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.
“Our second time having Peter take care of my boys was just as good as the first. He truly cares and took such amazing care of the dogs and house. Can’t recommend him enough!”
“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”
“Keonna provided outstanding care for our fur kids on short notice. She spent a significant amount of time with them each day, spoiling them with long walks and lots of attention! She communicated with us each day, sharing lots of pictures, which gave us comfort knowing our pups were happy and well taken care of! You can tell they enjoyed their time with Keonna!”
“Gabby was fantastic, her and her brother gave my guys so much attention I am not 100% sure they realized I was gone. They went above and beyond and looked over my plants and fish as well.”
“Raechel was great! This was my first time using the app and I was in a bit of a time crunch and this was also the first time I needed a house sitter for my animals. I have 2 dogs and 2 cats so the job was large and Raechel did not blink an eye to it! Her communication is fabulous as I was sent multiple pictures each day of the crew. Even my most reclusive cat seemed to love her new sitter which totally surprised me! Overall the dogs and cats seemed to love their new friend for the week and I felt completely confident in Raechel while I was gone.”
“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!”
“Alicia stayed at our home for the weekend and took care of our 2 small dogs. They can be barky but they seemed to relax around her pretty quickly. She sent several pix -our doxie was snuggling up to her the same night we left and our nervous chihuahua was in out in the yard wagging away the next day. The house was the same as we left it. We would definitely book Alicia again 😀”
“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!”
“We couldn’t be happier with the care Zach provided for our puppy. He just has this great way of connecting with our dog and meeting needs unique to an animal who is still learning the basics. Zach provided pictures, videos, and took his time getting to know our dog’s routine and quirks. I would highly recommend Zach and hope to become a repeat customer.”
“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: I OFFER DOGGY DAY TRIPS! Doggy day trips are when I take your furry friend to an owner-approved, pet-friendly location to have fun and explore for 2 hrs. Doggy day trips can be requested for any booking for an additional fee (between $10-$20) . I have cared for family pets and injured/homeless birds, kittens, dogs and snakes since I was 13. You can rest assured that when your pet is with us they will not only play and socialize, they will be provided with lots of snuggles and exercise. Any medication/allergy/food requirements will be followed per the owner’s guidelines. If your dog likes trips to the park, or any specific activities please let me know, I want them to have the best time possible when they're in my care. I work from home and am available any day. For the safety and enjoyment of all involved we can only accept a maximum of 2 pets per day. Schedule and availability will be updated daily for your convenience. I have an unfenced yard and a screened in patio for your pets to enjoy. Dogs will be kept on leash at all times while outside, and their safety and enjoyment will always be top priority. They will also, if approved by owner, be able to use our doggy pool and dog friendly toys. Dogs will be provided with walks every 2 hours or as needed. Baths in warm water are also available when requested. If your dog prefers a crate that is an option, however, we prefer our guests to have free roam of the house and patio as they please. All our guest must be friendly and free of aggression towards other animals, and people. I can provide a separate and safe space for your pets to eat if they are food shy.
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.
“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!”
“Valery is an extraordinary pet sitter. I’ve used Rover since 2021 and recently moved to Orlando, so I was looking for someone new I could trust for home sitting. From the moment we met, I knew she was the one. She took wonderful care of my 13-year-old senior Shih Tzu, who has cataracts, dry eye (needs drops twice a day), and a special diet that requires some prep. Valery cared for him as if he were her own. She was patient when applying his eye drops, took care of his meals, and gave him the attention and affection a senior dog needs. While I was away for 10 days, she sent me daily photos and videos just as I asked, which helped ease my anxiety. She even handled an allergy that flared up right before my trip, getting a product (after checking with me first) that worked better than the vet meds I had tried. Guapo was happy, relaxed, and barking for treats like he does when I’m home. Valery truly understands the stress of leaving our fur babies behind, and knowing she’s capable of managing any emergency or unexpected situation gave me real peace of mind. I recommend her 100%—she’s trustworthy, attentive, and incredibly loving with animals. Thank you, Valery! I’m truly grateful!”
“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!”
“Jenna was awesome with my dog!! She sent pictures and updates about him all week! He was very happy and comfortable with her. Already booked her for our next trip.”
The median cost per night for house sitting in Winter Springs is $45
Pet parents share their Rover experiences - Winter Springs
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!
Katelyn did a great job staying with Ginger while we were on vacation. Our dog is a little particular and set in her ways so nativgating that can take a little time but Ginger has warmed up to her and we are so happy to have her as an option to know Ginger can stay at home and have the care she needs while we are away.
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
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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 $42.18 per night (as of July 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 July 2026, there are 2,998 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
- 96% can help with giving oral medications or injections
- 97% 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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