amphibians, birds, arachnids, etc. As long as I’m given clear instructions/routine I’m able to feed, play with, administer medication, and spend quality time with your pets to make sure they feel comfortable while you’re away. I also make sure the home stays clean and secure by cleaning up after pets & monitoring their behavior. I will send many pictures and videos to keep you updated as well as communicate any concerns. My goal is to keep your pets happy, stress free, and well cared for while their owners are away!
“Marylizza was careful to meet our dog before the trip and make sure we would all be comfortable. Our dog is not the friendliest, but she warmed up to Marylizza. She sent us daily photos, and we had no worries.”
“Beyond satisfied with the services from Deondre! Booked kinda last minute in home dog sitting for 2 dogs for 6 days. He was able to make a trip out to the house prior to the stay to bond with the dogs. During the stay we received pictures everyday with great updates on how the dogs were doing. Got back in super late and the house was left immaculate. 15/10 highly recommend. Will definitely be booking with Deondre again in the future.”
“Kasianay was wonderful. She is professional and was flexible when I needed to adjust my dates. She was attentive to my girls, sent plenty of updates with photos and left my home just as it was when I left for my trip. 100% recommend!”
“Michelle was great with my two big dogs! She sent me photos every morning and evening, and was very responsive to my questions. I definitely hope to have her stay with my dogs again!”
About: Your dog’s vacation should be just as fun as yours! I offer lots of belly rubs, playtime, walks, and cozy cuddle breaks. I follow routines closely, give tons of love, and send plenty of photo updates so you never miss a thing. I’m a stay at home wife with 1 dog of my own. I love dogs and my home has a dog park as well as a dog spa for grooming as well. I provide a safe, calm, and loving environment by closely following each pet’s routine, instructions, and preferences. I keep spaces clean and secure, supervise at all times, give plenty of attention and affection, and communicate consistently with updates and photos so owners feel confident and at ease.
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?
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 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 of House Sitting in Windermere Woods is $40 per night as of October 2026. Most bookings cost between $22 and $49 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 3,954 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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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