House Sitting in Winchester

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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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
24 reviews
8 repeat clients
from
$45
per night
Profile image

Pamela was able to accommodate a quick stay on very short notice and she was absolutely amazing with our dogs! One of our pups can be very boisterous and quite the handful, but Pamela was incredibly understanding and patient with him. She even brought her own treats over to help win him over, and it worked! We are so grateful we found Pamela; it gives us peace of mind knowing we have someone we trust to watch our pups.

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
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
$60
per night
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Ashley took excellent care of our animals. She was very professional and even left our house cleaner than she found it! We would love to have her take care of our pets again!

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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3. Sarah J.

Pawsperity Fur All
Days Creek, OR, 97429
28.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$30
per night

Sarah is a WONDERFUL animal caretaker! She does so well with all kinds of animals, and is very good about taking care of medicating animals as well. Would 100% recommend her for any of your pet-related needs!

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
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
$60
per night
Profile image

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: Kimberly W.
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Sitter Profile Image: Kimberly W.
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5. Kimberly W.

Your pooch is my priority
Roseburg, OR, 97470
4.5 mi. away
House Sitting
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$32
per night
Profile image

Kimberly is incredible! She spoiled our bulldog with lots of love and snuggles. Stellar communication throughout the process and during her stay. In addition, she kept our home immaculate. Even took time to wash our bedding and towels. We are beyond grateful. Highly recommend. Thank you, Kimberly!!!

Sitter Profile Image: Felicia M.
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Sitter Profile Image: Felicia M.
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6. 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
$55
per night
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Felicia did a great job!

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
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$60
per night
Profile image

Dani was such a gift to us as we knew our girls were being well taken care of and we could enjoy or time without worry. Olivia has separation anxiety and Evie very reserved. Seems they were so comfortable with her that they slept on the bed with her! Dani was willing to spend the night which was very, very important to me and honored the schedule that we set up together before we left. Her care was everything we needed to make our trip anxiety free. Just hope that she is available the next time we need to go out of town. P.S. The girls also gave her rave reviews.

Sitter Profile Image: Rebeccah B.
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Sitter Profile Image: Rebeccah B.
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8. 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
$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: Jacob S.
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Sitter Profile Image: Jacob S.
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9. Jacob S.

Experienced in Animal care/health
Tyee, OR, 97486
20.3 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: Breezy K.
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Sitter Profile Image: Breezy K.
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10. Breezy K.

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

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: Hannah H.
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Sitter Profile Image: Hannah H.
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11. Hannah H.

Experienced Dog Walker/Sitter
Cottage Grove, OR, 97424
38.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$100
per night
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Hannah took wonderful care of my chihuahua and cat! My chihuahua is very particular about people and he absolutely adores her! She is my go to sitter. Thank you for making my fur babies feel loved and at home while we were away. 😊

Sitter Profile Image: Angie P.
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Sitter Profile Image: Angie P.
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12. Angie P.

Mary Poppins of Pets and Homes
Remote, OR, 97458
36.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$80
per night
Profile image

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: Brenden W.
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Sitter Profile Image: Brenden W.
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13. Brenden W.

I just love animals honestly
Cottage Grove, OR, 97424
37.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$88
per night
Profile image

He was very nice and attentive to Carmen. He has great energy and we felt comfortable having him in our home. He ask question to get acquainted with Carmen and us. I highly recommend him and will be rebooking soon.

Sitter Profile Image: Karlee B.
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Sitter Profile Image: Karlee B.
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14. 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
$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

Sitter Profile Image: Cherakea R.
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Sitter Profile Image: Cherakea R.
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15. 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
$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.

Sitter Profile Image: Dannie R.
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Sitter Profile Image: Dannie R.
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16. Dannie R.

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

I have never met anyone as good at reading dogs emotions and catering to their individualistic needs as dannie is. Dannie truly cares about all animals and can see the good present in each dog. Dannie is really good at bringing good qualities forward through simple interactions by promoting responsible behaviors and training techniques.

Sitter Profile Image: Becca C.
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Sitter Profile Image: Becca C.
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17. Becca C.

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

Becca has 3 dogs and 2 cats of her own. She is very attentive and loving to her animals. She would be a great dog walker for other people

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
$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.

Sitter Profile Image: Elizabet S.
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Sitter Profile Image: Elizabet S.
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19. Elizabet S.

Love my furry friends ❤️
sutherlin, OR, 97479
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

Elizabeth has been over to watch our 2 dogs many times and they absolutely love her, including our grouchy Beagle who doesn’t get alone with most people. She has shown great compassion for all animals that I’ve seen her with and has a dog of her own that she treats like family. She is patient and understanding to our dogs even when they are not at their best behavior. I recommend Elizabeth to anyone who is wanting their dogs or cats taken good care of. She is also capable of walking with them with no issues.

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
4.4 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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Rover.com is the simple, savvy way to find and book Winchester house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Winchester on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Winchester house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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