House Sitting Winfield

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

End
Search

Over 32
pet parents in Winfield have booked house sitting

Winfield, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Madison B.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
St. John, IN, 46373

About: I’ve taken care of dogs and cats since I was a kid. I have house sat for at least three different people and took care of their pets! I’ve worked with senior dogs and puppies. I also have a part time job at a pet store so I have a decent amount of knowledge on pets and am more than happy to get things from the store for you! I have also administered medicine to a dog with health issues so I am comfortable administering medicine. I work part-time at a pet store! But I have time in between these things to drop in on pets and walk them, play with them, and even feed them. I’m happy to do whatever needs to be done’ My cat is older so she doesn’t play much anymore, but I’ve played with lots of kitties before. I’ve also played with dogs, big and small. My old home had a fenced in yard that I used to play with the dogs in. I no longer have that, but I love taking my own dog on long walks to burn off some of that energy!

Sitter Profile Image: Sabrina A.
Verified Enhanced Background Check
Sabrina A.
from
$100
per night
5.0 out of 5 stars
• 9 reviews
4 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.”

Profile image
Tamara P.
Sitter Profile Image: Emma P.
Verified Enhanced Background Check
Emma P.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
1 year of experience
Crown Point, IN, 46307

About: I have been around animals for as long as I can remember! I am comfortable around all dogs and am happy to adapt and learn how to best take care of your pets. When I come to walk, take care of, or play with your dog, I will dedicate my time to loving them! I have a dog of my own - an adorable mini Bernie doodle. I am currently at home in the off season as a professional soccer player. I am flexible with times and can accept last minute bookings. I absolutely love dogs, and would love to take care of your fur babies in any way! I am currently in the off season of playing professional soccer, so I can be very flexible with times. I can be available most every day before 5 pm. I have a lot of experience caring for very active pets. I can take your dogs for very long walks around the neighborhood or in dog parks.

Sitter Profile Image: Gabby P.
Verified Enhanced Background Check
Gabby P.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Crown Point, IN, 46307

“Gabby was wonderful. Our girls were happy and well cared for. We came home to everything great!! Would use her again. She’s the best!”

Profile image
Betsy M.
Sitter Profile Image: April Y.
Verified Enhanced Background Check
April Y.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 62 reviews
17 repeat clients
15 years of experience
Merrillville, IN, 46410

“April watched our gaggle of pups when we had to unexpectedly go out of town. She did an amazing job with them, was responsive, and I felt at ease knowing she had a handle on our crew. We have a puppy and an older guy needing medical care and she handled both so well. I would definitely recommend April!”

Profile image
Allison S.
Sitter Profile Image: Nicole S.
Verified Enhanced Background Check
Nicole S.
from
$38
per night
1 repeat client
30 years of experience
Winfield, IN, 46307

About: Special Education Teacher with a love of animals. Patient, kind, understanding, flexible. Originally from Chicago, from cats, to squirrels, to dogs, to hummingbirds, to bunnies, to bearded dragons, I have the heart for sending animals in need to a rescue center, and/or homing. Animals deserve love and care, no matter their personality. I strive to respect you as a pet parent and your baby, following owner directions and askings. Just like my students, I treat every animal as if they are my own. Safety is my top priority, as well as communication and transparency. Currently open for the Thanksgiving week and weekend because of being a teacher. After Dec 1 I will be available before 6:30am, evenings, and weekends. I have a degree in general and special education and am very patient with animals and like to know everything the owner can tell me, and respect the animal. Having an antisocial pet with trauma, I respect her and love her as much as my others because she deserves it. I am very careful and take care of animals as if they were my own, just like I do with the children in my classroom.

Sitter Profile Image: Gia C.
Verified Enhanced Background Check
Gia C.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Valparaiso, IN, 46385

“Gia was an excellent house sitter and pet sitter. I have two older cats, and was a little nervous about leaving them for two weeks. But when I returned, my house was clean, my cats were happy and well fed, and my mail was stacked on the kitchen table. Gia contacted me several times during my vacation, and sent photographs and video of the cats at home. I highly recommend her!”

Profile image
Elaine P.
Sitter Profile Image: Emaretta H.
Verified Enhanced Background Check
Emaretta H.
from
$100
per night
5 years of experience
Crown Point, IN, 46307

About: I’m an adult who is passionate about providing dependable, loving care for animals of all ages while their owners are away. I’m especially comfortable with senior pets who may need extra patience, attention, slower walks, medication routines, or simply more companionship. I respect each pet’s individual personality and routine and want owners to feel completely comfortable knowing their animals and home are in caring, responsible hands. My pet-care schedule is flexible and built around my clients’ needs. I intentionally plan my week around bookings, allowing me to accommodate daytime visits, walks, overnight stays, weekends, and extended care. I enjoy making pet care a priority rather than trying to squeeze it into a busy schedule. I provide care in your pet’s own home, where they can stay comfortable with their familiar surroundings and routine. I carefully follow feeding, walking, medication, and household instructions and give each pet the individual attention they need. I’m respectful of both your pets and your home, with communication and updates while you’re away.

Sitter Profile Image: Alexia W.
Verified Enhanced Background Check
Alexia W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
6 years of experience
Valparaiso, IN, 46383

“We loved having Alexia stay with our pup! We came home to a happy bouncing pup, and we knew he was so very well taken care of by the way Alexia sent pictures every day, having all kinds of cuddles and fun. Would recommend her 110 % and can’t wait to have her sit for us again.”

Profile image
Laura C.
Sitter Profile Image: Ashley B.
Verified Enhanced Background Check
Ashley B.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Schererville, IN, 46375

About: I have always cared for animals my whole life. I am a stay at home mama to a 1 year old that is trying to get out and see new animals! my schedule is very flexible. I am open majority of the day, the only time that I am not available is early morning 6 AM-8 AM. I am patient and willing to follow all requests asked. I have a very high maintenance dog- so I get all concerns! I just want to make clients happy!

Sitter Profile Image: Brianna T.
Verified Enhanced Background Check
Brianna T.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Merrillville, IN, 46410

About: I bring 7+ years of pet care experience, including working in a daycare setting where I cared for multiple dogs at once. I focus on safety, structure, fun playtime, and personalized attention to every during alone time. Making sure they feel comfortable, confident, and excited to see me. I am currently completing an externship for school, which takes place earlier in the day. I have open availability after 2pm on weekdays and flexible availability on weekends, making it easy to accommodate walks, drop-ins, and extended care as needed. I prioritize safety, comfort, and routine whether caring for pets in my home or a client’s home. I closely follow feeding schedules, leash guidelines, and any special instructions provided. I maintain clean spaces, supervise all interactions, and communicate updates regularly so pet parents feel confident and at ease.

Sitter Profile Image: Timothy G.
Verified Enhanced Background Check
Timothy G.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
3 years of experience
Valparaiso, IN, 46385

“Our dogs think of Tim as a “fun uncle”, rules are still in place but walks are a little (or a lot) longer, and different routes than normal. Tim is great at giving updates on what is going on, asks questions if he is unsure of what the daily routine is, and really cares for Lloyd and Rosie. Leaving the dogs at home when we travel comes with a bit of guilt, but knowing they are in Tim’s capable hands makes it much easier. We highly recommend Tim as a dog sitter.”

Profile image
Susan G.
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Hannah B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 109 reviews
41 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!”

Profile image
Erika T.
Sitter Profile Image: Gabriela L.
Verified Enhanced Background Check
Gabriela L.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 36 reviews
9 repeat clients
1 year of experience
Highland, IN, 46322

About: I have been around dogs and cats since I was a kid. Growing up I had an adorable pit bull that I would feed, walk, and bathe regularly. My family and friends also had cats that I would occasionally watch and feed as well. Recently I have excelled with sticking to strict dietary restrictions for a senior dog I sat to also helping leash train and walk my siblings 6 month old dog. I'm a full time college student and have a part time job. Luckily between my class schedule and work schedule I have more than enough flexibility to provide the service you and your pet need. I have personal dog walking experience and can provide a comfortable walking environment for your pet. I also have experience with rowdy dogs and can safely handle playtime.

Sitter Profile Image: Briana M.
Verified Enhanced Background Check
Briana M.
from
$70
per night
5 years of experience
Crown Point, IN, 46307

About: I’ve been a dedicated dog mom for 6 years and have experience caring for dogs through all kinds of situations — from energetic puppy stages to recovery days that require extra patience, comfort, and attention. I understand how important trust is when leaving your pet with someone, and I’ll care for them like family. Pet care is already a big part of my daily life. My days naturally revolve around walks, playtime, feeding schedules, outdoor time, and making sure pets feel safe, comfortable, and loved. I genuinely enjoy spending time with animals, whether that’s going on walks, relaxing together, or giving extra attention when they need comfort and patience. When caring for pets in a client’s home, I do my best to keep their routine as normal and stress-free as possible. I follow feeding schedules, potty breaks, walks, medication instructions if needed, and make sure pets get plenty of attention, playtime, and comfort. I also respect my clients’ homes by keeping things clean, secure, and providing updates so they can feel at ease while they’re away.

Sitter Profile Image: Allie B.
Verified Background Check
Allie B.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
20 years of experience
Gary, IN, 46407

“Allie is amazing, super helpful and easy to communicate!! Would definitely recommend. I just moved to Indiana and I already found my new permanent pet sitter. Thank you Allie!”

Profile image
Phuong V.
Sitter Profile Image: Eve D.
Verified Enhanced Background Check
Eve D.
from
$30
per night
2 years of experience
Crown Point, IN, 46307

About: What sets me apart is my deep love for animals and the genuine joy I get from caring for them. I’ve been dog sitting regularly since 2023, and I’ve had the pleasure of caring for a wide range of breeds from high energy huskies and playful small dogs to sweet pit bull mixes. I also adore cats and always make sure they feel just as loved and comfortable. Pet care fits perfectly into my weekly routine! I work full-time at a golf course, but my schedule is very flexible—I either start work in the afternoon or finish early in the day. This allows me to be home and fully present for pets during mornings, evenings, and even overnight. I’m available for overnight stays and truly enjoy them—it gives me more time to bond with pets and helps them feel safe and comfortable in their own home. My flexible schedule means I can stick to their routines, give them plenty of attention, and be there when they need me most. When I am caring for pets in a client’s home, I make sure to stay consistent with their routine. I follow all feeding schedules, provide fresh water, take dogs on walks or potty breaks as needed, and ensure they get plenty of playtime and affection. I always keep the home clean and tidy out of respect for the client. If I’m staying overnight, I make sure the pets aren’t left alone for long periods and get lots of attention, comfort, and companionship. Their happiness and well-being are always my top priorities.

Sitter Profile Image: Sydney T.
Verified Enhanced Background Check
Sydney T.
from
$60
per night
5.0 out of 5 stars
• 6 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.”

Profile image
Shawn W.
Sitter Profile Image: Brenda D. B.
Verified Enhanced Background Check
Brenda D. B.
from
$34
per night
4.9 out of 5 stars
• 22 reviews
4 repeat clients
5 years of experience
Hobart, IN, 46342

“Brenda did an excellent job watching our dog and house for the last couple weeks. She really went above and beyond, cleaning up messes (not dog-related). She's super responsive and very friendly. I highly recommend her.”

Profile image
Noah S.
Sitter Profile Image: Christina K.
Verified Enhanced Background Check
Christina K.
from
$50
per night
20 years of experience
hobart, IN, 46342

About: I've been surrounded by furry friends since day one! 🐶 Seriously, I can't remember a time without a doggo by my side. Thinking about all the pets I've had makes me so happy. 🥰 Anyone else feel like their pets are family? It's the best kind of love! Enjoying the freedom of open schedule currently at home full-time. So furry buddies will get Daily walks around the lake to offer a refreshing escape. Relaxing time outside under tree shade help me do some gardening🤣. Dogs will be created when I am not home. I currently own a golden retriever. She's a friendly dog. I don't have a fenced in yard my dog listens to commands. Leashes and yard leads will be used. At night dogs will be in their creates.

1 / 1
View more

The median cost per night for house sitting in Winfield is $50

Pet parents share their Rover experiences - Winfield

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.

Profile image
amy c.
House Sitting
5.0 out of 5 stars

Gabby took such good care of our pups and our house while we were on vacation. 5/5. Highly recommend:)

Profile image
Allison M.
House Sitting
5.0 out of 5 stars

Gabby was wonderful. Our girls were happy and well cared for. We came home to everything great!! Would use her again. She’s the best!

Profile image
Betsy M.
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!

Profile image
amy c.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Winfield

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winfield average 4
repeat house sitting clients

FAQs for House Sitting - Winfield

Frequently asked questions about Rover

The average cost of House Sitting in Winfield on Rover is $50 per night as of October 2026. Most bookings cost between $28 and $70 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 512 sitters on Rover offering House Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Winfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Winfield. On Rover:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge