House Sitting in Oswego

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

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Top rated Oswego 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
$35
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
10 years of experience
Warsaw, IN, 46580

Darcy was absolutely amazing. She watched my dog Stella for me on my wedding day, Stella was in the wedding and Darcy came to the venue and picked her up for me! We were so stressed about want to do with Stella after the ceremony and she made it ten times easier and stress free. Definitely book her for all your furry friend needs!

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Ashley J.
Sitter Profile Image: Emily W.
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Emily W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
94 reviews
36 repeat clients
11 years of experience
Warsaw, IN, 46582

What a sweetheart. We were gone 4 hours and returned to a very happy pup. (Think Ms Goofy was disappointed when Emily left.) Will definitely be asking for her services again.

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Jane H.
Sitter Profile Image: Lorissa G.
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Lorissa G.
from
$60
per night
4.7 out of 5 stars
10 reviews
1 repeat client
7 years of experience
Syracuse, IN, 46567

This was our first time having someone stay in our house so it was a bit awkward in the beginning BUT Lorissa was a great sitter for our 3 pups while we were away. When she was going to be later than expected she communicated with us. She was able to come 2 weekends in a row prior to us leaving to be sure the pups would know who she was…we plan on having Lorissa sit for us again in the near future! 🐶

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Jayee T.
Sitter Profile Image: Jonna W.
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Jonna W.
from
$25
per night
5.0 out of 5 stars
7 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
$85
per night
4.5 out of 5 stars
5 reviews
20 years of experience
Warsaw, IN, 46582

She was excellent. Trustworthy, the animals loved her. Very responsive in communication and no issues with her whatsoever. Will definitely use her in the future.

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Chris H.
Sitter Profile Image: Bradley L.
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Bradley L.
from
$26
per night
1 repeat client
10 years of experience
Warsaw, IN, 46580

About: Animals will always have a special place in my heart I love taking care of them no matter what they are big or small forever I have a dog of my own and he’s the best dog ever I love my dog with my whole life no matter what forever Leash and keeping an eye on my dog and love and treats and attention and food at the right times and no bad food also

Sitter Profile Image: Libby L.
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Libby L.
from
$90
per night
10 years of experience
North Webster, IN, 46555

About: I grew up with an Australian Shepherd Blue Heeler mix and loved teaching him new tricks, going for walks, and playing enriching games that helped get his energy out. My parents added a Chiweenie to the family a couple years ago, so now when I visit, I love to walk them both! I often dog/house sit for my parents; being in their home environment seems to be most comfortable for them. Aside from dogs, I graduated from IU Bloomington in 2021, and have switched careers to work for a local school system. I am looking for something fun, active, and outdoors for the summer - what better activity than dog walking?! I cannot wait to connect and meet your furry family! I have the summer off to help care for your pups! My current schedule is open and flexible - I can be available almost any time with some notice. 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 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: Natalie S.
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Natalie S.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Warsaw, IN, 46580

Natalie communicated well, took great care of Kong, and left the house tidy. She reached out ahead of time about a couple of things she needed to accommodate her work schedule and about whether visitors were allowed, which I appreciated. She was patient with my detailed instructions for my stubborn but sweet senior dog. I’d recommend Natalie!

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Mindy T.
Sitter Profile Image: Edna H.
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Edna H.
from
$65
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Nappanee, IN, 46550

We cannot recommend Edna highly enough! She recently watched our two mini dachshunds, Tux and Moo, and exceeded all our expectations. From the moment we met her, we could tell how kind and caring she is, and she made us feel completely at ease leaving our dogs in her care. Edna kept our home spotless while we were away, and she consistently checked in with us to provide updates. She even sent us the sweetest pictures of Tux and Moo, which made us feel so connected and reassured. It was clear they were happy, comfortable, and well-loved under her care. If you’re looking for someone who will go above and beyond for your pets and treat them like family, Edna is the person for you. We would absolutely trust her again and highly recommend her to anyone looking for a responsible, thoughtful, and caring pet sitter!

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

As usual, Jordan was great with our pups. He graciously handled one of our dogs having an upset tummy and he was respectful of our home. Thank you Jordan! We appreciate you so much!

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Amber R.
Sitter Profile Image: Ashlyn L.
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Ashlyn L.
from
$25
per night
15 years of experience
Syracuse, IN, 46567

About: I’ve taken care of family friends pets and neighbors pets over the years including cats and dogs. I have 5 dogs and 1 cat of my own. I have always had dogs growing up and we also had cats over the years as well! I have 5 dogs and 1 foster cat of my own! My typical day is pretty open at this time as I do not have a full time job, I spend most of my days with my pets and house cleaning! Due to me having 5 dogs I do not offer watching in my home, but I’m more than willing to do drop in visits, walks, or even overnight stays in your home!

Sitter Profile Image: Madeline W.
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Madeline W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
37 reviews
12 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: Kerstin B.
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Kerstin B.
from
$50
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 have a Facebook page and that is where all my dog sitting customers are!!! I accept cash! 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: Emma R.
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Emma R.
from
$30
per night
4 years of experience
Winona Lake, IN, 46590

About: I have been catering for dogs ever since I was young. I am hardworking, flexible, and love animals. I am a responsible student who is majoring in nursing. I am willing to put the work in. I am currently a studen. My open days are Sunday, Monday, Tuesday, Saturday. On Wednesday and Friday I can do evening. I am pretty flexible. I live on a lot of land, have a big backyard and another dog to keep your pet company. I would be available to crate the dog if needed

Sitter Profile Image: Grace R.
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Grace R.
from
$40
per night
6 years of experience
Leesburg, IN, 46538

About: I’ve taken care of animals for a little over 6 years now . I first started with dog walking and realized how much I enjoy being with animals and taking care of them. I’ve watched dogs and cat for family and friends. I’d love to start caring for animals more so I can eventually turn it into a full time job. I’m currently working a full time job. I get off of work around 3:30 or 4:00 and I go in at 8:00 AM. I will mostly be watching animals after I get done with my job. I would mostly be watching animals in the clients home as my home is not set up to have pets in it as of right now.

Sitter Profile Image: michael l.
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michael l.
from
$25
per night
1 year of experience
Goshen, IN, 46526

About: I grew up with dogs & cats my whole life. I dog and cat sit for a relative of mine which kind of inspired me to start this. Hey there! I'm Michael I work evenings at AT&T, so my mornings and select days off are completely free – which means I have reliable, consistent time to care for your pup or cat. A little about me so I'm no stranger to hard work, staying on my feet, or handling messy situations calmly. I'm punctual, pay close attention to details, and I'll treat your pet like my own.

Sitter Profile Image: Jill R.
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Jill R.
from
$20
per night
20 years of experience
Warsaw, IN, 46582

About: I love dogs! I have three of my own at home that I have taken care of. I also have a cat who I love! I also have experience dog sitting for families. I have experience walking, feeding, bathing, and hanging out with other’s pets. I am an elementary teacher on summer break. My schedule is very open and flexible. I am available for walks, home visits, boarding, and more. I live in a house in Warsaw with a big yard for pets to go potty and walk on. I am also open to going to your house.

Sitter Profile Image: Amber S.
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Amber S.
from
$35
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Syracuse, IN, 46567

Amber was fabulous with my puppy! I was so nervous to leave my 13 week old puppy with anyone and she treated Freya like she was her own! She sent photos daily and showed so much love! I would use her again and again 😊

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Erin O.
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: Angela B.
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Angela B.
from
$30
per night
10 years of experience
Nappanee, IN, 46550

About: My heart is with the animals. My gift is with the animals. I guarantee my heavenly job is with the animals. I have over 20 years of experience with both aggressive and non aggressive breeds. I’ve owned and rescued, fostered and everything in between!!! Let me be your pets new best friend! Right now I’m rearranging my life to do what makes me happy. I want to wake up and do what gives me joy and that is taking care of animals. I have a cane corso and 2 pit bulls. If I can care for these 3 boys then I can care for ANYTHING! I’ve much experience with bully breeds and non bully breeds. I understand and recognize behaviors and what they mean. I guarantee your pet will be safe with me. Safe, happy and loved!!!

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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 Oswego 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 Oswego 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 Oswego on Rover as of Jun 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 Oswego 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 Jun 2026, there are 165 house sitters in Oswego. 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, 88% of Oswego house sitters respond in under an hour.

House sitters in Oswego have an average of 14 years of experience. 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 Oswego.

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. Oswego 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.