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

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Loving house sitters in your neighborhood
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1. Rob & Wynn K.

“⭐️⭐️⭐️⭐️⭐️ Cedar was absolutely amazing! Extremely professional, communicative, and attentive throughout the entire stay. They kept me updated with pictures and detailed check-ins, ensuring I always knew how my dogs were doing. I couldn’t be happier with their service! My two dogs can be reactive and challenging at times, but they handled them with such patience and care. I highly recommend them to anyone looking for a reliable and skilled dog sitter. Will definitely be booking again!”


2. Ashley R.

“Actually seem to get along, just great with my somewhat shy and reluctant cat. She patiently waited for him to come to her over a five day. And by the end they were kissing. The house was clean as I had left it and she even straightened her bed. I feel she’s responsible and I will be home in her again I am sure.”


3. Hailey H.


“Hailey was a big help to us this week and was able to stay in our home on a short notice. We have two older dogs and a cat. One dog is deaf and requires diapers, and another has just gone blind and Hailey handled these difficulties easily. Having Hailey around was a peace of mind that our pets weren’t lonely while we were gone and looked after. We also have a lot of plants, which Hailey watered and ensured didn’t die! We’ll definitely be rebooking!!”


4. 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 😀”


5. Phoebe H.

“Phoebe watched our 4 dogs while we went on a 4 night cruise and she was wonderful. We told her she didn't need to walk them but she still took 3 on a walk everyday (very brave as they can be very naughty). The house was clean and well taken care of and all dogs seemed genuinely well taken care for and happy when we got back. Phoebe was also able to be extremely flexible as our cruise return was delayed by 12 hours she was able to stay later and also provided great updates. Will definitely be hiring her again in the future”


6. Zachary A.


“Animals and house were well cared for. Pictures and videos were sent every day. I felt confident that all my pets were safe and receiving everything they needed. Zack was in frequent communication to give updates and made sure he was providing care exactly as I wanted.”


7. Evelyn C.
“Evelyn was awesome! She took such care to spend time with my two dogs in my apartment while I was out of town for the night as one of them has really bad separation anxiety. She administered medication and took them for walks and they were calm. It gave me such peace of mind and I’ll be booking again! Thank you! 😊”


8. Heather B.

“First time using Rover and we had the good luck of choosing Heather. She was AMAZING with our elderly blind & deaf pug, so patient, kind and loving. She stayed at our house including overnight for 2 1/2 days, our first vacation in 6 months. We would not hesitate to have her take care of our girl again- great job Heather!”


9. Ashley R.

“Ashley was an amazing caregiver to my 2 elderly cats. She administered medication to both cats and cared for them precisely as I had requested down to the last detail. She sent regular photos to keep me in touch with my fur babies. She also took wonderful care of my home while my guy and I were out of town. It was great to come back to 2 calm well cared for cats and a totally orderly home. I can't say enough about Ashley and will definitely use her again to care for my animals.”


10. 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.”


11. Ashlee B.

“Ashlee took great care of our girls in our home. She sent updates with photos, which are always lovely while away from our fur babies. We will use her again in the future!”


12. Jenna I.

“We hadn't taken a vacation for more than 4-5 days in awhile (actually - ever!), but we had Jenna stay at our house for 10 days and she cared for our two dogs and cat. She sends a lot of photos and responded to any comments/questions very quickly. I felt confident the house, pets, animals, mail, etc. were all taken care of. Jenna has a nice personality and did two meet/greets before our trip so we were assured the dogs were comfortable with her.”


13. Joyce R.


“Joyce is simply outstanding. She is extremely loving and caring towards Hank. It is the 2nd time she takes care of him and we are simply at peace knowing they are buds and we don't have to worry about anything - Thank you again and again - Hanky adores you ♥”


14. Caroline D.

“Caroline took such great care of our baby while at our home. She sent a ton of updates and pictures and informed me of all little details along the way. Toki absolutely loved her and we can’t wait to have Caroline back. It was such a relief to know she was in great hands while away.”


15. Samantha L.


“AMAZING !! I was very skeptical about using rover because of recently moving to the Orlando area. But Samantha has made us so confident in this system. She was amazing, caring, great communication. Always sent me updates and pictures. I loved how much she loved my babies. Thank you Samantha for making sure they were well taken care of while we were away like they were your own.”


16. Camille C.

“This was our first time using Camille and she came for the weekend to watch our 2 dogs. Both standard poodles. In all our interactions Camille has been on time, attentive and very courteous. Our pups are fairly straight forward but she followed our requests on how to interact with them and we returned to happy and settled pups. I will definitely be inviting Camille back to babysit our dogs and house, she’s a pleasure to work with”


17. Brittani B.

“Once again Brittani took great care of our dog and two cats! very communicative, very responsible and thoughtful! We couldn’t recommend Brittani more!”




18. Tyler W.

“Tyler was great! He updated me as he was at the house and how my two boys were doing throughout the stay. I’ve got 2 big goofballs who think they’re lap dogs and loved Tyler’s experience with bigger dogs!”




19. Victoria B.


“Victoria did a great job taking care of my dog she sent regular updates and did a terrific job of keeping the house clean as well I will use her again when the need arises”


20. Ashland B.

“Neo LOVES Ashland, just mention her name and he starts looking around..ears are perked up. He definitely glad when she comes over. Neo has never been away from us , so we were not sure how it would be. Trust me once Ashland is here he doesnt care if we leave. He has even done an overnight with no issue. Numerous booking so far, and definitely lots more in the future.”
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 Mar 2025 was about $40 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 2025, there are 2,373 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.
