House Sitting in Winfield

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Top rated Winfield house sitters

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Sitter Profile Image: Ash B.
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Ash B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
190 reviews
60 repeat clients
7 years of experience
Wheaton, IL, 60189

Another great visit for my pups from the Amazing Ashley. She is excellent at communicating with us, asking questions and providing updates. She also provides us with the cutest puppy pictures! She is everything you want from a Rover!!

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Amy D.
Sitter Profile Image: Gavin S.
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Gavin S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
7 years of experience
West Chicago, IL, 60185

Gavin was fantastic! Communicated very well while we were gone and Mia seemed well-loved. And the house was in great shape when we got home

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Brad O.
Sitter Profile Image: Dayna C.
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Dayna C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
521 reviews
103 repeat clients
20 years of experience
Glen Ellyn, IL, 60137

Dana was so wonderful with our little anxious babies!!! She is very professional, personable, and loving to the dogs. So thankful that we found her and looking forward to having her dog sit again :)

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Christi L.
Sitter Profile Image: Alexandria P.
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Alexandria P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Naperville, IL, 60563

Alexandria took such great care of our senior dogs while we were away. She went above and beyond helping them with their medications. Alexandria provided us timely and relevant updates to keep us at ease about our dogs. We will be booking again. Highly recommend.

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Daniel M.
Sitter Profile Image: Amanda R.
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Amanda R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
5 years of experience
Naperville, IL, 60563

Amanda was amazing with my dogs! One of my pups requires a lot of patience since she is afraid of anything new (or just most things in general) and Amanda was a champ with her! All dogs were happy and healthy and the house was immaculate when I got home. Thank you Amanda! Will for sure request her again!

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Julie T.
Sitter Profile Image: Bonnie D.
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Bonnie D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
140 reviews
30 repeat clients
20 years of experience
Naperville, IL, 60563

Bonnie took great care of our girls while we were gone and provided updates and pics for us daily. Her communication was great and we would highly recommend her if anyone is in need of a dog sitter! Thanks so much Bonnie!

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Cassandra M.
Sitter Profile Image: Mia M.
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Mia M.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Naperville, IL, 60563

Mia was superb, wonderful and both of our dogs warmed up to her on the short moment of meet and greet. I was worried to leave them with a stranger; however, it worked out and felt at ease and not had to worry because Mia took care of what our dogs important needs were -feeding them 2x a day on a timely manner, walked them and kept them company too. Both were well taken care of because they were super happy when I came home. Also the living room was in order and not disarray like our big toys who likes to make a mess -dog toys weren't all over the place. I would use here again in the future ! Thank you.

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vida a.
Sitter Profile Image: Luis A.
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Luis A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
7 years of experience
Naperville, IL, 60563

About: My parents have a farm with three big dogs and many small ones, I’ve taken care of them many times over the years. I have neighbors and friends reaching out to care for their furry friends while they are out of town. I promise to give your loved furry one the love they would expect on a day to day basis I work from home so if I need to spend the day with your pet I can be there for them as I work! Outside of work hours I can give long walks and tons of play time. If you pet needs extra attention I can provide lots of head pets or give them space if they like to spend their time alone.

Sitter Profile Image: Amanda W.
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Amanda W.
from
$60
per night
5.0 out of 5 stars
68 reviews
23 repeat clients
6 years of experience
Lombard, IL, 60148

Amanda was so good with my dog. Dixie. She is great and I will definitely use her again! I also left Amanda a cash $20 tip for her conscientious and attentive service.

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Sandra D.
Sitter Profile Image: Lee G.
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Lee G.
from
$50
per night
5.0 out of 5 stars
3 reviews
25 years of experience
Wheaton, IL, 60189

Leeann was wonderful with Mia and Pio! She came on time and cared for them as if they were her own. She sent photos through the day and communicated as requested. Both Mila and Pio were in great spirits when I came home. They took several walks and played puzzles. I’d highly recommend Lee to watch your pets!

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Peg H.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Forest Park, IL, 60130

Miguel was fantastic! I got tons of updates, I could see that my dog was getting the very best care. Would definitely recommend Miguel for a dog sitting and walking.

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Molly M.
Sitter Profile Image: Tyler & Haley J.
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Tyler & Haley J.
from
$40
per night
5.0 out of 5 stars
34 reviews
6 repeat clients
6 years of experience
Batavia, IL, 60510

As a first time user with Rover, we were unsure what to expect. I saw that Haley and Tyler came with very positive reviews and had experience with Northern breeds, so my expectations were quite hopeful. We set up house sitting for our Everest as he’s getting older and had health problems during our last kennel experience. I wanted to provide him with a stress free time at home while we’re were out of town for 10 days. Haley was just phenomenal in all ways possible; from communicating, photos and videos sent, and overall care for our big guy. She ensured that he was happy and cared for, and put our minds at ease while we were far away from home. I will definitely use Haley and Tyler’s services again, and would recommend them to anyone needing personalized care for their fur babies.

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Heidi O.
Sitter Profile Image: Maria C.
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Maria C.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
7 years of experience
Glen Ellyn, IL, 60137

Maria did a wonderful job taking care of Hazel and my two cats. She sent lots of pictures and daily updates, which allowed me to enjoy my vacation and not worry about my pets. Thank you!!

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Erin T.
Sitter Profile Image: Leila P.
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Leila P.
from
$30
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Wheaton, IL, 60189

About: I’ve had pets my entire life and grew up caring for both cats and dogs. Throughout childhood, my family had a cat and we frequently dog-sat for multiple dogs. In college, I continued pet sitting as a side job and gained even more hands-on experience. I regularly care for friends’ and family’s dogs when they travel. I’m comfortable with pets of all sizes, breeds, and ages, and I genuinely love animals. I especially enjoy walking dogs and making sure they get plenty of exercise, attention, and affection. I am available Friday-Sunday. I am work from home Friday, so I can help out during the day, and through the weekend. I am flexible to your schedule! When caring for pets in their own home, I focus on keeping their routine and environment consistent so they feel safe and comfortable. For drop-in visits, I make sure pets are fed on schedule, have fresh water, and get plenty of attention and playtime (my favorite!). I always check that doors, gates, and crates are secure before and after visits. I am extremely responsible as I have cared for pets my whole life. For walks, I use secure leashes and harnesses as instructed by the owner and stay aware of my surroundings at all times. I avoid unsafe areas, watch closely for other animals, and make sure each walk matches the pet’s energy level and needs. I have experience with all sizes of dogs. I treat every home and pet with respect and care, follow all owner instructions closely, and provide updates so pet parents feel confident their pets are safe and happy. I would love to care for your pet!

Sitter Profile Image: Zoe G.
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Zoe G.
from
$50
per night
5.0 out of 5 stars
1 review
3 repeat clients
6 years of experience
Wheaton, IL, 60187

About: There has never been a day in my life where I haven't had a dog, so I will love your dog like its my own. I have experience from training two of my own puppies to caring for my senior dogs. I have been pet sitting since I was 13 so I have a wide range of experience with different types of breeds, personalities, training, etc. I currently work part time during the daytime 11am - 4pm throughout the week so I'm available anytime in the evening or morning to help! I am a very loving person when it comes to pets, so I will do all the things your fur baby loves to do! Whether that's long walks, going to the park, playing with a frisbee, or just hanging out, I will do it! I want to make your pet the happiest it can be!

Sitter Profile Image: Erika G.
Verified Enhanced Background Check
Erika G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
243 reviews
62 repeat clients
30 years of experience
St. Charles, IL, 60175

Erika is a sweetheart! She did a wonderful job caring for my cat while I was out of town. She left my place cleaner than she found it and kept in communication to calm an anxious cat-mom's mind. Would recommend and plan on asking her again when the time comes.

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Nina W.
Sitter Profile Image: Beatriz M.
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Beatriz M.
from
$35
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
3 years of experience
Addison, IL, 60101

Beatriz did a wonderful job taking care of my boy. She had her hands full with him not feeling well. She responded quickly to all my check ins and kept me updated. I'm so happy I found someone that is willing to come stay in my home and care for him. Will be using her again. Thank you!

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Ashley K.
Sitter Profile Image: Grace M.
Verified Enhanced Background Check
Grace M.
Star Sitter
from
$68
per night
5.0 out of 5 stars
119 reviews
45 repeat clients
8 years of experience
Batavia, IL, 60510

We love Grace. She takes such great care of our 2 dogs. Shes kind, responsible, and always on time. We trust her with caring for our fur babies, and it’s clear they’re very happy when we come home. We look forward to booking with Grace again very soon!

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Dipika C.
Sitter Profile Image: Kimberly A.
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Kimberly A.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 years of experience
Aurora, IL, 60506

Kimberly took amazing care of our 2 dogs while we were away for 3 days. She sent pictures and updates daily. The dogs loved being with her and our house was very clean when we got home. I would highly recommend her.

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Cindy V.
Sitter Profile Image: Katherine B.
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Katherine B.
from
$70
per night
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Glen Ellyn, IL, 60137

Katherine stayed with our two dogs over Memorial Day weekend. She kept us updated, shared pictures, handled their allergy meds and somewhat complicated food situation, and was overall lovely to work with!

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Jake & Carlie B.
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Over 71
pet parents in Winfield have booked house sitting

Winfield pet parents share their Rover experiences

1 / 1
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

Karen was absolutely amazing with our three dogs while we were away. Each of our pups has different needs, including one senior dog who requires medication and extra attention, and Karen handled everything with such care and compassion. She kept us updated throughout our trip with lots of pictures and videos, which gave us so much peace of mind. When one of our dogs wasn’t feeling well, she went above and beyond to make sure she was comfortable and well cared for. It was clear from every update that she genuinely loved and cared for our dogs as if they were her own. Coming home to happy, well-cared-for pups was the best feeling. We are so grateful for Karen and would highly recommend her to anyone looking for a trustworthy, attentive, and caring sitter. She truly went above and beyond!

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Silvy A.
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

Definitely one of the best sitters I've ever had. Her response time was quick which I think is pretty important. She sent many many pictures of my dog and I didn't even have to ask her. She played with my dog which is also important to me. You can really tell she genuinely loves dogs. 5 stars without question!

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Jacob H.
House Sitting
5.0 out of 5 stars

Gavin was fantastic! Communicated very well while we were gone and Mia seemed well-loved. And the house was in great shape when we got home

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Brad O.
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
5.0 out of 5 stars

Annika & Grant did a great job house sitting our senior dog. They took the time to learn about his special needs. They checked in regularly and made him feel really comfortable.

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Jeanine P.
House Sitting
5.0 out of 5 stars

Doggos seemed to have a great time and the house was in excellent condition when we got back! We really appreciated Emma's attention to detail and she was easy to stay in contact with while we were across the country.

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Jalen and Taylor M.
House Sitting
5.0 out of 5 stars

We are so appreciate Crissy was able to stay with Cyrus on such short notice and take care of him while we were away. She was very communicative, spent lots of time with him, and even went above and beyond by trying to take him for a walk, which is no easy feat. It was apparent that she genuinely cared about his well-being and we could tell he wasn’t lonely when we returned. Would definitely recommend her to anyone looking for someone to care for their pet!

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Sarah G.
House Sitting
5.0 out of 5 stars

Thank you Shaylyn for watching Jax and Josie! Only feedback- a little more communication throughout the week would’ve been appreciated but I trusted all was good! The dogs seemed happy. Thanks for your help!

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Alexis 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 2,616 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, 88% of Winfield house sitters respond in under an hour.

House sitters in Winfield have an average of 15 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.