Cat Sitting in Winchester

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Top rated Winchester cat sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jewels H.
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Jewels H.
from
$15
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Roseburg, OR, 97470

Jewels sent photos and videos so we know our guys got some attention as well as the food and treats they needed. Great sitter!

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Tanya B.
Sitter Profile Image: Pamela M.
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Pamela M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
56 reviews
17 repeat clients
60 years of experience
Roseburg, OR, 97470

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.

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Brigid Clare F.
Sitter Profile Image: Dani N.
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Dani N.
from
$27
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Roseburg, OR, 97470

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Casey K.
Sitter Profile Image: Shawnda W.
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Shawnda W.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Roseburg, OR, 97471

Shawna was amazing. She stepped in last min, got me out of crisis mode, worked with my two kitties beautifully, was communicative, responsible, kind, I will rehire her in a heartbeat.

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Kelsey M.
Sitter Profile Image: Laura F.
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Laura F.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
14 reviews
4 repeat clients
50 years of experience
Winston, OR, 97496

Communication was great. Did a Great job.

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Michele G.
Sitter Profile Image: Megan S.
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Megan S.
from
$30
per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Roseburg, OR, 97470

Super friendly and took great care of my kitties! Flexible and was accommodating, we were very happy we trusted her to care for our cats while we were on a trip. Highly recommend, she was respectful and a pleasure to interact with at every step of the way!

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Rebecca T.
Sitter Profile Image: Heather A.
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Heather A.
from
$22
per visit
4.7 out of 5 stars
15 reviews
5 repeat clients
20 years of experience
Oakland, OR, 97462

Flexible and helpful with changes in our trip plans altering her drop-in schedule. Took great care of our kitty. We recommrnd her unreservedly!

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Gregory H.
Sitter Profile Image: Dot F.
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Dot F.
from
$25
per visit
10 years of experience
Roseburg, OR, 97470

About: I’ve had dogs in my life since I was 5. and have had my own dog since I was 16 and currently live in a household with 4 dogs. I even have pet sit for friends and family. Proper animal care is like second nature to me, it is my passionate I do have a part time job at a grooming salon and work 4-6 hours tuesday-friday typically. Working in a dog friendly environment I am able to work around potty breaks. Taking care of dogs is basically my whole life, we have 4 of them in our household. I also live with a dog trainer so I have a little bit of knowledge on that as well. Proper pet care is my top priority. I take care of clients animals just like they’re my own. making sure they’re fed and watered and have their enrichment time. If your dog gets along with others I will bring mine for a playmate

Sitter Profile Image: rashell w.
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rashell w.
from
$28
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Roseburg, OR, 97470

Rashell (pronounced Rachel) did a fabulous job! This was my first trip without my 5 yr. old English bulldog "Muriel", and there was considerable separation anxiety. Rashell handled it like a pro, and she and Muriel are now lifelong friends. I'll be using Rashell again during my next trip in April '24, and I encourage all of you to use Rashell as well - you won't be disappointed!

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John G.
Sitter Profile Image: Brittany B.
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Brittany B.
from
$20
per visit
25 years of experience
Roseburg, OR, 97471

About: Since kindergarten, I’ve always had a canine best friend. I can’t imagine life without one! At 15, I fell in love with my first feline companion, and now I can’t imagine life without either. The companionship that animals bring is precious, and that’s why I treat all my clients with the care and love they deserve. My fur family currently includes my dog Beatrice and my two cats, Callie and Fiona. I have over 5 years of experience working as a dog kennel attendant. My passion for animal care continues to grow, and I’m excited to start providing personalized care for other pets in their own homes. I understand that some animals, especially smaller or older dogs and cats, feel more comfortable staying at home rather than in a boarding facility. In 2023, I adopted a senior dog named Becca and had the joy of caring for her for two wonderful years. I was able to arrange for my grandma to watch her while I was away, which allowed Becca to stay on her routine and feel safe and comfortable. Experiences like this have strengthened my understanding of the importance of individualized care. I know every pet is unique and deserves individualized care. I have experience administering medication to both dogs and cats, and I take the time to learn each pet’s personality, preferences, and routines. I genuinely enjoy getting to know each pet and discovering what makes them happy and comfortable. With patience, dedication, and love, I am confident I can provide excellent care and companionship for your furry family members. I also love keeping owners updated with photos and messages so you can see your pet happy and comfortable while you’re away. I currently have full availability! I’m ready to accommodate your pet care needs. I am wanting to provide walks, multiple drop-ins, house sitting, or just longer daytime care depending on your pet’s needs. For drop-in visits and house sitting, my priority is making sure your pet feels safe, comfortable, and cared for in their familiar environment. I will carefully follow your pet’s routine, including feeding schedules, litter box cleaning, potty breaks and waste cleanup, playtime, medication (if needed), and any specific instructions you provide. I understand how important trust is when welcoming someone into your home. I treat every home with respect, keep things clean and secure, and provide updates with photos so you can feel confident and connected while you’re away. My goal is to create a calm, positive experience for your pet while maintaining the safety and comfort of both your home and your furry family member. For dog walking, safety and enjoyment are my top priorities. I have experience walking dogs of all sizes and personalities, from energetic pups to calm seniors. I always use proper leash control and monitor dogs closely to ensure they aren’t experiencing any stress or discomfort. I will make sure to ask if there’s anything specific I should know about walking your dog, like a favorite route or type of walk. I would also love to provide updates and photos during walks so you can feel confident your dog is happy and well cared for while you’re away.

Sitter Profile Image: Merissa C.
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Merissa C.
from
$17
per visit
8 years of experience
Sutherlin, OR, 97479

About: I have experience caring for dogs of various sizes, ages, and energy levels. I’m comfortable with feeding schedules, leash walking, playtime, basic training reinforcement, and administering basic medications if needed. I pay close attention to each dog’s routine, behavior, and comfort to make sure they feel safe and happy while their owners are away. Whether your dog is energetic and playful or calm and shy, I provide patient, loving care and treat every dog as if they were my own. Pet sitting fits well into my weekly routine. I work Monday–Friday from 9–5, which allows me to provide care before work, during my 1-hour lunch break, and after work. This schedule works well for morning feedings and walks, mid-day check-ins, and evening care and playtime. I’m also fully available on weekends, allowing for flexible scheduling, extended visits, and overnight care if needed. I make sure every pet receives consistent attention, exercise, and care throughout the day. When caring for pets in their own home, I’m respectful, responsible, and attentive to both the pet and the space. I follow all instructions closely, maintain your pet’s normal routine, and make sure they feel safe and comfortable while you’re away. I keep the home clean and secure, respect privacy, and provide updates and photos so you can have peace of mind. I treat every home and pet with the same care and consideration I would want for my own.

Sitter Profile Image: Allie H.
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Allie H.
from
$14
per visit
5.0 out of 5 stars
1 review
20 years of experience
Roseburg, OR, 97471

About: I’ve taken care of dogs and cats since I can remember. I currently have 2 cats and a pup. Friends and family have always relied on me to pet sit, including other animals such as goats, donkeys, and chickens. I work Monday-Thursday, but am always available before and after work (before 7am and after 5pm). I am also available to do drop in visits at my lunch break. I am available all day Friday-Sunday. I have a townhome with a wide field that I take my own puppy out to regularly. I crate train my dog, but do not require if for boarding other dogs. I also have two cats, so I ask for no dogs that are aggressive to kitties. If I am dropping in for visits, I treat your home like my own. I will make sure it is in the same state as it started and will give your pets lots of love!

Sitter Profile Image: Danita C.
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Danita C.
from
$15
per visit
5.0 out of 5 stars
14 reviews
1 repeat client
12 years of experience
Roseburg, OR, 97470

Wonderful care and communication each day!

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Megan M.
Sitter Profile Image: Alicia E.
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Alicia E.
from
$30
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Sutherlin, OR, 97479

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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Jenn T.
Sitter Profile Image: Elizabet S.
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Elizabet S.
from
$20
per visit
1 year of experience
roseburg, OR, 97471

About: I have been around dogs and cats for a couple years now. I have a dog and have had her for a year now. I understand the importance of going on walks and dedicate some play time! I am very patient and loving when it comes to animals. I’m currently working part time so I have some time to spare. Due to this, my work schedule isn’t always the same each month. But I would love to make some time to help take care of some cute doggies and cats! I have taken care of different kinds of dogs. I rescued a dog from the shelter so I have experience with taking care of animals that can be a bit more difficult. I am willing to clean up messes. I am very patient with animals and I will give them lots of love:)

Sitter Profile Image: Hallie T.
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Hallie T.
from
$14
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Roseburg, OR, 97470

Hallie has become our new regular. Me and my dog fam are grateful for them.

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Erin grey K.
Sitter Profile Image: Tom M.
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Tom M.
from
$12
per visit
5.0 out of 5 stars
21 reviews
10 repeat clients
40 years of experience
Roseburg, OR, 97470

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.

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George H.
Sitter Profile Image: Nikki C.
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Nikki C.
from
$22
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
2 years of experience
Roseburg, OR, 97470

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

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Lauren R.
Sitter Profile Image: Katelyn A.
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Katelyn A.
from
$20
per visit
5.0 out of 5 stars
2 reviews
22 years of experience
Roseburg, OR, 97470

About: I have grown up with dogs, raising all of them from puppies (starting at 10 weeks). I also worked for four summers at a dog daycare with dogs of all ages and breeds. At work, I learned how to perform basic grooming procedures, worked with many dietary plans and restrictions, and handled medications. I have also volunteered with shelter dogs and cats with various behaviors and needs. I currently work 4 day weeks, but I have ample free time on my days off I have included in my calendar. Let me know how I can best fit your pet’s needs. I have a dog of my own who is very timid and territorial, so I do not offer services in at my own place. However, I will treat your fur babies with the same love as my own.

Sitter Profile Image: Kathy R.
Verified Enhanced Background Check
Kathy R.
from
$20
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
ROSEBURG, OR, 97471

About: I've cared for dogs and other pets for 15 years. I have experience in animal care and training for a variety of both domestic and exotic species. I'm an avid runner and I can keep up with the most active dogs! I know my work schedule about a month in advance so I know ahead of time when I will be available to care for your pet. I can drop in and visit your pet to give them some extra attention and care. I love being outdoors so I would love to take your dog on a walk or even a run if they have some extra energy!

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The median cost per night for cat sitting in Winchester is $22

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Cat Sitting FAQs

Frequently asked questions about Rover

Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winchester on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.

If you’re searching for a Winchester cat sitter for the first time, visit the cat sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a cat sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 15 cat sitters in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, cat sitters on Rover respond in under an hour.

Experience can vary widely from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when comparing cat sitters available in Winchester.

Do you simply need someone to stop by and play, feed, and scoop? Winchester cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.

There are 15 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.