House Sitting Winter Gardens
Find a loving house sitter to watch over your pets and your home.
Over 63 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%.
“Sarah was very responsive and kind and took great care of our pets and home. I’m very grateful for her communication and reliability, which gave me peace while we were away. Thank you, Sarah!”
“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.”
“Our flight got cancelled and Maria came to the rescue! One of our two dogs is very nervous and it is always scary for us to have someone walking into the home without us there. But because they know and love Maria, we knew that our dogs were in good hands when she stayed with them for a few hours when our trip home was delayed. How they react to her is a good indication of the care that she gives them.”
“Cristen was awesome! Our schedules changed a bunch around this and she was extremely flexible and accommodating. We got many pics and updates and knew our little guy was in good hands. Will definitely use her again!”
About: I genuinely enjoy being around dogs and making them feel comfortable, safe, and loved. I'm active, patient, and love going on walks, playing, or just keeping them company. I'll care for your dog the same way I would my own. Pet care is already part of my everyday life because of my own dog, Taco. He's super active, so walks and park trips are already part of my everyday routine. I genuinely enjoy being around dogs, so dog walking and drop in visits fit naturally into my schedule. I'm available weekday afternoons and anytime on weekends. I always want dogs to feel safe and comfortable around me. On walks, I pay attention to their pace, surroundings, and anything that could stress them out. In a client's home, I follow their routine and make sure their dog feels relaxed and cared for. I treat my dog like they're my own ❤️
About: I am an uncle to many cats and dogs over the years. I have lived with pets all my life. Most recently, 2 years with a Shih Tzu, Sola, and have cared for her throughout our time together. I have watched over my friend’s pets for weeks on end and enjoy the time we spend together. I love seeing the bond between people and their furry friends! I have helped raised a surprise litter of puppies, trained them, and helped them find good homes! We still keep in contact with their new loving families! I am currently working from home on a part time schedule, so my schedule is pretty open and flexible. I can accommodate to most schedules and carry my work with me. Sola has two small homes she uses as her safety zone. A crate is for when she is feeling stressed and a fuzzy home for when she wants privacy. We have an understanding to not cross her boundaries and when she enters those spaces, we give her the privacy she requests. Understanding animals boundaries is important to me, for my safety, their wellbeing, and to maintain trust, especially if I’m a stranger to them.
“Courtney did a great job with our typically anxious dog. She came over to meet us earlier in the day, arrived early for her assigned time and bonded well with our pup. She sent us multiple photos and a video throughout her evening of dog sitting him. Looking forward to booking her again in the future.”
“Alexis stayed with our two dogs and 10 week old kitten for the weekend while we went away. Our dogs were both strays before we adopted them so they’ve both got quirks. We had only had the kitten for 3 weeks so we were still getting the dogs used to her. It was a bit nerve wracking leaving the crew with a sitter, but Alexis handled them wonderfully. The day we left, one of the dogs was resource guarding his chicken and Alexis calmly gave a calm but firm no and removed the chicken. She was patient and kind but set perfect boundaries and I knew I had picked the right one 🥰 She had great communication and sent tons of pictures. House was clean and well-cared for when we got home. I’m grateful to have someone available who can handle our pack. Will definitely utilize her help again for walks and sitting ❤️”
“Emily did a great job with our dogs for a week over the Christmas holiday. She provided daily photo updates and cleaner the room and bathroom she stayed in before we returned. We are appreciative of her care and attention to Rosie and Wesley!”
“The communication and updates were exceptional!!! I felt So confident that our pups were being treated well and getting all the love! My rescue pup has never let anyone besides my partner and I touch her, and this weekend tee sent a video of her petting the pup on her bed! Will 100% hire her every time we need pet sitting/drop in needs!”
“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!”
“Brooke was absolutely wonderful!!! Leaving our 7-year-old Japanese Akita with someone new was a big decision for us, but Brooke exceeded all of our expectations. She took the time to build trust with Eoshi, and it was clear from her updates that she genuinely cared about his well-being. When we returned home, Eoshi was happy, relaxed, and clearly well cared for. He ate well, enjoyed plenty of walks, and seemed completely comfortable with Brooke. We were especially happy to see that they developed such a great bond while we were away. Brooke also took exceptional care of our home. Everything was spotless when we returned, and she even started a load of laundry with the bed linens before leaving, which was such a thoughtful gesture. We couldn’t have asked for a better sitter and would absolutely trust Brooke with Eoshi again in the future. Highly recommend!”
“Anna took great care of Buddy and constantly shared pictures and updates that kept me at ease. Buddy clearly loved his time with Anna and we will definitely be working with her again! Very grateful for her ❤️”
“100% recommend Alexzandria!! From the time I started messaging her she asked all the right questions about my dogs. She was very flexible and communicated well! I got daily updates without prompt! I was worried about finding someone for 2 dogs, especially one being a puppy but this worked out perfectly!”
“Tally was great with my chocolate lab who has separation anxiety. She was attentive and gave him lots of love and hugs. My house was immaculate when I came home after a 4 day trip. Highly recommend Tally!”
The median cost per night for house sitting in Winter Gardens is $63
Pet parents share their Rover experiences - Winter Gardens
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!
Victoria provided excellent care to our Sr. Spaniel. Victoria is an experienced pet sitter and we enjoyed meeting and communicating with her during her home stay. She provided excellent care to our Sr. Cocker Spaniel, making friends quickly and sending us frequent updates. We highly recommend Victoria S. to other Rover users in our area.
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.
I cannot sing Angela’s praises enough! My dog Ferguson was recently diagnosed with severe epilepsy and I was nervous about taking a trip and leaving her with anyone outside immediate family members for the first time. I could not have had a more positive experience with Angela. She was so sweet with Ferguson and provided me with updates and pictures throughout the stay putting my mind at ease. She administered Ferguson’s medication on time every morning and evening. In addition to her incredible attention to my pup, she was an amazing house guest. My flight was delayed and I finally made it home at 3:00am. To my delight, Angela had already done the laundry and all fresh bedding and towels were laid out waiting for me. Laundry wasn’t the only pleasant surprise! On the counter was a hand-written Ferguson “report card” and mini Polaroid detailing Ferguson’s days while I was away. Another example of Angela’s thoughtfulness. I look forward to booking my next vacation knowing Ferguson has a new friend to take care of 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!
Courtney is the best. Her care for my house and my senior dog is impeccable. My dog needs meds and supplements all day through day and Courtney handles all of that. When her time was over, my dog was looking for her. They’re great buddies. I appreciate all that she does. It puts my mind at ease.
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.
Daisy was great and we would recommend her to anyone. She was our first pet/house sitter ever and she made our experience great. We came home and the house looked just like we left. She was great at sending pictures and video updates while we were away as well. Responsive, friendly, good w/ animals. Would absolutely book again.
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 😁
Cristen again is amazing. We have two Great Danes who demand attention and Cristen steps right up and gives it. We got new place and Cristen did great in it and kept it clean and great. Our kids love having her and are always pooped out when we get back. So glad we found Cristen!!!
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?
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 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.
Meet local sitters who will treat your pets like family
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 for House Sitting in Winter Gardens on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 6,320 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works 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:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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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