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.
“Kelly good great care of my sweet older boy Murphy. She answered text quickly and sent pics. She followed my care instructions and my house was exactly as we left it when we returned. I will definitely hire Kelly again!”
“Connie provided excellent care for our two dogs and two cats while housesitting. She sent daily updates and photos and everyone always looked so happy and content. She went above and beyond to tidy up and provide plenty of exercise for our two pups. She is professional, communicative, and a true animal whisperer!”
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!
“Zana was a fantastic sitter, she sent me frequent updates and pictures. The house was left in great shape and most importantly, I know my Dottie got all the love and care she needed!”
“Amanda did an amazing job caring for our pup. Our pup is almost never left alone so this was a big deal for us. She put us at ease and made sure she knew all the details necessary to care for him. She sent us lots of pictures and took him on all his favorite walkies. We had a great vacation knowing he was in good hands.”
“Karenna did a great job sitting and walking our high energy shepherd while we were in the area for a wedding. Very communicative and responsible and sent lots of photo updates. Was conscious of keeping our dog safe and happy and we never needed to worry.”
“Absolutely wonderful! For starters, my three dogs loved her! Even the one who is a little grumpy. She stayed in our house for three nights and looked after our dogs while there. She was very communicative, prompt, and respectful of our home! It looked like no one had even stayed there. Would love to book her services again (if our diaper dog didn't scare her off)!”
“Amazing house sitter, responsible and communicative! We had Jeff stay at our house for a week with our elderly pitbull and energetic saluki. Jeff took great care of our boys and our house and kept us updated the whole time. He is friendly and professional, 10/10 would reccommend!”
About: I specialize with big dogs and elderly dogs. I'm a taller guy with a longer walking stride so larger dogs can get more for workout. My schedule is daily throughout the whole day. I normally like to plan 24 hours in advance but if my schedule is open I don't mind same day or last minute. Tuesday -Thursday from 11am-3pm I am not available I currently have no pets right now at my home I do have a rather large backyard. At the parents home, I do make sure that the pets are well fed and hydrated before leaving unless otherwise told. Disclaimer: If there issues at the home during my time at your residence and not disclosed before booking such as but not limited to: proper running water, working AC/HEAT, controlled pest infestation, power outage, violent pet(s), unsanitary conditions, health concerns without proper insurance you will liable for the vet bill and transportation cost or all day 24 hour care with a pet(s) that can not be alone for 3-4 hours than will incur with an extra inconvenience charge of $100 or more and/or cancellation with the help of Rovers support team.
“This is the second time I used Janelle and Jess’s service. Both times they took great care of my dogs. Their professionalism and caring attitude gave me a peace of mind knowing my dogs are in good hand while I’m away. I’ll definitely recommend them for your next house/dog sitting. Thank you JJ!”
“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.”
About: While I may not have much professional experience I have owned a variety of pets my entire life from dogs and cats to bunnies and squirrels! I even interned at a veterinary office. I currently work a full-time job but I am looking to fill my time with pet care during the evenings after 4 and all day during the weekends. I am aware of dogs and cats body language and by understand them, I can better help support their needs. I can redirect when necessary and calm energetic behavior.
About: I have experience with dogs/animals of all types! Being raised on a hobby farm, I grew up with a deep love for animals and have cared for dogs, cats, horses, goats, rabbits, and small rodents. I currently have a senior husky with epilepsy and a hospice foster dog at home, so I am very comfortable working with seniors or animals who might have some extra needs. Recently, I worked for a private client in Baltimore city doing drop-in visits and overnight stays in my home 3-4 days a week, caring for a 100lb Labrador Retriever. I would love to get to know your best friend (and you)! Please reach out with any additional questions! I am currently preparing to start my graduate internship in mental health counseling. Due to this, I currently have a lot of available time and flexibility in my work schedule. Making sure your pet stays safe and happy while I’m with them is my main priority. You’re the expert on your pet, so I will always listen to your wishes/rules for your pet and home while I’m there.
“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!”
“Amanda did a great job with our anxious and reactive dog. She handled all of his meds well and even gave him extra breaks and walks outside. He was happy and relaxed when we got home for our trip.”
“Imani was super informative about the process of dog sitting since it was my first time using Rover! She was easy to work with and my dog loved her. She went above and beyond taking my dog to the dog park when not required. I would definitely book her again.”
“Damien is SUCH a fabulous human. The extraordinary care he gave towards my fur babies warmed my heart. He went out of his way to text me pictures and updates on how things were going. I absolutely plan on hiring him again! Thanks! Sarah”
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.
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.
Meet local sitters who will treat your pets like family
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 for House Sitting in Windemere on Rover is $61.05 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 2,987 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.
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 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 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 Windemere. On Rover:
- 94% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 93% 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.
Connect anywhere with the Rover app
