House Sitting Winter Park
Find a loving house sitter to watch over your pets and your home.
Over 6 pet parents in Winter Park have booked house sitting
Winter Park, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have a multifaceted knowledge of dogs and cats of many breeds. My first job was as a receptionist at a veterinary clinic, and I have had many pets in my family over the years. Including a massive German Rottweiler, two tiny sphinx cats, and two bulldogs (that doesn't include the guinea pigs or bunnies). I have a well rounded knowledge of needs and medical necessities of different breeds. I have fed, bathed, walked and played with animals all my life, it’s like second nature. I live with several animals at home I feed, play, walk, bath and love on animals every day and have for the last 17 years. I am used to all different breeds of dogs/cats. In a clients home I am very flexible when it comes the to the individual needs of the pet and the parent. I know how different animals react to different things and understand each one is their own little Individual! I especially love all pets different quirks and routines.
“Molly was amazing! She came and visited the animals before watching them! She went above and beyond taking care of our babies and the pictures she sent were so comforting! We would gladly have Molly watch our animals again!”
“Lauren was super kind to our pups. She was incredibly Reliable and communicative- sent many pics ! She helped us to enjoy some of the many activities while staying in Grand Lake that the dogs couldn’t be with us for. Great experience for our most loved fur babies!!”
About: I’ve owned dogs throughout my whole life. I currently have two cattle dogs that are great with other dogs. I have experience with all dog types including high energy and anxious dogs. I also have a lot of experience giving medications. I have a flexible work schedule and understand how hard it is to leave your dog home alone all day. I can accommodate most times. I can accommodate the dog’s needs whether that is playing fetch in the yard, or multiple walks a day. In our home they will have access to our large fenced in yard. They won’t be left unattended.
“Patti was great! very responsive and professional. She sent me lots of pictures and videos during her stay. Left me house in great condition and my dogs seems well taken care of! I would recommend her to others and would use her again!”
About: I have Grown up with cats indoor and outdoor. With dogs as well and had plenty of experiences with medication and special care for them. I am very patient in taking care of elder pets, helping them physically such as getting in the car. I'm also very perceptive and keep a good eye and notice if there's any potential illness I have a deeper passion overall for animals leading me to volunteer at animal sanctuaries in Costa Rica. I know your little one will be well taken care of. I work remote and I'm able to take good daily care. I'm an active person and going for walks won't be a problem. I will give you updates daily or as often as you like. I am sober, not much in the way of parties. At night will often of do some virtual gaming with friends
“Excellent cat sitter! She did an excellent job taking care of my cat and was very attentive and reliable. She also left my home clean, tidy, and well organized, which I really appreciated. I felt very comfortable knowing everything was taken care of while I was away. I would definitely recommend her and would be happy to have her care for my cat again!”
“Aurelia was absolutely wonderful. We needed a last-minute house and dog sitter for our three dogs, and she stepped in without hesitation. From the start, communication was great, she sent so many photos annd updates and it was immediately clear that she genuinely cared about the dogs and treated them like her own. I wouldn't hesitate to book Aurelia again and would highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter. We're so grateful for her help!”
About: Please give me a chance to get started with Rover! I've had pets of all kinds my entire life. There's always been a cat or a dog in the home. My family had a cockatiel for almost 20 years. We also had guinea pigs, an iguana, and African frogs. I genuinely love animals of all kinds and have experience taking care of many. While I might not have as much professional experience, I have many years of personal experience caring for my own pet as well as friends and neighbors. My schedule is mostly open. I am, however, usually busy around noon Monday - Thursday. But I am free before or after. I also often take our kids to school or events in the morning and afternoon/evening. But I am willing to work around these times. Because I am new to this, I am leaving my schedule open, but I may adjust or narrow it depending how busy I become. I live with my partner and her children. She has one adult daughter and two, twin teenage girls who have ASD and ADHD. We have one senior cat who is very shy. Our complex has a dog park, and there is is waking path nearby that runs along a creek. We have a small, fenced patio with grass, dirt, and plants. We also have a child safety gate that I could use to separate or contain pets if needed. There is also have a basement bedroom that is separate from the rest of the house via the garage. We would love to pet sit some dogs or a friendly cat. Our dog passed away last year and the girls have been begging for a new one. This would be a great opportunity for us to spend some time with different kinds before getting our own. It would also be very therapeutic for the girls. Note for clarification: My family will not be responsible for the caretaking. I will be the one taking care of the pets.
About: I have taken care of dogs, cats, chickens, sheep, goats, horses, and cows since I was a kid. Neighbors and family and friends relied on me to walk, feed, bathe, clean stalls, and give love and attention to their fur babies. I have taken care of kittens that needed bottle feeding, Birds with cones on because they are plucking their feathers. Bottom line is, I LOVE ALL ANIMALS like they are my own and I will make sure your fur child is taken care of. I am a full time student that is currently studying online for ensure a mobile lifestyle. I am here for your pet 24/7 when they are in my care. I am here to create and maintain and open line of communication, transparency, safety and your fur child needs are my #1 concern. I have a gentle giant male dog that lives in our home. However, when traveling to a clients home my focus is solely on your pet and my dog will stay with his other human.
“Absolutely fantastic house sitting! Our pup Cleo is sensitive and nervous. Also, she had never been without my wife and I before. She warmed so quickly to Christopher and we couldn't have been happier with his services!”
About: Hi! My friends call me Danei and I am 29 years old. I love and bond easily with all animals. My mom bred Siamese, so I grew up constantly around cats. I specialize in cat-sitting and watching smaller dogs, though I will watch larger dogs as well. My love for animals is key and I have a knack for discerning what they need. I am especially good with sensitive animals. It's always a pleasure to meet new faces and personalities. My aim is to have fun with them and keep them happy while you're gone. I understand the importance of trusting someone while you're away, to care for your home and animals. So I always do my best to alleviate any potential concerns. I send regular updates to keep your vaycay stress-free. I tend to do overnights. Generally, one or two walks per day, around 10 am and in the evening. Please lmk what works for you. I usyally spend a decent amount of time at-house and interact with your pets so that they're occupied. Rest assured I do my best to keep them happy.
The median cost per night for house sitting in Winter Park is $60
Pet parents share their Rover experiences - Winter Park
Sarah took exceptional care of Max and Minnie, especially when Minnie became sick during her stay. She was attentive, compassionate, and proactive, keeping me updated every step of the way and making sure Minnie received the care and attention she needed. Knowing Sarah was looking after them gave me tremendous peace of mind. I highly recommend Sarah!
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 - Winter Park
Select a filter and find qualifying sitters offering house sitting.Sitters in Winter Park average 4 repeat house sitting clients
FAQs for House Sitting - Winter Park
Frequently asked questions about Rover
The average cost of House Sitting in Winter Park is $43 per night as of October 2026. Most bookings cost between $31 and $66 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 1,852 sitters on Rover offering House Sitting across Winter Park. 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 Winter Park 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 Winter Park 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 Winter Park 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 Winter Park. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 98% 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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