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.
About: I’ve grown up with dogs my entire life and have always had a passion for helping them feel happy, safe, and cared for. I've worked at a dog daycare that practices fear-free, positive-reinforcement-based care, giving me hands-on experience with dogs of all personalities, needs, and energy levels. I’ve also worked at an animal shelter, where I cared for dogs with a wide variety of behavioral and physical needs, further strengthening my ability to meet each dog where they are and provide patient, compassionate care. I’m trained in dog first aid and am also a proud owner of a large dog, so I understand how important it is to find someone you can truly trust with your best friend. My goal is to provide every dog with the patience, attention, enrichment, and support they deserve while respecting their individual boundaries and comfort levels. Whether your dog is energetic, nervous, elderly, needs extra support, or simply loves some good company, I’m committed to making them feel safe, comfortable, and cared for. I work flexible hours so I can work with you to build a schedule that works for you and your pets. I’m focused on setting up a system that works best for everyone. I tailor my care to each pet’s individual needs, routine, and personality. I focus on creating a calm, safe, and positive environment while keeping their normal schedule as consistent as possible. I’m attentive to feeding routines, exercise, play, enrichment, medications if needed, and plenty of companionship and affection. I prioritize positive reinforcement, patience, and respecting each dog’s boundaries and comfort level. My goal is always for them to feel secure, happy, and well cared for while their owner is away. I also make sure to provide regular updates so you can have peace of mind knowing your pet is in good hands.
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.
“Amy was wonderful with our 3 doggies. She was very communicative, timely, and patient especially with our socially awkward and hyper crew. Our babies were happy and smiling when we returned.”

“Janelle is awesome. First time using rover and our dogs can be a pain. We trusted that she would take care of our dogs and apartment and she did not disappoint.”
“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!”


“Avery was so great. She kept in contact with us the whole time we were out of town and gave us updates and photos of our pets. Would love to have her again to watch Ozzy and Django!”

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’ve had animals of all kinds in my family since I was born. I’ve taken care of animals and helped watch and care for loved ones pets over the years. I’m currently a SAHM and looking for extra ways of generating income while doing things I love and things that are fulfilling! Very flexible and eager to help. Ready to help where is needed. I have many good references. I am trustworthy, kind, careful, communicative, and an all around animal lover! I can’t wait to meet yours.

“Alyssa and Eve watched our dog for a week at our house while we headed out of the country on a cruise. I can’t say enough good things about this pair but will try. Most importantly our dog was loved and well cared for throughout the visit. They followed all our instructions to a tee, fed her on time, made sure she got her medicine, took her on many walks and played endless games of hide and seek and tug of war. I was very grateful for how accessible Alyssa and Eve were throughout the stay. If we ever needed to get in touch with them they were quick to reply. They sent frequent updates, videos and photos letting us know how things were going. And sometimes, things don’t go as planned and in those moments, Alyssa was quick to come up with a solution to ensure our dog was taken care of. Finally they took great care of the house and left it exactly as they found it. We are very picky when it comes to our dog sitters and are so grateful to have found this pair. We already have Alyssa booked for three future pet stays so safe to say we are fans!”


About: Hello all, I'm taking a hiatus from the PT and have been a professional dog boarder for 10 years. I work remotely so your dog will get a lot of attention, affection , organic whole food treats (green minerals, tuna, healthy snacks) daily walks, a lot of play time in a huge fenced backyard. In the summer, they have complete access throughout the day. I take them to the River:bike path .5 miles away, the school and walks around the neighborhood. And with consent, to Zumwalt dog park out in Veneta. I rarely take more than 3 dogs at one time. 2 dog beds, couch, occasional in bed (for those needy fur babies. As a former PTA, I give attention to dog’s body mechanics and often massage spinal muscles. Background in dog nutrition with healthy treats and suggestions. Will educate clients on how to maximize their dogs health. What I require from dogs are: zero aggression (food, toy, etc.). Please bring : dog bags, food dishes, leashes, all medication . I do have a few spare beds . I work from home part time. So, the dogs I board will get most of my attention throughout the day. I don’t want to run errands and never gone for morw thaj 4 hrs at a time. I offer bully sticks, grain free treats, toys, deer antlers, etc. I leave the back door open for all day access (in the summer), and in the winter, I take them out back at least 5 times a day. There is a kiddy pool, balls, frisbees, etc.
About: I've taken care of pets since I was a youngster. I had a diabetic dog for years, so I'm aware of the need for medications. I LOVE dogs and cats of all sizes and ages. I am an avid walker, so would love to get a good hike in with your dog/s. There is nothing better than curling up in the evening with a dog or cat to snuggle with. I'm retired so I'm willing and available to travel and stay at your house thereby relieving the stress your pets endure staying in a kennel or at other people's homes. If I will be taking care of pets for several days, I would prefer to care for the pets in your home. I currently don't have accommodations to care for pets where I live.

“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: I've had experience with lots of animals, from Puppies to Snakes to Cows. I've helped birth Dogs, Lambs, Cows, Pigs, Goats, and much more. I'm almost always available to! (Same day bookings are alright!)💞 I've learned first aid when it comes to a good majority of animals that can be kept as pets, and I can also follow any care plan that is given to me, down to a T. Thank you for taking the time to read this, and I hope I can give snuggles to your fur babies and be your next sitter!❤️ I'm currently not working and have the full day to go off whatever schedule you have created for your fur baby. I am usually able to change my schedule howevers needed to accommodate you! I have no yard, but I happily walk my dogs 4 times a day, sometimes 6 depending on their needs or your dog's needs. I am a sober individual that can pay attention and care for your family member the whole time with no problem. Thank you!
“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.”

About: Hello! I now host doggy and other animal boarding in my own home! Wanna leave the pup with someone safe and trusted? I have a Big yard and up to two professional dog caretakers at a time 😊 NOTE: Drop-off is location specific, I can drive to pick-up and meet at most locations Portland-Salem-Eugene and surrounding areas. 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 & their body language, 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. With several years of professional training and confidence around cats and dogs of most ages, breeds, and temperaments, including puppies, kittens, seniors, I am ready to be there for you first. I will always advocate for your pet, especially guaranteed so depending on your companions temperament. DOG EXPERIENCE. Malinois Goldens, Cream Goldens Pitbulls Rottweilers, Senior Shih-tzu, Senior Blue Tick Beagle Dachshunds Heelers Labs Mastiff Great Danes … Many more!🐈🐕 Qualifications: Oral Medication administration Experience with highly anxious and reactive animals. I won’t judge your situation. Aside from cats and dogs, I especially enjoy caring for horses 🐴🐎 feel free to inquire separately about farm animals, etc!), rodents, reptiles, chickens, and more. Have a great week. Available almost everyday/nights and open to all inquiries. Located in Portland primarily, but frequent, Salem, Eugene, And neighboring cities. 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 own puppy and foster cats 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 do my best to reply promptly. Whether in my home or yours, overnights or walking, I ensure utmost respect, cleanliness, privacy, and respect of your home and companions lives. I will follow your schedule, directions and pet needs with great care for detail and. Communication is highly important to me and all phone calls and messages will be responded to quickly in your absence. For all clients, I will setup a time for us to meet in person or over the phone to allow you to ask questions you may have, and for your pet and I to get to know each other in a familiar environment prior to the first day of care!
About: I have owned dogs since my childhood. In my adult life I have owned a few dogs and know how to train and care for dogs. I am self-employed and have been in business since 1999. I have a flexible schedule. My availability can be arrange to accommodate the needs of your pet/pets. My motto is to care for your pet(s) as I would my own. I prefer that pet parents let me know what their pets routines are and I will adhere to those wishes and more.
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?
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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
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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 September 2026, there are 594 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
- 96% 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.




