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 Memorial day Availability
1. Chelsea

Vet Tech Student

Roseburg, OR, 97470

Drop-In Visits, Dog Walking

1 repeat client

"Chelsea is fantastic! She is patient and extremely caring with our dogs and all their wild energy. We are beyond thankful to have her as our permanent dog si... (more)"

Confirmed Memorial day Availability
2. Brandy

Lots of snuggles and games!

Roseburg, OR, 97470

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

"Brandy is a animal lover all around no matter what kind of animal. Her dog Mona is not just a pet to her she is her baby. Brandy is awesome with Dogs and she... (more)"

3. Sarah

frequent hiking & fun for your dog!

Myrtle Creek, OR, 97457

House Sitting, Drop-In Visits, Dog Walking

"Sarah is the most caring responsible animal loving person I know! I call her the dog and cat whisperer! She is extremely reliable and responsible, has looked... (more)"

Available this weekend
4. 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)

5. 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

"There isn’t a person I would trust more than Chanel to watch my dogs. I own many animals including dogs, horses, birds, chickens, etc. She is a compassionate... (more)"

6. 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)"

7. Carrie

Dog Lover Ready To Love Your Pets!

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

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. Haley

Look to excesize me and your pet

Myrtle Creek, OR, 97457

Dog Boarding, Drop-In Visits, Dog Walking

About: We have a puppy (mini Australian Shepherd) that needs socialization. Love dogs and enjoy their different personalities. I’m an RN that works nights... (more)

10. Amber

WE ♥ PETS+ WORK AT HOME +BIG YARD

Roseburg, OR, 97471

Drop-In Visits, Dog Walking

1 repeat client

"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)"

Confirmed Memorial day Availability
11. Tom

I am a total dog enthusiast!

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"


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.