House Sitting in Winfield

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Top rated Winfield 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: Carley S.
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Carley S.
from
$65
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
7 years of experience
Crown Point, IN, 46307

Carley is wonderful with our two Great Danes! We are a repeat client and would recommend Carley to anyone. She also left our house just the way it was when we left. That is always a relief to come home to.

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Angela M.
Sitter Profile Image: Sabrina A.
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Sabrina A.
from
$100
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Merrillville, IN, 46307

Sabrina was amazing with my pups. Sabrina was very professional. Sabrina was quick to respond to messages and work with us on such short notice. If your looking for the perfect sitter, look no further than Sabrina.

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Tamara P.
Sitter Profile Image: Caitlin H.
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Caitlin H.
from
$30
per night
1 year of experience
Northwest, Crown Point, IN, 46307

About: I have been around dogs since I was born! I have two of my own fur children, whom both required a lot of attention and are very spoiled! They are also extremely well mannered and I have only self-trained them with patience and proper motivation. I have pet sat for friends and family several times informally, and found it to be so fun! I myself am a very detail oriented person, loves loving on animals, and understands how comforting it is to have the right person looking after your baby! I own my own business so my hours are flexible and can be arranged as needed! I already am caring for my own pets throughout each day! My dogs are both leashed when going out to potty in our yard. I also work on patience, obedience commands, and recall with them so that they have little daily disciplines. Both of my dogs are very treat oriented so it makes keeping them up to snuff with their manners easy! They also get regularly walked through our neighborhood, have an abundance of toys, and a very consistent meal time for breakfast and dinner!

Sitter Profile Image: Eli W.
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Eli W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
10 years of experience
Merrillville, IN, 46410

This was the first time I have used Rover and had Eli as a sitter. He made us feel comfortable with having him care for our pets from the beginning. The night before we left our 12 year old shitzu had a small infection and was giving 3 meds. Eli took care of everything as prescribed and gave us several updates, easing our mind and allowing us to enjoy our trip knowing everything was fine.

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Mary H.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
104 reviews
40 repeat clients
15 years of experience
Demotte, IN, 46310

Hannah is seriously the best! One of our dogs had an unexpected medical issue that came up (not requiring a vet) hours before we were supposed to leave town and Hannah was comfortable keeping a close eye on him and keeping us updated throughout the weekend. She’s our go-to sitter!

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Erika T.
Sitter Profile Image: Gillian C.
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Gillian C.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Schererville, IN, 46375

Gillian did great caring for my dog and 4 cats over night. They were all very comfortable with her and allowed for me to enjoy my night away from home.

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Damon S.
Sitter Profile Image: Addison B.
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Addison B.
from
$50
per night
5.0 out of 5 stars
4 reviews
9 years of experience
Hebron, IN, 46341

We had an amazing experience with Addison! From the moment we left, communication was outstanding. We received regular updates, photos, and messages throughout our trip, which gave us so much peace of mind while we were away. Our dogs were clearly well cared for and loved. It was obvious that she took the time to get to know their personalities and made sure they were comfortable, happy, and safe. She was incredibly reliable, professional, and kind, and we never had to worry about a thing. We came home to happy, well-cared-for dogs, and we couldn’t have asked for a better experience. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy, caring, and communicative pet sitter!

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Savannah D.
Sitter Profile Image: Skylar G.
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Skylar G.
from
$35
per night
19 years of experience
crown point, IN, 46307

About: My family has always owned one or more dogs or many different breeds since I was born which gave me lots of experience in pet care. I want to ensure that animals are happy and well taken care of. They are a part of our families too. i do go to school and work but i’ve always been good at balancing a schedule and will always be on time. i could dog sit almost everyday and do a good job. i would take care of your pet and your home like they were my own. i believe that if you are going to do something you should do it right.

Sitter Profile Image: Sydney H.
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Sydney H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Saint John, IN, 46373

Sydney was the best with great communication! We will definitely be using her again & highly recommend.

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jessica m.
Sitter Profile Image: Alexandria Q.
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Alexandria Q.
from
$70
per night
4.9 out of 5 stars
49 reviews
12 repeat clients
5 years of experience
Crown Point, IN, 46307

So glad I found Alexandria to take care of my cat when I was gone. She is very dependable and was loving toward Bruno. You would not be disappointed to book with her.

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Rick G.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Gary, IN, 46404

Samantha was amazing! She took such great care of all our pets. Our dog was so relaxed when we got home. This was also a last minute booking since our sitter bailed on us and she really saved the day. She sent lots of updates and pics too so we could see all our babies being well care for. We’ll absolutely use her service in the future.

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Marilyn B.
Sitter Profile Image: Rebecca P.
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Rebecca P.
from
$40
per night
8 years of experience
Valparaiso, IN, 46385

About: Hello, I'm Rebecca. I'm 28 years old. I've always been an animal lover. I live with my parents who have had multiple dogs over the course of my lifetime. Being the only child still living with them, I've become their dog sitter anytime they leave for a trip, etc. I began experiencing disabling health issues right out of high school and resorted to dog sitting as a way to make money as I was not able to hold a "real" job. I grew to love it. I'm healthier now and looking to find more opportunities outside of friends, family, and neighbors. I would love to broaden my horizons and care for fur babies full time. I'm currently unemployed and have a very open schedule. I have experience caring for puppies, elderly dogs, and anything in between. I know how to administer medication and clean up accidents due to my past elderly dogs having health complications. I also have experience caring for rabbits and cats. After the passing of my 9 year old rabbit in June 2025, I felt like a piece of me was missing. Only a couple months later, I started dog walking for a woman in my neighborhood daily and it helped me through the grief of losing my bunny. That's what caused my desire to dog sit/walk to grow even more. It is said that "time heals all wounds" but the unconditional love from a furry friend really helps pass the time. I'm also a house plant lover. If needed I can water and care for any houseplants during overnight sittings. No more worrying about your beloved pets or plants while you're away! With me you can have peace of mind that they're all in good hands. I'm currently unemployed. I have a very open schedule except for weekdays from Noon-1pm (when I dog walk in my neighborhood). I have 2 separate church events scheduled on the 4th Saturday of every month. Scheduling walks or drop in visits can be tricky that day because the events don't always have a set time. I can dog sit at your home on those 4th Saturdays as long as I am able to leave for a couple hours for the events. During drop-in visits/walks I rinse and refill water bowls, replace empty treat toys, clean up any accidents that may have occurred, play with your fur baby to release any pent up energy they might have, and complete any other duties you may have for me. I pay close attention during potty breaks and notify the owners if anything is out of the ordinary. When dog sitting I can stay at your home overnight if needed. If not I can check in as often as you'd like. I can provide updates through out the day and pictures so cute you'll want to frame them.

Sitter Profile Image: Khalia M.
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Khalia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
10 years of experience
Glenwood, IL, 60425

Dolly had a fun, relaxing time in Khalia’s care. We’re so grateful Khalia was available to play and keep Dolly company while we visited family.

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Nellsyn H.
Sitter Profile Image: Nyemah B.
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Nyemah B.
from
$30
per night
2 years of experience
Dyer, IN, 46311

About: My experience has been mostly my family and friends. I have taken their animals on walks, bathed them, fed them, played with them. Took them to parks and even trained them on new skills. Since I just graduated I have very open availability and ready to help. I am very organized and dependable, I value time management, my career/education, and most importantly taking care of people and animals. I am currently waiting for the new school year to roll around and continue my education so my schedule is free. I wake up early to work out but that time can be flexible depending on if I have a pet to watch. I keep the animals on the schedule they are used to. Feed them, fill water, walks, clean behind them, playtime, medicine if they need. Also litter box maintenance for cats. Also making sure we’re safe in the house and my phone near me to contact the owners if needed.

Sitter Profile Image: Karina R.
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Karina R.
from
$80
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Hobart, IN, 46342

I’m so glad I tried looking for another sitter and found Karina! She did a fantastic job! She truly cared for Zoey and made time to know her, and eventually they became buddies! Zoey has a separation anxiety and could be difficult to handle (she won’t leave the house even to go potty). But Karina took effort & was so patient with Zoey and made sure she got to potty for the day. The house was the same as how we left it. I definitely will book Karina again even for drop ins! Thank you so much, Karina! We appreciate you so much!

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Jennifer P.
Sitter Profile Image: Kimberly V.
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Kimberly V.
Star Sitter
from
$119
per night
4.9 out of 5 stars
59 reviews
11 repeat clients
40 years of experience
Valparaiso, IN, 46383

Our Micki took to Kimberly right away. Our dog can always recognize a fellow dog lover. We received many photos and videos while we were away, which made us feel really good. When we got home, Micki was happy and tired from having so much fun. Thank you Kimberly for treating our dog like the queen she is.

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Patricia H.
Sitter Profile Image: Emma N.
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Emma N.
from
$50
per night
5.0 out of 5 stars
3 reviews
2 years of experience
Portage, IN, 46368

About: Although I am a cat mom of two, I also have deep care and compassion for dogs of all kinds! Since I was 16 years old, I have volunteered on and off at my local humane society, giving care to all animals. Care including: ensuring all dishes and laundry are fresh and clean, cleaning cages, feeding, as well as giving love & attention to each cat and dog! I also have had the honor of caring after my neighbors dog for about a year. This care included: taking him on walks and playing with him every 2-3 hours, feeding him, as well as giving plenty of love and pets! I’m currently working part-time, so I will have plenty of quality time to spend with your furry friend! During the week/weekends, I do not have a set work schedule, however I am flexible to work around my start and end times! If needed, I am able to easily crate your dog, I am able to take any precautions of care, as well as take upon requests that your fur baby may need during his/her time with me.

Sitter Profile Image: Sydney T.
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Sydney T.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Crown Point, IN, 46307

Sydney was excellent! She housesat and watched our pups for a few days on a last minute trip. She took great care of both, sent regular updates, and made sure all was tidy before we returned. She will be out first call when we need a sitter again.

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Shawn W.
Sitter Profile Image: Nevaeh F.
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Nevaeh F.
from
$30
per night
4 years of experience
Lowell, IN, 46356

About: What sets me apart is my hands-on experience working as a veterinary assistant along with my genuine love for animals. I’m comfortable caring for pets of different ages, sizes, and personalities, and I pay close attention to their behavior, comfort, and overall well-being. I have experience helping with feeding routines, exercise, medications, basic grooming, and providing calm, patient care for both energetic pets and older animals who may need extra attention. I understand how important consistency and trust are for pets, so I work hard to keep them comfortable and stress-free while their owners are away. I’m also very dependable, organized, and communicative. I make sure owners stay updated with messages and photos so they can feel confident their pets are safe, loved, and well cared for. Pet care fits naturally into my routine because I already have a pretty busy schedule balancing college, workouts/practices, and everything else going on. Since I’ve worked as a veterinary assistant before, taking care of animals has become second nature to me. I usually build pet care into my mornings and evenings with feeding, walks or playtime, cleaning up, and just making sure they’re getting attention and affection throughout the day. During the week, I also make time for things like washing bedding or toys, restocking supplies, and keeping up with overall health and wellness. Even when life gets hectic with school, stunt, lifting, or work, I see pet care as something that helps me slow down a little and brings comfort and consistency to my routine. I care for pets by making sure they stay comfortable, safe, and on their normal routine as much as possible. In my home and in a client’s home, I focus on feeding schedules, fresh water, potty breaks or litter box cleaning, exercise, playtime, and giving pets plenty of attention and affection. I also make sure the environment stays clean and stress-free for them. Because I have experience working as a veterinary assistant, I pay close attention to animal behavior and health, including monitoring for changes in mood, appetite, or energy levels. I am comfortable helping with basic grooming, administering some medications if needed, and following any specific instructions the owner provides. When caring for pets in a client’s home, I also respect the home by keeping everything tidy, following routines carefully, and sending updates or photos so owners feel reassured while they are away.

Sitter Profile Image: Ashley H.
Verified Enhanced Background Check
Ashley H.
from
$60
per night
15 years of experience
Crown Point, IN, 46307

About: I’ve owned pets my entire life, chose it as a career, and started working as a veterinary assistant. Now I work as a dog trainer! I’m excited to meet you and your pets! Right now I work part time, so I’m available most days in the afternoon/ evenings! I will have plenty of time to hangout with your fur babies! Let’s talk about the best day and time for you! The goal is to make sure your pups are happy and cared for as if you were home with them! I will always be prepared, always have treats, and always communicate with you!

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Over 39
pet parents in Winfield have booked house sitting

Winfield pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Margaret has been watching my pups and home a few times now and each time she has just been fantastic. Great communication, my house is always left very tidy, my pups are happy and well cared for and just adore her. Going on vacation is a breeze now that I have someone amazing to stay.

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amy c.
House Sitting
5.0 out of 5 stars

AMAZING every sit! I never have to worry about anything when Margaret is sitting and my dogs adore her! Couldn't reccomend her more! House is always so clean too! Thank you!

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amy c.
House Sitting
5.0 out of 5 stars

So glad I found Alexandria to take care of my cat when I was gone. She is very dependable and was loving toward Bruno. You would not be disappointed to book with her.

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Rick G.
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 Winfield is $50

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 Winfield 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 Winfield on Rover as of Jun 2026 was about $50 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 Winfield 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 578 house sitters in Winfield. 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, 89% of Winfield house sitters respond in under an hour.

House sitters in Winfield 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 Winfield.

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. Winfield 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.