House Sitting Winfield

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

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Over 51
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.

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Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 128 reviews
30 repeat clients
25 years of experience
Wheaton, IL, 60189

“Sarah did a great job watching our dog for the weekend. We got great photos of her and it looked like she was having a blast! We appreciate the care Sarah gave our dog and would love to have her again.”

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Laura S.
Sitter Profile Image: Ash B.
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Ash B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 209 reviews
66 repeat clients
7 years of experience
Wheaton, IL, 60189

“We are so happy to have found Ash! Our dog is very anxious and Ash was so patient with him and worked hard to make him comfortable. She gave us daily updates with the best pictures while we were away. Our pup was so well taken care of and we are so grateful!”

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Matthew & Hannah N.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
6 years of experience
Winfield, IL, 60190

“Sydney (Grace) was incredible with our boy, Sonny! He can be a little reactive on leash sometimes, so we were a little nervous about who was caring for him. Grace went above and beyond to make us and Sonny feel comfortable. She sent updates and pictures every day. Sonny absolutely loves her! We would recommend her to anyone.”

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Katie C.
Sitter Profile Image: Julia M.
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Julia M.
from
$30
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
2 years of experience
West Chicago, IL, 60185

About: I love dogs! I enjoy walking dogs and meeting new dogs. They are such sweet animals and I love to be able to help them see and explore the world on walks. I take care of a 14 year old beagle and go on frequent walks with him. I can walk dogs during my lunch break on weekdays. I can also come in the late afternoon as well to walk your dog. Let me know what you need and I can help accommodate your schedule! I have a beagle that I adore and take him on 3 walks a day. I love walking dogs and meeting new dogs at the dog parks that I visit. I also love taking care of friends dogs and would love to take care of your dog as well!

Sitter Profile Image: Gavin S.
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Gavin S.
from
$40
per night
4.9 out of 5 stars
• 17 reviews
2 repeat clients
7 years of experience
West Chicago, IL, 60185

“My boys were well taken care of and the house looked like it did when we left! Gavin was communicative through his stay asking questions when needed and keeping me posted on when he arrived/left. Will definitely book with him again!”

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Shefali S.
Sitter Profile Image: Bonnie D.
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Bonnie D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 176 reviews
34 repeat clients
20 years of experience
Naperville, IL, 60563

“this is my second time using bonnie, she is just absolutely wonderful & so thoughtful. Blue just adores her!! i cannot recommend her enough!!”

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Gabriella S.
Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
5 years of experience
Naperville, IL, 60563

“Amanda is amazing! She keeps me updated with notes and pictures morning and night. Being away from home I really appreciate that. She’s very responsive as well. Highly recommend her staying with your pup.”

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Jennifer R.
Sitter Profile Image: Jedidiah A.
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Jedidiah A.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
12 years of experience
Wheaton, IL, 60187

“I can't recommend Jed highly enough! He truly saved the day by accepting my booking at the very last minute. He was incredibly accommodating, friendly, and professional. Most importantly, Mazi adored him. I will definitely be booking with him again!”

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Esther C.
Sitter Profile Image: Paula K.
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Paula K.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 73 reviews
17 repeat clients
10 years of experience
West Chicago, IL, 60185

“Paula did an amazing job with Ozzy! We would definitely have her watch him again in the future.”

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Jacob P.
Sitter Profile Image: Shelly N.
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Shelly N.
from
$75
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Wheaton, IL, 60189

“Shelly was great with our cats Gracie and Nimbus. She was very flexible when our plans had changed. We will definitely be booking again with her.”

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Alisha M.
Sitter Profile Image: Melissa P.
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Melissa P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 55 reviews
11 repeat clients
21 years of experience
Glendale Heights, IL, 60139

“Melissa was great and checked in often so we knew our dogs were happy and doing well. We knew our dogs were in good hands and we would definitely book her again.”

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Tracy L.
Sitter Profile Image: Abaigeal & Karen B.
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Abaigeal & Karen B.
from
$60
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
18 years of experience
Wheaton, IL, 60189

“Karen is amazing! She was wonderful with our dog, showed up exactly when she said she would, spent a lot of time walking and playing with him, and sent lots of pictures and videos. I couldn’t be happier with her service. It was obvious from the pictures and videos our dog was very happy while we were away. Thank you so much!!”

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Jami D.
Sitter Profile Image: Glen S.
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Glen S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 143 reviews
58 repeat clients
14 years of experience
Naperville, IL, 60540

“Glen took care of our chocolate lab while we were attending an out of town wedding for my daughter. I got daily updates from Glen and updates from neighbors who chatted with him on his walks with Copper. I felt happy and relieved to know Glen was caring for Copper. His reviews were great and when I met him I felt immediate ease and trust. My parents were at the house during the week and reported that Copper was calm and content! I thank him for making my dauther's wedding free of worry!!”

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Jennifer C.
Sitter Profile Image: Maria C.
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Maria C.
from
$45
per night
4.9 out of 5 stars
• 19 reviews
6 repeat clients
7 years of experience
Glen Ellyn, IL, 60137

“Maria was great. Sent lots of picture. My dog and home were happy and clean upon my return. She and Cosmo seemed to get along well. I will continue to use her services.”

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Sarah T.
Sitter Profile Image: Daisy K.
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Daisy K.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
14 years of experience
Wheaton, IL, 60189

“Daisy was great house sitting for our pup. She was communicative and accommodating with our requests, and followed all of our instructions for taking care our dog. Would definitely recommend if you need a walker or sitter.”

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Weitian W.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$25
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
8 years of experience
Wheaton, IL, 60187

“We had someone cancel at the last minute and Melissa saved the day!! She was very professional and prompt with replying. She sent lots of photos which put us at ease. My normally very standoffish cat snuggled with her. Definitely looking to hire her again!!”

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Kat M.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 130 reviews
28 repeat clients
4 years of experience
Lombard, IL, 60148

“Ashley was fantastic! She housesat for our two pups who don’t do well being alone. She gave them lots of attention and treats. She sent many updates and was very communicative the entire time. She followed all of our instructions and made sure the dogs were taken care of. She was great to work with throughout the entire process of coordinating a meet and greet and confirming all of the details for sitting in advance. We would absolutely use Ashley again!”

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Kristen A.
Sitter Profile Image: Annika & Grant S.
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Annika & Grant S.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 24 reviews
13 repeat clients
20 years of experience
Carol Stream, IL, 60188

“Grant and Annika did great with our senior dog and puppy. They are both rescues and nervous boys and require some specific attention including medication administration. They took care of our home and we came home to clean sheets and a house that was cleaner than we left it.”

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Hannah W.
Sitter Profile Image: Julia M.
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Julia M.
from
$89
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
7 years of experience
Wheaton, IL, 60187

“Julia was a fantastic house sitter for my pup Vixey and kitkat Samantha. I highly recommend her, she kept me informed daily on how my pets were doing and sent pictures. Very reliable and responsive.”

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Tricia S.
Sitter Profile Image: Kristy H.
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Kristy H.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
9 years of experience
Wheaton, IL, 60187

About: I work for a pet sitting company on the side, and in my own life, I own two cats, both rescued. I've taken care of bunnies, dogs, guinea pigs, geckos, fish, you name it! I really enjoy it, a lot! :) I lam grateful if an owner is flexible as I am working a full time job in the loop. I am available most weekends and evenings and would be able to pop in during any of those times to check on your pet. I love pets of all kind, feel the experience between them and myself is a completely symbiotic one, and I think they are extremely rewarding. I cannot stress enough that if you're requesting drop in visits, there should be a couple bookings per day. Walking a dog one every 24 hours isn't an option. If that is the case, please have a neighbor or family member available for a second visit. If you intend to book for recurring visits, there will have to be a payment on file and will need to be rebooked each week (there have been issues in the past in which I wasn't paid). I apologize for any inconvenience this may cause. I'm unable to offer in home petcare, due to having two cats myself. In others' homes, I am prompt, patient, and calm as I know it can be stressful when an owner is away. If you are out of town, there should be two drop ins for dogs per day, minimum, unless someone else will be checking in, on the dog(s)

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

Pet parents share their Rover experiences - Winfield

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5.0 out of 5 stars

Paula is great! She took great care of our dog, kept him entertained and managed his stubbornness with ease. She also worked on some behavioral things that we asked her about, which was so helpful.

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Kara C.
House Sitting
5.0 out of 5 stars

Annika & Grant did a great job watching our dogs. They sent plenty of updates and were easy to work with. Would highly recommend for anyone looking for a dog sitter.

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Joseph F.
House Sitting
5.0 out of 5 stars

This was my first time using Rover for house sitting. Sarah did a great job and completely put my mind at ease. She took great care of my babies while I was gone and provided lots of great updates during her stay. Will definitely use her pet sitting services again!

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Jenna C.
House Sitting
5.0 out of 5 stars

Gavin took wonderful care of Bo while we were away for the weekend. He communicated well and kept us in the loop the whole time, which gave us real peace of mind. Bo warmed up to him quickly, which says a lot, and it was clear Gavin genuinely cared about him. We’d happily book Gavin again and recommend him to anyone looking for a sitter who treats their dog like family.

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Jenson A.
House Sitting
5.0 out of 5 stars

Grace stayed at our house with Nova for over a week. She not only took great care of Nova and left house in great shape when we returned, but dealt with a power outage and some problems as a result. She communicated all issues and concerns with me throughout the week. She was also great about sending pictures and updates on how Nova was doing. Highly recommend!

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Jill B.
House Sitting
5.0 out of 5 stars

Abbie and Karen take fantastic care of our Bernese mountain dogs. They make sure our boys are fed, pottied and played with and are great sharing photos and videos with uz. We are so grateful for their help and will continue booking with them!

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Nicole P.
House Sitting
5.0 out of 5 stars

Megan was responsive and did a great job with our lab puppy! He can be high energy at this age, but she let him run around a bunch in the yard and tired him out. We were grateful to know someone was watching him while we were away and that he was safe and cared for!

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Lana D.
House Sitting
5.0 out of 5 stars

We appreciate Alex watching our two cats in such short notice. He was a great sitter and home guest.

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Audrey W.
House Sitting
5.0 out of 5 stars

Jessica did a wonderful job and all the pets were well cared for! I received daily updates and pictures. I recommend her to others and will request her again!

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Darcy R.
House Sitting
5.0 out of 5 stars

Jack is excellent. My pups loved him. As a fellow Rover Sitter myself, I highly recommend him and hope to use him again in the future.

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Pamela R.
House Sitting
5.0 out of 5 stars

Jacob gave us peace of mind during a crazy weekend while he looked after our pets and stayed with them. He shared so many great pictures and kept me updated the whole time. I would gladly book him again! Thank you so much!!!

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Stephanie C.
House Sitting
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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

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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 $26 and $78 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 8,127 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:

  • 93% of sitters can help with special care needs
  • 95% 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.

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