House Sitting in Winona Lake

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

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Top rated Winona Lake house sitters

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

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Sitter Profile Image: Darcie B.
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Darcie B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
10 years of experience
Warsaw, IN, 46580

Darcie took fantastic care of all our animals while we were gone. It was my first time using a house sitter so I was a little nervous, but I had nothing to worry about. They came over ahead of time and did a meet and greet so the dogs were comfortable with them and followed all our instructions. I highly recommend Darcie if you’re looking for a house sitter.

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Anne O.
Sitter Profile Image: Natalie S.
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Natalie S.
from
$50
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Warsaw, IN, 46580

Natalie was so great! I didn’t have to worry for a second that my dog wasn’t being taken care of. Very kind and obviously cared to make sure everything was going okay. The best, will book again!!! 💖

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Katie B.
Sitter Profile Image: Madeline W.
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Madeline W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
10 years of experience
warsaw, IN, 46580

We absolutely loved having Madeline watch our two pups while we were on vacation! I am guilty of leaving too many instructions sometimes, and she made me feel at ease before and during our time away. She also cleaned the house, washed all linens, and left the house in perfect shape. We’d be honored to have her as a sitter again!

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Tori P.
Sitter Profile Image: Lucas C.
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Lucas C.
from
$23
per night
5.0 out of 5 stars
6 reviews
1 repeat client
11 years of experience
Winona, IN, 46590

I would describe our pets and home as high maintenance. Our dog loves to play all of her waking hours and our cat needs to be fed about 5x / day. In addition, we asked Lucas to water some plants, collect mail etc. He handled everything and sent us updates and pictures. When we returned home the house was clean and everything looked great. We have asked Lucas to pet and house sit for us several times and would be happy to ask again.

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Cheryl H.
Sitter Profile Image: Emily W.
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Emily W.
from
$45
per night
5.0 out of 5 stars
88 reviews
33 repeat clients
11 years of experience
Warsaw, IN, 46582

Emily did such a wonderful job with our dogs! She sent pictures and kept us updated the entire time. They seemed so content and happy to be able to stay home and our house was clean, maybe even cleaner when we returned. We will definitely rebook with her again!!

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Tammy C.
Sitter Profile Image: Jonna W.
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Jonna W.
from
$25
per night
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Warsaw, IN, 46582

About: I've taken care of dogs since I was 8 years old and love them so much. Dogs are so much fun! I have four kids who love dogs as well! We would love the chance to snuggle & play with your fur baby! I am currently working part-time so I have plenty of time to walk your dogs and play with them! We are pretty flexible with our schedule. We're available most weekends as well. I have a fenced in yard for plenty of room to run around and play. We live in a neighborhood where we can easily go on walks!

Sitter Profile Image: Jenelle B.
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Jenelle B.
from
$70
per night
4.0 out of 5 stars
4 reviews
20 years of experience
Warsaw, IN, 46582

Took really good care of our boy pups and took lots of pics—which were great to see!

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Carole C.
Sitter Profile Image: Kerstin B.
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Kerstin B.
from
$30
per night
2 years of experience
Warsaw, IN, 46582

About: Hello my name is Kerstin! I am a big dog lover and have always had a dog in my life! I am someone who loves to hangout with my dog at home and not go anywhere. Please think about letting me watch your dog or dogs! I do have my own Facebook for dog sitting if you would like to follow that one as well! I am currently part-time at my work and work weekends only! Saturday and Sunday only! I work 6:30 am to 7pm! In warsaw IN. I am doing this to focus on school Whatever you have at your house for the dog to do! I’ll watch them at the persons house. I will house sit or spend the night on the couch to make sure the dog is ok

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$100
per night
10 years of experience
North Webster, IN, 46555

About: Growing up with an Australian Shepherd Blue Heeler mix (Buddy), I loved teaching him new tricks, going for walks, and playing enriching games that helped get his energy out. My parents added a Chiweenie (Joey) to the family a couple years ago, so now when I visit I love to walk them both, give Buddy back massages, and snuggle little lap dog Joey. I often dog/house sit for my parents; being in their home environment seems to be most comfortable for the pups. Aside from dogs, I graduated from IU Bloomington in 2021, have switched careers from management and sales to healthcare, and now work for a local school system. I am looking for something fun, active, and outdoors for the summer - what better activity than dog walking/sitting?! I cannot wait to connect and meet your furry family. I am currently working full time, but will soon have the summer off to help care for your pups! My current schedule varies, but I am available some evenings and weekends. Send me a message and I will get back to you ASAP! I will ensure to adhere to any dog schedules/routines, send regular photo/text updates upon client request, and to care for your dogs like my own. I will do everything in my power to make them feel safe, comfortable, and loved. You can expect frequent and thorough communication - don’t be afraid to leave detailed lists/notes of exactly how you want your dog cared for. I will do my best to mimic how you care for your pet to ease any distress and make your absence as enjoyable as possible for them.

Sitter Profile Image: Kendall B.
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Kendall B.
from
$40
per night
3 years of experience
North Manchester, IN, 46962

About: I have worked at a dog boarding facility in the past, as well as pet sitting! I have experience giving medication and with special diets. I am comfortable with younger pets up to senior pets! I am responsible and responsive! I currently have a full time job Monday-Thursday, so I am looking for pet care work Friday-Sunday! There is an option to provide morning walks every day of the week. I will be very respectful of your home and space while caring for your pet. I don’t offer pet care in my home, because I have a cat.

Sitter Profile Image: Jordan N.
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Jordan N.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Columbia City, IN, 46725

We had a great experience with Jordan. He was not intimidated by the energy of our two rambunctious boxers, and he gladly handled any behavior issues that arose while they were in his care. He took wonderful care of our home and did the things we asked like get the mail and take the trash to the road for pickup. Jordan was responsive whenever I checked in and he took the time to provide thorough updates. We highly recommend Jordan and hope to use his services again in the future!

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Amber R.
Sitter Profile Image: Kaylee P.
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Kaylee P.
from
$75
per night
8 years of experience
Winona Lake, IN, 46590

About: I have been in pet-care for 8 years, as well as a Veterinary Assistant at a small animal veterinary clinic for 6 years. I am knowledgeable in how to effectively care for your pet, as well as ensuring they are safe and happy! I’m a college graduate who is looking to pursue veterinary medicine. I am still living at home, so this allows me to be in the area quite often and to be around when I am needed. I will make sure I follow all of your at-home guidelines that are given to me. Their safety and happiness is my number one priority.

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$45
per night
7 years of experience
Nappanee, IN, 46550

About: Are you looking for someone that loves animals that will take for walks play with them and clean up after them and bathe them if needed if you need me to sit at your house I will but I cant have any animals at my home I will feed and water them when they need it also I will take them for car rides if its acceptable for the owner I have been a sitter before and they loved how I took care of there two dogs I can give you the reference if you need it I am a very honest person I don't have any felonies or ever been arrested for anything so if you have anymore questions please contact me for more information thank you for your time Jennifer R. I’m currently a cna and working part time I can come to your house and make sure that you’re fur baby is taken care of I keep my cat in my house I would not be able to house any of your fur babies I would be going to your house to take care of them

Sitter Profile Image: Bree C.
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Bree C.
from
$150
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
8 years of experience
Nappanee, IN, 46550

Our dog was super happy and well taken care of while we were away. It brought such peace of mind knowing he was in good hands. Very grateful to Bree!

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Emily C.
Sitter Profile Image: Andrea B.
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Andrea B.
from
$75
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
30 years of experience
South Whitley, IN, 46787

Andrea did an amazing job with my dog & 3 cats! My dog has separation anxiety & he seemed so calm after his initial excitement when we got home. She stayed in our home for the weekend & sent great photos while we were gone. Will definitely be using her again when going out of town. ????

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Elizabeth W.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$26
per night
20 years of experience
Columbia City, IN, 46725

About: I have been involved in several volunteer groups for pets and rescue organizations. I’m sure I could help your peace of mind when you need. I’m currently working for Rover full time. I’m looking to make this a career path and I’m trying to earn more than happiness from Rover. My apartment has a private entrance and I have parks and trails to take them near me that are secure. I have multiple options for boarding.

Sitter Profile Image: Devin J.
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Devin J.
from
$200
per night
5.0 out of 5 stars
4 reviews
1 repeat client
17 years of experience
Cromwell, IN, 46732

Even after finding out her gpa had passed away, she still took care of our Buddy while we were gone. That is a huge character builder. Thanks so much Devin.

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Stacey P.
Sitter Profile Image: Cal J.
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Cal J.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Columbia City, IN, 46725

Cal was absolutely amazing! He watched our two dogs for two days over Thanksgiving and treated them like they were his own. He sent frequent updates, photos, and check-ins so we always knew how they were doing, which gave us so much peace of mind. Our pups were clearly comfortable, happy, and well cared for. We couldn’t have asked for a better experience and will definitely be booking with Cal again. Highly recommend!

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Emily C.
Sitter Profile Image: Ana L.
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Ana L.
from
$40
per night
5 years of experience
Kimmell, IN, 46760

About: As a dedicated military professional and future pilot, I bring unmatched discipline, reliability, and focus to dog care. With hands on experience caring for energetic puppies and gentle, patient attention for senior dogs, I make sure every pup young or old is loved, safe, and thriving, just like family. I make pet care a daily priority playing, caring, and keeping their space clean. Whether it’s exercise, medication, or cuddles, I’m fully focused on their health and happiness every day. Whether at my home or yours, I create a safe, loving space tailored to each pet. I follow routines, provide care and playtime, administer medication if needed, and keep everything clean and comfortable.

Sitter Profile Image: Misty A.
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Misty A.
from
$35
per night
20 years of experience
North Manchester, IN, 46962

About: Growing up I lived on a farm. I had pigs, chickens, rabbits, ducks, dogs and cats. I have always had a love for animals of any kind. I’m currently a stay at home mom. With that being said I would be able to take care of your pet at any hour through out the day. I have a fenced in yard at my house because I have 2 dogs of my own. If I were to come to your house to take care of your dog, I would be sure to take the dog out on a leash so that the dog doesn’t run off.

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Over 29
pet parents in Winona Lake have booked house sitting

Winona Lake pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Madeline stayed with my pets over the weekend and took great care of them. She gave updates and noticed when my pup was having some discomfort and contacted me right away to find a way to help her. She was fantastic!

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Kristen A.
House Sitting
5.0 out of 5 stars

Alison was a five-star caretaker for my canine companion, Finnegan. She was kind, gentle, and attentive to his needs. In making initial arrangements, she responded instantly to all my text messages and was flexible and very accommodating to my own shifting plans. I have complete confidence in her and recommend her whole-heartedly. I had an excellent experience!

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Mary D.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Winona Lake is $40

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Winona Lake average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winona Lake on Rover as of Mar 2026 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Winona Lake 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.

As of Mar 2026, there are 63 house sitters in Winona Lake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 93% of Winona Lake house sitters respond in under an hour.

House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winona Lake.

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. Winona Lake 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.