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

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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.”


“Ashley was wonderful and communicated with me everyday about my sweet little 16 year old Morkie named Teddy. I would highly recommend her to anyone!”


“Maria was absolutely incredible with our two dogs, Finn and Chai! She went above and beyond—giving them tons of love, exercise, attention, and even handling medications with care. We came home to two very happy pups and a tidy space. She kept us updated the whole time and truly treated them like her own. We can’t recommend her enough and are so grateful to have found someone we trust completely!”


“Phoebe is calm and relaxed, which is perfect energy around my dogs, one who is old and one who is young. She spent several hours at my house, and I came home to a very happy household. I have already rebooked her for this week.”


“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.”


“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!!”


“Great sitter! Very attentive, caring, and focused on my little Sully. Not only did she watch him several days, but she went above and beyond. Great communication on her part as well. I would book Tyler 100x over, because she really is one of the best sitters I’ve ever booked on here :)”


“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!”



“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.”


“Ashlee is an amazing dog sitter! Very reliable and trust worthy. She kept us updated the entire time. Our Dalmatians are very high energy and stubborn but she knows how to handle them :) 10/10 would recommend her to everyone! Could not be more grateful for her!!”


“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!”


“Laura is an amazing pet and house sitter! My pup can have some behaviors nand trouble meeting new people, but he immediately loved Laura and felt comfortable with her. My kitties too are very skiddish, but from photos they seemed to be comfortable with Laura’s presence. Not to mention, I came home to a clean house which enabled me to relax after a busy weekend away. Thank you so much and the fur babies cannot wait to see you again!”


“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.”


“Valery is AWESOME!!! She has done drop in visits for our 5 1/2 month old puppy as well as has taken care of her for a weekend in her own home. We would definitely hire Valery again. She's reliable and takes amazing care of our baby!”


“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.”


“The most loving adorable person you will ever meet! Hank obviously has great taste and chose her as his BFF. We love her, trust her with our dog and our home. She is part of the family! For many years to come🩷🩷🩷”


About: I have lived with animals all my life. From domestic pets to living on a farm with cows and horses. I love all animals and will treat them as if they were my own. I work from home so I have a very flexible schedule. There’s plenty of time throughout my day and routine to provide attention to the animals I am looking after. I have a fenced back yard and patio. I have a mini dachshund who loves to play. If your pet needs to be in a crate we have plenty of space for that as well.

“Thank you so much for taking care of Linka with such care! It’s really nice to have someone to be able to count on. Will definitely ask for help again in the future.”


“I'm so excited to have met Jennifer .. She did a great job and I don't think my dog cared that I was home ... He was very well taken care of and I highly recommend her ... ❣️❣️”


“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 💖”

Loving house sitters in your neighborhood
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Andrea H.

“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.”


Ashley R.Star Sitter

“Ashley was wonderful and communicated with me everyday about my sweet little 16 year old Morkie named Teddy. I would highly recommend her to anyone!”


maria C.Star Sitter

“Maria was absolutely incredible with our two dogs, Finn and Chai! She went above and beyond—giving them tons of love, exercise, attention, and even handling medications with care. We came home to two very happy pups and a tidy space. She kept us updated the whole time and truly treated them like her own. We can’t recommend her enough and are so grateful to have found someone we trust completely!”


Phoebe H.

“Phoebe is calm and relaxed, which is perfect energy around my dogs, one who is old and one who is young. She spent several hours at my house, and I came home to a very happy household. I have already rebooked her for this week.”


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.”


Hailey H.
Star Sitter


“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!!”


Tyler F.
Star Sitter


“Great sitter! Very attentive, caring, and focused on my little Sully. Not only did she watch him several days, but she went above and beyond. Great communication on her part as well. I would book Tyler 100x over, because she really is one of the best sitters I’ve ever booked on here :)”


Alicia K.

“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!”




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.”


Ashlee B.Star Sitter

“Ashlee is an amazing dog sitter! Very reliable and trust worthy. She kept us updated the entire time. Our Dalmatians are very high energy and stubborn but she knows how to handle them :) 10/10 would recommend her to everyone! Could not be more grateful for her!!”


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!”


Laura K.

“Laura is an amazing pet and house sitter! My pup can have some behaviors nand trouble meeting new people, but he immediately loved Laura and felt comfortable with her. My kitties too are very skiddish, but from photos they seemed to be comfortable with Laura’s presence. Not to mention, I came home to a clean house which enabled me to relax after a busy weekend away. Thank you so much and the fur babies cannot wait to see you again!”


Jenna I.

“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.”


Valery S.Star Sitter

“Valery is AWESOME!!! She has done drop in visits for our 5 1/2 month old puppy as well as has taken care of her for a weekend in her own home. We would definitely hire Valery again. She's reliable and takes amazing care of our baby!”


Caroline D.Star Sitter

“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.”


Joyce R.
Star Sitter


“The most loving adorable person you will ever meet! Hank obviously has great taste and chose her as his BFF. We love her, trust her with our dog and our home. She is part of the family! For many years to come🩷🩷🩷”


Jasmine G.
“I’ve know Jasmine for more than 10 years and she’s always had pets that she’s cared for herself. She is the first to volunteer to take care of friends and families pets when they need someone last minute. Her many years of experience in hospitality and customer service shines when she deals with her customers. She is attentive, friendly, anticipates the pets needs and understands how important the wellbeing of the pet she is taking care of is the customers number one concern. Her dream is to own a rescue sanctuary for dogs to have fun, be loved and get the attention they deserve. This is what makes her such an amazing person to be around and the person to take care of your baby.”


Brent W.

“Thank you so much for taking care of Linka with such care! It’s really nice to have someone to be able to count on. Will definitely ask for help again in the future.”


Jennifer S.

“I'm so excited to have met Jennifer .. She did a great job and I don't think my dog cared that I was home ... He was very well taken care of and I highly recommend her ... ❣️❣️”


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 💖”
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.
