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
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Pamela M.
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Sitter Profile Image: Pamela M.
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1. 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
21 reviews
7 repeat clients
from
$20
per visit

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: Dani N.
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Sitter Profile Image: Dani N.
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2. Dani N.

Loving care from experienced hands
Roseburg, OR, 97470
2.5 mi. away
Drop-In Visits, Dog Walking
4 reviews
from
$20
per visit

Wow, what can I say about Dani?! Her compassion for our furry friends is incredibly apparent. She was so thoughtful and kind with my big girl! She takes ant challenge head on, with thought, and as quick to encourage. She is responsible, conscientious, reasonable, and incredibly friendly. She has training and care knowledge that you'll be lucky to have . Absolutely, there will be nothing to worry about when choosing Dani to care for you best friends.

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
73 reviews
15 repeat clients
from
$19
per visit

Monica was great with my cat, Zhu! I was a nervous wreck about using Rover for the first time but after meeting her and seeing how attentive she was with zhu, it made me feel more at ease. She followed all the instructions for him, always responded to my messages and took great pictures for me. Couldn’t have asked for anything more.

Sitter Profile Image: Sarah T.
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Sitter Profile Image: Sarah T.
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4. 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
16 reviews
8 repeat clients
from
$18
per visit

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 :)

Sitter Profile Image: Cherakea R.
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Sitter Profile Image: Cherakea R.
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5. 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: Robin H.
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Sitter Profile Image: Robin H.
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6. Robin H.

Dogwood Kennels
Roseburg, OR, 97471
6.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
12 reviews
1 repeat client
from
$20
per visit

Many letters of recommendation can be provided. Robin has many on file and can and will provide them on request. Privacy is important to everyone so I will provide the info

Sitter Profile Image: Gabrielle S.
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Sitter Profile Image: Gabrielle S.
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7. Gabrielle S.

Life is RUFF, Hang with animals.
Roseburg, OR, 97471
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$15
per visit

About: I have been watching animals for a few years now and I have always loved them! Tug of war, fetch, frisbee, and just running around the yard with dogs is one of my favorite pass times! Although I am most comfortable with dogs, I also have a bird at home, and have watched cats and bunnies before! I am an 18 year old that is trying to save up a little extra money to open a business in a couple years. I think that I would be a good match for almost anyone looking for a pet sitter, animal walker, or even a house sitter. Please text me with any questions, jobs, or details you think need gone over. I hope you and your pet love me! 😁 I am going to be getting my hours for my new job as a nanny in the next week or so, but I am very flexible on weekends. I will not be watching animals in my home. I prefer to do checkins or stay at your house to watch them. This all depends on the level of care you are looking for.

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

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: Ashley P.
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Sitter Profile Image: Ashley P.
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9. 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
59 reviews
16 repeat clients
from
$35
per visit

Ashley in wonderful!!! My male dog is shy and she is always very patient with him! She does more than is asked of her and she is 100% reliable!! She's also made herself available on short noticed and worked around a crazy schedule! I very much recommend her!

Sitter Profile Image: Alicia E.
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Sitter Profile Image: Alicia E.
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10. 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

Amazing,came on time sent lots of photos . Very flexible. I really appreciate the attention to detail with the directions. Would definitely rebook

Sitter Profile Image: Laurie M.
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Sitter Profile Image: Laurie M.
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11. Laurie M.

Love for your pets while your gone!
Roseburg, OR, 97470
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per visit

I highly recommend Laurie if you are in need of responsible and caring pet sitter. She is great with animals and they really take to her right away. I have 4 dogs and 2 of them require medicine. Laurie did a great job getting them their medication on time. She left the house clean and in great condition. Try her. You'll be happy that you did.

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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12. 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.

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
29 reviews
9 repeat clients
from
$30
per visit

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: Helen R.
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Sitter Profile Image: Helen R.
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14. 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: Kristen M.
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Sitter Profile Image: Kristen M.
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15. Kristen M.

Rover 101
My Heart is in Animal Care
Sutherlin, OR, 97479
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$15
per visit

Kristen was amazing! We were scheduled to go out of town and our non-Rover pup sitter fell through at the last minute - not only was she quickly available, but she did such a fantastic job taking care of our high energy Aussie. We had her stopping by our home twice daily to feed, play, and walk our dog. She was easily accessible, sent photos and detailed updates, and was an all around a pleasure to work with. I cannot recommend her more highly, she's definitely our go-to pet sitter now!

Sitter Profile Image: Nikki C.
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Sitter Profile Image: Nikki C.
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16. 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

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: Hallie T.
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Sitter Profile Image: Hallie T.
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17. 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

Thank you for checking in on my babies. Great job as usual!

Sitter Profile Image: Tom M.
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Sitter Profile Image: Tom M.
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18. Tom M.

Rover 101
I am a total dog enthusiast!
Roseburg, OR, 97470
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$12
per visit

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 your dog cares for him.

Sitter Profile Image: Olivia D.
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Sitter Profile Image: Olivia D.
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19. Olivia D.

Animal lover ready to meet your pet
Roseburg, OR, 97470
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$17
per visit

While I was out of town, olivia took care of my dog, Barnaby and cat, Sophia. She did amazing! Barnaby who normally gets anxious around new people left calm and safe with her! She took him on lots of good walks and gave him all the treats! She made sure my cat got all the love and made sure she got some treats too. You can tell how much she cares about animals and she would make an excellent pet sitter no doubt!

Sitter Profile Image: Cyrus H.
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Sitter Profile Image: Cyrus H.
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20. Cyrus H.

Lifelong animal lover! :)
Roseburg, OR, 97471
1.9 mi. away
House Sitting, 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.

Search Map

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