House Sitting in Lincoln Square, 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
1.9 mi. away
House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
44 reviews
8 repeat clients
Profile image

Gail was an excellent sitter. She stayed at my home for a week and took great care of Rory. She was communicative and sent pictures and updates that made us feel very comfortable. The house was left in excellent shape. Will definitely reach out again in the future

Availability updated 2 days ago
Sitter Profile Image: Cole W.
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Sitter Profile Image: Cole W.
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2. Cole W.

Young professional who loves pets
Rogers Park, Chicago, IL, 60660
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
59 reviews
22 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 yesterday
Sitter Profile Image: Maya P.
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Sitter Profile Image: Maya P.
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3. Maya P.

Eager to meet your fluffy friends!
Logan Square, Chicago, IL, 60647
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
11 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 2 days ago
Sitter Profile Image: Kaira L.
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Sitter Profile Image: Kaira L.
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4. Kaira L.

Rover 101
Star Sitter
Full-time cat/dog sitter available
Uptown, Chicago, IL, 60640
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
172 reviews
46 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 today
Sitter Profile Image: Laura L.
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Sitter Profile Image: Laura L.
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5. Laura L.

Star Sitter
Sitter w/ special needs experience
Chicago, IL, 60618
1.4 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
27 reviews
6 repeat clients
Profile image

Laura/Shoshanna did a wonderful job with our three pets, including our boisterous pit mix and our mischievous thieving cat. We'll definitely re-book.

Availability updated 7 days ago
Sitter Profile Image: Madeleine F.
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Sitter Profile Image: Madeleine F.
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6. Madeleine F.

Excited for their adventures!
Albany Park, Chicago, IL, 60625
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.3 stars
7 reviews
Profile image

I've been having Teddy said he was a puppy and this was my first time leaving him alone over the years that I have had him he developed epilepsy so when I wanted to go out of town I was wondering what to use then I found an app called Rover found Madeleine F she replied right away took on the responsibility of giving Teddy his medicine and walking him she did wonderful while I was gone she sent me updates she sent me photos she communicated so well if I have to recommend anybody it definitely would be her

Availability updated today
Sitter Profile Image: Mack O.
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Sitter Profile Image: Mack O.
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7. Mack O.

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

Mack did a great job taking care of my pup! I can tell my girl was well cared for, and I came home to a spotless apartment - even found the sheets finishing up in the dryer as I walked in! I’d have Mack sit again any time.

Availability updated today
Sitter Profile Image: Sienna S.
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Sitter Profile Image: Sienna S.
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8. Sienna S.

Ex dog groomer, forever dog lover!
Chicago, IL, 60618
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
11 reviews
1 repeat client
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: Jenny D.
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Sitter Profile Image: Jenny D.
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9. Jenny D.

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

Great sitter, great photographer. Very nice to all the babies and good communication and flexibility. Made adjustments according to doggo’s quirks and made things easier for all the pets while I was gone. Would recommend wholeheartedly.

Availability updated 2 days ago
Sitter Profile Image: Ella W.
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Sitter Profile Image: Ella W.
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10. Ella W.

Active Andersonville Petsitter
Chicago, IL, 60640
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Ella was great. Took care of my two ornery pups while I was out of town working. Also took good care of my place. She was really good with communication. Never had to worry while I was gone. Will definitely use her services again.

Availability updated 3 days ago
Sitter Profile Image: Rylie C.
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Sitter Profile Image: Rylie C.
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11. Rylie C.

Star Sitter
Empathetic & Communicative Pet Care
Edgewater, Chicago, IL, 60640
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Rylie is AMAZING! She watched our dog Bob for 5 days and gave him lots of love! She sent lots of photos and updates and I was never worried about how he was doing! She truly loved on our little guy! Highly recommend! She also gives great walks that stimulated and tired him out!

Availability updated yesterday
Sitter Profile Image: Lisa T.
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Sitter Profile Image: Lisa T.
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12. Lisa T.

Nurture, Love, and Keep Safe
Uptown, Chicago, IL, 60640
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
36 reviews
19 repeat clients
Profile image

Lisa did a fantastic job taking care of my 2 cats while I had to leave town for a family emergency last minute. She has consistently been a prompt communicator, and she took the time to learn more details about my cats and their needs/preferences, as she wanted to make sure they were as comfortable as possible while I was away. One of my cats was very anxious when I left and didn’t want to eat or take medications, but Lisa was incredibly patient and persistent, and eventually she was able to help my cat feel comfortable enough to eat and take her meds. She provided lots of love to my cats and left my apartment in great shape, and she kept me updated every time she stopped by with info and photos/videos. I really appreciate everything Lisa did for my cats and would highly recommend her to anyone who wants top quality care for their furry friends.

Availability updated 9 days ago
Sitter Profile Image: Hanna L.
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Sitter Profile Image: Hanna L.
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13. Hanna L.

Star Sitter
Fun, and Always Ready for Cuddles!
North Park, Chicago, IL, 60625
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Hanna was a very friendly and affectionate care taker. She made sure to provide plenty of updates and photos during the house sitting to put our minds at ease during the trip! Highly recommend!

Availability updated today
Sitter Profile Image: Katy R.
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Sitter Profile Image: Katy R.
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14. Katy R.

Star Sitter
Experienced pet sitter in Uptown
Chicago, IL, 60640
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
39 reviews
9 repeat clients
Profile image

Katy was wonderful with my two shih tzus. They immediately felt comfortable and had a wonderful evening with her. She was communicative and so kind!

Availability updated 4 days ago
Sitter Profile Image: Jinni B.
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Sitter Profile Image: Jinni B.
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15. Jinni B.

Rover 101
Star Sitter
9-Year 5-Star Rover Sitter!
Lincoln Square, Chicago, IL, 60640
0.5 mi. away
House Sitting, Drop-In Visits
from
$80
per night
5 out of 5.0 stars
129 reviews
50 repeat clients
Profile image

Jinni stayed at our house with our Samoyed, Nushi while we were gone for the week. She was a great communicator, houseguest and (most importantly) caretaker for Nushi. We will definitely use her services again in the future!

Availability updated 6 days ago
Sitter Profile Image: Paula Q.
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Sitter Profile Image: Paula Q.
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16. Paula Q.

Long walks? Belly Rubs? You got it!
West Ridge, Chicago, IL, 60659
1.4 mi. away
House Sitting, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

Paula was great - she did overnight visits for my four cats while I was out of state for about a week. She was calm, attentive, and responsive. She gave me daily updates about my cats, including medical updates on one of my cats who had not been feeling well. I know overnight visits for cats seems a bit overboard for some people but my cats are very social and love having people around so it was a huge relief to know she was there to play with them, keep a watchful eye on them, and let them snuggle with her at night. Paula even cleaned up before I got home so after my long drive, I didn't have to worry about vacuuming up cat litter. SO NICE! I recommend Paula for your household :)

Availability updated 5 months ago
Sitter Profile Image: Andre H.
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Sitter Profile Image: Andre H.
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17. Andre H.

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

My house was left as clean as I left it! My babies were obviously well cared for, and Andre was so kind when I wanted to check in. I wish all of my care experiences were this good. One of my babies had to take a pill, and is highly suspicious, and he got her anti-inflammatory in her!

Availability updated 7 days ago
Sitter Profile Image: Elliott H.
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Sitter Profile Image: Elliott H.
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18. Elliott H.

Your pets are family after all!
Chicago, IL, 60625
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Eli was an excellent dogsitter for our senior reactive dachshund with medication and other medical needs. Eli was an amazing communicator. He asked questions and stayed in touch with lots of pictures and updates throughout our vacation. We returned to a clean apartment. As an anxious dog mom, it was such a comfort knowing our pup was well taken care of. Would definitely recommend!

Availability updated today
Sitter Profile Image: Hunter S.
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Sitter Profile Image: Hunter S.
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19. Hunter S.

Attentive & Fun Pet Care🐾
Chicago, IL, 60625
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
61 reviews
13 repeat clients
Profile image

NO NEED TO LOOK ANY FURTHER !! We went on vacation for ten days and this is the first time we had a pet sitter stay in our home. We contacted Hunter and he came to our house to conduct a meet and greet with us and our two fur babies. They were immediately comfortable with Hunter. You would have thought they have known Hunter for years based on the interaction. Hunter is a very kind/compassionate/caring and very responsible. Hunter sent us pictures twice a day and always answered our text messages within minutes. He is very respectful of your property and makes certain when you return your house is impeccable. Hunter will love and care for your pets like they were is own. There is no doubt we will contact Hunter when we vacation again. You will definitely enjoy your vacation knowing Hunter is caring for your best friends. Thank You Hunter! You’re the BEST !!

Availability updated yesterday
Sitter Profile Image: Colin C.
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Sitter Profile Image: Colin C.
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20. Colin C.

Lifelong Animal Lover & Caregiver
Lincoln Square, Chicago, IL, 60625
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
55 reviews
18 repeat clients
Profile image

Colin watched our pup over the holiday weekend and stayed at our place. He was on time, extremely caring, clean, super responsive and communication was great. We will definitely use him again and highly recommend!

Availability updated 3 days ago

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