House Sitting Windemere
Find a loving house sitter to watch over your pets and your home.
Over 182 pet parents in Windemere have booked house sitting
Windemere, Find top rated house sitting
“Nicolle was an amazing sitter for our best good girls!! 🐶😸Very communicative, and great at making our pets feel comfortable and happy. We were very lucky to have her while on vacation and would hire Nicolle again!”
“Tori is the absolute best! We have no worries at all when she is taking care of the dogs. She takes them out regularly, plays with them, and treats them like her own. We love her!”
“Averie REALLY understands dogs and what they need when their owner is gone. She really put her heart into taking care of my dog. I would definitely recommend her for taking good care for your dog. I will be asking for her help again.”
About: Responsibility, patience, and affection. It's about ensuring the physical and emotional well-being of animals. My dogs and I are happy to care for them. D The same routine as my dogs, going out for a walk in the morning, arriving home to eat, rest, give them treats, and in the afternoon another outing to the park I take care of them as if they were my own with the same love, care and affection that I have for my dogs. C
“Heather and her husband were great with our 3 dogs, who are usually a bit nervous around new people. They loved them immediately! Heather was communicative the entire 5 days we were gone which was helpful as we had never left them alone for this long before. Will use again!”
“Victoria stayed at my house to hold down the fort with my two dogs while we went out of town for the weekend. She was available on very short notice which was a lifesaver for me! She was beyond patient with my dogs who tend to have a couple of wild moments when they meet someone new. Upon returning home, my dogs were happy, relaxed, and completely non-stressed. This is a big thing for my dogs because they usually get VERY anxious when I leave them. Victoria was great! The house was in great shape and she had even brought in 4 LARGE boxes that had been delivered to my porch. She sent lots of pictures and updates through the Rover app, and I loved how easy everything (payment, communication, etc.) was handled through the app. Very cool. I will for sure be using Victoria again to pet/house sit for me in the future!!”
“Had a same day request and Kenna was there in a pinch! Total lifesaver... She was excellent with my dog and super super polite. 10 out of 10 will totally book with again!”
“Jill is always incredible to work with. Cannot recommend her enough. Our power went out during Jill’s visit — she owned the situation and made sure our dog was taken care of while we were away. Thank you so much Jill!”
“Renada was absolutely amazing! We got lots of pics and constant updates on our pups! We had no worries about their care. I think they miss her now that we’re home! 🤣”
“Katterin was amazing! She’s so reliable and very consistent in her outreach. She did an amazing job taking care of my dog and two cats while I was out of town. I felt very secure that everyone was being well cared for. Her service is above and beyond and I will absolutely be using her again in the future.”
About: Hello! My name is Mikalie! I have one dog who is 7 years old and I love him so much! While I was in college I missed him so much I decided to volunteer at the animal shelter to get my dog fix. I love playing with dogs especially, I take my dog on two walks every day. Growing up I watched all my neighbors dogs when they were out of town because they knew their dog would be in good hands. I am very kind and patient with animals. I love to get to know them as they all have their own personalities. I have always loved animals and I am excited to meet yours. Weekdays I work a corporate job (8:00 am - 5:00 pm). I am available before and after those hours to be with your pets. If necessary I am available to check on them around lunchtime as well. Weekends and most holidays I am available all day. I am respectful of others belongings and home, I treat your pets as if they’re my own. Once boundaries are established I can assure the right care for both your home and pets.
“Pond ... WOW! There are many things worth praising about this incredible person and pet care giver. My fur baby, Gracie, is the luckiest dog ever! Gracie has Mom (me) and Gracie has Pond. Pond truly has the heart of an animal care giver, the sharp mind of a vet, and the empath abilities to sense and know what Gracie needed and when. Gracie's tail would wag and she would snuggle right up to Pond. I saw it! Gracie wasn't distracted by Mom; she wanted Pond's attention! Gracie has been aging over the time Pond has been caring for her, and Pond just goes with the flow of that. Pond will miss Gracies' sweet sixteen party because they're moving out of state. SO - if you are lucky enough to have Pond in your neighborhood in Austin, TXwe 2 ladies here in College Park MD will be jealous! I trust Pond with my precious baby girl. Pond stayed in my home or did visits, and even had the occasion to bring Gracie to their place. Hire Pond. They are someone you can truly trust with your most valued four legged family members! I truly wish Pond would be around to continue to love on Gracie until Gracie's final days (almost 16 is getting up there!) because of the way Pond cares for her - both in spurts of her energy and in her needing help sometimes up the steps or just her slowing down on walks. Sensitive. Responsible. Caring. Gentle. Fun. Intelligent and amazing Pond. Hire them!”
“Llanie was great with our dogs Boli and Oggy. She was on time, communicative, and thoughtful. Our dogs immediately loved her! The dogs really loved her from the photos and videos she sent over! We will definitely use her again!”
“I've never left my 4.5 yr old Basset with anyone other than family... so I was like a new mom on her first night out without her baby when I left Mr Potter to attend a special event with my whole family. Enter Jeré to my circle and to the rescue! She came for a Meet & Greet to meet her and for Mr Potter to get her scent to remember her later. She was just the right person! Sweet, encouraging & reassuring. I hired her for the event night... 7 hours. She sent me photos & "Pupdates" as helped me relax and feel confident so I could enjoy the event. I will use her services AGAIN for certain! Thanks, Jeré, for helping me cut those apron strings.”
“Courtney was so great with our two dogs! We usually leave them with family but couldn’t this trip. It was our first time hiring a dog sitter in many years and we were so nervous! The dogs were happy, well cared for, and we got lots of communication on how they were doing or any questions Courtney had to make sure the dogs were cared for properly. Thanks and will definitely book Courtney again if needed!”
About: I’ve been around dogs and cats since I was a kid. I do have a family pet named Munchie back home. Helped volunteer at the animal shelter during my time when I lived OKC. Do not have pets of my own (hopefully soon it will change) but I want to share my love for pets for those who are busy! I work at home Monday and Fridays, office from Wednesday through Thursday. I am free most of the time, especially on weekends. I go in the office latest at 9:00 and out around 4-5 PM. So I can extremely flexible on what you need! I do live in a single bedroom apartment with a front yard with a small gated fenced. I keep my place clean and full of snacks and area for your pet too be as comfortable as needed.
About: I’ve been an animal lover and pet owner for most of my life. I previously owned a Pekingese puppy in my early 20s, but cats have always been a big part of my life. I currently have an orange tabby who came to me at just 3 weeks old and is now a healthy, strong 17-year-old senior cat. Having cared for him through every stage of his life, I understand the patience, attention, and extra care that young and senior pets can need. I believe pets deserve more than just the basics—I want them to feel safe, comfortable, loved, and cared for while their owners are away. What sets me apart is the personal experience and genuine love I bring to every pet I care for. I’ll take the time to learn your pet’s routine, personality, and individual needs and treat them with the same kindness and attention I would want for my own. Pet care fits very naturally into my routine, and I have a flexible schedule that allows me to give your pets plenty of time and attention. I’m available for drop-in visits during the week and can stop by at different times depending on your pet’s needs and routine. I’m off work at 3 PM Monday through Thursday and at 2 PM on Fridays, with my weekends completely free. I’m available all day on weekends and have flexibility during the week for drop-in visits. I’m happy to work around your pet’s schedule, whether they need a quick check-in, feeding, playtime, walking, litter box care, medication reminders, or simply some extra love and companionship while you’re away. I care for every pet according to their owner’s specific instructions, routines, and preferences. I understand that pets are most comfortable when their normal routine is maintained, so I make sure to follow feeding schedules, walking guidelines, medications, litter box care, playtime, and any other instructions provided. I also treat every client’s home with the same care and respect I would want for my own. I’m mindful of keeping doors secure, maintaining a clean environment, and making sure pets are safe and comfortable throughout each visit. Most importantly, I want you to have peace of mind knowing your pets are in caring, trustworthy hands while you’re away.
About: I grew up with dogs, cats, and hamsters. I have always been an animal lover! I would love to take care of your pets-for the day or even for weeks while you are away. I will care for your pets in the comfort of their home and can give oral medication if needed. I look forward to helping take care of your pets soon! I currently only teach Pilates 2 hours a week so I have plenty of time in my weekly schedule for pet care. I am available 7 days a week. I can take care of any needs you have for your pet in your home- food, water, oral medications, playing the backyard, cleaning litter boxes. I can also take your dog(s) on a walk.
The median cost per night for house sitting in Windemere is $50
Pet parents share their Rover experiences - Windemere
We had such a wonderful experience with Melissa! It gave us so much peace of mind knowing our dogs were in such good hands while we were away. They were happy, loved, and well cared for. Thank you, Melissa, for treating our pups like your own. We really appreciate everything you did for them and would absolutely recommend you to anyone looking for a great dog sitter!
Jaijai always does a great job with our dogs when we’re out of town. She sends us pictures and they always seem happy and cozy as they cuddle close by. She takes them for walks and feeds them according to the schedule we provide, and our home is always well taken care of when we return. We couldn’t recommend Jaijai more. If you’re looking for a pet sitter, rest assured Jaijai will care for your furbabies. (Thank you again, Jaijai! We really appreciate the care and attention you give to our babies. Until next time!)
I am so happy I found McKenna to watch our dogs. I could tell moments after meeting her that she was someone I can trust and who is totally reliable. Our dogs are literally our children and normally I have so much anxiety when I go on a trip leaving our babies behind, but I felt no anxiety this time because McKenna does what she says and made sure my babies were okay every single day.
Ashley was absolutely wonderful for my sweet babies!! She updated me constantly with so many pictures. I felt at such ease leaving my senior dog in her care. My babies felt so comfortable with her and were very happy when I returned! I could not recommend Ashley more for pet sitting. It was such a good feeling getting to have my babies stay in there home with her! Will definitely be using Ashley again!!
Davida was wonderful with Daizy and Lenni! She was attentive, communicative, and kept us updated throughout our trip with photos and messages, which gave us so much peace of mind. We came home to two very calm, happy, and content pups, and it was obvious they had been well loved and cared for while we were away. We’re so grateful to have found someone we feel comfortable trusting with our babies and our home. We would absolutely book with Davida again!
Victoria took care of Lily while we were away in Toronto and did an amazing job. She kept up with Lily's routine closely, and sent us regular updates and photos so we always knew Lily was safe and happy. This is the third time she's cared for Lily and she keeps proving why she's our go to sitter. Highly recommend.
Woody was such a great sitter for our two old men pugs and all of their senior needs, including medications and needing help to get up for potty! They were so well cared for, and our home was as well. I highly recommend Woody for pet sitting, and will absolutely book again.
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 5 repeat house sitting clients
FAQs for House Sitting - Windemere
Frequently asked questions about Rover
The average cost of House Sitting in Windemere is $48 per night as of October 2026. Most bookings cost between $32 and $111 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 4,433 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 , 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:
- 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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