House Sitting Wineland
Find a loving house sitter to watch over your pets and your home.
Wineland, 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%.
“Kendra is amazing!! From our first meet and greet, she let my 90lb dog give her kisses all over her face and they were comfortable together right off the bat. She gave proactive updates and was great at communicating while we were gone. We will definitely be booking with Kendra again!!”
About: I’ve been surrounded by tails and paws my whole life, but nothing taught me more about true pet care than raising my own dogs. What sets me apart from other sitters is my personalized approach. I treat every pet as if they were my own by giving them the kind of care that makes them feel safe, comfortable, and loved. Whether it’s a long walk, providing comfort, or playtime, I make sure each moment counts. I’m available for overnight boarding at any time on weekends and weekdays. Doggy day care is available for all hours & days. Drop-In Visits & Walks are available WEEKDAYS : (6:30AM-12PM) or (6PM-8PM) & weekends at anytime .This makes it easy for me to accommodate overnight stays, walks, drop in visits, and day care. Whether it’s a weekend getaway or weekday work trip, you can count on me to keep your pet happy, comfortable, and well cared for. When caring for pets in my home, safety is my top priority. I provide a secure fenced area, pet friendly space that’s free from hazards, with plenty of room for play and relaxation. I make sure food, toys, and rest areas are suited to each pet’s size, age, and needs, and I always supervise to keep everyone safe and happy. I always keep a close eye on pet behavior and health so I can act quickly if something seems off.
“Christina is outstanding! She not only understands animal behaviors, but she’s a fantastic communicator, a trustworthy and responsible house sitter, and all around wonderful. I never felt more confident and comfortable leaving behind my fur babies or my home, and the pets seemed totally cared for and content when I returned. So, so grateful for Christina!”
About: Throughout my life, I have consistently had pets. My passion for animals is profound, and I am committed to caring for your pet as if it were my own, should the opportunity arise. Pet care is a priority in my daily and weekly routine. I’m currently available any day of the week and always prioritize your pets’ individual needs. I enjoy giving them plenty of time to fully enjoy their walks without rushing. I also have three very friendly dogs and a cat of my own, so I understand how important it is to provide pets with patience, care, attention, and companionship. I care for pets by following their usual routines and prioritizing their comfort, safety, and individual needs. In my home, pets receive plenty of attention, companionship, playtime, and relaxed walks without being rushed. In a client’s home, I maintain their familiar schedule, provide fresh food and water, clean up after them, administer care as instructed, and make sure they feel comfortable and loved while you’re away. With three friendly dogs and a cat of my own, I understand how important dependable and compassionate care is.
“Great communication and our pup seemed happy when we came home! She stayed over night, and the house was clean when we returned home. She came and met with us and our pup before the date of sitting just to make sure it was a good fit. Awesome overall!! I would recommend to anyone!”
About: My name is Ash and I am an Eagle Scout who loves animals. I've always had a way with animals and showing them love, comfort, and support. I guarantee your dog will be cared as if he/she were my dog. I will be your dogs best friend and your dog will be happy and satisfied like you will during my services ☺. What I've also enjoyed about animals (especially dogs) is their instinct to give and receive love to humans as we do to them. They're such admirable and loveable animals. Which is one of the reasons I got into this profession and love working with animals. With me, your dog will be happy and excited!
About: I have taken care of dogs since I was 16 and I’m now 26 . My friends, family members and my boss have trust me with their paw-friends & you can to🐶❤️ I also have experience working with elder dogs and giving them their medication as needed . I’ve dog sat for so many friends and family for the past several years and it’s honestly so rewarding 😊🌸 Pet care is already part of my routine because I enjoy spending time with my two dogs . I make time each day for feeding, walks, playtime, exercise, and giving pets the attention and care they need to feel happy and comfortable. 🐾 I treat every pet as if they were my own. In a client’s home, I follow their pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, potty breaks, medications (if needed), and lots of attention and affection. I also keep the home clean, secure, and provide regular updates to pet parents. If caring for pets in my home, I provide a safe, comfortable, and supervised environment with plenty of exercise, enrichment, and companionship. My goal is to make pets feel relaxed, happy, and well cared for while their owners are away. 🐾
About: I have dogs and cats do i definitely know what it’s like to take care of animals, so I would love to take care of you pets . It fits my me daily or weekly it’s depend on what client wants. But right now I’m free to take care of pet without worrying much. I usually ask people how they want go about there day . So like if they want watch them or take them on a walk I could do that .
“Elizabeth was absolutely wonderful dog sitting for my two dogs. Both of my dogs warmed up to her very quickly and She treated my dogs just as they were her own. She sent me updates and let me know how the dogs were doing.”
About: Hi, you can call me Jace! I’ve nursed puppies back from parvo, bottle-fed new born kittens, and rescued over 10 dogs from the street! I also have experience in special needs and senior dog care! I’m currently working part time and have plenty of time in my schedule for boarding! Monday - Sunday I can be booked for overnights and will be spending time with your furry family before 2 pm and after 6 pm. I am extremely cautious of front dogs and perimeter safety. I also secure leashes before we step outside and always lock doors upon leaving the premises.
“Asianna was great! She was prompt, and kept me updated on how my dog was doing. He's shy but she did a wonderful job of getting to know him. I will definitely be asking Asianna back in the future!”
About: I don’t just watch pets, I build trust with them. By learning their routines and personalities, I create a calm, familiar experience that keeps them happy, comfortable, and stress-free while you’re away. I plan my weekly schedule around the pets in my care to ensure I can meet their specific needs—whether that’s regular walks, medication timing, feeding routines, or extra attention. I keep a consistent routine so pets feel comfortable and owners can rely on dependable care. At this time, I offer pet care exclusively in my client’s home. While I’m not able to host pets in my own space, I’ve found that staying in their home keeps them more relaxed and comfortable. I stick closely to their usual routine, meals, walks, playtime, and any special care so they feel safe and well cared for while you’re gone.
About: I’ve had dogs my entire life and really started to help take care of them when I was around 15. I dog sit for family and for friends whenever they need and have always enjoyed it! Pet care for me is whenever I’m available. I do work part time and I’m a full time student but even if I am busy I can make time for your fur baby! I won’t be able to care for dogs in my own home because I am in an apartment. I will take care of the animal however the owner (you) recommends, and will make sure the animal gets a lot of love/attention! :)
About: Hey there! My name is Chloe and I am an unabashed animal lover! I’ve always grown up with pets—dogs, cats, fish, reptiles, invertebrates—so I have quite the soft spot for them. At age 16, I started volunteering with the Humane Society, and continued for 2 years before going on to college to earn my degree in biology. I have over three years of professional hands on experience working with dogs of all shapes, sizes, and temperaments! I am currently working towards my training certification, but have several years of experience under my belt using positive and force/fear free methods. My dog, Sprout, and I love training together and even more, showing off the results. Sprout has her BCAT, is working towards her first dock diving title, and trains for multiple other sports. My dedication to caring for animals truly comes through when you meet my dog! I’m currently working part-time which gives me the flexibility and availability perfect to care for your pet! Whether it be an overnight stay, drop-in, or walk, I make sure my clients are well-taken care of and happy when I leave. I try to follow your routine as closely as possible. Dogs find comfort in routine and giving them that extra sense of familiarity can help so much when their parent away. I live in a two-story home with a fenced backyard perfect for any pet! We don’t have many rules here, certainly none about furniture! Your pet will have freedom to roam, or, if you prefer, a safe place to be crated. I am very flexible with how you’d like me to care for your dogs!
“Hattie was great with my three pups. The tiny one escaped through the fence, and Hattie got her back inside and propped up the board for me until I was able to get back and fix the fence. Hattie sent pictures and updates throughout her stay and was very communicative and sweet. I’d highly recommend her to care for your animals!”
The median cost per night for house sitting in Wineland is $50
Pet parents share their Rover experiences - Wineland
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.
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 - Wineland
Select a filter and find qualifying sitters offering house sitting.Sitters in Wineland average 4 repeat house sitting clients
FAQs for House Sitting - Wineland
Frequently asked questions about Rover
As of October 2026, there are 644 sitters on Rover offering House Sitting across Wineland. 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 Wineland 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 Wineland 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 Wineland 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 Wineland. 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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