House Sitting in Winfield

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Sitter Profile Image: Glen S.
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Sitter Profile Image: Glen S.
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1. Glen S.

Star Sitter
Enjoy dogs of all sizes and ages
Naperville, IL, 60540
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
73 reviews
27 repeat clients
Profile image

Glen Sterling takes excellent care of my poochies. He is willing to be flexible with his schedule which helps a lot with the uncertainties of travel.

Availability updated yesterday
Sitter Profile Image: Jacob O.
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Sitter Profile Image: Jacob O.
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2. Jacob O.

Star Sitter
I love taking care of pets!
wheaton, IL, 60187
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$67
per night
5 out of 5.0 stars
39 reviews
11 repeat clients
Profile image

Jacob is awesome! My dogs can be a bit of a handful and he managed them wonderfully. He is very communicative and clearly loves all animals. I knew they were in good hands the whole time I was gone! As a bonus, my very standoffish cat liked him. 10/10 would hire him again!

Availability updated 6 days ago
Sitter Profile Image: Amanda W.
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Sitter Profile Image: Amanda W.
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3. Amanda W.

Star Sitter
All dogs deserve a walk
Naperville, IL, 60563
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
29 reviews
12 repeat clients
Profile image

Amanda was great with my dog! She checked in several times a day, sent pics, and was very respectful of where I lived. Highly recommend her to anyone looking for a quality sitter.

Availability updated 2 days ago
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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4. Kelsey S.

Trusted Pet Care with Love & Joy
Bartlett, IL, 60103
8.2 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
24 reviews
9 repeat clients
Profile image

Kelsey was wonderful - she took great care of our pups, was communicative with us and left our home looking great (no small feat after days of rain and two dogs in and out of a muddy backyard!) We recommend highly and will absolutely reach out to her the next time we need a sitter for our girls!

Availability updated 19 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Melissa P.
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Sitter Profile Image: Melissa P.
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5. Melissa P.

Star Sitter
Pawsitively purrfect sitter!
Wheaton, IL, 60187
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
35 reviews
8 repeat clients
Profile image

Melissa is amazing! She treated our dogs like they’re her own. They felt so comfortable with her and loved snuggling with her! She was also so accommodating. Anything we asked of her, she never hesitated. We will definitely have her dogsit again!

Availability updated today
Sitter Profile Image: Jennifer D.
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Sitter Profile Image: Jennifer D.
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6. Jennifer D.

Loving care for your furry friends
Carol stream, IL, 60188
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews
1 repeat client
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Jennifer took great care of my dog. She provided updates and photos. Good communicator. Would definitely recommend her and will use her again.

Availability updated today
Sitter Profile Image: Bonnie D.
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Sitter Profile Image: Bonnie D.
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7. Bonnie D.

Star Sitter
Royal treatment for your fur baby!!
Naperville, IL, 60563
4.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$57
per night
5 out of 5.0 stars
84 reviews
20 repeat clients
Profile image

Another perfect stay with Bonnie. Mac and Gio love spending time with Bonnie and are always so well cared for and loved when she's here. Now that we also have Mac's allergies to worry about, it's comforting to know that we have someone like Bonnie, so knowledgeable and attentive to details, so we can have peace of mind while we're away.

Availability updated today
Sitter Profile Image: Suzanne A.
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Sitter Profile Image: Suzanne A.
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8. Suzanne A.

Flexible, professional, passionate!
Warrenville, IL, 60555
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
2 reviews
1 repeat client
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We feel so lucky to have found Suzy! She was absolutely amazing with our two high-maintenance Frenchies—patient, thoughtful, and so clearly experienced with dogs who come with their own routines (and quirks!). 🐾 Suzy kept us updated with sweet notes and photos, followed their schedule to a T, and made it so easy for us to fully relax while we were away. It was such a gift to know our pups were in such loving and capable hands. We’ll definitely be working with Suzy again. In fact, we’re pretty sure the dogs already miss her! 💛

Availability updated today
Sitter Profile Image: Agata F.
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Sitter Profile Image: Agata F.
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9. Agata F.

Pet-loving and caring!
Naperville, IL, 60563
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Agata was great! She was super helpful and maintained great communication with us. We felt our dogs were in very good hands while we were traveling 🙂

Availability updated 3 days ago
Sitter Profile Image: Rachel S.
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Sitter Profile Image: Rachel S.
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10. Rachel S.

Star Sitter
My goal - to give your pet the best
Lombard, IL, 60148
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
33 reviews
15 repeat clients
Profile image

Rachel was amazing! She took such great care of our two dogs and cat—lots of love, walks, and attention. She sent frequent updates and photos, which gave us so much peace of mind. She even handled our dog’s medication with no problem. We couldn’t have asked for a more attentive and caring sitter. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Abigail E.
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Sitter Profile Image: Abigail E.
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11. Abigail E.

Your pet home away from home:)
Wheaton, IL, 60187
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
3 reviews

Abigail took care of our dog Jet in our home for two months while our family was out of the country. Abigail was completely reliable and carefully followed all our instructions about walks, feeding, training, and meds, and she gave Jet lots of time and attention. We knew Jet was in good hands, and when we got home, Jet was happy and healthy and our home was clean and just as we left it. We would recommend Abigail to anyone looking for a dog sitter!

Availability updated yesterday
Sitter Profile Image: Makayla W.
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Sitter Profile Image: Makayla W.
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12. Makayla W.

Star Sitter
I can’t wait to see them! :)
Carol Stream, IL, 60188
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
32 reviews
14 repeat clients
Profile image

Kept constant contact, sending photos and videos, updates on behaviors. It was my first time leaving Rebel but she made the transition smoother and easier for us both.

Availability updated 7 days ago
Sitter Profile Image: Alexis K.
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Sitter Profile Image: Alexis K.
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13. Alexis K.

I love taking care of dogs
Lisle, IL, 60532
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
3 reviews

Alexis loves all animals. She especially loves dogs and takes very good care of our dog Billy. She has a natural ability to connect with dogs and they all seem to love her. Anita Kube

Availability updated 2 days ago
Sitter Profile Image: Miray M.
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Sitter Profile Image: Miray M.
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14. Miray M.

College passionate pet lover!
West Chicago, IL, 60185
3.4 mi. away
House Sitting, Dog Walking
from
$44
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Miray was respectful of our home and was very kind to take Sandy to her grooming appointment. It was lovely to know that Rudy the cat had been napping with Miray. Miray had taken care of the cat brushings, playtimes, complicated feedings and litter box.

Availability updated 18 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Paula K.
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Sitter Profile Image: Paula K.
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15. Paula K.

Pawsitively Reliable Pet Care!
West Chicago, IL, 60185
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
16 reviews
3 repeat clients

Paula took great care of my three dogs and two cats! Nala had some medical issues and needed special attention and Paula was more than accommodating. She really does care for our animals as if they were her own! I really appreciate that she communicates with every visit and some of the pictures she takes I have framed on my wall! Really great and I would recommend.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Dejah L.
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Sitter Profile Image: Dejah L.
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16. Dejah L.

Dejah’s Doggy Daycare
Warrenville, IL, 60555
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Dejah was absolutely AMAZING! She came over to puppy sit while we were aware for the day. She stayed with our puppy and was incredible with her! Our puppy is 14 weeks old, and Dejah was able to help with potty training and puppy behaviors like biting and nipping! It was amazing! Dejah sent so many updates and pictures throughout the day, and you could tell our little pup was having the best time with her!!! I felt so comfortable leaving our puppy with her :) she was in great hands!

Availability updated 3 days ago
Sitter Profile Image: Meghan M.
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Sitter Profile Image: Meghan M.
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17. Meghan M.

Star Sitter
Great and small, I love them all
Wheaton, IL, 60189
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
12 reviews
4 repeat clients
Profile image

Having Meghan with our girls while we were away was wonderful. She came for a meet and greet and the pups loved her instantly. We were able to enjoy our time away knowing they were in good hands! Thank you Meghan!

Availability updated 8 days ago
Sitter Profile Image: Amanda G.
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Sitter Profile Image: Amanda G.
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18. Amanda G.

Your pet’s new favorite big sis!
Carol Stream, IL, 60188
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

After our regular pet sitter cancelled on us last minute, we were in a bind & decided to give Rover a try. We chose Amanda based on a couple reviews & her location. From the moment we met Amanda, she seemed very kind & caring. Our dog Charley took to her right away & sat down right next to her when they first met. Amanda sent us lots of pictures & updates which certainly helped put our minds at ease while away on vacation. Would definitely recommend Amanda & Rover to our friends & family.

Availability updated today
Sitter Profile Image: Dylan N.
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Sitter Profile Image: Dylan N.
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19. Dylan N.

Helping You When Life Gets Busy
Glen Ellyn, IL, 60137
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
Profile image

We were going away for a weekend trip and needed to establish ourselves with a new pet-sitter. Luckily, we found Dylan! We have a VERY energetic 2 year old German Shepherd and Dylan did such a great job keeping him busy with puzzles, playtime and activities! We had lots of updates while we were gone and Dylan was a great, easygoing communicator with a natural ease with animals. Dylan was also a fantastic house-sitter who was so super respectful of our home during his stay, and left everything in great condition. If you’re looking for a great house/pet sitter he's the one!

Availability updated 6 days ago
Sitter Profile Image: Shaylyn S.
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Sitter Profile Image: Shaylyn S.
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20. Shaylyn S.

Experienced and caring dog sitter
Wheaton, IL, 60187
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

Shaylyn has lived with dogs her whole life and I have seen her treat them with nothing but love and compassion. Her love for all animals has developed over the years as she spent time with pets belonging to friends and family and while she worked at a dog daycare facility while attending college in Tennessee. She is very responsible and wants to do whatever she can to make the pets in her care and their parents comfortable and confident that they are in good hands.

Availability updated 8 days ago
Confirmed availability for Juneteenth Weekend

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!

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.

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