House Sitting in Winter Springs
Find a loving house sitter to watch over your pets and your home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winter Springs house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Thank you Peter for taking care of Malala and our home over the weekend. Sure did come home to a happy dog! We appreciate your timely update, clear communication and genuine respect for our space. We'll be sure to use your services again.”

“Shirley is amazing and my Hank was so well taken care of! It can be difficult leaving your loved one, but it was such a pleasant experience not having to worry about whether my dog was being properly cared for. I would definitely recommend Shirley to anyone looking for a reliable sitter!”

“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.”

“We were so nervous about leaving our pets, but Joyce set our minds at ease. From the day we met her, she treated our pets like family. We got lots of pictures and even videos while we were away, and she even left us a little "thank you for letting me care for your pets" note. We will definitely book her again. It is so great to know we have someone we can trust to treat our pets like we do.”

“Alicia took amazing care of my pets and home. She is very professional, a great communicator while away with multiple photos, and when I came home, everything was clean and neat with calm, happy babies! I highly recommend Alicia - she is the best pet sitter that I have met on Rover!”


“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.”

“Aamani took excellent care of our two pups for a short stay. She was great with communication, sent photos, and kindly cleaned up a mess from my pup with a nervous belly. Would definitely recommend her services!”

“Autumn was absolutely phenomenal! She stayed at our house over the Thanksgiving holiday and took incredible care of our two dogs. She sent daily photos and videos, kept them active with walks, and gave them so much love and attention. On top of that, our home was spotless when we returned. We felt completely at ease knowing our pups were in such caring hands. We’ll 100% be using Autumn anytime we go out of town — and the dogs give her all the tail wags! 🐾”

“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!”


About: Hi i’m Alex! I’ve always had a love for animals for as long as I can remember, I currently have a 10 month old cat named Mileena and an 8 year old chihuahua named Jasper! I’m a huge pet lover and I can’t wait to help take care yours! I’ve pet sit many times over the last few years and i’ve worked with small and large animals, as well as senior animals and animals with chronic illnesses! I’ve also house sat many time so i’m comfortable staying overnight if needed and I had big dogs growing up so larger dogs are no problem for me! I currently work full time at a bookstore but i’m always free after 6pm! I’m typically off on Wednesday and Sunday and on Tuesdays i’m free all day after 10am! I live in an apartment but I have more than enough space to care for your pets! I have a dog and a cat that are very friendly with other animals and we have lots of toys and treats to keep your fur baby occupied! My complex also has a dog park that i’m sure your dogs will love!

“Jordan was amazing with Ollie, she helped us out last minute in an unusual situation watching Ollie on an hourly basis over 4 days so we could have a great visit with our daughter and son in law. We had a last minute glitch with our Ollie and had to bring him and Jordan was able to step in and help!”
About: Hello there! My name is Griffin and I’m so glad you’re here. I have a deep affection for dogs, considering them my favorite animals. Ensuring the happiness and well-being of the dogs under my care is always a top priority for me. I’m someone who naturally stays home for a majority of my time, so being able to sit dogs gives me immense joy in caring for them. Caring for my late dog Lola opened my eyes to the canine world. Any dog I care for is a new best friend waiting to meet again, and it is in my best interest to treat them like my own to build lasting bonds that stay.
“Maria was AMAZING! Our pups loved spending time with her. Our female is always very nervous and Maria was the first sitter to be able to ease her mind and even pet her. Will definitely use again and recommend to anyone needing a sitter!!”

About: I am an insured animal care provider and have been around animals my entire life. Growing up on a farm I learned at a very young age to love and care for animals of all kinds! Your pets are my priority and will be treated just like my own! I currently do not work outside the home so have a fairly free schedule allowing me to help others at various times throughout the day! I will treat your pets just like my own, giving them love and care as if they are part of my family and never anything less!
“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 taken care of a lovely family cat for 18 years. I have also owned birds, hamsters, and rabbits throughout my life. I have experience with horse care and training, as well as dog and cat sitting. Additionally, I volunteered at the Sanford Pet Alliance shelter for a year, an organization dedicated to caring for cats and dogs. I am an enrolled zoology student who is studying for a Master’s degree. I am free all throughout the week, part-time. Monday through Sunday booking is available! I can pet sit during the weekday from as early as 6 am to 10 pm; this includes feeding, bathing, walking, and doing fun activities too! I have been pet-sitting and caring for animals for a little over 10 years, and I have worked with both cats and dogs in a professional setting, so I am no stranger to pet care! For cats, I have a cat at home, so I am very accustomed to cat behavior! I can watch, feed, and keep them engaged until needed! For dogs, playing and walking are very important, so I will always make sure to do these things. I can feed them and watch over them until needed! If medication needs to be given, I have experience with that as well. Birds and bunnies are always welcome as well! :))
“Brent stayed at our house for the day and watched our little Chico. He kept us fully informed of Chico with pics and video throughout the day. I highly recommend Brent and would definitely use his services again.”

“Cristina spent a week with my dog Toby and was absolutely wonderful! She is kind and communicative, and I know he was in good hands. As a bonus, she left my house cleaner than I when I left! Will definitely be rebooking with Cristina in the future.”

Over 218 pet parents in Winter Springs have booked house sitting
Winter Springs pet parents share their Rover experiences
Jordan was amazing with Ollie, she helped us out last minute in an unusual situation watching Ollie on an hourly basis over 4 days so we could have a great visit with our daughter and son in law. We had a last minute glitch with our Ollie and had to bring him and Jordan was able to step in and help!
We were so nervous about leaving our pets, but Joyce set our minds at ease. From the day we met her, she treated our pets like family. We got lots of pictures and even videos while we were away, and she even left us a little "thank you for letting me care for your pets" note. We will definitely book her again. It is so great to know we have someone we can trust to treat our pets like we do.

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.
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winter Springs is $45
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 house 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.
Sitters in Winter Springs average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winter Springs on Rover as of Mar 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Mar 2026, there are 2,574 house sitters in Winter Springs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Winter Springs house sitters respond in under an hour.
House sitters in Winter Springs have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winter Springs.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winter Springs house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.









