House Sitting Windmere
Find a loving house sitter to watch over your pets and your home.
Over 9 pet parents in Windmere have booked house sitting
Windmere, Find top rated house sitting
“Diann was an awesome sitter for our Bowie & home. She provided regular pictures of Bowie, left our home in impeccable condition, and made our family vacation so much more stress free. My husband & I will definitely be booking with Diann again in the future. Highly recommended.”
“Stacy was wonderful! She took great care of our dog and our home. She communicated with very well - A++ - and that is so important to us! Our dog was in great spirits when we came home from our trip which lets us know she received top notch care! Highly recommend Stacy!”
“I just can’t see enough good things about Christie, but I’ll try. She took such good care of my 17-year-old, sickly pup. She went above and beyond. She washed bedding and rugs. She hand fed my puppy, and she even folded my laundry. I was five hours away and there’s nothing I could do, but I didn’t have to worry because I knew that Christy was taking good care of her.”
“Logen is the best and my girls loved spending time with her while I was on vacation. She kept me updated throughout the days and even sent pictures. It was such a relief to know that Logen was taking care of my babies maybe even better than I do. I am pretty sure they were a little disappointed when I came home. Logen made sure my needy dog had her daily meditation and even took them on daily walks. I will definitely be using her for all my pet sitting needs!”
About: I have cared for animals for as long as I can remember and am excited to begin my journey on Rover! I have experience pet sitting for friends, family, neighbors, and clients, and I am comfortable with dogs of all sizes, ages, and personalities. I especially enjoy caring for active, energetic dogs and making sure they get plenty of exercise, playtime, and attention. I also have experience administering medications and caring for puppies who need extra patience, supervision, and consistency. Whether it’s a long walk, playtime, or sticking to your pet’s routine, I am dedicated to treating every animal as if they were my own. I also have an English Cocker Spaniel named Ollie, who reminds me every day how important quality care and love are for our furry family members. 🐾 As a college student currently on break, I have a very flexible schedule and plenty of time to dedicate to pet care. This allows me to provide attentive care, regular walks, playtime, feedings, medication administration, and companionship throughout the day while keeping your pet’s routine consistent. Your pet’s safety, comfort, and happiness are my top priorities. I carefully follow all instructions regarding feeding, medications, exercise, and routines. I have experience caring for puppies, administering medications, and handling energetic dogs. I treat every pet as if they were my own and provide regular updates and photos so you can feel confident knowing they’re in good hands. 🐾🐶🐱
About: I’ve been in rescue for about 6 years now! I’ve fostered over 200 animals, whether it be dogs, puppies, kittens, cats, and even done hospice. I’m experienced in giving medication as well as neonatal care. I’d love to branch out in animal care and start caring for animals outside the shelter, which is why I’m here! :)) I have two dogs of my own Joey and Pickles they are the sweetest seniors. And my cat Joseph is the spunkiest kitty, they are my family! I currently work at home, with my hours up to me. I’d love to incorporate my love for animals as much as possible in my open schedule! I’m a rule follower, so whatever’s needed I’ll make sure it gets done. Walking w harness? No problem. Crating to feed? Roger that.
“Blakely is fantastic! She came for a meet/great with our dog who loved her instantly. She has great communication, followed through with everything I asked and left our home near and tidy. I’m so glad to have her as a sitter for our girl!”
“Brionna house sat our dog while we were out of town. She did a wonderful job! Daily updates and photos of our dog, gave daily medicine, and the house was cleaner than we left it. I would highly recommend, Brionna to anyone looking for house sitting services!”
About: Over 18 years of caring for dogs & pets of any kind; from my own, to family, friends or clients. I currently own a 17yr old Maltipoo. I was raised breeding dogs; love animals & have no restrictions on any type of pet or breed. Plenty of patience for puppies/kittens &/or pets with less training; including seniors that may not be able to get around fast anymore. More than happy to come to your home to pet sit, drop by for daily visits, &/or walks. I prioritize to make you & your fur babies experience as comfortable & professional as possible. I maintain any schedules you have & make sure your fur baby gets as much love & attention as I would do for my own; during your time apart! Currently working a part time job & have ample amount of time through the week. Hours can be rearranged to better suit & maintain your animals routine. I will prioritize that they are settled & okay before I leave! Our animals are always best in their own environment. I am more than happy to provide pet sits, daily visits, &/or walks around the neighborhood, nearby parks including hikes; if you don't mind a lil more adventure. I prioritize to make you & your fur babies experience as comfortable & professional as possible. I maintain any schedules you have & make sure your fur baby gets as much love & attention as I would do for my own; during your time apart! If you have any other questions or concerns about my services, please don't hesitate to reach out. I'm here to provide respectful & professional animal care for our beloved fur babies!
“Jennifer is wonderful and took such good care of Henry. He may not have missed us. Lol. Great communication also throughout. Thanks so much for being available to care for him. 😊”
“All I can say is Gad is awesome.we just completed a two week trip and Gad took care of our fur babies while we were gone . Our dogs loved him and he spent a lot of time with them. They are both senior dogs and need a lot of care . Pills twice a day etc… and Gad went over and beyond expectations. One of my dogs wasn’t eating for a couple of days and Gad even bought him chicken and grilled it on the grill for him . Well needless to say my dog ate . Gad is very respectful and very responsible. I would highly recommended Gad .”
About: I’ve been surrounded by dogs my whole life. As well as I have been dog sitting for about four years now off and on and I have loved every minute of it! I’m currently working part time so I will have plenty of time to care for all your furry friends! I am available throughout the whole week and will be as flexible as possible to meet your needs! I myself have a senior dog who loves cuddles and is very down to earth. I am also very used to hyper active dogs and am prepared for any personality your fur pet may have.
About: What sets me apart from other Rover sitters is my specialized experience in both puppy training and senior pet care. I am skilled in positive reinforcement techniques, ensuring that young dogs develop good habits early on. Additionally, I provide compassionate, attentive care tailored to senior pets’ unique needs, including administering medications and supporting mobility. My dedication to personalized, loving attention ensures every pet feels safe, comfortable, and happy in my care. I’m currently working part-time remotely , so i’ll have plenty of time to play with your pups or kitties! Right now I’m available 24/7 because I am saving to having a child! When caring for pets in my clients' homes, I ensure their comfort, safety, and well-being. I maintain feeding schedules, provide fresh water, administer medications if needed, and engage in playtime and exercise. I respect the pets' routines, offer companionship, and keep their environment clean. I communicate regularly with clients, updating them on their pets’ health and behavior, ensuring peace of mind while they're away.
“Lydia was so amazing with my shy guys for the holiday week. Everyone was happy and well cared for and I loved getting pictures of them each day! Will happily be using her again!”
“We have used Rover for over 25 years, all the sitters were great, but Erica was the best by far! So much communication with texts and pics.You could just feel the love. As long as she is available we will have her assistant our sitter exclusively!! A wonderful loving professional petsitter!!”
About: I always had a dog growing up and have owned 2 dogs of my own as an adult. I have potty and crate trained those 2 dogs and have experience with training dogs in commands, walking, feeding, bathing and administering medication to dogs. I have taken care of a variety of breeds and sizes as well. I currently work full time from 7-4:30 but I am available for late evening walks on weekdays and am available all day on the weekends. I am very patient, loving and playful. I promise to treat your baby just like I would treat my own - with lots of love, kisses, walks and play time. I promise to keep them safe and leave them feeling loved and cared for.
About: I’ve stayed in houses caring for multiple pets such as dogs and cats. One home had 5 dogs, 2 whom were blind, and all puppies used pads to use the restroom. All puppies had a specific eating regimen that I had no problem taking notes on and catering to. I’ve dropped in to feed cats, but being a cat mom myself, I do not mind spending quality time with the kitties! I’m a middle school teacher, so pet sitting is reserved for after school hours, during Fall, Winter, and/or Summer breaks. I’m flexible and communicate often and quickly! For my personal cats, I spoil them like crazy! They have all of the toys they could ask for and I play with them often. I can tell when they’re ready to cuddle and relax, and I love this time! They take a nap on my lap and I get to crochet! I love on others pets the same way. If there’s a treat station and a favorite toy, let me know so I can spoil the clients pets too! I’ve watched plenty of older pets who just need a companion to sit on the couch with them, so I always bring my crochet things to fill the time.
The median cost per night for house sitting in Windmere is $45
Pet parents share their Rover experiences - Windmere
Kevin was absolutely amazing with Phife! Kevin kept me updated throughout the stay with frequent messages and lots of awesome pictures, which gave me so much peace of mind. One thing that really stood out was how much effort he put into making the experience fun. He took some incredible photos of Phife that I’ll definitely be keeping, and it was obvious Phife was happy, comfortable, and getting plenty of attention. Kevin’s communication was excellent from start to finish, and he truly went above and beyond. I couldn’t have asked for a better sitter. I highly recommend Kevin to anyone looking for someone who will genuinely care for their dog like it’s his own. I’ll definitely be booking with him again!
Margaret is fantastic! She is very punctual and always sends me photos of by babies when she is at my home take’n the very best care of them! My babies greet Margaret with pure excitement and want to provide all the kisses she can handle!! I highly recommend Margaret for all your fur baby needs! She is “Top Notch” Absolutely love her.
Diann was an awesome sitter for our Bowie & home. She provided regular pictures of Bowie, left our home in impeccable condition, and made our family vacation so much more stress free. My husband & I will definitely be booking with Diann again in the future. Highly recommended.
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
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Popular requests near you
Select a filter and find qualifying Windmere sitters!Sitters in Windmere average 3 repeat house sitting clients
FAQs for House Sitting - Windmere
Frequently asked questions about Rover
The average cost for House Sitting in Windmere on Rover is $34.41 per night (as of July 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 July 2026, there are 204 sitters on Rover offering House Sitting across Windmere. 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 Windmere 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 Windmere 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 Windmere 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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