House Sitting In Uptown Chicago

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Sitter Profile Image: Gail B.
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Sitter Profile Image: Gail B.
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1. Gail B.

"Retired Dog and Cat Lover
Uptown, chicago, IL, 60640
0.3 mi. away
House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
44 reviews
9 repeat clients
Profile image

We’ve used Gail for watching our Rue in our home, she is professional, punctual and I’m always happy she is able to help us!! I will continue to request her services!!

Availability updated 3 days ago
Sitter Profile Image: Katy R.
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Sitter Profile Image: Katy R.
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2. Katy R.

Star Sitter
Experienced pet sitter in Uptown
Chicago, IL, 60640
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
41 reviews
9 repeat clients
Profile image

Katy came to house sit and care for my elderly cat Marcia. My kitty was very happy when I came home, and my apartment was immaculate. I would recommend Katy to anyone looking for a trusted and caring sitter.

Availability updated today
Sitter Profile Image: Kaira L.
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Sitter Profile Image: Kaira L.
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3. Kaira L.

Rover 101
Star Sitter
Full-time cat/dog sitter available
Uptown, Chicago, IL, 60640
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
179 reviews
47 repeat clients
Profile image

Kaira took absolutely amazing care of our pup. She was highly communicative, sending very detailed updates and pictures twice a day. She left the house spotless, and even took the garbage out before she left. I would book Kaira again in a heartbeat. Our pup was even in a good mood when we got home, and didn't give us the cold shoulder like she usually does when we leave her. I’m really grateful for the loving care Kaira gave her.

Availability updated 2 days ago
Sitter Profile Image: Mack O.
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Sitter Profile Image: Mack O.
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4. Mack O.

Star Sitter
Flexible schedule, I love all pets!
Uptown, Chicago, IL, 60640
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
70 reviews
21 repeat clients
Profile image

Mack was excellent! They took a lot of time to get to know my skittish pup and even arranged a second meet and greet to ensure he was comfortable. Throughout the stay Mack was very communicative and shared lots of great photos of my pup. I will definitely use Mack again for future pet sits.

Availability updated yesterday
Sitter Profile Image: Heather F.
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Sitter Profile Image: Heather F.
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5. Heather F.

Star Sitter
Looking for that awesome petsitter?
Uptown, Chicago, IL, 60640
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
75 reviews
24 repeat clients
Profile image

Heather already sounded like a great pet-sitter based on her reviews and then exceeded my expectations. Spud, my cat, seems happier and healthier since my return because she nurtured him so well. I am sad I won't be able to book Heather again, but I highly recommend others book her in the future.

Availability updated 6 days ago
Sitter Profile Image: Jamie G.
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Sitter Profile Image: Jamie G.
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6. Jamie G.

In home care from a guy all pets lo
Uptown, chicago, IL, 60640
0.6 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
26 reviews
10 repeat clients
Profile image

Jamie was a perfect match for our diva of a chihuahua. He let her warm up to him on her own and by the end of his stay, she followed him around like she does to us. Jamie’s communication was stellar from the moment we inquired about his availability, to the meet and greet, to the abundance of photos and updates we received while we were away. We felt so comfortable with Jamie that we booked him again for our next out of town stint in a few weeks. Thanks, Jamie, for taking such great care of our pup in the comfort of our home.

Availability updated yesterday
Sitter Profile Image: Angelique H.
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Sitter Profile Image: Angelique H.
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7. Angelique H.

Star Sitter
Deliverer of unlimited scritches :)
Uptown, Chicago, IL, 60613
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 5.0 stars
30 reviews
15 repeat clients
Profile image

Angelique was so sweet and took amazing care of our two dogs! Our original plan fell through so we had a last minute request and she immediately arranged for a meet and greet. She was very loving and understanding around our younger dog's skittishness with strangers. She was very thorough, communicative, and accommodating. We felt very at ease knowing the dogs were in such good hands and will absolutely be requesting her in the future!

Availability updated 14 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Andre H.
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Sitter Profile Image: Andre H.
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8. Andre H.

Star Sitter
Energized, pet-loving professional
Uptown, Chicago, IL, 60640
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
60 reviews
19 repeat clients
Profile image

Andre is the best! Communicative, professional, and so good with my spicy sweet old Chihuahua, Neville. He always takes great care of my home, and Neville is always happy when I return after being away and them having spent time together.

Availability updated 31 days ago
Sitter Profile Image: Camille W.
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Sitter Profile Image: Camille W.
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9. Camille W.

Star Sitter
Your pet is my top priority!
Chicago, IL, 60640
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
19 reviews
7 repeat clients
Profile image

Camille is just our favorite. She is so kind and amazing to our pup Luca. You should see his eyes light every time Camille walks through the front door and how sad he is every time she leaves…

Availability updated 3 days ago
Sitter Profile Image: Maryclare C.
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Sitter Profile Image: Maryclare C.
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10. Maryclare C.

Animal lover
Uptown, Chicago, IL, 60640
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Maryclare did amazingly with Lulu and took her on a super long walk!

Availability updated yesterday
Sitter Profile Image: Jenny D.
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Sitter Profile Image: Jenny D.
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11. Jenny D.

Star Sitter
Any Day, Every Critter, I’m ur Gal!
Edgewater, Chicago, IL, 60640
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
34 reviews
6 repeat clients
Profile image

Cannot say enough about Jenny!! I am a new dog parent and was so nervous to leave my puppy at home for even a few hours by herself. Jenny confirmed quickly and asked great questions. She also sent amazing updates throughout the day and helped me with a few next steps for Daisy. Really appreciate it so much!

Availability updated 7 days ago
Sitter Profile Image: Cole W.
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Sitter Profile Image: Cole W.
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12. Cole W.

Young professional who loves pets
Edgewater, Chicago, IL, 60660
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
64 reviews
24 repeat clients
Profile image

Cole watched our dog for a night at our house and was fantastic! Our dog, Shibobo, is a large, mischievous sheepadoodle, and he did great with navigating Shibobo's quirks. Cole was very responsive and kept us updated during the visit. Shibobo clearly enjoyed his time with Cole. We highly recommend Cole to anyone!

Availability updated today
Sitter Profile Image: Allison C.
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Sitter Profile Image: Allison C.
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13. Allison C.

Star Sitter
Lover of cats, dogs & adventures
West Town, Chicago, IL, 60622
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
83 reviews
34 repeat clients
Profile image

Allison was great!! We are so happy we found her. She made sure Lola had plenty company and left our house clean and respected. Lola can’t wait to hang again :)

Availability updated 3 days ago
Sitter Profile Image: Jasmin U.
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Sitter Profile Image: Jasmin U.
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14. Jasmin U.

Reliable and Caring Pet Sitter
Uptown, Chicago, IL, 60640
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

Jasmin did an overnight stay with my dog and she gave helpful updates, asked important questions, and communicated clearly. She was very professional and I highly recommend her!

Availability updated 6 days ago
Sitter Profile Image: Marco P.
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Sitter Profile Image: Marco P.
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15. Marco P.

Star Sitter
Grad Student and Animal Lover
Lake View, Chicago, IL, 60613
1.0 mi. away
Boarding, House Sitting
from
$49
per night
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

Marco took such great care of our 3-year-old and 14-year-old pups! Marco communicated well - sharing updates and photos regularly - and gave our senior pup her meds daily. I highly recommend Marco!

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

Star Sitter
Ravenswood/Lakeview Dog Care
Lake View, Chicago, IL, 60613
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
39 reviews
14 repeat clients
Profile image

The perfect sitter who left my place better than when she got here. Lily loved Susan so much. Grateful especially since my plane was almost 8 hours late and she happily stayed and watched over Lily. Thank you again

Availability updated 25 days ago
Sitter Profile Image: Christopher P.
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Sitter Profile Image: Christopher P.
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17. Christopher P.

Dog-Lover Seeks New Canine Friends!
Uptown, Chicago, IL, 60640
0.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care
from
$65
per night
5 out of 4.8 stars
40 reviews
19 repeat clients
Profile image

Chris was so great! He stayed in our home and was great at communicating throughout the time we were away. We are watching an older family dog and he was great with her! You can tell he has a passion for pets and his presence makes anyone feel comfortable. 100% recommend.

Availability updated 7 days ago
Sitter Profile Image: Levi C.
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Sitter Profile Image: Levi C.
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18. Levi C.

Star Sitter
Lover of pets all shapes and sizes!
Uptown, Chicago, IL, 60640
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
10 reviews
5 repeat clients

About: I have taken care of animals for as long as I can remember! I’ve been responsible for cats my whole life, and I’ve done dog sitting for my family since I was 16 years old. I also have experience with smaller animals like Guinea pigs and geckos! I’m currently in between jobs so I’ll have plenty of time to take care of your animals! My only busy days really are Tuesdays and Thursdays. I always respect any requests made by pet owners, and I remember that it is my job to respect an animals needs. I’m happy to stay in as much communication with the owner as requested, and I always take time to learn each animal’s needs and behavior.

Availability updated 19 days ago
Sitter Profile Image: Sienna S.
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Sitter Profile Image: Sienna S.
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19. Sienna S.

Star Sitter
Ex dog groomer, forever dog lover!
Chicago, IL, 60618
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
Profile image

Sienna was wonderful for our 10 day trip! Wayne is happy as can be and our house is just as we left it. Sienna sent pictures daily and shared updates as well. We will definitely reach out for future dog sits!

Availability updated yesterday
Sitter Profile Image: Timothy H.
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Sitter Profile Image: Timothy H.
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20. Timothy H.

Here to care for your fur babies
Edgewater, Chicago, IL, 60640
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$42
per night
5 out of 5.0 stars
3 reviews

Tim is a lovely person who has been a good pet parent. He is very personable and does any job well. While giving great care, he will shower all the love and attention he can give to your furry loved one!

Availability updated today
Confirmed availability for Memorial Day Weekend

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  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?

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    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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