House Sitting in Montclare, Chicago

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Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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1. Coleen T.

Star Sitter
Reliable Carer for Your Fur Babies
Chicago, IL, 60634
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
Profile image

Coleen is the best of the best! Our #1 go to choice every time for our pup Saturn— he is always grateful for the generous attention, care, and top notch belly rubs he gets while his humans are away!

Availability updated today
Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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2. Malcomn F.

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
22 reviews
10 repeat clients
Profile image

Malcolmn did a terrific job taking care of our two big dogs in our home. He kept us well-informed about their activities and left the place super tidy. Highly recommend Malcolmn!

Availability updated 4 days ago
Sitter Profile Image: Joseph V.
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Sitter Profile Image: Joseph V.
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3. Joseph V.

Dog w/ Anxiety or Traumautic Past?
Chicago, IL, 60630
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
Profile image

Joseph is fantastic. 11/10 went above and beyond to make sure our pup and the house was very well taken care of. He really understands the dogs and puts our mind at ease while we're gone.

Availability updated today
Sitter Profile Image: Annie L.
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Sitter Profile Image: Annie L.
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4. Annie L.

Star Sitter
The sitter who listens to you
Forest Park, IL, 60130
3.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
72 reviews
16 repeat clients
Profile image

Annie was an incredible introduction to using Rover for my little pup! He’s only 9 weeks old and Annie handled him as if he were her own. She went above and beyond and I definitely recommend her.

Availability updated 4 days ago
Sitter Profile Image: Agnetta K.
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Sitter Profile Image: Agnetta K.
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5. Agnetta K.

Rover 101
Lifelong Rottweiler lover & Trainer
Logan Square, Chicago, IL, 60647
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5.0 out of 5 stars
79 reviews
37 repeat clients
Profile image

I cannot say enough good things about Agnetta! She goes above and beyond in every way to make sure our pup is taken care of. We’re so lucky to have found her!

Availability updated 23 days ago
Sitter Profile Image: Robin P.
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Sitter Profile Image: Robin P.
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6. Robin P.

Rover 101
Star Sitter
Animal Lover Supreme. Spoil Rotten
Oak Park, IL, 60302
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
289 reviews
122 repeat clients
Profile image

Robin watched our two dogs overnight and did an amazing job working with their varying needs and personalities. Both of our dogs seemed to bond with her quickly during our meet & greet and when we got home our dogs seemed well cared for. We had a ton of pictures and updates to reassure us while away. We will certainly be asking Robin for help again on our next out of town trip.

Availability updated yesterday
Sitter Profile Image: Karolly Z.
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Sitter Profile Image: Karolly Z.
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7. Karolly Z.

Star Sitter
Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60302
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$83
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
Profile image

She's the best! My pup loves her and is comfortable around her. She's taken care of him a few times now and I know he's in good hands and is well taken care of!

Availability updated 2 days ago
Sitter Profile Image: Vanessa R.
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Sitter Profile Image: Vanessa R.
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8. Vanessa R.

Give your pet lots of attention <3
Portage Park, Chicago, IL, 60641
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
5 reviews
Profile image

Vanessa was so lovely! Our Moonee can be quite reserved with new folks, but Vanessa was tuned into her needs and patient with her as Moon warmed up. She gave frequent updates, pictures, and even drew an adorable sketch of our Moonee girl. If you’re needing a sitter for your critter, Vanessa is an excellent choice! Highly recommend :)

Availability updated yesterday
Sitter Profile Image: Naylah S.
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Sitter Profile Image: Naylah S.
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9. Naylah S.

Star Sitter
Missing My Dog!
Oak Park, IL, 60302
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
Profile image

Naylah was the best!! She kept in great communication and bailey had a blast!!! I will be using her in the future and recommend 1000% for anyone to use Naylah to watch their fur babies!!! She’s the best!!!

Availability updated 49 days ago
Sitter Profile Image: Jocelyn G.
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Sitter Profile Image: Jocelyn G.
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10. Jocelyn G.

Jocelyn's Loving Service
Chicago, IL, 60639
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
Profile image

Jocelyn watched our two big dogs for a week and they all really bonded! Jocelyn sent us updates and pics of our pups daily. She was very responsive throughout the week, brought in our mail, followed the dogs’ care instructions, and left our house spotless. If you are looking for a sweet, responsible and trustworthy dog sitter I highly recommend Jocelyn!

Availability updated today
Sitter Profile Image: Sneydy G.
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Sitter Profile Image: Sneydy G.
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11. Sneydy G.

Server for all fur babies ❤️🐾
Elmwood park, IL, 60707
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Sneydy was absolutely fantastic with my babies! She went above and beyond while watching them, was accommodating with my needs and made sure to give plenty of updates all along the way. Cannot recommend her enough 🙏

Availability updated 5 days ago
Sitter Profile Image: Sähay M.
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Sitter Profile Image: Sähay M.
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12. Sähay M.

Your pet deserves the best
Oak Park, IL, 60302
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients

Sahay is very punctual and great with pets. She is very affectionate and loving dog owner. She is self motivated and very professional when it comes to tasks and customer interaction. I would definitely recommend her to watch my pet with no worries.

Availability updated 34 days ago
Sitter Profile Image: Diane B.
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Sitter Profile Image: Diane B.
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13. Diane B.

Aunt Diane and the Frying Pan
River Forest, IL, 60305
2.7 mi. away
House Sitting
from
$70
per night
5.0 out of 5 stars
5 reviews
Profile image

Diane was such a blessing. She has a really sweet and caring demeanor and we knew right away she was the right sitter to watch our fur babies. In our week long trip she took great care of our home and 2 dogs and kept in touch throughout our trip. We feel relieved to have found her and will definitely rebook with her. Thank you Diane!!

Availability updated 7 days ago
Sitter Profile Image: Abby F.
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Sitter Profile Image: Abby F.
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14. Abby F.

Star Sitter
Playful, fun loving, and caring!
Austin, Chicago, IL, 60707
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
58 reviews
24 repeat clients
Profile image

Abby was available on short notice (<2 days), sent us lots of pictures, gave us updates once she got to the house & left, and left a lovely note! Felt 100% reassured that our pup was being taken care of, thank you Abby!!

Availability updated yesterday
Sitter Profile Image: Stephanie V.
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Sitter Profile Image: Stephanie V.
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15. Stephanie V.

Work from home mom ❤️
Belmont Cragin, Chicago, IL, 60641
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
Profile image

Stephanie is amazing! She watched our two dogs and cat at our home over the Christmas holiday. We were thrilled with the care that she provided our fur babies and the detailed and delightful updates she sent us. I was worried about leaving one of our dogs due to her separation anxiety issues, but Stephanie quickly developed a bond with her, as well as the other animals. We had peace of mind knowing that our pets/home were in great hands with lots of cuddles and playtime. We will definitely use Stephanie again for any out of town trip!

Availability updated 5 days ago
Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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16. April S.

Star Sitter
Home full time - loves animals
Elmwood Park, IL, 60707
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
Profile image

April came and stayed with our new rescue, Willow. We were apprehensive because we have never left her before and she is still crate training. April is responsive, prompt, caring, and has a strong attention to detail. Our house was left in immaculate condition and Willow is happy to see us. I would highly recommend April and we’re so glad we found her.

Availability updated 4 days ago
Sitter Profile Image: Dorothy H.
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Sitter Profile Image: Dorothy H.
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17. Dorothy H.

Star Sitter
Can't wait to bond with your pet!
River Forest, IL, 60305
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$90
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
Profile image

Dorothy was wonderful! Very responsive, reliable, and buttoned up. Our dog likes to play...a lot. And Dorothy played fetch with him to his heart's content. Hugo was very relaxed, unstressed, and a little tired when we returned home, all the signs of a good weekend. We felt 100% comfortable knowing Dorothy had it handled and Hugo would absolutely love to see her again!

Availability updated 16 days ago
Sitter Profile Image: Camille S.
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Sitter Profile Image: Camille S.
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18. Camille S.

Big Yard, House, and Lots of Love.
Belmont Cragin, Chicago, IL, 60634
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
109 reviews
40 repeat clients
Profile image

Camille, is the absolute GOAT of dog care. She spent plenty of time hanging with them, sent me pictures multiple times a day with hilarious captions, and showed them lots of love. She absolutely went above and beyond, my boys love her. Thanks Camille, you rock!

Availability updated 12 days ago
Sitter Profile Image: Michelle S.
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Sitter Profile Image: Michelle S.
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19. Michelle S.

Excited to care for your furry pet!
Belmont Cragin, Chicago, IL, 60707
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client

Michelle S. has been a great and loving caregiver to my sister's dog and her best friend's pets. She is patient, calming, and enjoys what she does and you can see it brings her so much joy to take care of animals. She is also extremely easy to work with, great on time, and is an overall great person to be around. She lights up the room with her infectious laugh, and is great and easy to talk to.

Availability updated 20 days ago
Sitter Profile Image: Madison M.
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Sitter Profile Image: Madison M.
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20. Madison M.

I would love to care for your baby!
Chicago, IL, 60707
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
Profile image

Madison was such a great sitter for my dog while I was away for the weekend. From walking her, to feeding her and giving her pills, she took care of it all with no problems. She sent me daily updates so I was able to enjoy my time away knowing my dog was taken care of and doing well. I will definitely be using Madison as a sitter again and would highly recommend her to anyone looking for an in home dog sitter.

Availability updated 30 days ago

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