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

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Top rated Winter Beach house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Natili was wonderful. She shared pics and texted me to keep me updated on Bailey. Bailey did escape the yard at one point and Natili drove around the neighborhood to find her. Her dedication to caring for Bailey was above and beyond!”

“Super thankful for the amazing job you did, especially on a last minute you were there to help with our dogs care. They loved spending time with you and made out trip easy! Thank you again and hope to see you again! I absolutely recommend her for you pets needs!”


About: I’ve always had pets in my life and now would pass on that love and compassion to your dog. Lots of experience in old and young dogs. I am retired and have extra time so my friend told me about Rover and she loves it so I want to enjoy the experience also! I will make whatever steps necessary that are needed to care for your dog in your home. At my home, they will have free roaming of a 2000 square-foot home and enjoy my daughter and my granddaughter also helping love your dog.

“Yaretzi was amazing and shared photos of Zarra during her care and also kept me updated on how she was doing. Yaretzi was very understanding and acknowledged our concerns of leaving our fur baby for the first time. We will definitely contact her again when we are back in town.”

“Being the first time I left my girls (2 labs) with someone besides family, I was nervous. Logan was wonderful with my dogs as well as me. He texted me and sent pictures daily. My dogs were calm and did not seem to be stressed at all with Logan staying with them. I would highly recommend him.”

“Megan was great with our dogs. She sent photos and updates on our short overnight trip. She is focused on their care and wellbeing. Would love to have her anytime we petcare.”
“Jeff is fantastic with my dog Benji😊. I have had him take care of Benji every time I leave home to visit, vacation or whenever I need to leave for a few days or weeks! I have come to rely on him. I am very happy and pleased with his setvices!”

About: I am an accredited trainer in basic obedience and own a black lab mobility service dog. Prefer to care for pets in the comfort of their own home. . Available seven days a week in south Vero greater area. Prefer to do all business before dark unless being asked to house sit overnight. I do not have a fenced yard nor the ability to walk large dogs unless they use a Gentle Leader or comparable. Prefer client's home for care.
“Jayla took such great care of our Finley! We received texts and pictures of him while she was watching him and we appreciated that so much! Highly recommend her and will be hiring her again soon!”


About: I don’t just watch dogs—I engage with them. I have a passion for training, so I naturally reinforce good behavior, structure, and basic commands while I’m with your dog. I’m patient and attentive, whether I’m working with a young dog building habits or a senior dog who needs a calm, gentle approach. My goal is for your dog to feel safe, cared for, and more balanced when you return. Pet care fits naturally into my daily routine because I genuinely enjoy spending time with animals. I structure my schedule so I can give each pet my full attention during visits or stays, making sure they feel safe, cared for, and comfortable. I care for pets in their own home by keeping everything as familiar and stress-free as possible. I follow their established routine closely and pay attention to their comfort, body language, and behavior. I make sure they feel safe, relaxed, and not alone, while also keeping the home tidy and respected at all times.

About: I’ve taken care of my dogs as well as friends and neighbors for a long time. I love meeting new pets and looking after them! I am home from college for the summer so I am mostly available anytime and I will try my best to work with your schedule! I have a fenced backyard but also take my two dogs out to play around and let their zoomies out. They’re very friendly with other dogs and sometimes even like to swim with me!
About: I was a vet tech for 15 years. I’ll treat your pet with loving kindness and respect. I know how to keep your pet comfortable and safe. I am a proud pug mom and she is like my child. I will treat your fur kid the same way. I also have experience with senior pets, as I had an old pug, who was the love of my life. I’m a runner and I can keep up with your pet. Whether it’s a walk during the day, medication administered, a one mile run with your puppy, hanging with them while you go on vacation…I’m here for you and your pet! My schedule is currently open to take care of your fur babies. Please contact me for availability, as things may be filling up as time goes on. I will care for your pets in your home! I am familiar with crate and potty training. I have 15 years experience in the veterinary tech field so I am knowledgeable. I am familiar with caring for dogs and cats.
“Daisy seemed to have great care with Derek. He was reliable and came a day early for a meet and greet. He seemed to follow the instructions I left. He was very pleasant and was willing to do what was asked. He also kept us informed and sent lots of pictures. The house was left in great condition. I wouldn't hesitate to have Derek again.”

About: Hi! I’m Kristina— a lifelong animal lover who’s happiest when I’m surrounded by furry friends! Whether it’s a snuggly couch companion or a high-energy walking buddy, I’m here to make sure your pet feels safe, loved, and cared for while you’re away. I have experience with dogs and cats of all sizes and personalities, and I always take the time to get to know each pet’s unique routine and preferences. I’m big on communication — you can expect regular updates, cute photos, and peace of mind knowing your pet is in good hands. From long walks and playtime to belly rubs and cozy naps, I’ll treat your pet like my own. ❤️ Can’t wait to meet you and your furry family! I build my schedule around the pets I care for. From morning walks to evening check-ins, I make sure each pet gets plenty of love, exercise, and consistency in their routine. 🐕 Whether your pet stays with me or I come to you, I focus on keeping their routine familiar and stress-free. I provide lots of love, attention, and updates so you can relax knowing your pet is in good hands. 🐾
Winter Beach pet parents share their Rover experiences
Katrina,was a wonderful pet sitter for our poorie and took wonderful care of her.pootie is on meds and she was able to get her her meds and take great care of her she went the extra mile and we would highly recommend her if you want a caring and sweet hearted person watching your pets..we will definitely use her again in the future if we have and trips away from home.she is reliable and diligent and we just loved how she kept in contact with us letting us know everything was going well.it helped us relax and enjoy our trip More knowing our fur baby was in good hands.10 out of ten service thank you Katrina for allowing us to enjoy our vacation.

Katrina did a great job watching our two senior pups. She stayed in our home and took wonderful care of it and the dogs. When we got back home, the dogs were happy and the house was spotless. We highly recommend Katrina and hope to use her services again 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 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 Beach is $50
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 Beach average 3 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 Beach on Rover as of Jun 2026 was about $50 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 Jun 2026, there are 479 house sitters in Winter Beach. 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, 88% of Winter Beach house sitters respond in under an hour.
House sitters in Winter Beach have an average of 17 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 Beach.
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 Beach 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.






