House Sitting in Portage Park, 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
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
Profile image

Ray was great! He sent lots of pictures and updates and consulted me on pretty much everything I hadn't left instructions for. Also, he was very accommodating when I booked him for the wrong dates initially and had to switch things up while I was on my trip. I will definitely book Ray again if I need another house sitter or dog walker.

Availability updated yesterday
Confirmed availability for Easter Weekend
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
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
31 reviews
13 repeat clients
Profile image

Malcolm is very flexible and punctual! He gave our dogs so much attention and love. I have a reactive and anxious dog I was very worried of being away from, but she loved him and did well. He provides thorough updates and is detailed. Would recommend for dog walks and house sitting needs!

Availability updated 7 days ago
Sitter Profile Image: Aleia O.
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Sitter Profile Image: Aleia O.
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3. Aleia O.

Star Sitter
Snuggles and cuddles
Chicago, IL, 60630
1.2 mi. away
House Sitting, Drop-In Visits
from
$65
per night
5 out of 5.0 stars
43 reviews
17 repeat clients
Profile image

Aleia is great with our dogs and very responsive. She stayed with them for 2 weeks while we were away. Great communication throughout and she took wonderful care of our home too. We will use her again for sure!

Availability updated 31 days ago
Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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4. Coleen T.

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

Coleen did a wonderful job watching Ollie while we were out of town for a few days. We received frequent updates and upfront information related to time spent with our pup. Coleen was very professional and responsive, we will request to book again soon! Thanks Coleen!

Availability updated today
Sitter Profile Image: Nia A.
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Sitter Profile Image: Nia A.
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5. Nia A.

Rover 101
Love 4 Love: Quality Care in Chi <3
Chicago, IL, 60618
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$72
per night
5 out of 5.0 stars
17 reviews
12 repeat clients
Profile image

Nia was an excellent sitter and we will definitely book with her again. She took great care of our dog, Archer, and our home. She’s an excellent communicator and made the whole experience easy. Archer can be a little shy sometimes but he took to her right away which was very comforting for us a new dog parents.

Availability updated yesterday
Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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6. Jasmine P.

Rover 101
Beloved dog & cat whisperer, is me!
Chicago, IL, 60618
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
68 reviews
25 repeat clients
Profile image

Jasmine was amazing yet again with my dobie, Storm. I had some last minute emergency changes to my trip and her flexibility and understanding really put me at ease during a stressful time, I'm so grateful for her support! Super communicative, Jasmine took great care of my girl and my place too. Also, Storm is reactive to other dogs and I trust Jasmine to know how to deal with that. Highly recommend.

Availability updated 6 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Johanna L.
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Sitter Profile Image: Johanna L.
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7. Johanna L.

Star Sitter
Reliable, Loving Pet Care!
Portage Park, Chicago, IL, 60641
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Johanna was truly exceptional. Her prompt communication, commitment to caring for our dog and ensuring he had all of his needs met, and respect for our space was astounding. When we got home, my jaw dropped when I realized the lengths she had gone to leave our home cleaner than we found it. We have always felt like having in-home dog care meant sacrificing some of the ways we like to care for our home. Often coming home to broken items, stains, and a mess to clean up. Johanna clearly went above and beyond any and all expectations. We feel so lucky to have found her! We will absolutely be hiring her next time we need care.

Availability updated 4 days ago
Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
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8. Emily B.

Experienced Corgi dog mom!
Chicago, IL, 60618
3.3 mi. away
Boarding, House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
25 reviews
5 repeat clients
Profile image

Emily was awesome and so sweet! She sent lots of updates and pictures (which were requested) and Murphy was obviously having a great time and very comfortable with her. So thankful we found her! (:

Availability updated 2 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Destiny T.
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Sitter Profile Image: Destiny T.
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9. Destiny T.

Star Sitter
Always paw-sitive vibes :)
Logan Square, Chicago, IL, 60647
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Destiny is the best sitter we’ve had; a literal gem. She took Calzone to the park and whole bunch and prioritized energy outlets for her. She was communicative and sent lots of pictures which put me at ease. Destiny is definitely our #1 sitter and we are lucky to have found her. She also left my space way nicer than she found it which is an additional gift after traveling a bunch.

Availability updated 9 days ago
Sitter Profile Image: Jenna R.
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Sitter Profile Image: Jenna R.
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10. Jenna R.

RoverGO
Love dogs of all sizes and shapes!
Albany Park, Chicago, IL, 60630
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
Profile image

Jenna was an amazing sitter and very flexible with our confusing schedules. She watched our two pups for 6 days and they were happy as pie when we got home. She sent us cute pictures during our stay to ease my mind! When our flight was canceled and we had to stay away another day she was able to accommodate us which was a heaven sent. The dogs were taking medicine for a cold when we left and she gave it to them no problem. We would definitely ask her to stay with them next time we are away!

Availability updated 7 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Lauren K.
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Sitter Profile Image: Lauren K.
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11. Lauren K.

Star Sitter
The friend group's go-to!
Albany Park, Chicago, IL, 60625
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
56 reviews
20 repeat clients
Profile image

Lauren is an amazing and a professional animal specialist. She worked with my dog’s separation anxiety and was not one to give up until she found a solution to overcome my dog’s issue. As a result, she earns my trust and highest marks for her flexibility, reliability and perseverance.

Availability updated yesterday
Sitter Profile Image: Jocelyn G.
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Sitter Profile Image: Jocelyn G.
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12. Jocelyn G.

Star Sitter
Jocelyn's Loving Service
Hermosa, Chicago, IL, 60639
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
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 4 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Kerlly H.
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Sitter Profile Image: Kerlly H.
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13. Kerlly H.

Star Sitter
Your dog's new best friend
Chicago, IL, 60647
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
29 reviews
6 repeat clients
Profile image

Kerlly was the best! We were able to meet up ahead of sitting at my apartment and Lucy immediately loved her and I knew since Kerlly was a dog owner herself Lucy was in good hands. She checked details and made sure the care was as needed and sent pics throughout the weekend. My apartment was left maybe better than I left it! I would definitely recommend her and will rebook when I’m traveling again.

Availability updated 7 days ago
Sitter Profile Image: Maya P.
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Sitter Profile Image: Maya P.
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14. Maya P.

Eager to meet your fluffy friends!
Logan Square, Chicago, IL, 60647
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Maya gave great updates and was super communicative. The dogs seemed to have a great time with her. She made sure they got out even when the temps were sub 0.

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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15. Cheryl L.

Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5 out of 5.0 stars
80 reviews
27 repeat clients
Profile image

Cherly is a super star of a Rover. She’s so personable and understanding of every dog or puppy’s needs. She helped me out massively last minute which really is a testament to her character.

Availability updated yesterday
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
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
52 reviews
25 repeat clients
Profile image

Elijah was very communicative and kind regarding our two dogs who are not the most low maintenance pair. She asked a lot of questions during our meet and greet that showed how seriously she takes this job and left our home and our pets in great condition, we would highly recommend her!

Availability updated today
Sitter Profile Image: Rebecca K.
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Sitter Profile Image: Rebecca K.
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17. Rebecca K.

Ready to adapt to your dog's needs
Chicago, IL, 60641
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
23 reviews
11 repeat clients
Profile image

We were out of the country for a bit and Rebecca was amazing! Patient, kind, and communicative: What more could you ask for? I really wish Rover would reduce the the percentage taken from wonderful people like her. I mean they charge me for booking and also take a cut from her!!!!! Double dipping is just never good when you are in the "my pets are my children" world. Anyways, big ty to Rebecca!!!!!

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

Star Sitter
Big Yard, House, and Lots of Love.
Belmont Cragin, Chicago, IL, 60634
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
134 reviews
47 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 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Jillian L.
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Sitter Profile Image: Jillian L.
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19. Jillian L.

flexible schedule, remote worker
Irving Park, Chicago, IL, 60641
1.5 mi. away
House Sitting, Drop-In Visits
from
$65
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Jillian was fantastic! She helped me when I was in a serious bind. She’s responsive and respectful of my home. Mostly importantly she is kind, patient, and attentive to my dog who has a big personality. I would highly recommend her.

Availability updated yesterday
Sitter Profile Image: Gia V.
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Sitter Profile Image: Gia V.
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20. Gia V.

Let’s go fur a walk
Chicago, IL, 60641
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
39 reviews
16 repeat clients
Profile image

Gia was fabulous! She sent us regular updates and was proactive throughout the time she was with our kitties to make sure she was following all our notes. She even laundered the the towels and sheets we left for her to use while staying in our home! We’ll definitely be calling Gia again!

Availability updated 5 days ago

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