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 was amazing! Right on time to allow me to get to work even with first introductions, very kind, and sends updated pictures throughout the day to keep you as the owner comfortable that your pets are in safe hands! My pets took to her immediately and were very comfortable with her here. Will use 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!
“Kaitlin did a wonderful job staying in our home with our dog and cat. We had a meet and greet at our house prior to our vacation and our pets both seemed comfortable with her immediately. After the meet and greet she sent us detailed notes for us to review to ensure she captured the details and nuances of our pets. During the day she was communicative and sent photos. It was clear she treated our pets as if they were her own. When we returned our house was just as we had left it and Kaitlin even left some treats she had gotten for our dog. We will definitely be using Kaitlin the next time we go out of town!”

“Zana watched our two dogs and cat for a week and we are thrilled with our experience. Zana was extremely communicative and sent great pictures along with the updates. Our elder dog got sick and Zana was a champ handling some unexpected cleanup duty, leaving our house nice and clean. We sincerely hope we can rebook Zana the next time we leave town.”

“Jackie has stayed at my home and cared for my two Tibetan Terriers on several occasions. She is always very attentive and communicative. She has a genuine connection with my dogs and goes the extra mile to learn about them and provide love and care. This time was no exception. I returned to a clean home and two very happy doggies. Without question, I will call on Jackie any time I need a sitter. She is second to none!”

“Our dogs had another amazing stay with Amanda! Amanda is so communicative and leaves our house is such perfect, clean condition. Most importantly our dogs love her and are always such well taken care of with her :)”

“Lois was wonderful with our dogs and as a housesitter. It was clear to us in photos that Rosie got lots of exercise chasing balls and our older dog Lola was comfortable. We appreciated Lois visiting us for a meet and greet when we met her. She communicated with us with photos and videos often while we were away. Highly recommend.”

“Marielle is a great communicator and kept in touch with updates and pictures while we were away for 5 days. We have no doubt that our pup, our kitten and our home were in capable and caring hands. We will certainly ask Marielle to house/pet sit the next time we need to travel.”

“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)!”
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.
“Claire was wonderful and I highly recommend her! My dog needs some extra attention and Claire went above and beyond, would definitely have her house and dog sit again!!”

“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: Hi! My name is Maribel, and I’ve been surrounded by animals for most of my life. I grew up caring for family pets and have experience with dogs, cats, fish, reptiles, and other small animals. As a college student, I know how important it is to find someone dependable who will care for your pets like family. I understand that every pet has their own personality and routine. Whether your pet loves long walks, playtime, cuddles, or simply relaxing, I’ll make sure they feel safe, comfortable, and loved while you’re away. I’ll also provide regular photo and video updates, so you always know how your pet is doing. My goal is to give you peace of mind while making sure your pet has the best care possible. I can’t wait to meet you and your furry family members! I’m currently on summer break from college and have a flexible schedule for pet care! I work part-time at a golf course, and starting soon I’ll only be working one day a week at my second job. Most of my work shifts are during the day, which allows me to be available for afternoon and evening walks, drop-in visits, and overnight boarding. On my days off, I’m available throughout the day to give your pet plenty of attention, exercise, and playtime. I’ll always keep you updated with daily photos and videos so you can have peace of mind while you’re away. I live in a clean, pet-friendly apartment with a fenced relief area and plenty of safe walking paths nearby. Since I live in an apartment, I only board one family’s pets at a time so they receive my full attention. If you have two small dogs from the same family, I’d be happy to care for them together. I’m comfortable caring for puppies, senior dogs, and shy dogs, and I always follow each pet’s routine as closely as possible. While I don’t administer medications, I’m happy to follow feeding schedules, provide frequent potty breaks, go on walks, and give your pet lots of love and attention. My goal is to make every pet feel safe, comfortable, and right at home.
About: Ive been around animals for as long as ive been alive . Having helped take care of a wide array of animals since a very young age. I’ve helped care for mice, hamster's, cats, rats, guinea pigs , small dogs and even dogs as bit as y mastiff’s .i have experience with nail cutting ,administering medicines ,feeding, giving water and playing with all types of animals.i have a undying love for animals and want nothing more then too help take care of yours whileyour gone! Im very very flexible in my schedule i can make any accommodations needed .im willing too stay over night and make any accommodations needed too help you take care of yours dog. I always made it a point too make sure my animals felt safe and secure.always paying attention too body language and there mood so i knew how too make them most comfy.i always made sure they were properly fed, watered and got enough exercise.

About: I have hands-on experience caring for both dogs and cats in home settings. I’ve watched dogs for multiple days, including both weekdays and weekends, handling feeding, walks, and maintaining their normal routine. Occasionally watched over more than one dog at a time. I also have experience with watching cats and ensuring they are taken care of multiple days at a time. I’m reliable, detail-oriented, and respectful of both your home and your pet’s routine. Since I work full-time during the day, I’m best suited for pets that are comfortable being alone during work hours and thrive with consistent morning, evening, and overnight care. My goal is to keep your pets safe, relaxed, and on their normal routine while you’re away. I work full-time during the day, so I focus on providing reliable morning, evening, and overnight care. My mornings and evenings are structured and consistent, which allows me to stick closely to your pet’s normal routine for feeding, walks, and attention. On weekends, I have much more flexibility and can spend additional time with your pets while maintaining their schedule. I keep my calendar organized and only take on a limited number of clients to ensure each pet receives dependable, consistent care. When caring for pets in a client’s home, I focus on keeping everything as close to their normal routine as possible. I follow all feeding schedules, walk routines, and care instructions carefully to help your pet feel comfortable and secure. I provide morning and evening care, along with overnight presence when booked for house sitting. I also make sure your home is respected and kept clean while you’re away. You can expect regular updates and photos so you know your pet is safe, relaxed, and well cared for.
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 August 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 August 2026, there are 3,033 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:
- 93% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 94% 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.





