House Sitting Winberry
Find a loving house sitter to watch over your pets and your home.

Winberry, 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.
“Kaylee was fabulous house/pet sitting with our 2 dogs and 4 cats for four days. Followed instructions to the ‘T’ and went above beyond; very communicative and reassuring.”


“I cannot say enough good things about Alyssa and Eve, our amazing pet sitters! From the moment they arrived to the moment we landed back safely in Cincinnati, they exceeded our expectations in every way. Their communication was exceptional, keeping us constantly updated with messages and loads of pictures. They stayed at our home and maintained everything wonderfully, showing incredible love and kindness to our three pets, each with their own unique personalities. One of our dogs is particularly anxious and doesn't handle change or thunderstorms well. Alyssa and Eve took special care of him, even turning on purple lighting and playing calming music to help him relax and cuddle. This thoughtful touch made a world of difference for our stressed pup. Our home was treated as if it were their own, and their attention to detail and respect for our space was evident. They spent time outside playing with the dogs, ensuring they got plenty of exercise and fun. They also made special time to play with our cat, ensuring every pet felt loved and attended to. Both Alyssa and Eve dedicated their days and evenings to our pets, providing them with constant companionship and care. Their dedication, compassion, and professionalism have truly set them apart. We feel incredibly fortunate to have found such wonderful pet sitters and would highly recommend them to anyone in need of exceptional pet care.”

About: I’ve always had a love for animals and believe every pet deserves the same care, attention, and affection they get at home. I have hands-on experience caring for both dogs and cats, from energetic puppies who need lots of playtime to older pets who need a gentler touch. I’m active and love going on walks, but I also know how important cuddles, patience, and routines are for pets to feel secure. Whether it’s feeding, walking, playtime, or just keeping your furry friend company, I treat every pet as if they were my own I am a stay at home mom, so I can easily be with your pets all day! I am very active, so I love to take walks and do lots of potty breaks. We have a fenced yard so they can play outside. Safety and trust are my top priorities when caring for pets. In my home, I make sure the environment is clean, pet-friendly, and free from hazards. I keep a consistent routine with feeding, potty breaks, and playtime so pets feel comfortable and secure. In a client’s home, I always respect their space and follow their instructions closely, from feeding schedules to favorite walking routes, to keep things as familiar as possible for their pet. I also send regular photo and text updates so pet parents have peace of mind knowing their furry loved one is happy and safe.
“Maggie is an excellent pet sitter who genuinely cares for animals! Our pets loved her and she made us feel comfortable by sending updates and pics while we were away. Maggie communicates well and with clarity. She is reliable and professional. It is a gift to be able to go away and know that your fur babies are in great hands. We will definitely call on Maggie again!”

“Felix was such an attentive and caring sitter that I’m so lucky to have had the pleasure to be with my cats during a short stay!! My girls were so well-cared for and it was evident as soon as I got home ? Thank you so much, Felix!!”

About: I love all critters and have an especially soft place in my heart for the elderly and/or disabled. I started by volunteering for neighbors friends on trips or working 12 hours shifts, just to stay busy, and it was awesome to see how my daily visits helped their overall health over time. Visiting with critters is always the highlight of my day. I move slowly, carefully, speak softly, so my energy is a great fit for older or anxious animals. I love them all, and every step. Greeting, walking, playing, chilling, pets and massage, special diets, and I have no problem helping administer medicine or any extra special care that is needed. It would be an honor to be of service for you and your fur baby :) I am flexible and available, single, no kids, and also a home care worker. I only work 4 hour shifts, so pet care can very easily fit in and around my other work schedule. When I meet you and your pet, you can show me the care routine, and I will confirm that I understand every step. What works well is if the supplies are visible and steps are also written down and left somewhere I can refer to if needed. I will take photos to either text or email you while I am at your home with an update for each visit.
About: I have a high drive working German Shepherds, and husky. I have always been full of energy and taking care of crackhead dogs give me a lot of patience, so puppies and active dogs are my favorite and specialty! And I've been bitten and scratched enough times, it almost tickles... Almost During hot months my dogs are given all attention in the evening/at night and during cold months my dogs are given all attention in the afternoon so there is a period of time where I can help take care of yours outside of pet care and work! I will make sure to follow strict instructions and be very attentive and watchful of your pup! My own dogs schedule consist of playing, walking, training, cuddling, feeding and potty every 4-6 hours! And I would love to treat your pet with the same amount of needs whenever you feel you can't! No dog left behind!
“We are 100% pleased/satisfied with Megan’s care of Dude. He weighs 100 lbs and will jump on people and get mouthy when he meets some people. He eventually calms down, but depending upon the person it can take awhile. Megan quickly got him under control. She was loving and was able to get him follow her commands. She happily came to meet him before her stay with him and easily walked him. We were very comfortable with him in her care. In addition she is a wonderful human being who is actively involved in her community. I enjoyed meeting and talking with her.”


“Jared did a fantastic job watching my dog Bowie for a week over Thanksgiving. He was super easy to communicate with and sent some amazing photos of their time together. I have a german shepherd chow chow mix who can take some time getting used to new people and from the first time Jared approached Bowie I felt comforted. Jared clearly knows how to be around dogs and Bowie liked him immediately, which is rare for my pup. I highly recommend him!”


About: Quality training, house sitting, and dog walking for your dog with an ABC certified dog trainer, CPR, and first aid trained. I have been working with dogs for over 20 years-hunting, shelter, rescues and family dogs. Pick-up and delivery services available. Certified, bonded and insured. I do work with puppies and un-altered dogs (with a temp test). I AM PROUD TO SAY I AM A WOMAN VETERAN. I am available and work with your pups now, please reach out for a meet-n-greet soon! I have recently just moved to Oregon and become a semi-retired dog worker. It is my life's work and passion and I will probably continue doing it until I just can't work anymore. I have a set schedule while working in people's homes: am feed, walk, and play time, noon flash potty breaks with snuggle time, and pm feed, walk, and play time.

“Heather did an amazing job. My dog & cat where well looked after while I was gone for 9 days. Heather kept in touch with me, sent me pictures of my dog & cat texted me on how they are doing. I am very happy with Heather. I have no problems with using her again in the future.”
About: I've always owned a cat or dog since I was 5 years old and my father has been a vet technician for 45 years. I love going on walks and making sure animals get some exercise and all the love! I do work a full time job during the week and have my own dog but weekends I'm open and free as he goes to his grandma's for a visit. I do live in an apartment so dogs are always on leash and if I were to watch an animal at my home, my dog would go to his grandma's.

About: About Me Hi, I’m Emily! I’ve had dogs my entire life and quite frankly, I can’t imagine a home without them. I love them so much that if your pup is used to sleeping on the bed, I am more than happy to end up in a giant pile of dog cuddles at night! Of course, if they have strict kennel rules or sleep in their own space, I am incredibly respectful of maintaining your structure and boundaries. My Specialized Experience & Training Philosophy I don’t just watch "easy" dogs—I am deeply confident and experienced with large, powerful breeds and complex behavioral needs. My own rescue is an 80lb powerhouse who is highly reactive toward other animals, especially on walks. Navigating her world means I know exactly how to manage a strong dog under pressure, stay hyper-aware of our surroundings, and maintain absolute control to keep everyone safe. Because of my years spent training my own dog, I am highly comfortable working with a variety of training tools and structures. I am experienced with and confident utilizing prong collars and e-collars (shock collars) if your dog's current training regimen requires them. I firmly believe in consistency, so whatever rules, tools, or boundaries you have established at home are exactly what I will enforce while you're away. What I Offer Whether your dog needs a calm, highly structured environment, a patient handler who can handle a chaotic walk, or just a dedicated companion to watch scary movies with them on the couch, I’ve got you covered. Your pup’s safety, mental peace, and routine are my absolute highest priorities. I can’t wait to meet your furry family member! I’m currently working full time as a mental health/drug and alcohol counselor. My schedule varies - I have weekends off and am typically available all day all night Friday - Saturdays, Sundays I have some home stuff/grocery shopping to take care of but will be able to drop in for visits or even stay some Sunday nights. My job is pretty self paced and mostly remote so I am able to adjust my schedule around my clients. If you're looking for someone who is highly organized and completely unflappable, my background is a perfect fit. I was a full-time nanny for years, successfully managing three young kids alongside all the household cooking, cleaning, and laundry. That experience gave me sharp common sense, an ability to learn complex routines quickly, and a deep respect for house rules. Whether your pets have a meticulous schedule or your home requires extra care, I can seamlessly jump right in—and I’ll gladly help keep the house clean and tidy while I'm there
About: Owner of a Siberian husky for over a decade. Have trained her since she was a puppy. She is now a senior and requires minimal walks compared to when she was young. She gets along with cats really well and is around farm animals frequently. Working 40 hours a week while managing pet care is essential, I am able to work around my schedule as fit for the animal's needs. Please inform me if any needs are requested to make sure everything, like fresh water, is taken care of. I offer care at the clients home, which I have experience in. I am usually in the same room as my pets, so I will often be in the same area with your pet while they are under supervision. Please inform me at least a day in advance for booking.
“Sheba was perfect to watch our dog. It was kind of a last minute request, she responded right away. Sheba came over the next day for a meet and greet. Our pup was on new medication so he was not eating well. Sheba came over right before we left (last minute request) to go over feeding instructions. She sent pictures and video while we were away too!”

About: Hello! I now host doggy and other animal boarding in my own home! Going on vacation? Wanna leave the pup with someone safe and trusted? I have a Big yard and up to two professional dog caretakers at a time 😊 Let’s talk!… I grew up on a farm and have spent 23 years loving all animals, caring for pets, farm companions, and learning how to provide each unique critter with the love they deserve. In the pictures above, you’ll find several of my beloved pets, clients, and animals I have had the fortune of meeting! I believe a passion for helping animals has made me into a highly empathetic individual who has a keen eye for understanding details in animals, allowing me to provide care that puts your pet first. I try to go beyond the basic necessities to help animals feel safe, happy, enriched, and loved, in your absence. I have experience caring for dogs and cats of all ages and temperaments, including puppies, kittens and seniors. I display an intermediate level of training, including how to reinforce actions that benefit your companion, as well as steer away/de-escalate unwanted habits. I will always advocate for your pet, especially around other animals. Ample cuddles as well! Aside from cats and dogs, I especially enjoy caring for horses (feel free to inquire separately!), rodents, reptiles, chickens, and more. Available almost everyday/nights and open to all inquiries. Located in Eugene, Salem, and Portland. Questions? Shoot me a message! Communication is highly important to me and all messages will be responded to as quickly as I can. I strive to spend most of my days caring for pets and my doggy (or cat/other!) most of all. I provide personalized and loving care from Portland, or in your home, anywhere from Salem To Eugene! Shoot me a message anytime and I will reply promptly. Whether your fur baby is in my home or yours, overnights or walking, I ensure utmost respect, cleanliness, privacy, and respect. I will follow your schedule, directions and pet needs with great care for detail. Communication is highly important to me and all phone calls and messages will be responded to quickly. For all clients, I will setup a time for us to meet in person to get to know each other better, and for your pet to get to know me in a familiar environment prior to the first day of care!
The median cost per night for house sitting in Winberry is $50
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 - Winberry
Select a filter and find qualifying sitters offering house sitting.Sitters in Winberry average 4 repeat house sitting clients
FAQs for House Sitting - Winberry
Frequently asked questions about Rover
As of July 2026, there are 596 sitters on Rover offering House Sitting across Winberry. 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 Winberry 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 Winberry 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 Winberry 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 Winberry. On Rover:
- 93% of sitters can help with special care needs
- 98% 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.




