House Sitting Winter Springs
Find a loving house sitter to watch over your pets and your home.
Over 78 pet parents in Winter Springs have booked house sitting
Winter Springs, 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.
“Peter was the best! He took perfect care of my pup and went above and beyond. My pup felt safe and happy and he left my home in perfect condition. Would definitely use again.”
“Gina arrived early, which was great and very nice to do prompt courteous prepared by watching videos and being ready for the given the dog insulin and I will be using Gina in the future and I recommend her to other persons”
“Anneke was a literal dream! This is the first time I've ever had a non-family member watch Rocco and she was so communicative and understanding. She was so good with Rocco and I felt so comfortable with her there. 10/10 all around. We will definitely be booking her again and again!”
“Jackalyn was amazing!! This was my first time using Rover and I was a little nervous but she was very attentive and kept me posted throughout the weekend with update and pictures. I am definitely using her again!”
About: I have always had animals in my life and can't imagine a life without them. I have cared for my friends pets and even my adult children's furbabies. I am comfortable given medications if the need arises. Part of my cat care, would of course include daily cleaning of litter boxes. I enjoy being outside playing catch & return with dogs. I am currently working part-time as a nail technician, so there are days I have plenty of time to do drop-in pet care, because I an independent contractor & manage my own schedule. I would comply to the pet parent's instructions based on each pet's individual requirement. I am very flexible in regards to a pet's needs.
About: I have 9 years of dog sitting experience. I’ve taken care of small dogs and big dogs. I take the time to learn their unique personalities and make it the best time possible. Im am currently available from Monday-Friday, and selected weekends. I am currently working from home, so I have flexibility in my schedule. I am also flexible on holidays. I’ve had experience taking out dogs for potty breaks, feeding time, walks and play time. Always being mindful and having them leashed on the streets for safety precautions. At home I always ask of any particular routines, where do they potty, sleep and eat. Also of any behaviors I should be aware for the pets safety and mine. I do ask to be informed about any medications or food they are not allowed to have. All of this to assure the best care for your pet.
“Kailey was amazing! She took wonderful care of Diesel and gave me such peace of mind while I was away. She kept me updated with photos, communicated quickly anytime I had a question, and was incredibly responsible throughout the entire stay. I also came home to a very clean and tidy house, which I really appreciated. I felt completely comfortable knowing Diesel and my home were in good hands. I would absolutely book Kailey again and highly recommend her to anyone looking for a reliable, caring, and trustworthy sitter!”
About: From a young age, animals have always been a huge part of my life. Growing up with three dogs, two cats, and various other animals, I developed a genuine love for caring for animals and understanding their individual personalities. I started pet-sitting for friends and family when I was 10 and quickly discovered how much I enjoyed it. As a teenager, I volunteered at a veterinary office and later became a foster for animals in need. These experiences gave me an early foundation in responsible, compassionate animal care. As an adult, I’ve continued to build on that experience through several animal-care positions. Most recently, I worked full-time with an animal shelter, where I helped intake animals, provide their daily care, assess their needs and behavior, and assist them on their journey toward finding forever homes. Most importantly, I understand that every pet is an individual. My goal is to make them feel safe, comfortable, and cared for while giving their owners peace of mind that their pets are in experienced and loving hands. My schedule is very flexible, as pet care is my primary focus. I’m available Monday through Saturday (unless boarding, in which I am available all week) with flexible availability throughout the day, and I’m happy to work with your pet’s routine and needs. My home also has a screened-in pool, so I’m especially mindful of water safety. Pets are never given unsupervised access to the pool, and I’m happy to follow any specific rules or preferences you have regarding your pet and the pool area.
“Stephanie is so thoughtful and caring. She showed our dogs loads of love and sent regular updates during her stay at our house. We love her and will definitely have her again!”
About: I’ve always had pets growing up. I used to volunteer at a dog shelter. I just personally love animals and are really good with animals I work part time but I have a very flexible schedule, I’d always make time to take care of pets when needed. I love all dogs big and small I have a blue tick hound that I rescued. I always play with her and take her out, she loves sleeping on my bed with me or in my room.
“Sara took amazing care of Prim. My dog had a vacation while I was away and it was very clear that she enjoyed herself. My dog is 14years old so she can't be easy at times but Sara had patience with her and took great care of her. Thank you.”
“Daniela was fabulous! Highly recommend! She stayed in home for an entire week during the holidays to watch our fur baby, Kobe. She followed all the instructions left behind (regarding pup’s allergies). Her communication was superb. She sent us daily pictures and videos as well as proactively asked us any questions if she was unsure of something. Then she was kind enough to not only take out the trash in house but wash the spare bedroom sheets (where she stayed) and make the bed so we came home to a perfectly clean home and happy pup. Grateful to have found someone so reliable and sweet. Kobe loves his new friend, Daniela!”
“Jennifer was excellent - she connected with all 3 of our dogs and kept us constantly updated with photos and videos! As a first time Rover client , I was definitely apprehensive but can honestly say that I am more the comfortable now and would definitely use Jennifer again !”
“Brent was incredible with our dog. He was super detailed and attentive. Also very clean and organized. I really appreciated how Brent sent multiple photos and videos each day. We knew our puppy and our home were well cared for.”
“Zackary was GREAT! He gave plenty of love to our pups and gave us a piece of mind to go on our vacation. He sent pictures and videos to give us updates on how they were doing! I would recommend Zackary 100x and will definitely be using him again.”
“Vixana did a great job taking care of my 5-month-old puppy and senior cat. She's super sweet, and I really appreciated her communication and regular photo updates while I was away. Our home was also very clean and well taken care of when. I would definitely recommend, and will be booking again in the future.”
About: I have spent the last 10 years building lasting bonds with furry friends and their owners, offering trustworthy dog walking and sitting services that treat every pet like family. My experience gives you peace of mind that your home and your best friend are in the most capable, loving hands possible. As a full-time pet care professional, I don't juggle a traditional office job. My schedule is built entirely around my clients' needs. This means I am available for last-minute emergency walks or check-ins. Your pet’s safety is my priority and your peace of mind is my mission. I’m a responsible, experienced sitter offering trustworthy care and photo updates to keep you connected. From long walks to daily visits, I provide professional service with a personal touch—because a happy pet starts with a sitter you can trust
“Sonal is always amazing with our pets. She really goes above and beyond your normal pet care. She's super responsive and gives plenty of updates so we're always up to date on how our pets are in her care. I would recommend her services to anyone looking for a super caring, loving pet sitter.”
“Jenna did an amazing job caring for our two pups while we were out of the country for two weeks. She sent lots of pics & videos and the doggies loved her. We highly recommend Jenna for your dog sitting needs.”
The median cost per night for house sitting in Winter Springs is $45
Pet parents share their Rover experiences - Winter Springs
peter was AMAZING! after having a not as great experience with a previous sitter I was worried when trying to find another one. He was all I could ever ask for and made sure to keep me updated at all times and provide beautiful pictures of my dogs! He also left my house clean and walked my dogs frequently and for long periods of time which I am grateful for. I will definitely be booking him again 💕
This was our first time having Brent stay with our pets and house sitting - and couldn’t have asked for a better experience. Brent sent plenty of updates and photos, took good care of the house, and left it spotless when we returned. Highly recommend him and will definitely be rebooking him in the future. Thanks for making our vacation less stressful by taking such good care of the girls.
It is always nerve wrecking to find a new pet sitter to stay in my home with my pooches- as they really are my babies. But Ashland was fantastic with them! I really appreciated all of the updates and amazing pictures she sent throughout her stay. She also went above and beyond to be extra caring with my senior doggies, providing them with some extra tlc which meant alot to me. The house was kept tidy and she followed instructions. I would highly recommend Ashland and would book her again for future stays. Thank you again from me and the Pom pack! 😊 🐾 🐾 🐾 🐾 🐾 ❤️
Stephanie was AMAZING! It is so hard to leave them, but she made me so comfortable in knowing my pups were okay. She sent photos and updates daily. And I came home to a clean house which was a fantastic surprise and super nice after being on a business trip! I hope she can take care off f my babes for all of my trips! Thank you Stephanie (and Husband!)
Kelsey came through as a last minute booking and saved the day. We reached out for a meet and greet 2 nights before we needed her and she responded almost immediately and was here an hour later to meet with myself and my giant pups. She was extremely professional and you can tell that she has a passion for dogs. She then came back to sit for them 2 days later, sent pictures and updated as I saw appropriate (not too much or too little). We will definitely use her again in the future😊
Here’s a smoother and more polished version that keeps your warmth and sincerity: I want to thank Brandee for taking such great care of Burton during his time with her! She was easy to communicate with, attentive to every detail I asked for, and made me feel completely comfortable leaving him in her care. Burton absolutely loved her, and he can be very selective about people. This was the longest time I’ve ever been away from him, and all of the pictures and check-ins gave me such a sense of peace while I was gone. I’m so grateful for the care and attention she gave him!
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 - Winter Springs
Select a filter and find qualifying sitters offering house sitting.Sitters in Winter Springs average 4 repeat house sitting clients
FAQs for House Sitting - Winter Springs
Frequently asked questions about Rover
The average cost for House Sitting in Winter Springs on Rover is $39.96 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 2,956 sitters on Rover offering House Sitting across Winter Springs. 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 Springs 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 Springs 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 Springs 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 Winter Springs. On Rover:
- 91% of sitters can help with special care needs
- 95% 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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