House Sitting in Winchester

Find a loving house sitter to watch over your pets and your home.

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Top rated Winchester house sitters

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Sarah Marie D.
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Sarah Marie D.
$111
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Ridgeville, IN, 47380

About: I have always been around and loved animals.. I started pet sitting when I was in a single mom and working in the schools. I would care for dogs and house sit when coworkers went on vacation. Then I did some child care and pet sitting for weekends when coworkers went out town for emergencies. I have had many beloved pets growing up; cats, dogs, guinea pigs, rabbits, fish, and hamsters. Currently, I have a 2 dogs, cat and pet pig that is house trained. Caring for my animals bring so much joy and happiness especially watching them play with each other like children. I promise you I will care for your pets just like they were my own. I will provide you with photos for reaccurance and updates while under my care. I can"t wait to meet you and your pets :)

Sitter Profile Image: Jessie P.
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Jessie P.
$50
total per night
5.0 out of 5 stars
14 reviews
6 repeat clients
24 years of experience
Muncie, IN, 47303

Very pleased with Jessie. Compassion and daily exercise were given our dog Elton. Would recommend to future clients and will book with her again.

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edward s.
Sitter Profile Image: Sophia R.
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Sophia R.
$28
total per night
5.0 out of 5 stars
3 reviews
15 years of experience
Muncie, IN, 47305

About: I've been taking care of animals since I was 5 when I got my first dog, and I've been caring for animals ever since! I've cared for many different species, such as dogs, cats, birds, rabbits, cows, fish, and a couple of reptiles! I'm always looking for new animal friends and would love to meet yours! I'm currently a full time college student, and have two classes a day. I will be available for pet care at all hours other than 10-11am, and 12-1pm during my classes. I have a nice big hallway for your pet if a kennel is needed, and I have great access to a nice, safe walking path, plus a big yard for pets to play. I am very adaptable and can make anything work!

Sitter Profile Image: Ashley M.
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Ashley M.
$28
total per night
5.0 out of 5 stars
2 reviews
15 years of experience
Albany, IN, 47320

About: Since I could walk, I’ve had animals in my life. I’ve helped care for animals of all kinds ranging from fish, cats and dogs to chickens and horses! Feel free to reach out with any questions or concerns. I am currently off work and have open availability to take care of your furry friend(s)! If you have any questions, feel free to reach out and I will get back to you ASAP! Currently, I have 3 cats, a Chihuahua and a 30 gallon fish tank. As far as my cats go, I feed them canned food and have dry food out regularly. They have yearly vet visits and I keep them up-to-date on boosters. My cats are enriched with cuddles, playtime and scratchers in multiple places throughout my place. They love to be brushed often as well. My dog, Butterball, has his nails filed as often as needed and he loves cuddles under the blanket while watching tv. He goes outside on a lead multiple times a day. My fish tank is cleaned and maintained biweekly. I also always have spring water on hand to keep water levels appropriate.

Sitter Profile Image: Tessa R.
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Tessa R.
$17
total per night
5 years of experience
Muncie, IN, 47304

About: My family has always owned a dog. Ever since I was young, my family and friends have relied on me to care for their animals, whether it be a walk, or an overnight sit. I’m a current Ball State Social Work grad student and love paying visits to the local Animal Shelter in my free time! I am a part time grad student at Ball State University, and also work part time at a daycare. I still have a lot of free time I’d like to fill throughout the week doing something I love, like taking care of animals. I am very attentive when it comes to caring for other peoples babies. Safety for myself and the pet is my number one priority. I do have a fenced in big back yard, and I also live right next to campus!

Sitter Profile Image: Maura Y.
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Maura Y.
$35
total per night
5.0 out of 5 stars
16 reviews
5 repeat clients
5 years of experience
Arcanum, OH, 45304

Maura was amazing with our dogs! She was very prompt in answering messages and went above and beyond to make sure our 3 dogs were taken care of while we went on a mini vacation. I highly recommend her and will definitely use her again!

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Jessica M.
Sitter Profile Image: Abby H.
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Abby H.
$70
total per night
2 years of experience
Hagerstown, IN, 47346

About: I grew up with 3 large breed dogs and have done 2 years of dog walking / pet sitting! During my 2 years of pet sitting, I took care of puppies from 6 weeks old to senior dogs. Things that fell under the description of ‘took care of’ are; picking up poop, feeding / following dietary schedules, administering medications, walks, play time, bathroom breaks, training work, mental stimulation (snuffle mats, kongs, etc.) I do daily dog walks, and am helping my parents raise and train a German shepherd! I also have 2 cats of my own at home. I will travel to your home by car! I do not offer care for your pets in my home due to my cats not being very sociable haha!!

Sitter Profile Image: Samantha N.
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Samantha N.
$34
total per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
New Castle, IN, 47362

Samantha took great care of my dog and cat while we were away. Getting pictures and updates really set me at ease.

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Savanna G.
Sitter Profile Image: Sofia V.
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Sofia V.
$56
total per night
1 year of experience
Muncie, IN, 47303

About: I have always love all kinds of animals since I was little. Im hoping to get my some soon when I get my own place. A lot of people always told me that I'm an animal whisper because a lot of animals really trust me more than others. Owners have told me how amazing it is to see their fur babies trust me and let them pet them when they normally don't let anyone pet them. I am currently looking for a part time job right now. As I am a Caregiver working through the weekdays. I am sure we can talk more about the days and times that work for both of us! I can’t wait to meet your amazing animal! I have a fenced yard, and two cats that will make sure your animals have companionship! In this house we spoil our animals and your animals equally with lots of treats, cuddles, and playtime!

Sitter Profile Image: Mykhail M.
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Mykhail M.
$45
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Muncie, IN, 47305

About: I have pet sit for many years. I love meeting new animals. I enjoy pet sitting because as a social worker I am able to come home to an animal and sent time with them. Animals are the way I cope. I have plenty of time to play with animals in the evenings and weekends. My schedule is very open for this and I am excited to have this opportunity I will ensure to keep everything the way I found it or even better. I know animals do best in their own environment so I have no problem being in other peoples homes. I show respect.

Sitter Profile Image: Kaitlin B.
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Kaitlin B.
$28
total per night
5.0 out of 5 stars
48 reviews
15 repeat clients
10 years of experience
Piqua, OH, 45356

Kaitlin is very kind and nice, did extra activity with our dogs and left our place cleaner than she found it! We would highly recommend and ask her to care for our 2 goldens again. Nellie and Maria would agree! Thank you Kaitlin Jeff and Jodi

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jj b.
Sitter Profile Image: Ben P.
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Ben P.
$73
total per night
5.0 out of 5 stars
24 reviews
6 repeat clients
20 years of experience
Belmont, Dayton, OH, 45420

Ben did such a great job! Even my shy and less friendly cats grew to like him and be out and about the house when he was here. He sent me daily updates and some great photos. Truly the most relaxed I’ve been on a vacation recently, knowing my cats and my house were in such good hands.

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Don S.
Sitter Profile Image: Krystle C.
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Krystle C.
$111
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Clayton, OH, 45315

About: I have always cared for my friends animals when they are traveling and I also have had my cat Nola for 5 years. I’m also familiar with animals having anxiety and how to care for them by creating a routine that’s safe and fun. I have an open schedule currently so I’m open to flexibility during the day and some afternoons. I’m on break from my Masters program so my time is pretty open. I would make sure that any special needs your sweet baby needs is taken care of with extreme amount of love and care. I understand how important it is to be gentle especially when meeting new pets who might have anxiety.

Sitter Profile Image: Sergio T.
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Sergio T.
$32
total per night
5 years of experience
Anderson, IN, 46016

About: I Have experience with cats of most sizes dogs, birds, arachnids an even reptiles. I will treat your furry one like they were my own. Partner is working an i am full time dad looking for side income that doesn’t require me to leave our little one. Our child loves animals as well. I live in a pet friendly apartment complex with tons of sq. Footage for your furry one to get plenty of exercise. It is only me my child an partner who reside in our apartment.

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House Sitting FAQs

Frequently asked questions about Rover

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

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

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

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

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winchester house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

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

Note: If your house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.