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%.
“We were fortunate to have Jamie back for the second time and she did an amazing job taking care of the pups. We even added my son’s dog (with a ton of energy) and she handled them all perfectly. Thanks Jamie!!”
“Absolutely loved having Alexis was our fur babies. Will definitely be wanting to rebook with her in future for any trips we may have! She kept me updated on how they were doing and sent many pictures. 🥰”
“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.”
“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!”
“Jared was great taking care of our little guy while we were out on vacation. My dog has to take daily medicine and has to be carried up the steps, and Jared handled all of that very well. He even left our home cleaner than we had left it for him! We will keep him in mind for the next time we are out of town.”
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!
“Brandy was amazing with our dogs and definitely took the stress out of leaving them home while traveling! Not only is she a fantastic pet sitter, we came home to a sparkling house, bed linens washed, and the trash taken out. She definitely goes above and beyond and we will definitely will be using her services again!”
“Bear and Lulu love Courtney! Another fantastic stay, and sent us great pictures and notes. Excited to bring Courtney back next time. We highly recommend Courtney. She is amazing with our fur babies, and so kind and responsive.”
“Maria was amazing she treated our dog like her own she would keep us updated with what they did everyday and would send photos. I couldn’t ask for better care of are dog by Maria,I would recommend Maria for watching your animals,very trustworthy and dependable you would not be disappointed”
“We had to find a sitter to stay in our home with our Lab last minute. We’re so happy to find Tally! She was super responsive, friendly, took great care of our girl & our home! We were at ease knowing our baby was in great hands! Would definitely recommend! Thanks again!”
“Michaela was great with our gentle giants. They typically are timid and bark at new people for a while after entering the home, but when she came in, they took so quickly to her and my most fearful and timid dog did not bark at her nonstop. He actually went up to her quicker than any other dog sitter previously. Michaela sent updates throughout the visit and kept me up to date. The dogs really seemed to like her which was such a blessing. Having 3 large dogs can be intimidating, but Michaela was at ease and did a wonderful job. I definitely would recommend her and will use her again in the future.”
“Cristen did a wonderful job. This was my first time doing Rover and I was anxious about it but she made it such a great experience. I also Can en back to a house that was in even better state than when I left it. The dogs loved her as well. She clearly loves dogs and knows what she’s doing. 10/10 would highly recommend. I plan to use her next time I need a sitter.”
About: I’m mama to four crazy cats: Mark, Quid, Star, and Wally. They’re the most recent squad in a long line of kitties ( + one doggy!) that came before. I’m very comfortable around sassy pets, as well as ones with special diets or medication needs. I took care of my Delia doggy for 3 years, with all her rambunctious walks and homemade meals. I’m currently working part-time evenings in La Mesa, typically 3:00p-8:30p at the most. I am off work and completely free on Mon/Tue/, but I am available throughout the week to drop-in and housesit, provided I can fit it around my work schedule. I’m very flexible! I’m ready to handle any special dietary requirements (including cooking), as well as medication needs. I’m comfortable with crating dogs and/or banishing cats to a certain part of the residence. I have a bunch of little escape artists, so I’m always careful to account for everyone and keep the space organized.
About: CNA and longtime dog owner with 6 years of experience providing dependable, compassionate care. I prioritize safety, comfort, and each pet's need when needed. My schedule is flexible, and I do my best to accommodate both planned and last-minute bookings whenever possible. As a healthcare professional, I understand the importance of reliability, communication, and showing up on time. Wether your pup needs a walk, a drop-in visit, or some extra love while you're away, I'll make sure they receive the same care and attention I'd give my own dog. I look forward to meeting you and your furry family member <3. Safety and trust are extremely important to me. I treat every pet as if they were my own by following each owner's routine and instructions carefully. I'm committed to providing dependable, attentive care and making sure every walk and visit is a safe, positive experience of for your pet.
About: I have personal life experience with all ages of animals. I will care for them all with love. I understand that patience is the best communication. I’m available full time for in home care/ visits/ walking. Any additional care upon request. I’m experienced/ available with overnight care as well as long hour days. I try to understand the animal first. I recognize patterns and see when an animal is uncomfortable. I try to aide in their comfort and provide whatever is needed at the time. If you have specific instructions, I can follow them precisely.
The median cost per night for house sitting in Winter Gardens is $63
Pet parents share their Rover experiences - Winter Gardens
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!
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.
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 :)
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 of House Sitting in Winter Gardens on Rover is $56 per night as of October 2026. Most bookings cost between $31 and $93 per night. 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 6,332 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.
<b>Tip:</b> 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 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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