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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Delaney is amazing! She is so personable and cared for our house and Dog like she was part of our family. She is mature, aware, and I would trust her with our beautiful pup at any time. Cannot wait to book her again and glad to have her part of our circle. Thank you, Delaney.”
“Averie was amazing at taking care of our pups and home. The dogs immediately loved her and her energy and she was very responsible and trustworthy right off the bat. Super easy to communicate with and accommodated us for last minute help. We are very grateful for her help and ability to be resourceful when something unexpected came up.”
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
“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!”
“I was nervous about using a house sitter for the first time! But Heather was awesome! She before to meet me and Thor and was so communicative with me throughout the entire time! Will definitely rebook with her!”
“We have found our favorite fur babysitter! Summer was so attentive and communicative 💛 her photo updates were such a joy and we could tell our fur baby felt so comfortable with her! Looking forward to having Summer watch again when we travel!”
“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 :)”
“Renada was an amazing dog sitter for Lia. She was incredibly attentive to her needs, sent us lots of photos, and kept us consistently updated while we were out of town, which gave us so much peace of mind. She was also very respectful of our home and left everything exactly as we had it. We would absolutely trust her with Lia again and highly recommend her to anyone looking for a reliable and caring sitter.”
About: Hi! I’m Xarissa Alexsondra (legal name Corissa)—please call me Alexsondra. I specialize in cats and also welcome calm, low-energy dogs who only need short potty walks, plus small pets like snakes or fish. I’m available for long-term stays of three weeks or longer only (shorter gigs aren’t a fit). As a person on the autistic spectrum, I feel most at ease with cats and quiet, predictable pets. I’m naturally attuned to body language and individual quirks, and I stay calm and consistent with the routines many cats and introverted dogs prefer. I may seem a bit reserved with new people at first—please be patient. Your pets will get my full, focused attention. I grew up with multiple dogs and cats and have experience with fish, snakes, lizards, hermit crabs, chickens, quail, and ducks. I’m comfortable with cage cleaning, daily feline and canine routines, and the small details that keep animals comfortable. You’ll receive detailed updates and photos so you’ll always know how your pets are doing. I’m reliable, observant, and happiest in the company of cats, calm dogs, and the occasional snake. I’m a homebody with a part-time job that takes me out of the house for 5–8 hours on just one or two days a week. The rest of the week I’m home all day with the cats, or I may step out for a short excursion and then return for the remainder of the day. This rhythm lets me provide calm, consistent care and stick to the quiet routines most cats prefer. I only accept long-term stays of three weeks or longer. I understand the trust it takes to leave your home and pets with someone else, and I take that responsibility seriously. You’ll receive detailed photo updates so you always know how everyone is doing. I care for cats in the client’s home only (I do not board pets in my own space). One of the strengths of being autistic is that I follow clear, straightforward instructions with high precision and consistency. Tell me exactly how you want feeding, litter, medication, play, and any other routines handled, and I will stick to them closely. I’m naturally attuned to feline body language and stay calm and steady, which many cats prefer. I’m reliable, respectful of your home, and focused on keeping your cats comfortable and secure.
“Briana was AMAZING! She took THE BEST care of both our pups, sending updates regularly, and even caring for our home when we were gone. We highly recommend Briana for all your pet care needs. She deserves more than 5 stars!”
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.
“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!”
“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!”
“Ryan is amazing and really cared for Hayze. Hayze loves it every time he comes around. He also gives us up to date information on how Hayze is doing every day and provide lovely pictures. We definitely will continue using Ryan in the future!”
About: What sets me apart is the amount of love, patience, and attention I’m able to give each pet. Because I work from home, I’m available throughout the day and can provide plenty of companionship, playtime, walks, potty breaks, and cuddles. I’m also a proud dog mom to my two dogs, Freddie and Anuk, so caring for dogs is already a big part of my everyday life. They’ve taught me even more about the different personalities, needs, and quirks that make every dog unique. I take the time to learn each pet’s personality, routine, and individual needs. I’m comfortable caring for playful puppies, energetic dogs, seniors who may need a slower pace, and pets who simply prefer to relax and receive lots of love. I’m patient, attentive, and treat every pet in my care as if they were my own. My goal is for both pets and their families to feel comfortable, happy, and confident while they’re apart. 🐾💙🤎 I work from home, pet care naturally fits into my daily routine. I have a flexible schedule and am available throughout the day to give pets plenty of attention, playtime, potty breaks, walks, and lots of love. I’m able to be present and attentive rather than leaving pets alone for long periods, and I’m happy to adjust my routine to meet each pet’s individual needs and schedule. I care for every pet as if they were part of my own family. Since I work from home, I’m able to provide plenty of attention, companionship, playtime, potty breaks, walks, and cuddles throughout the day. I’m happy to follow each pet’s normal routine, including their feeding schedule, medications if needed, and any special instructions. Whether caring for pets in my home or in their own home, I want them to feel safe, comfortable, and loved while their family is away. I also enjoy keeping pet parents updated with pictures and messages so they can have peace of mind knowing their pets are happy and well cared for. I also have 2 loving dogs of my own that can help keep your fur baby company and lots of play time!
“She was great! She was so patient and gentle with my puppy, even when he got a little rambunctious. You can tell she really loves animals and knows how to make them feel comfortable. I felt completely at ease leaving him with her and would 100% recommend her to anyone looking for someone kind, dependable, and caring.”
“I had to leave out of town for a last minute work trip when I had found and contacted Andrew. When I reached out, he responded nearly immediately and we were able to quickly coordinate a time for him to meet my new puppy Ava. The two of them hit it off! His daily reports and constant pictures always kept me smiling and at peace while I was away. At no point did I ever fear or worry, Andrew truly is a dog lover through and through and an even better person. Andrew goes above and beyond to make sure your dog and your home are looked after. It was my first time entrusting somebody with Ava and I’m blessed to say that Andrew was the perfect pick! I WILL be using Andrew’s services any and every time I have to travel.”
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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