House Sitting in Winston

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: 4th of July Weekend
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
22 reviews
7 repeat clients
from
$45
per night
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Pamela took good care of our fur baby over the weekend and was very good at communicating with us during her stay by giving us updates and pics. I will use her services again and definitely recommend her to anyone.

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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
63 reviews
16 repeat clients
from
$60
per night
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I rebooked Ashley and I will continue to do so. She is phenomenal about communicating updates and taking great care of my pets. She is wonderful!

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Sitter Profile Image: Kimberly W.
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Sitter Profile Image: Kimberly W.
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3. Kimberly W.

Your pooch is my priority
Roseburg, OR, 97470
7.1 mi. away
House Sitting
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$32
per night
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Kimberly sat for our puppy and kitten for about a week and a half and was awesome! She was always quick to respond to a text and took our high-energy puppy on lots of adventures. Our return flight got delayed over six hours and Kimberly stayed through an extra night at the last minute with the pets - we were so appreciative of her being so accommodating. She left the house in great condition. I highly recommend Kimberly!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Rikki H.
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Sitter Profile Image: Rikki H.
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4. Rikki H.

Rover 101
🐕Farm care, pet & house-sitting 🐴
Roseburg, OR, 97471
15.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
16 repeat clients
from
$65
per night
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Rikki was fantastic with our boys! She sent pictures and they were both so relaxed when we got home. Would definitely recommend Rikki to take care of your fur babies and will use her again!

Confirmed availability: 4th of July 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
Remote, OR, 97458
27.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$80
per night
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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.

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
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: Dani N.
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Sitter Profile Image: Dani N.
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7. Dani N.

Loving care from experienced hands
Roseburg, OR, 97470
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$60
per night

Dani is so great with pets! She actively works to make their experience and yours as comfortable as possible and treats every pet as if it’s her fur baby. She is also an amazing dog trainer so she’s great with problematic behavior from dogs as well. She has watched/worked with my German shepherd many times. She handles his special diet and meds, as well as some of his behavioral issues perfectly. I happily recommend her to anyone that needs help with pet sitting especially if your pet requires special care in some form or another, she is definitely up to the task. Anyone is lucky to have her in their corner as a pet sitter.

Sitter Profile Image: Felicia M.
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Sitter Profile Image: Felicia M.
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8. Felicia M.

Warm hearted and fur loving
Myrtle Creek, OR, 97457
10.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$55
per night
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Felicia did a great job!

Sitter Profile Image: Monica K.
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Sitter Profile Image: Monica K.
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9. 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
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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.

Sitter Profile Image: Hannah C.
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Sitter Profile Image: Hannah C.
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10. Hannah C.

I’ll love them like they are my own
Coquille, OR, 97423
39.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
4 repeat clients
from
$50
per night
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We were so happy to find Hannah to watch our fur baby! He is fearful of new people and staying away from home and Hannah took great care of him. We don’t like to leave him for extended periods alone at home and she was more than willing to accommodate our request. She was also patient with us and our check ins.

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Sitter Profile Image: Gabrielle S.
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Sitter Profile Image: Gabrielle S.
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11. 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: 4th of July Weekend
Sitter Profile Image: Dannie R.
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Sitter Profile Image: Dannie R.
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12. Dannie R.

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

Dannie has cared for my cats and dogs for over a decade. Dannie forms an immediate bond with every pet he meets and takes joy in working with dogs in particular, training and guiding them to reach their best potential. Dannie has an exceptional understanding of animal behavior and the experience to handle pets in all stages of their lives and from many backgrounds. His skill to improve the health and happiness of animals means you can rest easy with your pets in his care.

Sitter Profile Image: Brigid Clare F.
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Sitter Profile Image: Brigid Clare F.
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13. 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
24 reviews
5 repeat clients
from
$100
per night
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Brigid took such great care of my 4 month old puppy! She was always sending me pictures and updates. She not only gave my pup a bath before leaving but also left my home spotless!

Sitter Profile Image: Cherakea R.
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Sitter Profile Image: Cherakea R.
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14. 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: 4th of July Weekend
Sitter Profile Image: Karlee B.
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Sitter Profile Image: Karlee B.
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15. Karlee B.

Ease of mind for pet parents
Roseburg, OR, 97470
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
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

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Sitter Profile Image: Cierra S.
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Sitter Profile Image: Cierra S.
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16. 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.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jacob S.
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Sitter Profile Image: Jacob S.
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17. Jacob S.

Experienced in Animal care/health
Tyee, OR, 97486
27.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
8 years of experience
from
$40
per night

About: I have 8 years of pet care experience! Starting with dog training when I was 15 and helping with 4-H training classes. At age 16 I got a job at my local no kill animal shelter for a year until I moved! I then got a job at a doggy daycare until I moved back home to focus on my vet tech online schooling which I am almost a year through! My most recent experience is at the Animal Emergency Clinic where I was a vet assistant! If you cannot tell animals are my passion and would love to help yours! It fits perfectly! I go to school online anytime so I am very flexible and available for all times needed! Can work anytime that you need me! I am very experienced with animals health and wellbeing! Their safety is my number one priority and I will treat them like my own! I have a couple big dogs at home whom I love so much! No job is to big for me!

Sitter Profile Image: Becca C.
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Sitter Profile Image: Becca C.
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18. 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.

Sitter Profile Image: Breezy K.
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Sitter Profile Image: Breezy K.
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19. 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
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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.

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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
Profile image

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.

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