House Sitting in O'hare, Chicago

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Sitter Profile Image: ray r.
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Sitter Profile Image: ray r.
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1. ray r.

Star Sitter
Handled all from frogs to horses
Norridge, IL, 60706
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
23 reviews
7 repeat clients
Profile image

Ray was fantastic! He stayed with my two dogs for 11 days while I was out of the country. He sent lots of videos, photos and updates so I wouldn’t miss them too much. And they hardly missed me at all, as he took them on lots of walks, and had a bunch of play time! I think they are looking forward to me leaving today again so their good friend Ray can come back to stay!

Availability updated today
Sitter Profile Image: Liz D.
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Sitter Profile Image: Liz D.
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2. Liz D.

I'm a Pied Piper!
Chicago, IL, 60656
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
203 reviews
58 repeat clients
Profile image

Liz took absolutely wonderful care of our senior dog. We came home to a clean house and one happy pup. We hope she is available for our next trip!

Availability updated 11 months ago
Sitter Profile Image: Loren M.
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Sitter Profile Image: Loren M.
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3. Loren M.

Rover 101
Star Sitter
Attentive, Caring pet sitter
Des Plaines, IL, 60018
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
54 reviews
22 repeat clients
Profile image

Loren watched our 2 pit mixes and it was a great experience. She was very communicative and gave us daily updates and photos of the pups. They were worn out and happy when we returned and Loren kept the house spotless. We will for sure be using Loren again.

Availability updated yesterday
Sitter Profile Image: Klaudia R.
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Sitter Profile Image: Klaudia R.
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4. Klaudia R.

Star Sitter
Experienced dog and cat lover :)
Franklin Park, IL, 60131
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Klaudia was so great with our pup Bowie! From the meet and greet to her daily updates (and amazing pictures!) Klaudia was very professional and a la excellent communicator. Bowie can be an anxious dog but she took to Klaudia’s calm, capable demeanor right away and we had zero worries during our whole weekend away. Would definitely have Klaudia back anytime!

Availability updated today
Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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5. Coleen T.

Star Sitter
Reliable Carer for Your Fur Babies
Chicago, IL, 60634
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
125 reviews
33 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: April S.
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Sitter Profile Image: April S.
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6. April S.

School hours - loves anumals
Elmwood Park, IL, 60707
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
55 reviews
15 repeat clients
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We’ve had April house-sit a few times and feel assured that our house and girls are well taken care of while we’re away. We also love getting updates and pictures that she sends us. I highly recommend April.

Availability updated 2 days ago
Sitter Profile Image: Emma I.
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Sitter Profile Image: Emma I.
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7. Emma I.

Star Sitter
No dog too big or small!
Park Ridge, IL, 60068
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
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We had a fantastic experience with Emma! She was clean, communicative, and very respectful of our space. Our dog was happy and well-cared for when we got home, and it was a relief to know she was in good hands. We’d definitely book with her again!

Availability updated yesterday
Sitter Profile Image: Diane B.
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Sitter Profile Image: Diane B.
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8. Diane B.

Star Sitter
Aunt Diane and the Frying Pan
River Forest, IL, 60305
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Diane was so kind and wonderful with our senior dog. She made such an effort to get to know us and our dog’s needs. She communicated clearly throughout her short stay. We can’t wait to book her again!

Availability updated yesterday
Sitter Profile Image: Ann M.
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Sitter Profile Image: Ann M.
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9. Ann M.

Dog lover with no dog of my own!
Edison Park, Chicago, IL, 60631
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Ann couldn’t have done a better job handling our puppy. She did an outstanding job putting our minds at ease and taking care of daisy, even when she had an episode of upset stomach. Absolutely who I want watching my dog while away and she gets my highest recommendation. Thank you Ann!

Availability updated 3 days ago
Sitter Profile Image: Meghan K.
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Sitter Profile Image: Meghan K.
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10. Meghan K.

Star Sitter
Experienced Animal Handler
Elk Grove Village, IL, 60007
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$47
per night
5 out of 5.0 stars
29 reviews
10 repeat clients
Profile image

Meghan is excellent! She communicated with me throughout my entire trip to let me know how everything was going. My Maisie has a bit of anixiety and Meghan did a fantastic job with her. Everything was great!

Availability updated 8 days ago
Sitter Profile Image: Yuliia Z.
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Sitter Profile Image: Yuliia Z.
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11. Yuliia Z.

Star Sitter
Pets are Family 🐶❤️🐱
Forest Park, IL, 60130
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
29 reviews
3 repeat clients
Profile image

Yuliia is an excellent dog sitter. She provided detailed updates and regularly sent pictures, which I really appreciated. Even though my dog tends to bark, Yuliia managed the situation calmly and kept up with his routine without any issues. I felt completely at ease knowing my dog was well-fed and exercised. I highly recommend Yuliia—she’s truly the best dog sitter you could ask for.

Availability updated 4 days ago
Sitter Profile Image: Camille S.
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Sitter Profile Image: Camille S.
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12. Camille S.

Star Sitter
Big Yard, House, and Lots of Love.
Belmont Cragin, Chicago, IL, 60634
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
156 reviews
51 repeat clients
Profile image

Thank you so much Camille for taking such great care of my girl! I felt so good knowing you were there at my place with her where she feels the most comfortable Thank you also for the many updates and pictures you sent me throughout our trip! I’m sure she loved all the attention and all the walks! Thank you again so much!!!

Availability updated 24 days ago
Sitter Profile Image: Joseph V.
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Sitter Profile Image: Joseph V.
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13. Joseph V.

Star Sitter
Anxious Dog With A Traumautic Past?
Chicago, IL, 60646
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
41 reviews
12 repeat clients
Profile image

Joey did such a wonderful job watching our Sherlock! We were a bit nervous since we recently adopted him and he sometimes has some behavioral issues as he adjusts to his new environment. However, he was left in such calm and capable hands with Joey- he did such a good job walking/running him a lot and sounds like all went very well. Based on our convos before, Joey seemed to really “get it” and the needs of a dog still adjusting. We also loved receiving a ton of videos and updates!

Availability updated today
Sitter Profile Image: Genesis D.
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Sitter Profile Image: Genesis D.
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14. Genesis D.

Experienced & Attentive Sitter
Chicago, IL, 60656
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
4 reviews

Genesis cared for our two cats and one dog over a ten day period. This was the first time she housesat for our pets. We've had many people care for our pets over the years, but Genesis will always be my first call, going forward. She was fantastic. She came to our house before vacation to meet our pets, go over their schedules, and review paperwork. Her professionalism and obvious love for animals told me that our pets would be in great hands. I was right. Every day of our trip, she sent a detailed update with multiple photos which soon became one of the highlights of my day (the other people on our trip didn't hear a word from their pet sitters and were very jealous!!). She informed us ahead of time of a pre-scheduled conflict, and then went above and beyond to coordinate temporary care with a neighbor. I highly recommended Genesis for all pet care! She is very professional, highly communicative, trustworthy and kind. FIVE STARS!!!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jo D.
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Sitter Profile Image: Jo D.
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15. Jo D.

Star Sitter
Trusted dog sitting & peace of mind
Portage Park, Chicago, IL, 60630
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
Profile image

This was my 1st time leaving my dog for a long weekend and I couldn’t have chosen a better caregiver for him. My Murphy is a rescue & has some anxiety issues but Jo handled him with patience, understanding and love. She tapped in to her knowledge of dogs and put both myself & Murphy at ease. She tried a few new toys/treats with him which he loved and sent me plenty of pics and videos of Murphy throughout the weekend. I would highly recommend her and would definitely use her services again.

Availability updated today
Sitter Profile Image: Elijah M.
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Sitter Profile Image: Elijah M.
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16. Elijah M.

Star Sitter
Experienced Animal Caregiver
Portage Park, Chicago, IL, 60641
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
58 reviews
27 repeat clients
Profile image

Belle, our 7 year old Golden Retriever, immediately took to Elijah and misses her already. She arrived on time and informed us how Belle was doing when we were gone. She left Belle and our house in great shape. We highly recommend her.

Availability updated yesterday
Sitter Profile Image: Robert H.
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Sitter Profile Image: Robert H.
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17. Robert H.

Reliable Dog Sitter & Student
Chicago, IL, 60631
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
2 reviews

Rob has been amazing with my dog, Eloise! He’s super caring and always makes sure Eloise gets plenty of walks and attention. Eloise is happy and relaxed every time she comes back, which tells me she’s in great hands. If you want someone reliable and loving to take care of your dog, I’d definitely recommend Rob!

Availability updated 7 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Madison M.
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Sitter Profile Image: Madison M.
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18. Madison M.

I would love to care for your baby!
Chicago, IL, 60634
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Madison was amazing! She spent 3 nights with our dog Winston and working with her was great. This was our first time using a sitter for our pup. Madison made it very easy and made us feel comfortable while away. We received updates and photos daily and the house was exactly how we left it. I would definitely recommend Madison to those looking for a dog sitter. Thank you again, Madison!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Zack L.
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Sitter Profile Image: Zack L.
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19. Zack L.

Love dogs and cats
Des Plaines, IL, 60018
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Zack was great. Ralf was happy and we felt comfortable leaving him. House was in great condition when we got home. Zack will be our go to sitter.

Availability updated 3 days ago
Sitter Profile Image: Ann Y.
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Sitter Profile Image: Ann Y.
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20. Ann Y.

Animal Loving Neighborhood Gal
Park Ridge, IL, 60068
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Ann stayed in our house and watched our dog while we were away. She was very communicative with sending updates which we appreciated and was very flexible when our flight got delayed, she was able to stay longer with our dog. Would definitely hire again. Thanks Ann for taking care of Leo for us!

Availability updated 13 days ago
Confirmed availability for Memorial Day Weekend

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