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Top rated Winberry house sitters

“This is the second time we’ve had Rikki for house sitting. We will definitely have her back. She’s considerate, sends messages and pictures every day, and makes sure to thoroughly understand the care instructions. The best part is, Louie is relaxed and happy upon our return.”


“Margrit really knows a lot about dogs and took great care of my dog Eddie. He seemed really happy and loved when I saw him again. Margrit was also super flexible with me and I’m super grateful for her last-minute flexibility.”


“I was in a tough spot when my original dog sitter ghosted right before a trip, but Bella came to the rescue on short notice and was absolutely amazing. From the very start, she was incredibly communicative, checking in before we even left to ask how often I’d like updates and sticking to it the entire time. She kept me in the loop every day, always letting me know about any schedule changes and sending thoughtful updates. I came home to a happy, well cared for pup and a clean, cozy house. She started walking Luna a couple of weeks before our trip, and it’s clear how much Luna loves her. Bella is not only super caring and attentive, but also confident and assertive when she needs to be, which is exactly the kind of energy Luna responds well to. I wouldn’t hesitate to recommend her to anyone looking for a reliable, trustworthy, and genuinely wonderful sitter!”



“Amy was a caring and fun cat sitter for Cal and Cookie. She played with them and sent pictures and messages while we were away. She also left the home clean and ready for our return. Thanks Amy!”


“Alyssa was an absolute godsend to our bubbles. Shortly before our international trip we had a house fire in which bubbles got trapped in the house and spend some time in pet hospital for smoke inhalation. Needless to say, she was extremely traumatized. Alyssa spent 10 days with her and we came home to a calm, happy cat. The effort she put in was beyond any expectation. She is a cat whisperer! We cannot even begin to express our gratitude to this amazing lady! Thank you so so much!!!”



“Jessie took wonderful care of our two pups and cat while we were away. He communicated daily and spent a lot of time with our fur kids, who always have separation anxiety while we are gone. We would recommend using Jesse for overnight stays.”


“Jamil watched our house and three dogs over an extended weekend, and she was fantastic! My three pups loved her, and she was especially great with my senior pup, who I'm always overly concerned about. Jamil communicated throughout the entire weekend and sent lots of adorable pictures. I highly recommend Jamil to anyone looking for a reliable pet sitter!”



“Erica took amazing care of our three large dogs and while gone, she sent pics and updates. Came home to a clean house, happy dogs, and bedding in the washer. I'd highly recommend and hope to book her for future dates.”


About: I have experience with dogs of all ages and size. I also have pet sat for cats, fish, goats (I have experience milking and bottle feeding!) ponies, mini pigs, chickens and ducks. I am self employed so if notified in the morning I can accommodate easily same day. (Weather permitted. As heat plays a huge roll right now.) I take into account owner's and pet's needs when sitting or walking. Pets have their routines and I want them to feel as comfortable as possible while they're in my care.

“We are very impressed with the care Christine gave the boys. She is very knowledgeable and patient which helped with my senior dog l who is a picky eater and the young pup who is not immediately everyone's best friend. Also, I appreciate how available she was on short notice because life for us is often hard to plan so far in advance. Absolutely planning to use Christine again soon.”


About: Besides being an all around animal lover, I have 13 years of animal experience! From fostering, to having many fur babies of my own, I can guarantee the top quality and dedication to your pet! I work part-time, so I have tons of availability to take care of your pet! Weekends are typically free as well as during the week at certain times! In order to ensure top quality, I prioritize the care of my pets. Through active play sessions, walking times, and quality time. I am extremely adaptable to whatever care needs your pet requires!

About: I have my own pets and am definitely the person that gravitates towards the furry critters at social gatherings. I have a lot of experience with dogs and cats and have often been my friends go to petsitter. I have two dogs and a cat, and have had other pets previously. Currently I work full time Monday through Friday, with limited telework flexibility. However, my weekends and schedule can be flexible with notice. I'm your go to for quick weekend (Friday - Sunday) getaways! I love hosting friends and family, and your pets are the same! I make sure they understand their surroundings and have the basic needs met, water, food, bathrooms, AND fun.

About: Hi, I’m Jon! I’m a lifelong animal lover with years of hands-on experience caring for dogs and cats of all ages, including senior pets and those with special needs. Whether it’s syringe feeding, preparing special meals, or offering extra patience and gentleness, I treat every pet like family. I know how important it is to feel safe leaving your furry friend with someone you trust. That’s why I bring not just love and enthusiasm, but also calm, reliable care to every walk, visit, or overnight stay. Whether your pup needs a stroll around the block or your cat needs meds and a cozy lap, I’ve got it covered. Let’s make tails wag and whiskers twitch with joy! I am a free lance worker. My work schedule is very fluid, I am able to work online when I am not caring for our 4 legged friends. I stay on a farm, and the dogs here are free range. We have one inside cat and two outside cats. I take the dogs on a walk into the woods every day. Two dogs get fed at night, while the cats are in the morning, and Patrick the smaller dog gets fed at noon.

“My first time using Rover and I was so anxious but Tina made me and the animals feel 100% comfortable, even our cat who usually hides from visitors snuggled up to her right away!! I loved receiving daily updates and pictures and the communication was so great. Came home to a clean house and very happy animals! I can't say enough how happy we are with Tina.”


About: I am an animal lover and always have been. I grew up with both dogs and cats and love both equally. My schedule is extremely flexible and I don’t mind commuting to take care of your fur baby! I have a lot of compassion for animals and take extra care to give them both physical and emotional attention. I love being outdoors and will make sure that your pup is getting plenty of exercise. I am currently a student with a flexible schedule during the week. I am available in the mornings, late afternoons, and evenings for any service you may need. Weekends and Holidays available as well. When caring for your pets while you are away I will first and foremost make sure that they feel comfortable with me. I have excellent attention to detail so I will be able to follow any care instructions including special accommodations for your fur baby. I love spending time with animals, they will be getting plenty of attention to distract them from missing you!

About: I have taken care of pets, cats and dogs for over 25 years with utter joy. I lost my most sweetest dog last year to old age and I’m ready to get my dog fix and walk with them again. I have had 6 dogs in my life and 7 cats. I have lived in Bend for 25+ years and know most of the good trails to take dogs walking on. I like to take 15-60 min walks in nature or in town or neighborhoods with your pup I’m able to walk two dogs at a time. My last dog Maple was an Aussie very athletic and super friendly and lived for 17 yrs, she had a long healthy and happy life. Life is good with a pet!! My schedule is open after 2pm M-Th Fri-Sun open schedule. Routine is great for pets as they rely on you for their needs. I work from home. I am open to sit your dogs at your place or mine. I have a fenced backyard to wander safely and to play catch with.

About: I've raised my own dogs, cared for many friends animals, have a genuine respect for canines, and I couldn't think of a greater way to spend my time. I work from home, on my own schedule. I've recently lost a dog, and caring for others animals seems like a great way to meet my needs while helping in ways that make me happy I care for them very nicely. Open to hearing from pet owners whatever quirks or things I need to know, I'm all ears! I'm new to the service so I'm open to whatever your pet needs!
Loving house sitters in your neighborhood
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Rikki H.
Star Sitter


“This is the second time we’ve had Rikki for house sitting. We will definitely have her back. She’s considerate, sends messages and pictures every day, and makes sure to thoroughly understand the care instructions. The best part is, Louie is relaxed and happy upon our return.”


Margrit S.

“Margrit really knows a lot about dogs and took great care of my dog Eddie. He seemed really happy and loved when I saw him again. Margrit was also super flexible with me and I’m super grateful for her last-minute flexibility.”


Isabella L.

“I was in a tough spot when my original dog sitter ghosted right before a trip, but Bella came to the rescue on short notice and was absolutely amazing. From the very start, she was incredibly communicative, checking in before we even left to ask how often I’d like updates and sticking to it the entire time. She kept me in the loop every day, always letting me know about any schedule changes and sending thoughtful updates. I came home to a happy, well cared for pup and a clean, cozy house. She started walking Luna a couple of weeks before our trip, and it’s clear how much Luna loves her. Bella is not only super caring and attentive, but also confident and assertive when she needs to be, which is exactly the kind of energy Luna responds well to. I wouldn’t hesitate to recommend her to anyone looking for a reliable, trustworthy, and genuinely wonderful sitter!”


Devon H.

“Devon did a wonderful job watching our dogs and house. Our dogs were very well taken care of.”




Amy C.

“Amy was a caring and fun cat sitter for Cal and Cookie. She played with them and sent pictures and messages while we were away. She also left the home clean and ready for our return. Thanks Amy!”


Alyssa S.

“Alyssa was an absolute godsend to our bubbles. Shortly before our international trip we had a house fire in which bubbles got trapped in the house and spend some time in pet hospital for smoke inhalation. Needless to say, she was extremely traumatized. Alyssa spent 10 days with her and we came home to a calm, happy cat. The effort she put in was beyond any expectation. She is a cat whisperer! We cannot even begin to express our gratitude to this amazing lady! Thank you so so much!!!”


Seth L.

“Seth is awesome. My dog loves him, he’s prompt, reliable and professional. Highly recommended! Thank you Seth!”




Jesse V.

“Jessie took wonderful care of our two pups and cat while we were away. He communicated daily and spent a lot of time with our fur kids, who always have separation anxiety while we are gone. We would recommend using Jesse for overnight stays.”


Jamil D.


“Jamil watched our house and three dogs over an extended weekend, and she was fantastic! My three pups loved her, and she was especially great with my senior pup, who I'm always overly concerned about. Jamil communicated throughout the entire weekend and sent lots of adorable pictures. I highly recommend Jamil to anyone looking for a reliable pet sitter!”




Erica G.

“Erica took amazing care of our three large dogs and while gone, she sent pics and updates. Came home to a clean house, happy dogs, and bedding in the washer. I'd highly recommend and hope to book her for future dates.”


Raiden B.
“I always come home to happy and cared for pets when they are being watched by Raiden. I trust him fully and I’m so greatful that he takes such good care of my babies”


Taylor M.

“We have a lot of pets (4 dogs and 3 cats) and Taylor handled it all so well when we went camping. He is great and I'd recommend him to anyone!”


Christine D.

“We are very impressed with the care Christine gave the boys. She is very knowledgeable and patient which helped with my senior dog l who is a picky eater and the young pup who is not immediately everyone's best friend. Also, I appreciate how available she was on short notice because life for us is often hard to plan so far in advance. Absolutely planning to use Christine again soon.”


Alyssa S.
“I can't say enough good things about Alyssa and the incredible care they provided for my dogs while I was away. From the moment we met, it was clear how much they genuinely love animals. She took the time to understand my dogs’ routines, personalities, and any special needs—and kept me updated with messages and photos every day, which gave me such peace of mind.”


Jameisha W.
“Jameisha is excellent with animals! My dog was immediately at ease when meeting her for the first time and every time after he gets excited to see her. Jameisha has many pets of her own and I know the standard of care and love she has for them as well as the pets that she watches is beyond measure. I would highly recommend Jameisha for all your pet care needs!”


Jonathon C.
“Jon has watched our dogs and other animals several times now as we have went on trips. He is always punctual and communicative. The animals all get along really well with him. It's always a relief to know that Jon is around when we aren't so our babies are taken care of.”


Tina B.

“My first time using Rover and I was so anxious but Tina made me and the animals feel 100% comfortable, even our cat who usually hides from visitors snuggled up to her right away!! I loved receiving daily updates and pictures and the communication was so great. Came home to a clean house and very happy animals! I can't say enough how happy we are with Tina.”


Auri A.

“Abigail had an instant connection with my dog when they first met. I knew she was the perfect sitter for us when she always showed up on time and my dogs tail would wag like crazy when he heard her voice. We will always use her as our sitter and highly recommend her to any dog parent out there.”


Rochelle H.
“Rochelle walked my dogs on and off for years. She adores dogs and they loved her. She was always energetic and willing to take them on long walks. She was always dependable and reliable. I certainly recommend her for others.”


Joshua J.
About: I've raised my own dogs, cared for many friends animals, have a genuine respect for canines, and I couldn't think of a greater way to spend my time. I work from home, on my own schedule. I've recently lost a dog, and caring for others animals seems like a great way to meet my needs while helping in ways that make me happy I care for them very nicely. Open to hearing from pet owners whatever quirks or things I need to know, I'm all ears! I'm new to the service so I'm open to whatever your pet needs!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Winberry on Rover as of Aug 2025 was about $46 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 Aug 2025, there are 444 house sitters in Winberry. 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, 80% of Winberry house sitters respond in under an hour.
House sitters in Winberry have an average of 15 years of experience. House sitters with repeat customers have an average of 3 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 Winberry.
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. Winberry 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.
