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

“Andrea was great with my dog! I felt he was in good hands the entire time I was away. She communicated well and sent tons of pictures! I will definitely be rebooking with her for future dog sitting needs.”


“Destiny was an amazing sitter and house guest! Our old boy, Blue, loved her from the moment he met her. She stayed in our home for 16 days and not only took incredible care of Blue, sending regular updates and pics/videos, but she went above and beyond by bringing in our mail, watering plants and even cleaned the house before she left, leaving us a sweet note. She was communicative, professional, and has a high level of attention to detail. We will 100% be using her services again!”


“Maria did an outstanding job taking care of our Rita for the weekend. She spent time playing and giving her lots of love, attention, and treats. We really appreciated the videos and picture updates while we were away. She even took extra care during the thunderstorms to make sure Rita was safe. Our house was kept cleaned and overall would definitely recommend Maria for any dogsitting needs!”



“Vixana took such good care of my pets while I was overseas. She was responsive and kept in contact with me with regular updates and pictures. Both Poppy and Salem loved her and I didn’t feel bad leaving them I would recommend her in a heartbeat. Thank you.”


“Zack is outstanding! All our animals adored him, and he did a wonderful job of attending to each of their unique needs. He also did a fantastic job of alleviating our daughter's concerns about leaving her cat behind by sharing tons of videos and photos for her while we were away. I highly recommend him.”


About: Growing up I had dogs, but as an adult it hasn’t been an option so I’ve spent time with friends, family, and even my bosses dog just to get some puppy time. And my hope is Rover will help me meet new animals while helping out their owners since my cats aren’t to friendly with dogs. As a remote worker, I have the flexibility to give pets the attention and care they deserve. I’m already out and about for daily walks and thought, why not make those walks more fun with a furry companion? It’s the perfect way to combine work-life balance with my love for animals. I’m not offering boarding services at this time because my two cats rule the roost—and I respect their need for space, just as I’d respect your pets’ unique needs. In your home, I’ll create a safe, comfortable environment, ensuring every paw feels at ease while you’re away.

“Truly the best! Utmost professionalism and high attention to detail. Makenzie really sets the standard for modern petsitting and petcare. She is exactly who you are looking for when it comes to knowing your fur babies and home are in excellent hands. She is very resourceful and was able to accommodate our needs. Her experience with all types of animals and especially cats is impressive! I am so thankful we chose Makenzie! Our kitties are so happy to have a new bestie. Will be booking again with Makenzie soon. Thank you!!”


“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 😀”


“Laura is a doglover, my boxer likes her very much. She took him to his favorite dogpark to meet his friends too. Laura is very responsible and is very friendly to work with. Thanks Laura.”


“Glacie rocks!! She took Emmy for walks, followed the directions perfectly & kept our home clean. Glacie watched Emmy for 6 days and 5 nights and I had zero concern. We will 100% be using Glacie again in the future. Emmy is happy & tired out & that’s all we can ask for 🫶”


“Ashley was great! She stayed in our home with our two dogs for a weekend and she gave us such peace of mind. She sent updates with pictures that we looked forward to, and I just know our girls were loved and well taken care of.”


“Peter came through for me last minute! He suggested a meet and greet the day before. Peter updated me daily with photos of penthouse. I came back a little later than expected due to my flight, and I'm so grateful I didn't have to worry about my dog because Peter came through last moment for me. Thank you so much!! I will be using him again 💖”


“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.”


“Oh my goodness, where do I begin. I lost my regular dog sitter, a couple of weeks ago, due to moving out of state. I knew I had a trip coming up, that had been planned for over a year. Of course, I went into panic mode, as my fur babies are my life. Luckily, a patient of mine told me about Rover.com. After scrolling through countless reviews, I found Ms. Joyce. After reading her reviews, I knew she was the dog sitter that I wanted and trusted my 2 fur babies. I feel like I hit the lottery finding this amazing woman. She kept me updated with pictures and text messages all throughout my time away. My fur babies fell in love with her, and they can’t wait for her to return next month. Thank you Rover.com for leading me to this amazing woman. She exceeded my expectations. My family absolutely loves her, and she already feels like family.”


“Caroline was awesome! She was reliable and sweet with my pups! Very personable easy to work with and reasonably priced! I will definitely use her services in the future when iam traveling!”


About: I have been around dogs since I was 6 years old and owned two of them myself for 6 years. My friends and family undoubtedly trust me with their dogs whether the dogs are brand new to the home, have just gone through surgery or need a sitter. My mom’s boss has asked for me on multiple occasions to watch his animals and has been exceptionally pleased each time. I am currently working remotely full-time and looking to make extra money while caring for your fur children. I have no other responsibilities and I am flexible. I keep a watchful eye on the, at all times and ensure I am taking care of them, the way their owners would. I follow all instructions to the detail and keep owners informed.

“Ashland was incredible with Ziggy and Marley! She spent the weekend with them and sent many pictures, videos and messages to let me know how they were doing! I felt very comfortable knowing they were in good hands. Will definitely book with Ashland again!”

Loving house sitters in your neighborhood
Search Results


Andrea H.Star Sitter

“Andrea was great with my dog! I felt he was in good hands the entire time I was away. She communicated well and sent tons of pictures! I will definitely be rebooking with her for future dog sitting needs.”


Christina M.Star Sitter

“Christina is amazing and took care of our babies so well while we were gone for a week!!”


Destiny P.Star Sitter

“Destiny was an amazing sitter and house guest! Our old boy, Blue, loved her from the moment he met her. She stayed in our home for 16 days and not only took incredible care of Blue, sending regular updates and pics/videos, but she went above and beyond by bringing in our mail, watering plants and even cleaned the house before she left, leaving us a sweet note. She was communicative, professional, and has a high level of attention to detail. We will 100% be using her services again!”


maria C.Star Sitter

“Maria did an outstanding job taking care of our Rita for the weekend. She spent time playing and giving her lots of love, attention, and treats. We really appreciated the videos and picture updates while we were away. She even took extra care during the thunderstorms to make sure Rita was safe. Our house was kept cleaned and overall would definitely recommend Maria for any dogsitting needs!”


Hannah L.

“Hannah did an amazing job with our babies! They absolutely loved her. She kept me updated and sent pictures. I would highly recommend Hannah.”




Vixana F.

“Vixana took such good care of my pets while I was overseas. She was responsive and kept in contact with me with regular updates and pictures. Both Poppy and Salem loved her and I didn’t feel bad leaving them I would recommend her in a heartbeat. Thank you.”


Zachary A.
Star Sitter


“Zack is outstanding! All our animals adored him, and he did a wonderful job of attending to each of their unique needs. He also did a fantastic job of alleviating our daughter's concerns about leaving her cat behind by sharing tons of videos and photos for her while we were away. I highly recommend him.”


Danielle M.
About: Growing up I had dogs, but as an adult it hasn’t been an option so I’ve spent time with friends, family, and even my bosses dog just to get some puppy time. And my hope is Rover will help me meet new animals while helping out their owners since my cats aren’t to friendly with dogs. As a remote worker, I have the flexibility to give pets the attention and care they deserve. I’m already out and about for daily walks and thought, why not make those walks more fun with a furry companion? It’s the perfect way to combine work-life balance with my love for animals. I’m not offering boarding services at this time because my two cats rule the roost—and I respect their need for space, just as I’d respect your pets’ unique needs. In your home, I’ll create a safe, comfortable environment, ensuring every paw feels at ease while you’re away.


Makenzie C.Star Sitter

“Truly the best! Utmost professionalism and high attention to detail. Makenzie really sets the standard for modern petsitting and petcare. She is exactly who you are looking for when it comes to knowing your fur babies and home are in excellent hands. She is very resourceful and was able to accommodate our needs. Her experience with all types of animals and especially cats is impressive! I am so thankful we chose Makenzie! Our kitties are so happy to have a new bestie. Will be booking again with Makenzie soon. Thank you!!”


Ashley R.Star Sitter
“Ashley was the best. Very reliable and trustworthy. She stayed in constant contact which relieved my anxiety. Undoubtedly, I will use her again!!!”


Alicia K.

“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 😀”


Laura K.

“Laura is a doglover, my boxer likes her very much. She took him to his favorite dogpark to meet his friends too. Laura is very responsible and is very friendly to work with. Thanks Laura.”


Glacie D.Star Sitter

“Glacie rocks!! She took Emmy for walks, followed the directions perfectly & kept our home clean. Glacie watched Emmy for 6 days and 5 nights and I had zero concern. We will 100% be using Glacie again in the future. Emmy is happy & tired out & that’s all we can ask for 🫶”


Ashley R.Star Sitter

“Ashley was great! She stayed in our home with our two dogs for a weekend and she gave us such peace of mind. She sent updates with pictures that we looked forward to, and I just know our girls were loved and well taken care of.”


Peter B.Star Sitter

“Peter came through for me last minute! He suggested a meet and greet the day before. Peter updated me daily with photos of penthouse. I came back a little later than expected due to my flight, and I'm so grateful I didn't have to worry about my dog because Peter came through last moment for me. Thank you so much!! I will be using him again 💖”


Jenna I.

“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.”


Joyce R.
Star Sitter


“Oh my goodness, where do I begin. I lost my regular dog sitter, a couple of weeks ago, due to moving out of state. I knew I had a trip coming up, that had been planned for over a year. Of course, I went into panic mode, as my fur babies are my life. Luckily, a patient of mine told me about Rover.com. After scrolling through countless reviews, I found Ms. Joyce. After reading her reviews, I knew she was the dog sitter that I wanted and trusted my 2 fur babies. I feel like I hit the lottery finding this amazing woman. She kept me updated with pictures and text messages all throughout my time away. My fur babies fell in love with her, and they can’t wait for her to return next month. Thank you Rover.com for leading me to this amazing woman. She exceeded my expectations. My family absolutely loves her, and she already feels like family.”


Caroline D.Star Sitter

“Caroline was awesome! She was reliable and sweet with my pups! Very personable easy to work with and reasonably priced! I will definitely use her services in the future when iam traveling!”


Amanda K.
“My husband and I have trusted Amanda to watch our dog Myla multiple times. Amanda cares for Myla as if she were her own. She is very communicative and responsive, sends plenty of cute update pictures. She also makes sure to give Myla plenty of playtime while she dog sits. Couldn’t recommend a better dog sitter than Amanda.”


Ashland B.

“Ashland was incredible with Ziggy and Marley! She spent the weekend with them and sent many pictures, videos and messages to let me know how they were doing! I felt very comfortable knowing they were in good hands. Will definitely book with Ashland again!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Aug 2025 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 Aug 2025, there are 2,434 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 14 years of experience. House sitters with repeat customers have an average of 3 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.
