House Sitting Windemere
Find a loving house sitter to watch over your pets and your home.
Over 7 pet parents in Windemere have booked house sitting
Windemere, 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.
“We were extremely happy with Kelly's care of our dogs, Tanner and Salem, while we were away! She was there at the right times to let them out, feed them, followed our instructions for Tanner’s meds, and kept us updated with photos and messages. Tanner and Salem seemed very comfortable with her. We will definitely be using Kelly again in the future as she seemed to really enjoy caring and playing with them.”
“Zana was wonderful with my Lulu and Solo (senior Yorkie and adolescent cat). She got them to warm up to her quickly and she kept them and my home in good order for an entire week. I appreciated the regular check-ins and photos during my time away. AND she was a real trooper despite a couple of unfortunate incidents in the neighborhood with some wanna be car thieves. I would highly recommend Zana!! She will love your fur babies as her own. And she’s very patient with a somewhat anxious pet owner.”
About: Taking care of animals is the best thing in the world. I have worked on farms for several years with equine, dogs and cats. I'm a cat mom, but walking and taking care of dogs has been the best job ever. I've walked all types of dogs from the smallest to the biggest, from puppy pit bull to old lady poodle and everything in between 🥰 For me animals are everything! Pet care is my main daily focus. I have an open schedule and very flexible hours and availability. Don't hesitate to reach out. I am confident we can make it happen. I offer walking and taking care of pets in the client's home. What exactly I'll help you with depends on what your pets need. Need someone to come and go, or someone to stay all day, or overnight (Friday through Sunday)? Do your pets need meds? Do they love lots of cuddles? 🥰 Whatever it is, I'm there for it! Because it's all about the animals!
About: I have taken care of various friends and families cats over the years and have two family cats. I love playing with them and providing a friendly face for them. I have also taken care of friends and families puppies and young dogs as well. I always treat everyone’s animals as if they were my own and strive to make sure they feel safe and loved while they are with me. I’m currently working part time so I have time to watch and attend to your animals any time of day. I am also available for boarding and sittings at houses when needed. I have a fenced yard in a family friendly neighborhood with no other pets in my home. I can crate your dog if needed at my home for boardings and they will have a comfortable space to be in.
“Marlo did an amazing job with my two senior dogs. She went above and beyond my expectation. One of my senior dogs wasn't feeling well and went out of her way to attend to him. She kept me updated the whole time and sent pictures. She is super friendly and trust her completely to contact her again for a house sitting.”
“We’ve had such a great experience with Alex for the second time! She takes wonderful care of Maxwell, has excellent communication, and always goes above and beyond to accommodate us. We really appreciate how reliable, thoughtful, and attentive she is. Highly recommend her!!”
“Josephine was reliable and responsive. She very clearly adores animals and this was like a vacation for my dog to walk and hang out with her overnight. Would definitely book again.”
“Stokely was great with the dogs. At the meet-n-greet, they immediately took to him. I felt like they were spoiled for a few days, and it worked out really well. We had clear notes for him, and he ensured things were tidy when we came home. Will definitely use again.”
About: There is nothing I love more than spending time with and taking care of animals. I have owned a plethora of pets in my lifetime. Over the years I have helped take care of 15 rabbits, three dogs, four cats, and a bearded dragon. For nearly all day every day of the past 14 months (and the majority of the past 3 years) I have watched and taken care of an elderly cat and two dogs, one of whom is hyperactive and very anxious. I have lots of experience building relationships of trust with fearful dogs. My childhood dog was deeply traumatized as a pup, but with effort and love she ended up living a full and wonderful life of joy for 15 years! My best friend's dog was aggressive, fearful, and deeply untrusting. It took years of patience and work to get to this point, but we ended up being extremely close and I was dubbed one of his favorite humans! My current dog has a lot of quirks and anxiety, and it has been truly incredible watching her grow and open up to love. I adore everything about caring for pets, even the messy and hard parts. It doesn't matter if they are misbehaving or causing mischief, I always find joy and fulfillment in meeting their needs and working with them. I have experience taking care of a dog with heartworms, keeping her heart rate slow, for 3-4 months. I have experience from when my cat was in recovery from surgery; I administered her medication, fed her by hand, and cleaned her stitches. My dogs love to roughhouse but can sometimes go too far, and I am good at keeping calm and leading the situation if injuries occur. The wellbeing of animals is everything to me, and I will always do my best to make sure pets are getting the love and care they deserve. Animals are just about my favorite part of life! From August 2024 to June 2025, I worked at Best Friends Furever as a dog handler. I spent most of my hours: -Watching, caring for, and playing with the dogs -Practicing their training skills -Handling crisis situations including preventing and breaking up fights -Bonding with fearful high-stress dogs and building trust with them -Assisting customers with pick-up and drop-off -Cleaning/sanitizing play areas and crates -Washing water and food bowls I have completed the PackPro Professional Animal Care Certification Council (PACCC) certified training course for dog daycare, covering topics such as: -Dog body language -Group management -Customer service basics -Fight prevention/protocol I volunteer as a dog walker for the Baltimore County Animal Shelter. I often cat-sit for my friend, and I make sure I am devoting all my time and attention to the cats. I make sure they have enrichment and affection, while also recognizing when they need alone time. Cats are finicky beasts, but every moment they are comfortable and happy is worth it! I have a chronic illness that has caused college to go on the back burner for now, so I have a lot of open time for pet sitting! Despite my health issues, I did well at and really enjoyed my previous job as a dog handler at a daycare for 9 months. Unfortunately, a few months after I left my job in 2025, I had a health incident that set me back a bit; now that I’m on the mend, I am looking for an opportunity to start living a more active and fulfilling life again. I have a lot of free time because of this disability, and now that I have strength back I want to utilize this to do something good. I will work hard and do my best! I will adopt whatever schedule and routine your dog requires; I have experience and training in all kinds of pet care, so there is no such thing as too high maintenance! I am prepared for all aspects of pet sitting.
“Jennifer was awesome! She did a wonderful job of taking care of LouLou She also left the house in great order and kept me updated with LouLou. I would definitely use her again.”
“Jasmine did a great job watching Joey at our house for the weekend we were gone. She followed all instructions, was highly communicative, and we came home to a happy, healthy dog and a clean house. Highly recommend her!”
About: I’ve been around pets most of my life and have a deep understanding of their needs, body language, and personalities. I offer calm, attentive care tailored to each pet, whether it’s a playful puppy learning the basics or a senior pet needing extra patience, meds, or gentle walks. I’m experienced with basic training, crate routines, senior care, and making shy or anxious pets feel safe and comfortable. I treat every animal like family, with love, respect, and a focus on their well-being and happiness. Pet care fits naturally into my life right now. After going through cancer last year, I’m focused on healing and creating a life filled with joy and purpose. I’m currently not working a traditional job, so I have plenty of time, flexibility, and energy to dedicate to pets. Spending time with animals brings me peace, and I’d be honored to be a loving, dependable presence for your pet while you’re away. Whether I’m caring for pets in my home or yours, I create a calm, safe, and loving environment where animals can relax and feel secure. I respect each pet’s routine and preferences, and I always follow your instructions closely whether it’s about food, walks, medications, or cuddle limits! In your home, I treat the space with care and keep things clean and consistent so your pet stays comfortable. If I’m caring for pets in my home, they’ll have a peaceful, pet-friendly space with plenty of love, supervision, and attention. Safety and trust are everything to me and so is making sure your pet feels right at home, wherever they are.
“Meghan watched our cat and dog for an extended time while we’re overseas. She was wonderful and took great care of our geriatric boys who both needed meds. Communication was very consistent and she sent great pictures. The cherry on top was that she left the house immaculate for us and even had the bed clean and ready for us which was tremendous as we got home from the airport after midnight. We highly recommend Meghan and will definitely book her again!!!”
About: I have had cats and dogs in my house since before I could walk and have been actively caring for them for nearly as long. I have two cats of my own now, 5 and 4, (my dog, almost 20, recently passed) that are my pride and joy. Caring for animals has been a staple of my life; I can’t wait to meet your babies and give them the best care too! I have a bit of a variable schedule between part time work as a barista, but for sitting stays I would never be away for more than 8 hours in any given day. I take college classes online but that can be done anywhere that I can access the internet, meaning I can be with your fur baby for more quality time! I have two cats of my own that I feed a mixed diet of wet and dry food twice a day, so I know attention to detail is a priority when caring for your fur baby! With that said, I can have my roommate feed my boys while I’m on overnight jobs, meaning I have more time to provide top quality care for your fur baby.
“Absolutely phenomenal. Both our babies were happy and fed when we got home. Photo updates were very appreciated. If I could give 1 million stars I would. So thankful!”
“When you have 2 dogs, one of whom is skittish, and you need to find the person who has extra patience, a kind heart, a soft voice….Tara is the one! She is beyond flexible with her schedule, diligent with note taking for the best of care of your pet(s), and very communicative! Thank you Tara for everything; we will see you soon🐾”
The median cost per night for house sitting in Windemere is $50
Pet parents share their Rover experiences - Windemere
Brooke was amazing! She went above and beyond to make sure my dog was well cared for and she communicated with me everyday. I got lots of pictures and updates on my dogs medication and food and walks. I had never left my dog with someone I didn’t know before, and Brooke made me feel so comfortable. I couldn’t be happier! She also stayed at my home while I was away and left everything super nice and neat, and took great care of everything while I was away. Truly 10/10!!!
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 - Windemere
Select a filter and find qualifying sitters offering house sitting.Sitters in Windemere average 4 repeat house sitting clients
FAQs for House Sitting - Windemere
Frequently asked questions about Rover
The average cost of House Sitting in Windemere is $67 per night as of October 2026. Most bookings cost between $56 and $67 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 2,942 sitters on Rover offering House Sitting across Windemere. 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 Windemere 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 Windemere 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.
<b>Tip:</b> 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 Windemere 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 Windemere. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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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