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
Labor Day
1. Brenda

Join the family of my furry friends

Sutherlin, OR, 97479

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

"Brenda is a very special person. Her consideration for all animals it very evident. She makes sure that the Owner of the pet left in her care is assured tha... (more)"

Confirmed availability
Labor Day
2. 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)"

Confirmed availability
Labor Day
3. Chelsea

Vet Tech Student

Roseburg, OR, 97470

Drop-In Visits, Doggy Day Care, Dog Walking

"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)"

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4. 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)

Confirmed availability
Labor Day
5. Logan

I’ll run with your dog. Experienced

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

About: I have dog sat for four years and have experience with many different breeds of all sizes and energy levels. I once house sat at a boarding facilit... (more)

Confirmed availability
Labor Day
6. Carrie

Dog Lover Ready To Love Your Pets!

Roseburg, OR, 97470

House Sitting, Drop-In Visits, Dog Walking

"Carrie took great care of my kitties while I was away! I was so pleased that my sky kitties came out of hiding and got pets and attention. Carrie was also gr... (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. Misty

Love to play with dogs

Sutherlin, OR, 97479

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

"Misty is a wonderful loving dog care giver. She does what she says she will, fair and always greets your dogs with smiles and petting. I could tell right off... (more)"

9. Heather

I will take care of them!

Sutherlin, OR, 97479

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

"Heather is someone I would not only trust with my kids, but especially my pets. She has been taking care of pets as long as I've met her, including her own. ... (more)"

Confirmed availability
Labor Day
10. 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)"

11. 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)

12. Brooke

I'll run and spoil your dog!

Roseburg, OR, 97471

Drop-In Visits, Dog Walking

"Brooke not only walked my 7 month old puppy every day she watched her- she also went above and beyond with the care she provided. I had Brooke watch my dog f... (more)"

13. Mary

Training, walking, loving

Sutherlin, OR, 97479

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

About: I will give your dog all the attention they require and teach them whatever you'd like within reason. My daughter is young and so is my dog but bot... (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)"

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15. Carol

West Coast Collie & Sheltie Rescue

Riddle, OR, 97469

Dog Boarding, Drop-In Visits, Dog Walking

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

16. Wesley

Neighborhood home with a fenced yar

Sutherlin, OR, 97470

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

"My son has been caring for dogs his entire life. We have had many different breeds and sizes of dogs throughout his childhood. He is a loving a caring dog ow... (more)"

Calendar Recently Updated
17. Chanel

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

Roseburg, OR, 97470

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

"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)"

18. Amber

WE ♥ PETS+ WORK AT HOME +BIG YARD

Roseburg, OR, 97471

Drop-In Visits, Dog Walking

"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)"

19. 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)


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.