House Sitting Winter Springs
Find a loving house sitter to watch over your pets and your home.
Over 84 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 did a great job… he was very caring for our dog and house. He has been open to our comments that allow him to fully understand what we look for in a dog/house sitter.”
“Anastasia was excellent with my two dogs. She is very friendly and they took to her right away. My home was just the way I left it and my dogs were very happy. I would highly recommend Anastasia and I will be booking her in the future.”
About: Hello! My name is Victoria, and I’ve had a passion for animals for as long as I can remember. I volunteered with a local dog rescue where I fostered many dogs, helping them feel safe, loved, and prepared for their forever homes. Growing up, I also volunteered in both dog and cat shelters, giving me experience with pets of all ages, sizes, and personalities. I’ve been pet sitting for family and friends since I was little and have also built my own client base through Facebook and other dog walking apps. I truly love animals and treat every pet with the same love, patience, and respect I would give my own, so you can feel confident they’ll be in caring hands. I have a flexible schedule and do my best to accommodate your pet’s routine! * Monday & Tuesday: I work from home, so I have flexibility for walks, drop-in visits, and overnight care throughout the day. * Saturday through Tuesday: I’m available for walks and visits at almost any time. * Wednesday through Friday: I work in the office, so morning walks are available around 6:30–7:30 AM, and evening walks or drop-in visits are available starting around 5:30 PM. If your pet has a specific schedule or unique needs, feel free to reach out—I’m always happy to see if we can make it work! Safety, Trust & Environment Your pet’s safety and comfort are my top priorities. I carefully follow your instructions for feeding, walks, medications, and daily routines to keep your pet happy and comfortable in their own home. I’ll also send regular photo updates so you can have peace of mind while you’re away. Please note that I provide care in clients’ homes only and do not offer boarding in my home.
“Christopher was exceptional! I felt such at ease with him taking care of our two cats. Given his vast animal background I could tell right away he was going to be a good fit just by how he greeted our boys for the first time. Chris was so attentive, sending pictures playing with them and giving updates on their friendship progress. I’ve never felt so at ease being away from my cats as I did during this trip. We even came home to calm boys, a first for us! Both my husband and I, alongside our two kittyboys, cannot recommend Christopher enough!”
“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!”
“Very grateful for Zach’s assistance while I was away with family for a frequent. I especially appreciated his thoughtful and thorough checklist of things to ask about during a meet and greet and his frequent updates.”
“Autumn is so punctual, caring, communicates really well and took such good care of my dogs! She sent me pictures and videos often and kept me updated and gave them so much love and care. She is really awesome!”
“Stephanie provides frequent updates while dog sitting. She sends pictures and sweet messages. Our dogs love spending time with her because she takes such great care to ensure they get long walks and plenty of snuggles!”
“Alexa was great with housesitting my 2 dogs! She is responsible and friendly, arrived on time, and kept me updated throughout her stay with messages and photos. I would definitely trust her to watch my doggos again!”
“Rachel took care of our senior cat & Great Dane for about two days. She was so communicative and sent us updates on how they were doing. We are so grateful & would recommend her to anyone who is interested in her taking care of their babies!”
“This was our first time using Kaylee and she was beyond fantastic! She regularly texted us and had pictures too. You can tell she really loves what she does. We will definitely be using her in the future!”
“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.”
“Great caring sitter. Everything was perfect. “Walking “Littleman in his stroller was so nice. He loves his “walks”. Everything was so clean and neat. Would use Alicia again and again. Thank you so much.”
“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.”
About: What sets me apart from other sitters is my compassionate, attentive approach and hands-on experience caring for both healthy pets and those with long-term medical needs. I’ve cared for two cats and one dog—one of the cats had ongoing health issues, so I became familiar with administering medications, monitoring behavior closely, and adapting daily routines to meet her needs. That experience taught me patience, attention to detail, and the importance of consistency in pet care. Currently unemployed and can do whatever whenever. What suits you suits me. I can do whatever needed to fit into your routine. Im open availability. I view pets the same way I view a toddler. If it's to quiet there is something wrong. Your attention should be on them always.
“We were very grateful to have Jennifer's help with our three pets while out of town (an adult dog, a puppy, and a cat). We appreciated her enthusiasm to be there for our pets, be a presence for our home while we were gone, and it gave us a lot of peace of mind. She was very communicative and respectful of our home, and she took good care of our animals. Thank you, Jennifer!”
The median cost per night for house sitting in Winter Springs is $45
Pet parents share their Rover experiences - Winter Springs
Our dogs really seemed to love her, and we came home to happy, well-cared-for pets and a house that was in great shape. Ashland took care of our dogs, cat, fish, and plants while we were away, and even did some thoughtful extras like taking out our trash and recycling. We really appreciated knowing our pets and home were well taken care of while we traveled. First time using Rover or non-family member since we all traveled together. Overall, we’re happy and will rebook in the future.
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 August 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 August 2026, there are 2,915 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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