House Sitting Windemere
Find a loving house sitter to watch over your pets and your home.
Over 183 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.
“Annabelle is communicative, patient, very helpful with our dogs with anxiety and age issues. Took care of meds and med application for senior dog. Spent a lot of time actually with our dogs and let them sleep in bed with her. She insisted on washing her bedding before leaving, left the bed made, and took out the trash. 10/5 stars”
“Anne went above and beyond our expectations of a house sitter. We received many pictures, videos, and messages while we were away. Our pets were happy and healthy when we arrived home. Can’t wait to book with her again soon!”
“Tasha is SO WONDERFUL! Our anxious rescue pup absolutely adores her after a few walks and a couple of longer stays in our home. She really cares, is super knowledgeable, and we know Gus is in great hands when we're away. It's so nice to not have to worry. Highly recommend :)”
“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!”
“Victoria was great with our pets. She stayed for the day to keep them company while we were gone 12+ hours. She was great with updates and pictures, walked our dogs, dried them off after it rained, and gave them their lick mats for enrichment time. She made an honest mistake at feeding time and let us know. I would recommend her and hope to have her house sit another time.”
“Pond did an excellent job caring for my elderly dog. Pond was prompt and communicative throughout the stay and my house was clean and I'm great shape upon my return. Excellent service.”
“Geoffrey is AMAZING! Let me start with that. From the time he met the pups and me I could tell that they loved him and it was gonna be a good overall experience. He kept me in the loop of things going on and gave me updates and really helped me with the last-minute situation. I can’t wait to use him again and I came home to super chill and happy pups. Thank you Geoff!!!! Aka the doggy whisperer”
“Shelby has been great with our 3 dogs! Her communication was great, even with us being in another country and time zone. Our dogs really liked her, and she was able to accommodate our dog that needs daily meds. I would highly recommend booking with Shelby!”
“Stacie was great! She took good care of our two pups for almost 2 weeks, and they loved her. We felt comfortable leaving her with our senior dog and our 1 year old puppy, and she was up for the challenge of caring for their opposite needs. Stacie gave our senior dog his meds, kept the puppy entertained, and gave them both the snuggles and love they needed too. She also was happy to share photos when I asked for them...I may have wanted more photos than usual. :) She left our house clean as well as a nice note for us when we got home. We'll definitely be booking her again!”
“I can’t wait for my next vacation, but not only to travel, because I don’t have to worry about my pets being in good hands anymore. Nathaniel is incredibly thoughtful and thorough, and he shows his love for animals by the way he interacts. Thank you for all of your help, flexibility, animals skills, and many more. Will be booking again with you in the future!”
“Carolina took amazing care of our senior dog, Reggie! She provided multiple updates and made sure Reggie was taken care of when we were out of town for 2 days and 1 night. Would highly reccomend Carolina to anyone and we will be hiring her for any future needs. Thank you, Carolina!!”
“Teresa accepted my last minute reservation request very quickly and provided excellent care to my 2 small dogs. Both of them felt at home with her during the meet and greet. It was very clear that she has a lot of experience with animals and caring for them professionally. Yes, I’d use Teresa again and would recommend her to everyone.”
“Heather is a thorough and dependable sitter! She has sat for our crew of 4 pets before and does an excellent job! We were on an international trip, and Heather was intentional about letting us focus on our trip while keeping us updated! She was quick to answer questions and provided a detailed update at the end of the sit. Thanks Heather!”
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.
“Farheen watched our two cats over the Thanksgiving holiday and was a treat to work with! She sent daily updates and pictures and quickly won over our two furry ones. She even let me know o was low on one of the supplements i use for the cats so I could order more! I couldn’t recommend her enough :)”
“Benita did a wonderful job and I could tell our pets loved her. They were even more spoiled than usual! Benita was very communicative and sent pictures daily. We will definitely have Benita again!”
“Amber is so wonderful . It’s amazing to be able to not worry while I’m traveling. She checked in and sent really cute pictures every day. I never ever worry about anything when my girls are in her care . It’s fantastic.”
“Kory did an amazing job with watching our senior dog and two cats during our wedding and honeymoon abroad! He was very kind, considerate, inquisitive and communicative! Would highly recommend him for in-home petsitting!”
About: I have 10 years of experience caring for dogs—whether my own or those belonging to neighbors and friends; I feed them, walk them, and attend to their needs. I currently have a full schedule available, so I will have plenty of time to play with your dogs, take them for walks, and keep them company. I am available for boarding on weekends and during the week starting at 9:00 a.m. The care takes place in my home, which is very safe, warm, and peaceful; there is a park nearby for taking long walks. where you can feel very comfortable and at ease
The median cost per night for house sitting in Windemere is $52
Pet parents share their Rover experiences - Windemere
Annabelle is communicative, patient, very helpful with our dogs with anxiety and age issues. Took care of meds and med application for senior dog. Spent a lot of time actually with our dogs and let them sleep in bed with her. She insisted on washing her bedding before leaving, left the bed made, and took out the trash. 10/5 stars
Chris and April were fantastic with my 3 girls. I'm an overly ridiculous person when it comes to leaving instructions for my cats care and I could tell they really read my instructions and sent plenty of updates! They spent ample time at the meet & greet getting to know my girls and I was very thankful for their availability last minute!
Woody did great with our chaos crew of four animals: three large dogs and one tiny cat! They really emphasized giving each animal what they individually required, which was perfect for our quirky animals. I would highly recommend Woody to anyone looking for a pet / house sitter!
Davida is a wonderful pet and house sitter. She stayed in my home with my aging dog and feisty cat. She gave the dog medications she needed, lots of walks and attention. She would send pics and video daiily as well as being very responsive whenever I would send her a message. She is a trustworthy housesitter I would hire again.
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!!
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.
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 4 repeat house sitting clients
FAQs for House Sitting - Windemere
Frequently asked questions about Rover
The average cost of House Sitting in Windemere is $50 per night as of November 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 November 2026, there are 4,354 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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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