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.
“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.”
“Zana was great! We booked her for overnight pet sitting for our 2 dogs. She made sure they were never alone for long, spent lots of time playing with our very energetic pup and sent lots of cute photos during her stay. Our pups loved her and when we got home they acted like we'd never been gone. We have already rebooked Zana for a future trip.”
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!
“Kija is the best! She took great care of our pup in our home while we were away for two weeks. She sent lots of updates of walks and snuggles. She also took great care of our space and left things spotless for us to come home to. I would trust Kija any day with my pup! Thanks again!!”
“Jeff was amazing!! Our dogs were so happy having him there for them (as were we)! He made sure they had plenty of love and attention, communicated regularly with us to let us know how they were doing and sent us pictures and videos of our boys. We highly recommend Jeff and will be requesting his services again when we have to leave!”
“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!”
“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.”
“Amanda was so incredible! She was responsive and took the best care of our pups! Amanda was kind and helped take care of the house while we were away by bringing in the mail without asking and also taking the time to ensure things were left better than she found it. THANK YOU, Amanda! It is such a joy to work with you and I cannot recommend her enough! I 100% will book with Amanda again! (:”
“Another great experience with Cassie. I came home to two very happy and healthy girls. The peace of mind being able to travel and know they are being loved and cared for is immeasurable. She even stayed a bit long as we were delayed in getting home and made sure they got some extra activity before she left. I highly recommend Cassie!”
“We had to leave our dog Birdo for two weeks and we were so nervous, but Aleya did an amazing job taking care of our girl and the house! Even though we were in and out of signal, Aleya sent us consistent updates and photos every single day, kept up with our dog’s medication, and even took care of our plants. When we got home, everything was clean and Birdo seemed extremely happy and well cared for. We will definitely be booking Aleya again to take care of our dog if we need to go out of town!”
“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!”
“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)!”
“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.”
“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 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.
“Gervon in a tremendous Dogsitter. He was communicative, kind, and attentive. He accommodated the medical needs of our pets, too. He even cleaned the sheets before he left! We highly recommend Gervon.”
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.
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
