House Sitting in Winter Gardens
Find a loving house sitter to watch over your pets and your home.
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Top rated Winter Gardens house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“This was Sarah’s first stay with Bunny and she did great, kept us informed, kept the house tidy and when we returned, Bunny acted like we had never left, she obviously received her usual amount of spoiling. So glad we can count on Sarah for our longer trip next month!”
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.
“I highly recommend Amanda for pet sitting in your home! She sent regular updates and pictures and followed instructions by keeping my Red well-fed and exercised, which gave me peace of mind while I was away. She also helped to keep my home tidy! Thanks Amanda!”
“Angelina is very kind and advised me every time the dogs were given their meds which is my major concern. Left the house very clean and even washed the dog food bowls. I was told her she could leave at 6pm and we would be home at 10pm but she didn’t want to leave the dog along so she left around 9pm so they would not be left alone. I will rebook her”
“Daisy was a fantastic house and pup sitter. She was super communicative, professional, and was so great with my rambunctious Australian Shepherd. On top all the great care for my pup, she left my house in great shape- clean, tidy. Will definitely hire again.”
“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 have about 10 years of house sitting experience. I am comfortable with all types of animal. From dogs and cats to turtles and chickens! I currently work in education on Monday-Friday 7:30-4pm. I am excited to do walks after work and snuggles in the evening. And lots of love and playing of the weekends. Safety is a top priority for me as well as updates. I love sending pictures of what we are up to and the fun we are having.
“Our eperience with Jayna couldn't have been better! Jayna did way more than what was expected. Our baby girl (Lani) was spoiled and well taken care of. Jayna took Lani on her daily walks, snuggled her with blankets at night, sent photo updates of our pup twice a day, and left our home honestly, in better conditions than when we left it! Jayna went above an beyond by bringing in our mail, being on a look out for incoming packages, keeping our backyard grass clean, and leaving my kitchen counters spotless. Couldn't have asked for a better pet sitter. Thanks so much!”
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'm very accustomed to all kinds of dogs! From pups to elderly dogs, small to large I'm the right guy for the job. I've raised all 3 of my dogs from puppies along with helping friends with theirs. I have tons of experience in cleaning and keeping them busy so I am more then happy to help with watching pups! I also have experience with elderly dogs that require medical treatment, as long as I get a detailed explanation on the steps to help I'll be able to follow them perfectly. I also live with very large dogs so I have all the experience with how to handle them no problem. I'm currently on summer break so I have plenty of time to look over your pets! I am very willing to work weekends, weekdays, and holidays. I have 2 very friendly dogs while my third is pretty territorial so while I can make sure your dogs are safe and acclimate them to the others, I feel it would be best to stay at your house.
About: I have hands-on experience caring for pets through personal and family settings, including feeding, walking, basic grooming, playtime, and providing companionship. I am attentive, patient, and mindful of each pet’s unique needs and routines. I understand the importance of safety, consistency, and trust when caring for animals. What sets me apart is my empathy, reliability, and genuine love for animals. I take the time to observe behavior, respond calmly to challenges, and ensure pets feel comfortable and cared for. I am highly adaptable, organized, and committed to following instructions closely while maintaining clear communication with pet owners. I treat every pet with the same care and respect I would give my own. I feel I can fit pet care into my weekly/daily routine because I’m free most of the time and Ive been looking for something productive too do that I’d actually enjoy I treat every pet with patience, kindness, and respect, whether they are in my home or a client’s home. I focus on creating a safe, calm, and comfortable environment by following routines, paying close attention to each pet’s needs, and ensuring they feel secure and cared for. I handle pets gently, maintain cleanliness, and prioritize their well-being, happiness, and safety at all times.
“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.”
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.
“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 have been taking care of animals from small critters all the way to larger animals like horses for over 20 years. I am reliable and highly responsive. I will send photo updates, and make sure your pets are happy and well taken care of. I work part time outside of pet sitting and have a flexible schedule. This allows me to make sure your animals have the attention they need. I am able to care for your fur babies at your place, so they feel comfortable. This also minimizes stress instead of staying in a new environment
“Cristen is fantastic! She always does a wonderful job of taking care of our Mini Schnauzer. We even needed a few home tasks taken care of while we were out of the country for 2 weeks and she went above and beyond the typical pet sitting. We implicitly trust her and would request her for future doggy care needs in a heartbeat!”
“Jared was amazing! I felt very safe leaving my sick boxer with him. Jack has cancer and I needed someone to keep him calm and give him lots of love. He was very flexible with his time, checked on jacks bandages for us and even sent some cute pics. He gave both my dogs lots of love.”
“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!”
“María watched our 6 month old puppy for several days, and she is fantastic! She gave us frequent updates and took a lot of great pictures. She made sure our pup was well cared for and had fun while we were gone! She is very compassionate and an animal lover. On top of taking great care of our pup, she also took time to make sure our apartment was tidy when we got home. We will definitely have María look after our pup in the future!”
Winter Gardens pet parents share their Rover experiences
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.
This was Sarah’s first stay with Bunny and she did great, kept us informed, kept the house tidy and when we returned, Bunny acted like we had never left, she obviously received her usual amount of spoiling. So glad we can count on Sarah for our longer trip next month!
We truly trust and appreciate Courtney for taking care of our animals while we were away. We had a last-minute emergency, and thankfully Courtney was able to accommodate us and adjust her schedule to help out. It gave us so much peace of mind knowing our pets were in such caring and capable hands. We are incredibly grateful to have someone we can trust and rely on, and we know our animals will always be well cared for with her. We highly recommend Courtney to anyone looking for a dependable and compassionate pet sitter! 🐾💕
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 :)
Angela is the BEST. Our regular sitters were unavailable and we needed someone last minute. It was a big ask and she was great - hundred percent now a go to! She was good with communication and we could tell she was a true animal lover. She genuinely cares for other people’s pets. We even got a report card from her at the end and thank god Vinny got an A+. She also left the house in perfect condition and so clean, which is lovely to have after a trip. Will definitely use her again!
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.
Katelin was amazing! She was very communicative throughout the entire stay and kept me updated, which gave me so much peace of mind. It was clear she really cared and was attentive the whole time. I would absolutely book with her again and highly recommend her to anyone looking for a reliable and thoughtful sitter.
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 Gardens is $63
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 Gardens average 4 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 Gardens on Rover as of Jun 2026 was about $63 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 6,144 house sitters in Winter Gardens. 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, 83% of Winter Gardens house sitters respond in under an hour.
House sitters in Winter Gardens have an average of 14 years of experience. House sitters with repeat customers have an average of 4 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 Gardens.
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 Gardens 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.
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