House Sitting Winnie
Find a loving dog sitter to watch your dog overnight in your home.
Winnie, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tessa followed all instructions and did a wonderful job keeping in contact with us. Our three babies can be a handful but she handled them well. Would definitely recommend and will definitely be using her services again!”
About: Growing up I always had dogs and would constantly watch dogs 101 and vet shows. I learned their language to better connect with them especially if they have anxiety. Right now I am raising 3 cats and caring for my elderly dog who has seizures so I know how to handle a situation when it come to it along with schedule medications. My dog also only chooses me to cuddle with during thunderstorms so if your pup has a fear of storms while you're gone you can rest assure I'm making them feel as safe as possible. I have pretty big gaps between my day schedule, between school and work. I have time for morning, afternoon and night visits. I usually get out of work 830 the latest so medication will be able to be given before too late in the night In the client's home I would normally make sure I can see their pet at all times to guarantee no accidents happen on my watch. I also depending on the breed and personality of the dog will walk them or give them enrichment more often as needed.
“Megan was an excellent sitter. I need help last minute because I had to be in the hospital during the storm for 48 hours straight. Megan made sure my dogs were well cared for with meals, walks, and lots of love/attention. One of my dogs also needed medication and she was able to provide. Would love to have her back!”
“FIVE STARS ALL AROUND! Bri was awesome. I am someone who has a lot of anxiety leaving my fur babies even for a short period of time. I felt so at ease leaving them with Bri. We got great updates and I even came home to pictures and report cards which made my whole day! 10/10 will be booking her again <3”
About: Raised animals with lots of love most of life. Puppies all the way to seniors. My last two senior fur babies crossed the rainbow bridge recently so I am missing that thing only an animal could provide! Can't wait to be "walking on sunshine" with your babies! Being semi-retired, I have tons of free time to care for your sweet fur babies. I am available through the week, weekends and/or holidays. Love being with animals Right now, I am available for sitting in clients home only. Lots of love and cuddles, along with following any specific instructions to care for each pet
“Tory has been such a blessing to our family. She kept in touch while we were gone with fun updates and gave our pets perfect care. We are excited to have her back and value her service. We highly recommend her.”
“Sophia was a huge help watching our dogs for the second time while we were on our honeymoon. Unfortunately, my dog Blue got sprayed by a skunk while we were gone but Sophia made us feel much more at peace. She immediately notified us of the situation, took Blue to the vet, and bathed her. We were very grateful!”
About: I offer a loving cage - free home environment boarding services for your pet. Also, in your home pet sitting is available! My care and services are specifically designed with your fur baby in mind (Park Visits, Neighborhood Strolls, Tasty Treats). Feel relieved that your special pet is in good hands while receiving picture and video updates throughout the day. I have been a pet parent 30 +years and am a dog owner and foster through local rescues. Professionally, I worked for a grooming business as a dog care attendant, secretary, and pet taxi for a year. I started my pet service over a year ago. I work very well with pets that have anxiety, are senior and or/special medication needs. Belly Rubs and Hugs Always Included!
About: Whenever I was in highschool I spent the whole school year at the vets office for a class. I have always loved all animals, and made sure that they were always safe and well cared for. I have also rescued a few reptiles, I have some of my own. Rover is my summer job, most of the time I’m at home, so I’m available a lot. I’m starting college in fall so this money would go towards that. I have a fenced yard, no dogs, but I do have inside cats. When I did have a dog I treated her like a baby and I would do the same for yours.
About: I live in a very dog-friendly neighborhood right in front of a waterside park, which means plenty of outdoor time, fresh air, and sunshine for your pup. My own sweet older dog, Chop, is very social and well-mannered, so visiting dogs always have a friendly companion by their side. Since I work from home, I’m able to give pets lots of attention throughout the day with frequent walks, playtime, and snuggles. I truly love animals and care for each one as if they were my own Pet care is naturally part of my daily life. I start and end the day with walks by the waterside park right outside my door, and I build in plenty of breaks for outdoor time throughout the day since I work from home. My dog Chop is older and very social, so he loves having other dogs join us for fresh air, sunshine, and play. Whether it’s morning walks, midday potty breaks, or evening snuggles, I make sure pets feel cared for and included in my routine. In my home, pets are treated like family. They’ll have access to plenty of outside time at the waterside park right across the street, daily walks, and a safe, comfortable space to relax inside. My dog Chop is very social and gentle, so visiting dogs always have a built-in buddy. Because I work from home, I can give pets consistent attention, whether that’s playtime, snuggles, or regular potty breaks. When I’m caring for pets in a client’s home, I follow their routine closely, from feeding schedules and walks to any special instructions for training, medication, or comfort. My goal is always to keep pets happy, safe, and relaxed in the environment where they feel most secure.
The median cost per night for house sitting in Winnie is $40
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?
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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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winnie sitters!Sitters in Winnie average 3 repeat house sitting clients
FAQs for House Sitting - Winnie
Frequently asked questions about Rover
As of June 2026, there are 96 sitters on Rover offering House Sitting across Winnie. 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 Winnie 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 Winnie 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 Winnie 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
Never beg a friend to watch your dog again. With Rover, you can find your the perfect Winnie house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Winnie who can provide the care your dog needs, when they need it.
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