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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 4th of July Availability
1. 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)"

Confirmed 4th of July Availability
2. Brenda

Join the family of my furry friends

Sutherlin, OR, 97479

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

"I've been around Brenda and her animals for over 5 years. She has babysat my Golden Retriever on several occasions and gone beyond my expectations in her lov... (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 4th of July Availability
4. 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)"

5. 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)

6. 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 4th of July Availability
7. 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 t... (more)

8. Dajanay

(Wo)man’s bestfriend forever

Winchester, OR, 97495

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

About: I have flexible hours, it’s important to be patient with the pets, sensitive while being trustworthy to allow them to become comfortable in a new a... (more)

9. 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)

10. Heather

I will take care of them!

Sutherlin, OR, 97479

Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Heather for 7 years! She is not only a colleague of mine but a great friend. She is a caring and responsible individual with a huge heart for pe... (more)"

11. 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)"

Confirmed 4th of July Availability
12. Chanel

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

Roseburg, OR, 97470

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

"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)"

Confirmed 4th of July Availability
13. Sara

I have lots of yard to run and play

North Bend, OR, 97459

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

About: I love dogs and i have lots of room for them to hangout! I’ve had dogs my whole life and love taking them to the beach, on hikes and trail rides wi... (more)

14. 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)"

15. 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)

16. Hailey

I’d love to walk your dog!

Roseburg, OR, 97471

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

About: I’m a pet lover, I’ve had a basset hound since I was 10 years old and before that I had a Queensland Heeler. When I was young around the age of 7 I... (more)

17. Elliott

Cats, Dogs, and Reptiles - OH MY

Roseburg, OR, 97471

House Sitting, Drop-In Visits, Dog Walking

"Elliott has a true love and connection with animals?. She wants to know their personalities and strives to be sure your fur baby is happy and well cared for ... (more)"

18. Brooke

Active and high energy!

Roseburg, OR, 97470

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

About: I have a husky-proof fenced yard. I will generally have my husky with me, and we would love some friends for play dates and walks. We are usuals at... (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.