House Sitting Winter Gardens
Find a loving house sitter to watch over your pets and your home.
Over 62 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!”
“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.”
“Daisy is wonderful and took amazing care pampering my fur babies. They are healthy and happy and probably missing her! Followed their schedule and lovingly interacted with them. Send great pictures and eased my mind. I will use her services again and highly recommend her!”
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’ve been around dogs my entire life and have had three dogs of my own, so caring for animals has always been second nature to me. Over the years, I’ve also babysat and pet sat for family, friends, and neighbors, giving me experience with dogs of all ages, sizes, and personalities. I’ve cared for breeds including Goldendoodles, Maltese, Poodles, labradors, Chihuahuas, French Bulldogs, and many more. One thing that sets me apart is my responsibility and dedication. I recently served as the ASB President at my high school, where I learned the importance of being dependable, organized, and someone others can count on. This fall, I’ll be attending California Lutheran University to pursue both my bachelor’s and then master’s degrees. I truly love animals and understand that every pet deserves patience, kindness, and individual attention. Whether your dog loves long walks, playtime, cuddles, or simply keeping a familiar routine while you’re away, I’ll make sure they feel safe, loved, and well cared for. I would be honored to earn your trust and treat your pet like they’re one of my own. 🐾 I’m currently on summer break and in the process of preparing for my first semester at California Lutheran University, so I have a very flexible schedule. This allows me to dedicate plenty of time and attention to your pet. Whether your dog needs a walk, playtime, overnight care, or simply someone to keep them company, I’m happy to work around your schedule and provide reliable, attentive care. Your pet’s safety, comfort, and happiness are always my top priorities. I take the time to learn each pet’s routine, personality, and any special instructions so they feel as comfortable as possible while you’re away. I’ll make sure they stay on their normal feeding, walking, and potty schedule, provide plenty of love and attention, and always keep a close eye on them. I’m respectful of both your home and your pet, and I’ll communicate with you throughout the visit with updates and photos so you can have peace of mind knowing your furry family member is in good hands.
“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 was amazing! This was our first experience having an over night sitter and Jamie made us feel so at ease and that she actually cared for our pup. Highly recommend her as a sitter!”
“Maria stayed in our home with our dog for 9 days and we and our dog absolutely love her. He is a senior with special needs including needing 6 medications per day (liquid, tablet, and capsule). She sent us frequent updates and photos, and we came home to a clean house and happy pup. We already booked her again for our next trip. She genuinely loves the dogs in her care like her own and we are so glad to have found her!”
About: I grew up on a rescue farm, so caring for animals has always been second nature to me, and I’ve truly never met one I didn’t adore. I’ll treat your dog like one of my own! I have experience fostering and dog-sitting pups of all ages, from playful puppies to sweet seniors. I’m also comfortable working with dogs who have medical needs or unique personalities, whether they’re high-energy, shy, reactive, or a little anxious in new settings. I am a dog person to my core and have loved them all! I work from home Monday - Friday, so my situation is ideal for boarding and daycare as well as shorter overnights. I enjoy being outdoors as much as I enjoy a night in, so I can be flexible depending on each dog's needs. I live in a walkable neighborhood where I only need to be away from home for short periods of time to go grocery shopping or to hit the gym. I have always had a dog (though I am currently dog-free, unfortunately), so I am naturally attuned to their schedules and needs. I live in a very dog-friendly complex in a very residential neighborhood. I have lots of experience with controlled walks, crate training, and general dog safety, including emergency care and safe/proper introductions with other dog-friendly dogs. I live alone in a very calm, peaceful environment, and am conscientious of respecting a dog's space and know the importance of maintaining a semi-normal schedule while they're in a new/unfamiliar environment.
“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.”
“Yesenia is fantastic! She cared for our kitties like they're her own. One, in particular, was going through some health challenges, and Yesenia took extra care to tend to her medication and special diet. She also played with them and kept us updated throughout, including lots of pictures.”
“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 ❤️”
“Jennifer is kind, responsive, and very attentive to animals. My dog loved her the moment she walked into the house. It is obvious that she loves animals! She also is timely, responsible, and took great care of my home.”
“Donatella is AMAZING! It was my first time using Rover and I chose her because of the great reviews from her clients and thought I'd take a chance on her. Turns out, it was a great decision. I have a senior dog that has severe separation anxiety and cannot be left alone. Donatella was so kind and patient with my baby. She even sent me updates several times throughout the day. I highly recommend her for all services in her expertise.”
About: I've had pets my whole life, and I've always been considered the animal whisperer of my family. I've owned and cared for cats, dogs, birds (parakeets + cockatiels), freshwater fish, toads, ferrets, and event rats! I'm very in tune and informed on common health issues or changes in behavior that may indicate health problems I just recently moved to the El Cajon area and would love to care for your pets :) My availability is currently fully open! Feel free to message me with any concerns or questions! I'm currently job searching since I'm new to California, so my schedule is very open/flexible to any odd times you may need. I'm comfortable with adapting to however you would prefer your pets are looked after and cared for. I'm also happy to help accommodate any current training you may be implementing to help the process. Rest assured your pet will be cared for as if they were my own.
“Anna was a great help to all of us when she cared for our pups… CC & Gus. She was good with both dogs, kept them happy and safe plus well fed. She seemed to enjoy her time with them and sent pictures. She stayed with them while we were gone a couple of days which made it possible for us to enjoy our time since we knew the dogs were well taken care of. Thanks Anna!”
The median cost per night for house sitting in Winter Gardens is $63
Pet parents share their Rover experiences - Winter Gardens
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.
Sarah spent a week staying with my dog while my husband and I enjoyed a long overdue vacation. She was very communicative, sent pictures every day, followed instructions and left the house tidy and secure. She even left a thoughtful photo, card and gift for me and Bunny! I will definitely be utilizing her for future vacations, what an asset!
Angela again provided outstanding care to our elderly dog. She left our home in the exact condition she found it, even washed the bathmat. When our return flight was late she even went the extra mile to change her plans and stay later than the original agreement.
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!!!
I am grateful to Victoria for her care of my dog Ella, a senior girl with multiple health issues requiring careful medication administration. She followed feeding and medication guidelines, got Ella to play, took her for daily walks and responded quickly when asked for updates. This morning, Ella went looking for her in the bedroom, even though I am here! I think that says it all.
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 July 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 July 2026, there are 6,351 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
- 95% 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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