Pet Sitting in Winchester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Sarah T.
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Sitter Profile Image: Sarah T.
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1. Sarah T.

Puppy Love
Sutherlin, OR, 97479
8.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$18
per visit
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Sarah is an amazing dog sitter! Both of my dogs enjoyed her presence. She was great at communicating, sent photos, and cared for my dogs. I will book her again for my next vacation :)

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Sitter Profile Image: Pamela M.
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Sitter Profile Image: Pamela M.
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2. Pamela M.

Semi retired and Love Dogs & Cats
Roseburg, OR, 97470
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$20
per visit
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Pam is a kind and passionate pet sitter! She had an intuitive and immediate connection with my skittish cat, and I completely trusted her to care for my pet and my home.

Sitter Profile Image: Monica K.
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Sitter Profile Image: Monica K.
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3. Monica K.

I love all animals!
Roseburg, OR, 97471
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
17 repeat clients
from
$19
per visit
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Monica was very responsive and friendly with my cats and fish. Very grateful she could see my pets just before Christmas. Hopefully I'll be able to rebook with her in the future.

Sitter Profile Image: Dani N.
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Sitter Profile Image: Dani N.
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4. Dani N.

Loving care from experienced hands
Roseburg, OR, 97470
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per visit

Dani takes such great care of my dogs! She's patient with my anxious shelter dog and knows how to wear out my high energy cattle dog. I know I can trust her to give them their medications properly and take them on long walks when I'm out of town. Plus she's a high quality dog trainer with years of experience with all types of dogs. I wouldn't put the care of my dogs in anyone else's hands.

Sitter Profile Image: Samantha W.
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Sitter Profile Image: Samantha W.
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5. Samantha W.

FT grad student, PT pet friend
Roseburg, OR, 97471
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$20
per visit
Profile image

Second time using Samantha and she did not disappoint. Always very communicative and addressed any concerns with me. It’s always scary leaving your pet in someone else’s care, but I feel a sense of relief knowing she will be there to care for his needs.

Sitter Profile Image: Rebeccah B.
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Sitter Profile Image: Rebeccah B.
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6. Rebeccah B.

I’ll take care of your fur babies!
Roseburg, OR, 97471
10.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit
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Rebecca took great of my senior cat who needed medications while we were out of town. I appreciated her updates and photos and will definitely have her help with my cat again in the future!

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Sitter Profile Image: Karlee B.
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Sitter Profile Image: Karlee B.
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7. Karlee B.

Ease of mind for pet parents
Roseburg, OR, 97470
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$16
per visit
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Karlee was great! Cats are happy.

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Sitter Profile Image: Melissa D.
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Sitter Profile Image: Melissa D.
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8. Melissa D.

Jill of all Trades Dog Lover
Roseburg, OR, 97471
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$20
per visit
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Melissa is absolutely wonderful! She was so great with our pup. I highly recommend her. She is very conscientious and thoughtful. We will definitely will ask her back!

Sitter Profile Image: Felicia M.
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Sitter Profile Image: Felicia M.
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9. Felicia M.

Warm hearted and fur loving
Sutherlin, OR, 97459
7.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$15
per visit
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I appreciate your patience with this guys. I would definitely like to have us keep trying with these two and I think your the perfect one to help us. 5 stars for Felicia.

Sitter Profile Image: Andrea S.
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Sitter Profile Image: Andrea S.
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10. Andrea S.

Treating pets with love
Roseburg, OR, 97470
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$22
per visit
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With a last minute request, Andrea still made it happen! She is thoughtful in asking questions about the dogs routine changes and medicine needs each time. It relieves so much stress knowing she is caring for the girls! Thanks again Andrea.

Sitter Profile Image: Alicia E.
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Sitter Profile Image: Alicia E.
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11. Alicia E.

Caring young mom who loves animals
Sutherlin, OR
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$25
per visit
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Amazing,came on time sent lots of photos . Very flexible. I really appreciate the attention to detail with the directions. Would definitely rebook

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Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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12. Ashley P.

All you need under one woof!
Sutherlin, OR, 97479
8.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
65 reviews
16 repeat clients
from
$35
per visit
Profile image

Ashley is the best pet sitter ever! I’d only ever want to have her pet sit in the future as she was so attentive and reliable and went above and beyond to take care of my 4 cats and home even! She put so much effort into everything she did, even did some household fixes she noticed as well as helping to water my lawn. I came home to very happy cats. I didn’t worry a single moment I was on my trio because I knew the cats were in good hands, Ashley was diligent with her updates, so very attentive.

Sitter Profile Image: Megan S.
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Sitter Profile Image: Megan S.
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13. Megan S.

❤Fun and responsible animal lover❤
Roseburg, OR, 97470
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$30
per visit
Profile image

Megan is fantastic. I have two cats with very different personalities (a hider and a lovable doofus, respectively) and she has made them feel comfortable enough to play and be friendly with someone other than me. I happily recommend Megan to anyone looking for a nice, happy stay with your pets!

Sitter Profile Image: Hallie T.
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Sitter Profile Image: Hallie T.
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14. Hallie T.

Energetic pet lover!
Roseburg, OR, 97470
4.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$14
per visit
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Thank you for checking in on my babies. Great job as usual!

Sitter Profile Image: Helen R.
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Sitter Profile Image: Helen R.
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15. Helen R.

Let me care for your fur babies.
Roseburg, OR, 97471
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$20
per visit

Helen is seriously the best dog sitter we have ever had. She treats ever dog like her baby and gives them plenty of love and attention. She makes sure to adhere to any sort of walk or food schedule and just does an amazing job overall. She has watched our dogs multiple times and I would not hesitate to have her watch them again. I honestly cannot day enough good things about her abilities.

Sitter Profile Image: Cherakea R.
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Sitter Profile Image: Cherakea R.
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16. Cherakea R.

Caretaker for all animals
Roseburg, OR, 97470
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$20
per visit

About: I can care for a wide variety of animals, including cats, dogs, chickens, goats, cows, horses, sheep, reptiles, and birds. Care will include lots of love, cuddles, physical and mental stimulation, as well as anything else you’d like! Let me know if your animal(s) needs any additional care such as medication administration or needs to be kept separate from other animals, and I will be more than happy to accommodate your animal’s needs. My dogs will need to come with me for overnight housesitting. There will also be an opportunity to become a private client to avoid the insane Rover fees, so you can save money and I get the full amount that you pay! (Currently, Rover takes 20% of my pay AND charges you even extra!) Just let me know what time works for you and I will do my best to accommodate time you need. I will do my best to be flexible and use effective communication with all my clients. I have 2 dogs, a cattle dog and a golden retriever who love other dogs and play well together. If your animals need to be separated from mine, that is absolutely not a problem; just let me know in advance. All dogs will have plenty of toys, training, physical and mental exercise, love, and anything else that they need during the day! They will be treated as if they’re my own when I’m house sitting at a client’s house or just doing a drop in visit.

Sitter Profile Image: Nikki C.
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Sitter Profile Image: Nikki C.
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17. Nikki C.

Loving and Caring Pet Sitter
Roseburg, OR, 97470
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$22
per visit
Profile image

Nikki stayed with Lucy for several hours and took her on a nice walk. She also provided me with updates and pictures. Lucy can be high energy but Nikki handled her well

Sitter Profile Image: Cierra S.
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Sitter Profile Image: Cierra S.
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18. Cierra S.

Caring and Committed Rover Sitter!
Roseburg, OR, 97470
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
9 years of experience
from
$13
per visit

About: I’ve taken care of dogs since I was at least 10 years old and have always been around them. I’ve also become acquainted with other pets, such as bunnies, cats, guinea pigs, and more! I have owned my own cat for just about a year and raised him from a couple months old. :)) Because I currently work remotely, I have a wide range of availability. So, I am able to work just about any day or any time! I am very willing and open to hearing exactly how you want your pets taken care of and doing exactly those things to guarantee you and your pet are happy and satisfied with my services.

Sitter Profile Image: Cyrus H.
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Sitter Profile Image: Cyrus H.
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19. Cyrus H.

Lifelong animal lover! :)
Roseburg, OR, 97471
1.9 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Cyrus has previously cared for my 5 year old Pomeranian. They quickly became best friends and Cyrus did great with ensuring she was fed and watered and got out for regular walks. I would highly recommend Cyrus for your pet care needs.

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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20. Katelyn A.

Pets are the best kind of people.
Roseburg, OR, 97470
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Our dogs absolutely love Katelyn! Our Ellie follows her around for belly rubs and rounds of fetch, and Patches loves to cuddle on her lap. Katelyn loves all animals and has also taken care of our picky parakeet and our grumpy hedgehog. She is very patient with reluctant pets, and knows how to keep the dogs entertained and happy. Katelyn is always prompt and extremely responsible and has a vast knowledge of pet health needs.

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Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Winchester:


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.

Drop-In Visits