House Sitting in Winston

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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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
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$45
per night

Very happy with Pamela ! This was her 1st Rover Gig and I was pleasantly surprised. She is detailed oriented & paid close attention to the written directions I left her . She is great with communicating and I got lots of pictures and texts. My house was in the same order as when I left and my 2 very needy labs seemed happy and content after 4 days without me. Great job Pamela!!

Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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2. Ashley P.

All you need under one woof!
Sutherlin, OR, 97479
19.5 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
$60
per night

Just want to say thank you again for staying with my girls. You do such a great job with them, and they are glad to have you here. Always a clean house, and happy kitties.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Karlee B.
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Sitter Profile Image: Karlee B.
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3. Karlee B.

Ease of mind for pet parents
Roseburg, OR, 97470
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$29
per night

About: I have taken care of dogs within my own home, for neighbors, and friends throughout my whole life. Many of my friends reach out to me when they need someone to house and pet sit. I am currently a grad student doing the clinical rotation portion of my program. I will be working full time, but will have flexibility during evenings and over the weekends. If given details on how my clients would like to care for their pet, I prioritize following the directions given to me in order to ensure a safe and loving environment

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Monica K.
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Sitter Profile Image: Monica K.
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4. Monica K.

I love all animals!
Roseburg, OR, 97471
7.4 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
$60
per night

We were very happy with Monica’s pet sitting service. She stayed overnight and cared for our two large mixed breeds and they immediately took to her when we first met with her. Of course she had treats for them, lol. She was very good about communicating with us and sent us pics during her stay. She also didn’t hesitate to contact us when she had a question about giving meds to ensure the dosing was correct. I would definitely recommend her and I hope to use her services again in the near future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angie P.
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Sitter Profile Image: Angie P.
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5. Angie P.

Mary Poppins of Pets and Homes
Round Prairie, OR, 97457
23.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$80
per night

Angie was a true treasure. When she arrived we had a nice chat about our fur baby Brewster. Angie was so kind and listened patiently as we provided her with his life story. Brewster was well cared for, received lots of cuddles and outdoor adventures. Angie is very intuitive and let Brewster take the lead with getting comfortable with her. Angie is such a kind person with a gentle touch. We were so fortunate to select her to sit with Brewster and would certainly hire here again.

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Sitter Profile Image: Cherakea R.
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Sitter Profile Image: Cherakea R.
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6. Cherakea R.

Caretaker for all animals
Roseburg, OR, 97470
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$40
per night

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brigid Clare F.
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Sitter Profile Image: Brigid Clare F.
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7. Brigid Clare F.

Vet Tech, great with special needs
Winston, OR, 97496
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$100
per night

Wow! We love Brigid! She took excellent care of our dogs and our home. We were nervous as this was our first time having someone outside of family, watch our dogs overnight. It was a great success and now we feel ready to do it again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabrielle S.
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Sitter Profile Image: Gabrielle S.
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8. Gabrielle S.

Life is RUFF, Hang with animals.
Roseburg, OR, 97471
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$30
per night

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cierra S.
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Sitter Profile Image: Cierra S.
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9. Cierra S.

Caring and Committed Rover Sitter!
Roseburg, OR, 97470
7.4 mi. away
House Sitting
9 years of experience
from
$27
per night

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.

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Sitter Profile Image: Cyrus H.
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Sitter Profile Image: Cyrus H.
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10. Cyrus H.

Lifelong animal lover! :)
Roseburg, OR, 97471
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

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: benjamin p.
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Sitter Profile Image: benjamin p.
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11. benjamin p.

Lover of Dogs and Cats
Winston, OR, 97496
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$27
per night

Ben was Awesome! He really loves dogs and Aries and Dobby really enjoyed having him here. Highly recommend!:)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jonathan V.
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Sitter Profile Image: Jonathan V.
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12. Jonathan V.

What a joy of being a Sitter
Tri City, OR, 97457
9.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per night

Jonathan is the best pet sitter I have ever had. He is so loving and caring my fur babies were on vacation being with him. They get so lonely when I’m gone but not with Jonathan ! He even let my pups sleep with him . I can’t thank you enough for the great job.

Sitter Profile Image: Dannie R.
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Sitter Profile Image: Dannie R.
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13. Dannie R.

Babies and seniors, my specialty!
Myrtle Creek, OR, 97457
9.3 mi. away
House Sitting, Drop-In Visits
15 reviews
from
$70
per night

Dannie is incredible with each and every animal they meet. Paying attention to each one’s needs. Dannie is responsible and loving to all animals. They are a great care giver of all animals. As Dannie has had many their self and has helped with mine own.

Sitter Profile Image: Melissa D.
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Sitter Profile Image: Melissa D.
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14. Melissa D.

Jill of all Trades Dog Lover
Roseburg, OR, 97471
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Melissa is extremely knowledgeable about how to care for dogs. She has helped me when my dog had stomach issues. Melissa told what combination of food to feed my pup until her stomach felt better. Melissa truly cares about the health and wellbeing of dogs. She would go above and beyond caring for anyone’s pet.

Sitter Profile Image: Rebeccah B.
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Sitter Profile Image: Rebeccah B.
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15. Rebeccah B.

I’ll take care of your fur babies!
Roseburg, OR, 97471
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$60
per night

I’ve had Beccah watch my two cats several times when i lived in the area and every time she would send me pictures and let me know how they’re doing. I pretty much knew I never had to worry about them as long as she was taking care of them. Even as a paranoid cat mom lol

Sitter Profile Image: Laurie M.
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Sitter Profile Image: Laurie M.
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16. Laurie M.

Love for your pets while your gone!
Roseburg, OR, 97470
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$80
per night

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: Breezy K.
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Sitter Profile Image: Breezy K.
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17. Breezy K.

I love all animals!
Winston, OR, 97496
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$75
per night

Breezy was just fabulous took care of my dogs like a they were hers. Was very comfortable that my dogs were in good hands.kept me in touch daily with pictures. Will definitely book breezy again. Thanks breezy for taking care of my dogs.

Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
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18. Emily B.

Providing Cuddles No Exceptions :)
Roseburg, OR, 97471
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$60
per night

About: I’ve been walking and House sitting Cats and Dogs since I was 10 for our neighbors, family and Friends. My whole life we’ve had all kinds and sizes of pets from bunnies, hamsters, cats, chihuahua,and even a Great Dane. I now have two beautiful cats named Daisy and Ivy. I have a job 9-3ish Monday-Thursday, but the schedule is very flexible if I need to leave during the day. But anytime after 3 I would love to help out with your Pets. I have a fenced backyard and toys to play with your Dogs. I also have my S/O parents dog named raven who would love to have play dates. And two sweet cuddly cats. I love getting to meet new Dogs and Cats and I can’t wait to meet yours!

Sitter Profile Image: Becca C.
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Sitter Profile Image: Becca C.
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19. Becca C.

I would love to walk your dog!
Sutherlin, OR, 97479
18.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$27
per night

Becca is a very loving and caring person. She loves animals and has taken care of my dogs and some of our friends animals as well. She took care of our friends dog for a week, taking them out to go to the bathroom and playing with them for a while. She was very good with feeding and caring for them. Now they will constantly run up to her with a ball whenever they see her so she could play with them. I highly recommend Becca as a pet caregiver.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danita C.
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Sitter Profile Image: Danita C.
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20. Danita C.

Energetic and Caring Dog- Lover
Roseburg, OR, 97470
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$65
per night

There should be a 10 star rating! Talk about an excellent experience. Danita checks all the boxes. My two dogs adored her. I can tell b/c neither seemed very excited to see me (us) when we returned from our 2 weeks abroad. I appreciate the fact that she came home during the day to let them out & made every effort to keep their routine “normal”. She’s also a very conscientious house guesthouse. Everything was “better” than I left it! If you’re looking for someone that will treat your pets & your home, as their own - you’ve found the right girl. Instead of dreading leaving my “children” next time, I’m finally feeling good about it.

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Winston House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winston are rated on average 5 out of 5 stars based on 8 reviews.

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Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winston house sitting needs. On Rover, it's easy to find a loving dog sitter in Winston who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winston house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winston for your dog — people who'll treat him like family.

House Sitting