Pet Sitting in Winberry
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winberry pet sitters

About: Animals have been a true passion of mine for my entire life. I have been in the Animal Care Industry for close to a decade now and have been a licensed Pet Stylist since 2015. Additionally, I had the luxury of growing up on a family farm, which provided me the opportunity to learn about the proper care & handling of a wide variety of different animal species. My soul dog passed away 5/21/25, so caring for your fur babies brings me lots of happiness and comfort. I love being able to care for and dote on them like I did for my boy 🧡 I am available every day of the week, including all holidays. Drop in visits I am available between the hours of 8 am and 10 pm. I have certifications through Fear Free, A.K.C. SAFE & Pet CPR/First-Aid. I have experience handling & caring for pets that might need a lil' extra TLC due to their medical issues, fear/anxiety and reactivity. You can view my certificates on my Instagram @havocs_house

“Jessica did a great job of caring for my two huskies! This was our first time with a pet sitter, and we were nervous about how it would go. Jessica is an excellent communicator, and I appreciated the updates, letting us know that our fur kids were well taken care of. She is very knowledgeable and capable, and I would recommend her to anyone needing a hand with pet care. We will definitely utilize her services in the future.”



“Amy was amazing with our senior dog! She was so gentle, patient, and understanding. As a professional, Amy excels as well. She stayed in communication with us, took pictures or video, and was always on time. Our dog has some special needs and medications, and Amy made sure that everything was done just right. Amy is a joy to work with, and I cannot recommend her highly enough!”


About: I have helped dogs with birthing and caring for puppies. Owned dogs for over 20 years from little to big breeds and some with special needs Currently retired so pet care fits easily into my daily and weekly routines. The well being and care of your pet would be my top priority Pet sitting in your home I believe helps to lessen the stress of separation for your dog with being in a familiar environment instead of a kennel

About: All types of animals (cats, dogs, guinea pigs, rabbits, horses, goats, sheep) have been part of my life forever. I love all animals, most of them more than humans! Currently 2 large dogs, 3 cats, 4 chickens and 1 human are my "family". Previously I lived on 36 acres and took care of my horse, 2 donkeys, a herd of goats and chickens. I recently retired and am looking to fill some of my time taking care of your animals and home. I am happy to take care of any types of animal and will provide love and care for your pets while your away. I recently retired from being an insurance agent for 20 years and am very flexible with my time and can be available for short or longer stays. I will take great care of your pets, will administer medications, walk them or play ball, keep them company while your gone. And I will treat your home and belongings with respect and keep it clean and safe.


“We had Amber come and drop in for a few days while we were away for our wedding. We were ak nervous at the thought of being away from our fur baby as we never have left him before. Amber was amazing and sent us a lot of updates with pictures. Will definitely be using her again!”


About: I have been taking care of animals ever since I was a child. My love of all animals has led me to take in and help people care for dogs, cats, and various other pets both furry and scaly. I have experience caring for young, senior, special needs pets, and administering medications. I look forward to helping more people and their beloved critters. My schedule is pretty open to be able to help you provide loving care for your pets big and small. I am available Monday through Saturday. I care for your pets as if they were my own. Whether it be going for a walk/jog, playing in the backyard, lots of treats and attention, training, chasing toys, making nutritious meals, or just providing companionship I give only the best.

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!

“Tina is an amazing sitter for our girls! Her love for animals shines through her personality. She’s very responsive to requests and our girls enjoy their time with her. If you are looking for a loving, caring and reliable sitter, Tina is your gal!”


About: I have owned pets my whole life and I have experience caring for them since I was 13-14 years old. I have experience with pets of all ages. My availability relies heavily on the bus schedules so please keep this in mind. If I can make it there and back on the bus or with a caregiver (I'm disabled), I can do it. On some weekends or weeks during school breaks, my 10 year old will need to come with me sometimes when I don't have anyone to watch him. He knows how to behave safely with animals. I will not leave your pets unattended or in forbidden areas and I am ON TOP of giving any necessary medications, feeding, or any other time-sensitive tasks. I will take your dog on walks every single day and I will provide the appropriate amount of attention to your pet including during play sessions.

About: I got my first pet at 18, a kitten who was from a stray in the neighborhood. I still have that cat today, as well as her brother, an adopted pittie who is 11 and an adopted mutt who is 10. I’ve fostered over 30 dogs and a few kittens, volunteered at our local animal shelters and worker events trying to find pets loving homes. I love caring for animals and being a person animals trust. I am a self employed person so my schedule is very flexible, I take my own dogs on daily walks and can fit things in easily. Since I will only be doing dog walking and checking in, I will do what the client asks of me in their home for their pets.


About: I have a doggo of my own and would love to meet yours as well!! Registered Nurse looking to walk dogs in my spare time. Thanks for trusting in me! Work a few days a week, and my schedule varies each week. I am very active and would love to walk and run your pet! I can accommodate and help with whatever your dog needs at that time, whether it’s just letting them run around your yard, playing with them, tiring them out on a long walk or run, providing companionship and snuggles, etc.. just let me know!

“Outstanding last minute drop in, great notes and pictures of the animals, perfectly followed guidance and the animals were happier because of it. Couldn't believe we got someone when we did, so I cant thank you enough!”


About: I have had dogs and cats my whole life and love animals! I started house sitting dogs about 10 years ago in Oregon. Nova is a golden retriever and she is a pretty low key and very good with all dogs, cats and children. I have experience with both rescue dogs and anxiety ridden dogs. I love to be outdoors so your furry friend will get plenty of exercise at a place of your comfort! I am excited to care for your pet for you :) I currently work a part time job and have flexibility for most days and times of the week. I have a little girl that does most everything with me and understand if arrangements need to be made to accomodate your pet’s comfortability around children. Just let me know. :) I have a fully fenced yard and our sweet Nova (golden retriever) to keep your pet entertained and engaged. We have a pretty laid back style in the home with dogs allowed on couches and beds. They have an abundance of dog beds in a few rooms too if that is more your preference.

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: Looking for more reviews? Check out Trusted House Sitters and search for my profile. I care for all living beings, but dogs are my go to when it comes to spending time and feeling at home in a world I choose. I've trained many breeds over the years and have heard various techniques. The older I've gotten the more formal the training I've received. All of which has been positive reinforcement training. I once went through a program that taught me how to train my own service animal. The techniques are very similar to the way I was during my early years when classes were not on my radar. My dog would simply go everywhere with me and learned how to behave in each setting without much effort at all. With the more formal training in recent years the fun part I find is desensitizing, shaping, training while playing, and having a great friend with me at all times. I do not claim to have had a ton of success reversing already spun habits. It's important to start pups young in many cases, though there are also many dogs that are easy going enough they can pick this up in no time. Whether you have a pet for the the home, all kinds, I will care for them as you do and I'll send you on your carefree way with full confidence. Boarding dogs at my house is limited to easy to manage temperaments and activity levels do to the fact our home is very small with hard wood and we have no fenced yard. My husband and I are both retired. I've recently lost my elder Irish Setter who spent most all his time with us. Now I have a Mini Poodle pup who's being trained to fill some pretty big shoes. So far it's smooth sailing! When going into others homes I simply follow their daily routines and instructions. My time is devoured to the animals. I rarely have things that would require me to shift focus. While at our house I make sure needs are met first, set the tone with rules of the house and have plenty of interactions with them through out the day. We take frequent walks and set up play time in the garage. I love the elders and yet can't pass up a puppy. I've not sat for cats in my home and would not feel comfortable doing so unless the owner knows something I don't know regarding their outings.

About: I have taken care of dogs of many breeds. Friends and neighbors have relied on me to feed and care for their dogs. I have experience with little dogs and big dogs. I also have experience caring for dogs that need medication due to health issues. I currently work full time in the medical field. I am looking to make side money to save for nursing school. I love animals and would love to care for your animals. I have a fenced yard, I have two fur babies of my own that I care for that are super friendly. I will care for your pets as I do my own. I also have crates available if needed.
Loving pet sitters in your neighborhood
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Alexia J.

“We LOVE Alexia!! She is so good with our dog and always goes above and beyond for him. We are so thankful to be able to be away and not have to worry about him at all.”


Journey W.
About: Animals have been a true passion of mine for my entire life. I have been in the Animal Care Industry for close to a decade now and have been a licensed Pet Stylist since 2015. Additionally, I had the luxury of growing up on a family farm, which provided me the opportunity to learn about the proper care & handling of a wide variety of different animal species. My soul dog passed away 5/21/25, so caring for your fur babies brings me lots of happiness and comfort. I love being able to care for and dote on them like I did for my boy 🧡 I am available every day of the week, including all holidays. Drop in visits I am available between the hours of 8 am and 10 pm. I have certifications through Fear Free, A.K.C. SAFE & Pet CPR/First-Aid. I have experience handling & caring for pets that might need a lil' extra TLC due to their medical issues, fear/anxiety and reactivity. You can view my certificates on my Instagram @havocs_house


Jessica C.
Star Sitter


“Jessica did a great job of caring for my two huskies! This was our first time with a pet sitter, and we were nervous about how it would go. Jessica is an excellent communicator, and I appreciated the updates, letting us know that our fur kids were well taken care of. She is very knowledgeable and capable, and I would recommend her to anyone needing a hand with pet care. We will definitely utilize her services in the future.”




Amy C.

“Amy was amazing with our senior dog! She was so gentle, patient, and understanding. As a professional, Amy excels as well. She stayed in communication with us, took pictures or video, and was always on time. Our dog has some special needs and medications, and Amy made sure that everything was done just right. Amy is a joy to work with, and I cannot recommend her highly enough!”


Margrit S.
“Margrit has had and loved dogs for as long as I've known her. Our beloved (and dearly departed) elder dogs, Echo and Momo, used to enjoy travel and play-dates together, and Margrit came to my home and dogsat when I had to leave town without Echo. When we worked together, Margrit always put her dog's needs before whatever after work events might be planned. I would recomment Margrit as a loving caretaker.”


Christine D.
“Christine took care of our two large dogs and our house and garden when we were away for 3 weeks recently. She visited a few times before we left to become familiar with the dogs in their home environment. She even helped us take our older dog to the vet the day before we left, where she was found to have an ear infection. She showed us how to use the recommended treatment, and took care of her while we were away. Christine is extremely responsible, and very loving and experienced with dogs of all breeds. I look forward to hiring her for future travels.”




Amber G.

“We had Amber come and drop in for a few days while we were away for our wedding. We were ak nervous at the thought of being away from our fur baby as we never have left him before. Amber was amazing and sent us a lot of updates with pictures. Will definitely be using her again!”


Marisa J.
About: I have been taking care of animals ever since I was a child. My love of all animals has led me to take in and help people care for dogs, cats, and various other pets both furry and scaly. I have experience caring for young, senior, special needs pets, and administering medications. I look forward to helping more people and their beloved critters. My schedule is pretty open to be able to help you provide loving care for your pets big and small. I am available Monday through Saturday. I care for your pets as if they were my own. Whether it be going for a walk/jog, playing in the backyard, lots of treats and attention, training, chasing toys, making nutritious meals, or just providing companionship I give only the best.


Auri A.

“Abigail is a caring and organized individual and an avid dog lover. Her dog Junior is a great listener and a sweetheart and it really shows how responsible she is with him. She is comfortable with dogs big and small and loves playing with my energetic Jack Russel. Even our German Shepherd who typically takes a while to warm up to people loved Abigail immediately. She's a wonderful person and a wonderful, trustworthy and loving pet owner!”


Tina B.

“Tina is an amazing sitter for our girls! Her love for animals shines through her personality. She’s very responsive to requests and our girls enjoy their time with her. If you are looking for a loving, caring and reliable sitter, Tina is your gal!”


Hannah R.
About: I have owned pets my whole life and I have experience caring for them since I was 13-14 years old. I have experience with pets of all ages. My availability relies heavily on the bus schedules so please keep this in mind. If I can make it there and back on the bus or with a caregiver (I'm disabled), I can do it. On some weekends or weeks during school breaks, my 10 year old will need to come with me sometimes when I don't have anyone to watch him. He knows how to behave safely with animals. I will not leave your pets unattended or in forbidden areas and I am ON TOP of giving any necessary medications, feeding, or any other time-sensitive tasks. I will take your dog on walks every single day and I will provide the appropriate amount of attention to your pet including during play sessions.


Linsey G.
About: I got my first pet at 18, a kitten who was from a stray in the neighborhood. I still have that cat today, as well as her brother, an adopted pittie who is 11 and an adopted mutt who is 10. I’ve fostered over 30 dogs and a few kittens, volunteered at our local animal shelters and worker events trying to find pets loving homes. I love caring for animals and being a person animals trust. I am a self employed person so my schedule is very flexible, I take my own dogs on daily walks and can fit things in easily. Since I will only be doing dog walking and checking in, I will do what the client asks of me in their home for their pets.




Kristen B.
About: I have a doggo of my own and would love to meet yours as well!! Registered Nurse looking to walk dogs in my spare time. Thanks for trusting in me! Work a few days a week, and my schedule varies each week. I am very active and would love to walk and run your pet! I can accommodate and help with whatever your dog needs at that time, whether it’s just letting them run around your yard, playing with them, tiring them out on a long walk or run, providing companionship and snuggles, etc.. just let me know!


Siobhan D.

“Outstanding last minute drop in, great notes and pictures of the animals, perfectly followed guidance and the animals were happier because of it. Couldn't believe we got someone when we did, so I cant thank you enough!”


Caitlin J.
About: I have had dogs and cats my whole life and love animals! I started house sitting dogs about 10 years ago in Oregon. Nova is a golden retriever and she is a pretty low key and very good with all dogs, cats and children. I have experience with both rescue dogs and anxiety ridden dogs. I love to be outdoors so your furry friend will get plenty of exercise at a place of your comfort! I am excited to care for your pet for you :) I currently work a part time job and have flexibility for most days and times of the week. I have a little girl that does most everything with me and understand if arrangements need to be made to accomodate your pet’s comfortability around children. Just let me know. :) I have a fully fenced yard and our sweet Nova (golden retriever) to keep your pet entertained and engaged. We have a pretty laid back style in the home with dogs allowed on couches and beds. They have an abundance of dog beds in a few rooms too if that is more your preference.


Chrystal S.

“Chrystal was perfect! Made it so easy to travel with zero worries about how my pets were doing. Professional and reliable. So glad to have found her👍!”


Kathryn P.


“Kathryn is great with my cats, they adore her and you can tell she really cares about their well-being”


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.”


Kerry A.
“Kerry has always provided such excellent care for the animals in her life, but more importantly, she understands that pets are family members and always treats them as such. For several years, Kerry watched my dog during the day while I worked full time. She took him on adventures with her own dog and gave him the love and care that he deserved, which was much different than the experience he had when I brought him to doggy daycare. I am grateful that my dog experienced the level of care that Kerry shows her own dogs and family members. Highly recommend!”


Hali A.
About: I have taken care of dogs of many breeds. Friends and neighbors have relied on me to feed and care for their dogs. I have experience with little dogs and big dogs. I also have experience caring for dogs that need medication due to health issues. I currently work full time in the medical field. I am looking to make side money to save for nursing school. I love animals and would love to care for your animals. I have a fenced yard, I have two fur babies of my own that I care for that are super friendly. I will care for your pets as I do my own. I also have crates available if needed.
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Read verified reviews by pet parents like you and choose a 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 pets while you’re away3. Book & Pay
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It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
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Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winberry on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 125 pet sitters in Winberry. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Winberry pet sitters respond in under an hour.
Pet sitters in Winberry have an average of 14 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winberry.
Rover makes it easy to find Winberry pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 125 pet sitters in Winberry on Rover, so you’re sure to find the perfect match for your pet! In Winberry, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
