Pet Sitting & Drop In Visits in Winston, 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 Holiday Availability
1. Tom

I am a total dog enthusiast!

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tom did such a great job with our dogs! Even one that usually hides from everyone! (more)"

Confirmed Holiday Availability
2. Beatrice

I'll love your fur baby like my own

Roseburg, OR, 97470

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

1 repeat client

"Beatrice did some care for my moms cats and did exactly what we needed. She is greatly appreciated! (more)"

3. Carrie

Dog Lover Ready To Love Your Pets!

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

About: I have been house sitting for friends and family for several years off and on. I can stay overnight in your home, or check on the animals once or t... (more)

Confirmed Holiday Availability
4. Chanel

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

Roseburg, OR, 97470

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

1 repeat client

"To whom it may concern this testimonial is for Chanel you will not find a bigger animal lover than Chanel. She is honest, trustworthy and responsible woman w... (more)"

Confirmed Holiday Availability
5. Carol

West Coast Collie & Sheltie Rescue

Riddle, OR, 97469

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

About: West Coast Collie & Sheltie Rescue is located in Southern Oregon on nineteen beautiful, secluded and private acres. We have a very easy location t... (more)

Confirmed Holiday Availability
6. Chelsea

Pet Companionship

Roseburg, OR, 97470

Drop-In Visits, Dog Walking

About: Overview : I have grown up around animals my whole life and have made it my career to care for them. I am currently a Veterinary Technician stu... (more)

7. 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)"

8. Lisa

Happy Tails Pet & House Sitting

Sutherlin, OR, 97479

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

4 repeat clients

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)

9. Hannah

experienced dog walker & caregiver

Bend, OR, 97701

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

About: I live an active lifestyle so I am always up for a good walk, run or hike if given permission. I have had dogs in my family for as long as I can re... (more)

10. Amber

WE ♥ PETS+ WORK AT HOME +BIG YARD

Roseburg, OR, 97471

Drop-In Visits, Dog Walking

1 repeat client

"Amber is the best. She takes care of my lab and always is responsible and loving. My dog enjoys the walks and playfulness that comes along with Ambers care. ... (more)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Winston pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Winston, OR who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.