House Sitting Winter Gardens
Find a loving house sitter to watch over your pets and your home.
Over 64 pet parents in Winter Gardens have booked house sitting
Winter Gardens, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Tahniiyah was AMAZING! She was so great with my dog who is typically very anxious around new people. She was on time, very communicative, respectful of our home, and all around amazing person. I will definitely be hiring her again.”
“Jamie did an amazing job of taking care of our home and our 3 pets - even the older guy with a rigid and inconvenient schedule. I appreciated Jamie checking in for regular updates and communicating with me as we coordinated travel times. Very grateful to return home to 3 happy and safe fur babies!”
“Anna was amazing, not only did she show up on time, but she sent me several check ins throughout the night. She made sure that I knew that my Furkid was happy and safe. She followed the directions I left for her to the T. Anna was extremely punctual and professional. I would highly recommend her to anyone who is in need of pet sitting. She was the epitome of a perfect pet sitter. I will definitely book her again ❤️”
About: I've had pets of all ages my entire life! Cats, dogs, rabbits, turtles, lizards, and fish 😊 I feel comfortable caring for them and know they feel comfortable with me. I enjoy playing, being active and walking with them. Please reach out and I'll help you feel comfortable with your pets needs. I'm retired and have a very flexible schedule. Reach out and I will do my best to accomadate your needs for your fur baby's care ☺️ I will provide care for your pet in your home, so they're schedule and comfort is not disrupted. I work for you, so you tell me what works best for you!
“Cristen seems to do great with our doggies and our home is always at least as clean as we left it when she house sits for us. We will continue to request her for future doggy care needs.”
“Vannessa and Jason stayed in our home to watch our 2 dogs for 4 nights. They did an amazing job! They were very communicative, sent us lots of photos and updates and kept our home spotless. In fact, they left the house cleaner than when we had left. I highly recommend Vannessa and Jason!”
“Dori came out house to watch the boys yesterday. She was very communicative. She sent us pictures throughout the day. We had a nice meet and greet before she stayed with the boys. She was very accommodating when we had to change our plans. Dori is wonderful to work with. We would highly recommend her for your dog-sitting needs!”
About: "THE GREATNESS OF A NATION AND ITS MORAL PROGRESS CAN BE JUDGED BY THE WAY ITS ANIMALS ARE TREATED". -GANDHI --------------->>Hablo Español<<-------------- Important fact about me: "I treat all animals with dignity, respect and care". -On that note, I will say the following: I am a life-long dog owner. Being a dog walker and sitter really does sound like the perfect PT job. My current job does not involve working with animals, although I wish it did. What I do for a living is in the arts field, I am a graphic designer who also does custom wood work on the side. -I do have pets of my own, 1 dog and 1 cat. I have always had a pet companion by my side. You can rely on me to take care of your dogs as if they were my own. I am very patient, loving and responsible towards other living creatures, specially dogs. -I can always send you photos and videos of your furry friend while we're out for a walk. Thank you, please consider me as your dog walker and sitter. =) PS I like to keep fit, so if your dog needs more of a run than a walk, I can do that too. I work full time but get home early, I am able to take dogs out for a run or a walk as it keeps me moving and I get to spend time with dogs which I love. My 13 year old labrador passed away not too long ago and miss having a dog at home. I have 2 cats at home right now, I understand the different psychology between dogs and cats, I like to think that they understand me and I understand them. If I am at a clients home, I first make sure I close every door behind me. I am very detail oriented and great at following instructions.
“Sabrina was extremely attentive, very communicative and overall a great pet sitter. She checked in multiple times throughout the day with pictures and updates for both our dog and our cat and they could not have been happier when we got home! Looking forward to having her help us again soon!”
About: I’ve cared for animals since I was a child. I currently have 2 dogs and a cat. I’ll go above and beyond for animals. I’m patient, strong, caring, and I understand the attention that each animal needs. I’ll treat your pets like my own and my fur babies are family. I understand the stress of leaving your animals so I hope to gain the trust of you and your animals! I work from home so I have the flexibility of being with your pets for most of the day. I currently work from home and have the flexibility of caring for animals whether it’s a drop in visit, multiple walks, or day care. I’ll be there. I have two friendly dogs of my own and my cat is as sassy as a dog. I have a condo with a large grassy area for walks and I take my own dogs on a 3 mile walk around the house.
About: My experience caring for animals began long before I started pet sitting professionally. I grew up on a farm surrounded by cows, chickens, goats, horses, dogs, and cats. From an early age, I was responsible for daily animal care, including early-morning feedings, cleaning animal living areas, administering medications, and ensuring every animal was healthy, comfortable, and well cared for. That upbringing gave me a strong foundation in animal care, responsibility, patience, and understanding the unique needs of different animals. Throughout my adult life, I have continued to be the person friends, family, and others trust to care for their pets and homes while they travel. In 2019, I began using TrustedHousesitters, expanding my experience across the United States and internationally. I have cared for a wide variety of pets and households, including multiple dogs and cats at once, and can provide reviews from previous families upon request. What truly sets me apart is the breadth of my hands-on experience and my ability to adapt to each animal’s individual needs. I have cared for puppies, senior pets, animals requiring specialized medications, and pets with unique behavioral needs. My experience includes administering oral medications and injections, coordinating veterinary appointments, supporting recovery and special-care routines, and maintaining consistent feeding, exercise, and daily schedules. I also have experience with dog training fundamentals, including leash training and reinforcing commands such as sit, stay, wait, and heel. I am comfortable working with reactive dogs, leash sensitivity, excessive barking, and challenging walking behaviors. I understand the importance of patience, positive redirection, awareness of surroundings, and prioritizing safety when caring for animals with behavioral challenges. Beyond pet care, I provide attentive, full-service home care. Because I work remotely, I can establish my workstation in your home and remain available throughout the day, providing consistent companionship and supervision. I can manage mail and packages, maintain a clean and organized home, coordinate with contractors when needed, and communicate updates so you always know how things are going. I understand that inviting someone into your home to care for your pets requires a great deal of trust. I take that responsibility seriously. I carefully coordinate arrivals and departures, learn each pet’s routines and care instructions, and make sure their needs are met throughout my stay. I also take pride in leaving every home clean, organized, and welcoming for its owners’ return. My goal is to give you complete peace of mind. With a lifetime of animal experience, years of professional house and pet sitting, and a genuine commitment to attentive, individualized care, I bring the preparation, flexibility, and reliability needed to care for your pets and home as if they were my own. I provide attentive, full-service home care. Because I work remotely, I can establish my workstation in your home and remain available throughout the day, providing consistent companionship and supervision. I can manage mail and packages, maintain a clean/organized home, and communicate updates so you always know how things are going. What truly sets me apart is the breadth of my hands-on experience and my ability to adapt to each animal’s individual needs. I have cared for puppies, senior pets, animals requiring specialized medications, and pets with unique behavioral needs. My experience includes administering oral medications and injections, coordinating veterinary appointments, supporting recovery and special-care routines, and maintaining consistent feeding, exercise, and daily schedules. I understand that inviting someone into your home to care for your pets requires a great deal of trust. I take that responsibility seriously. I carefully coordinate arrivals and departures, learn each pet’s routines and care instructions, and make sure their needs are met throughout my stay. I also take pride in leaving every home clean, organized, and welcoming for its owners’ return. My goal is to give you complete peace of mind. With a lifetime of animal experience, years of professional house and pet sitting, and a genuine commitment to attentive, individualized care, I bring the preparation, flexibility, and reliability needed to care for your pets and home as if they were my own. While pet sitting, the home and pet are always my number one priority.
About: I'm so excited to start Rover and meet all of the sweet babies! I’ve been around dogs my entire life and had my own dog for 15 years, giving me years of hands-on experience with the everyday care, companionship, and responsibility that comes with having a dog. I also have a year of experience walking dogs for others and genuinely love getting outside and spending time with pups. I’m comfortable with dogs of different personalities and energy levels, and I understand that every dog has their own routine, quirks, and needs. Whether your pup needs a long walk, some playtime, or simply a little extra attention and companionship, I’ll treat them with the same care and patience I would give my own dog. I’m reliable, attentive, and active, and I’d love the opportunity to get to know your dog and become someone you can trust! I have a flexible schedule and plenty of time to dedicate to providing attentive, reliable pet care. I love being active and spending time outdoors, so dog walks fit naturally into my daily routine! I follow each pet’s routine and their owner’s instructions closely. I provide plenty of attention, exercise, playtime, and care while keeping them safe and comfortable. I’ll also keep owners updated with photos and messages!
“Leigh was the absolute best! She followed our instructions to the T, sent numerous updates and pictures, and even let our furbabies sleep with her. I can't say enough great things about her. Can't wait to have her back next time.”
About: Lifelong dog lover with lots of experience! I’ll make sure your pup feels safe, loved, and cared for every step of the way. I grew up with a golden poodle and absolutely adore dogs. There a lifelong best friend. As a college student, my schedule is pretty flexible. I have classes Tuesdays and Thursdays, so I’m free most of the week and have plenty of time to care for your pup! I’ve been dog sitting for years and truly love caring for every pup I meet. I treat them like family, giving them lots of love, attention, playtime, and walks while making sure they always feel safe, happy, and comfortable. 🐶🤍
“Bobbie S is an amazing dog sitter. She took such good care of our dogs and followed our instructions to the letter. Our dogs were in such a relaxed and happy mood when we returned just as if we had been there ourselves. 6/5 stars.”
“Wow! Gabrielle is amazing! Best Rover home sitter we have ever had! Not only did she step up and save our planned trip to Bahamas after our other scheduled rover home stay sitter we had booked months earlier canceled last minute on us, but she also went above and beyond in every way, from doing some positive reinforcement training with our kitten with his harness and leash, and asking good questions( she has attention to detail) and cleaning our place at the end of the stay. She sent us lots of good updates and photos which showed our dog and kitten were having a good time. She is an amazing resource when it comes to cats since she volunteers and a big cat Sanctuary, and with her degree in animal law and her passion for animal advocacy, we knew Huntington and Remi were in the best hands possible for their care! We highly recommend her and would love to have her care again for our animals in the future! Thanks Gabrielle!”
About: I took care of my childhood dog from age 8-18. I then went off to college and once I got back, I started working for precious pet care, in which I was dog walking and house sitting everyday. I really cherish those years and I can’t wait to meet your precious animals! I have completely open availability right now as I work from home on a few online businesses. So I am very flexible when it comes to your scheduling needs. In my clients homes, I am very diligent and aware at all times. I am careful with doors and fences, and follow all rules given to me. I never let the animals out of my sight, and keep a calm demeanor in any situation.
“**5 Stars – Excellent Caregiver!** We couldn't be happier with the care our dog received while we were away. Audrey took great care of our dog as if she were her own. She followed all of our instructions, kept us updated with photos, and our dog looked so happy and well-taken care of when we returned. Our home was left spotless, and it was clear that Audrey treated our space with respect. We will definitely be booking with her again for future trips.”
About: I absolutely love taking care of my dogs and I treat any pets just as I do my own. I was especially drawn to Rover after long-term dog sitting these 2 wonderful Dobermans, it made me want to create even more special bonds just like that. I am genuinely so happy spending time around animals… I have always taken up dog sitting opportunities for family or friends and now I would like to extend my love out to your pets as well!🩷🫂 I am dedicated to giving your pup the best care possible. I am super flexible and currently offering dog walking, drop in visits, and house sitting during the week and on weekends!! Check my calendar for specific availability. I am used to incorporating 1-3 dogs + a cat into a daily routine (for several years). I really enjoy long walks and playing outside or even napping with my dogs. I have unconditional love ready to give to any pet… you are doing me a favor by allowing me the opportunity to get to know and love your fur baby🥹🫶 I will always make sure that your pet and I are both respectful of house rules while still having fun. I do try to work on small behavioral training such as sit and stay on a daily basis. I will always be on top of it to make sure your dog stays on schedule and give endless cuddles so they stay happy as well.
The median cost per night for house sitting in Winter Gardens is $63
Pet parents share their Rover experiences - Winter Gardens
13/10 Victoria was wonderful! She took such good care of our dogs and our home, and she was incredible at communicating with us. Before we left one of our dogs was having a stomach complaint, and she kept me updated after every meal about how he was doing. I felt so comfortable leaving my babies with her, and I'll definitely be asking her to sit for us again
Maureen was perfect for our Harlow, she was prompt, friendly, loves dogs and sent us tons of pictures and videos while we were away. She went above and beyond while she was at our house, picking up dog poop (which we did not ask her to do) and even brought in our trash cans! We will definitely be using her again!
We had a great experience with our Arianna! She stayed overnight with Remy and took great care of him. She sent us pictures and updates, which we really appreciated, and was very reliable even when I had some cell service issues and wasn’t always easy to reach. We came home to everything clean and exactly as we left it, and Remy was happy and well cared for. We’d absolutely book with her again!
Third time we’ve had Angela take care of our fur baby and she is amazing. She is punctual and detailed, kept our home neat and tidy. She washed the sheets she used before she left. She also sends daily updates and is very communicative and responsive. Will absolutely use her again!
Brittany is the kind of pet sitter you hope to meet on this app. She went above and beyond from the start. I left on a 9 day trip out of state which was the longest I've ever left my pup and was a bit nervous since this was my first time using Rover for pet sitting. Brittany agreed to a meet & greet prior to booking, was down to earth, genuine, answered all my questions, and I could see how much she loved dogs when she met mine. During my trip, she was fast to respond when I reached out, sent so many photos of my fur baby and honestly went above and beyond the entire time. She asked for local park recommendations, for detailed instructions about his feeding schedule and really made sure to check all the boxes. My pup also sadly got an ear infection right before and she had no problem at all caring for that on top of everything else. I will 1000% be booking again with Brittany for all my future pet sitting needs. Highly recommend you do too!
Absolutely outstanding!! She is by far the best dog sitter I have ever had. She kept me updated, sent photos, messages and calmed all of my worries. Even my dog, who is so afraid of strangers, warmed up to her. Donnatella's patience and understanding went a long way in relieving the anxiety I felt leaving my little one in someone else's care. I cannot recommend her highly enough. By all means, I will ask her to dog sit every time I'm out of town, and you should, too!
Sarah was wonderful with my 2 girls. They have never been left home alone and Sarah took the time and drop in visits to get my Rottweilers use to her and me to feel comfortable with being gone for the week. She made my girls happy and save while I had to go out of state. She sent photos morning and each evening. Sarah is a very special person, I'm so happy I found her.
Angie took great care of Ziggy while we were away for almost two weeks. She took him on lots of walks and sent us pictures and videos every day, which we really appreciated and helped us feel comfortable knowing he was happy and well cared for. Ziggy seemed to really enjoy his time with her, and we came home to a happy pup! Would definitely book Angie again in the future!
Angelina was fantastic! We received regular photos showing our dogs happy and being themselves. She stayed in our home for about 10 days and everything was the same as when we left. Hopefully she stays around San Diego and will watch our dogs again in the future. It can be hard to find people to trust to watch your family and stay in your home.
I highly recommend Mandi as a pet and house sitter. Trust me when I say she goes above and beyond on her duties as a pet sitter. Unfortunately, we had a sewer problem at our home during her stay and since we were out of the country, we were able to handle it over the phone and get a plumber in to fix the issue. Mandi was absolutely amazing in communicating and keeping us updated with our pup during our trip. We will definitely have her pet sit again.
Lindsey is our go to sitter and did a great job taking care of our boys as always. She is so sweet with them and sends daily pictures. She is resourceful when challenges come up and you can tell she really loves animals. We always feel at ease when our boys are with Lindsey and highly recommend her :)
Charles took our booking last minute as we had exhausted our options for care for our older reactive pup, he knew what he was doing when it came to the meeting and knew how to handle Avi, Avi loved Charles, and Charles paid close attention to our little needy situation with Avi and executed everything perfectly, will definately book again as im afraid Avi will wonder what happened to his new friend 😁
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Winter Gardens
Select a filter and find qualifying sitters offering house sitting.Sitters in Winter Gardens average 4 repeat house sitting clients
FAQs for House Sitting - Winter Gardens
Frequently asked questions about Rover
The average cost of House Sitting in Winter Gardens is $56 per night as of October 2026. Most bookings cost between $31 and $93 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 6,283 sitters on Rover offering House Sitting across Winter Gardens. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winter Gardens walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winter Gardens maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winter Gardens choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Winter Gardens. On Rover:
- 89% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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