Pet Sitting & Drop In Visits in Winchester, OR

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Confirmed availability
President's Day
1. Tom

I am a total dog enthusiast!

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

"Tom has been doing a fantastic job! He deserves five stars. Will definitely use them again and again, it's great to find someone who cares for your dog , And... (more)"

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2. Klyn

Loving your pets like they're mine!

Roseburg, OR, 97470

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Klyn is a lover of all animals. She has a passion for helping them and giving a warm and loving environment to feel safe in. (more)"

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3. Jobin

Home full-time and close to park!

Roseburg, OR, 97471

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jobin always treats every animal like they're the only pet he knows. I have never seen him meet a pet that didn't love him back! (more)"

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4. Josh

I’ll win over your pet!

Roseburg, OR, 97471

House Sitting, Drop-In Visits, Dog Walking

About: My roommate for the past 5 years has been my lab Drake. Drake was 8 weeks old when he joined our family. I love to throw the ball for Drake to fe... (more)

5. Ashley

Work from home, large fenced yard

Roseburg, OR, 97470

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have a dog of my own, he is very friendly and playful. I also have 2 cats that are indoor / outdoor. I love dogs and will give your dog lots of a... (more)

Confirmed availability
President's Day
6. Alyssa

Big yard, lots of love

Roseburg, OR, 97471

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alyssa has been my sole pet care provider for years, before I started using Rover, and I could not express how thankful I am to have her around! It eases my ... (more)"

Confirmed availability
This weekend
7. Hannah

Home most time with fenced yard

Roseburg, OR, 97471

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have grown up around animals of all kinds my entire life. I lived on my parents farm where all my animals still stay. I have a horse and a pig th... (more)

8. Giordana

I am home full-time most days.

roseburg, OR, 97470

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Giordana is a loving, caring animal lover that won’t just walk but connect with the dogs she meets. Happiness in each dog’s day is her mission because a happ... (more)"

Confirmed availability
This weekend
9. Brandy

I’ll love your pet like my own!

Roseburg, OR, 97470

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Brandy asked smart questions in advance and took marvelous care of our girls. I highly recommend her! (more)"

10. Eric

Dog's Best Friend

Roseburg, OR, 97471

House Sitting, Drop-In Visits, Dog Walking

"I am the proud single doggymommy of an amazing girl, and with her being my only child I am very protective of her. Eric and my baby get along great and love ... (more)"

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11. Mikael

You can call me lil bowow.

Roseburg, OR, 97471

House Sitting, Drop-In Visits, Dog Walking

"Mike is my dog’s hero. He is enthusiastic, patient, attentive and knowledgeable. My dog loves him and comes home nice and tired. LOL. Joan A. (more)"

12. Tiffany

Dogs complete me

Roseburg, OR, 97470

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love dogs and all animals like they are my children. I feel like they are therapy to my soul. I will care for your animal as I would my own. All ... (more)

13. Ryan

Home full-time

Roseburg, OR, 97471

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ryan is so careful and kind with animals! I have a high maintenance dog and don’t trust anyone but him to look after her when I’m at work, on vacation, or my... (more)"

14. Elliott

Cats, Dogs, and Reptiles - OH MY

Roseburg, OR, 97471

House Sitting, Drop-In Visits, Dog Walking

"Elliott B is a wonderful caretaker. In the time that I have known her, she has demonstrated compassion beyond comparison. She is highly experienced in caring... (more)"

15. Lisa

Happy Tails Pet & House Sitting

Sutherlin, OR, 97479

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have been pampering pets and their owners since 2007 in the comfort of their own homes in Southern Oregon from Ashland to Salem and from Walport ... (more)

16. Danielle

Your dog will not be bored

Roseburg, OR, 97470

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had dogs my whole life.i have 3 boys that love dogs. I just don't want one of our own at the moment but will watch yours any day!! :) so if ... (more)

17. Amber

WE ♥ PETS+ WORK AT HOME +BIG YARD

Roseburg, OR, 97471

Drop-In Visits, Dog Walking

"Amber has watched our dogs multiple times. She is always dependable, thorough and friendly. I know she does a good job, because our Parson's Jack Russell a... (more)"

18. Jessika

Animal loving, patient, responsible

Winchester, OR, 97495

Drop-In Visits, Dog Walking

About: I have loved animals since I was born. I have taken care of numerous pets throughout my life. I am at a point where I am able to help take care of ... (more)

19. Chanel

"Who can I trust to take care of.."

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Chanel is very intuitive to needs of animals she is patient kind and loving. She takes time to focus on each as a individual pet. Intuitive responsible and g... (more)"

20. Shannon

lover of all canines :)

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

"Shannon will treat your dog like family. Nobody loves animals more! She would treat you pet as part of the family with love, kindness and kisses. (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winchester pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winchester, OR, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winchester pet sitters and avoid the kennel.