House Sitting In Uptown Chicago

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Katy R.
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Sitter Profile Image: Katy R.
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1. Katy R.

Experienced pet sitter in Uptown
Uptown, Chicago, IL, 60640
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$50
per night
Profile image

Katy was an amazing house/dog sitter for our two pups! Very punctual and great communication. My dogs loved her. I would definitely recommend her for house sitting!

Sitter Profile Image: Damarius G.
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Sitter Profile Image: Damarius G.
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2. Damarius G.

Dogs are just furry children.
Edgewater, Chicago, IL, 60660
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$45
per night
Profile image

Damarius was great - our Reggie had a great time hanging with him while we were out. Damarius was responsive, provided regular updates, and was very knowledgeable about puppy care. We look forward to booking him to spend time with Reggie again!

Sitter Profile Image: Kaira L.
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Sitter Profile Image: Kaira L.
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3. Kaira L.

Full-time cat/dog sitter available
Uptown, Chicago, IL, 60640
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
11 repeat clients
from
$70
per night
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Having Kaira watch Otis was a great experience. Kaira gave me plenty of updates and pics of Otis, which this nervous dog mom really appreciated! I would not hesitate to book again.

Sitter Profile Image: Marin B.
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Sitter Profile Image: Marin B.
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4. Marin B.

Star Sitter
Reliable & Responsible Pet Sitter
Lake View, Chicago, IL, 60613
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$55
per night
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I had a great experience with Marin. She sent daily updates with pictures which put my mind at ease while I was away. She was reliable, responsible, and respectful of my space. I would definitely rebook her in the future.

Sitter Profile Image: Cole W.
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Sitter Profile Image: Cole W.
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5. Cole W.

Young professional who loves pets!
Lake View, Chicago, IL, 60614
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$40
per night
Profile image

Cole did a wonderful job sitting for our dog and cat! He was very prompt and communicative. Our senior cat takes medication twice a day for some health issues, and our rescue dog is fairly high energy. He went above and beyond to take care of them, our houseplants, and our home. We will definitely be asking Cole to sit for us again, and highly recommend his services to anyone!

Sitter Profile Image: Santos S.
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Sitter Profile Image: Santos S.
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6. Santos S.

—I work with ALL dogs—
Lincoln Square, Chicago, IL, 60625
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
15 repeat clients
from
$70
per night
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Santos was a great house-sitter for Kula! He sent frequent updates, pictures, and goings-on while we were away for a long weekend. Really appreciate the communication and would book again!

Sitter Profile Image: Ismy S.
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Sitter Profile Image: Ismy S.
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7. Ismy S.

Star Sitter
Loving, nurturing purfect sitter 🤍
Edgewater, Chicago, IL, 60660
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
4 repeat clients
from
$60
per night
Profile image

Ismy stayed at our home with our dog for two weeks. She was amazing in every way! Wesley (our dog) was walked several times a day and enjoyed lots of snuggles and playtimes. Ismy communicated with us daily about how Wesley was doing and she sent lots of pictures too! We will definitely reach out to Ismy again when we need a dog walker or a sitter. I highly recommend her!!

Sitter Profile Image: Briana S.
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Sitter Profile Image: Briana S.
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8. Briana S.

Friend for pup while you're away!
Chicago, IL, 60657
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
13 repeat clients
from
$50
per night
Profile image

Briana did an amazing job, she stayed in our home and we came home to happy dogs and fresh baked muffins! She sent us pics and kept us updated the entire time we were gone. She took great care of our home and brought in our mail for us. I would highly recommend Briana.

Sitter Profile Image: Miranda & Elise C.
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Sitter Profile Image: Miranda & Elise C.
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9. Miranda & Elise C.

Star Sitter
I like big mutts and I cannot lie.
Lake View, Chicago, IL, 60613
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
102 reviews
36 repeat clients
from
$100
per night
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Miranda and Elise are what you dream of when thinking about having a pet sitter come into your home. They are so sweet, sent pictures everyday, amazing at communication, and left our house spotless and our babies happy and healthy. We can’t wait to use them again for another trip. We absolutely loved them.

Sitter Profile Image: Zoë H.
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Sitter Profile Image: Zoë H.
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10. Zoë H.

Star Sitter
Art-loving animal caregiver, NW Chi
Chicago, IL, 60625
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$40
per night
Profile image

Zoë is an all-star petsitter - friendly, caring, thorough, & trustworthy! She took great care of my cats and left my place in immaculate shape after housesitting. She also administered medication without any issues. Would recommend to anyone. Thank you, Zoë!!!

Sitter Profile Image: Josh& Faith Laray-Alexia C.
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Sitter Profile Image: Josh& Faith Laray-Alexia C.
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11. Josh& Faith Laray-Alexia C.

Two Caregivers is Better Than One
Chicago, IL, 60613
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$49
per night
Profile image

There is no doubt that Josh and Faith love animals and they spent a lot of time with my anxious cat and also gave him his medication. It requires a high degree of trust to have someone house sit, but I never worries while I was away.

Sitter Profile Image: Andre H.
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Sitter Profile Image: Andre H.
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12. Andre H.

Star Sitter
Energized, pet-loving professional
Uptown, Chicago, IL, 60640
0.8 mi. away
Boarding, House Sitting
5.0 out of 5 stars
47 reviews
16 repeat clients
from
$50
per night
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Andre is a gem! This was my first Rover experience, and it couldn’t have gone better. Andre was so professional, courteous, and caring. It’s clear he loves spending time with all of our animal friends. He was communicative throughout my trip with pictures and updates on how things were going, he left my home spotless, and it sounds like he brought great energy to my senior set-in-his-ways pup. I can’t recommend Andre enough, and I’m so excited and relieved to have established having someone so great nearby for future Neville care needs.

Sitter Profile Image: Vladimir C.
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Sitter Profile Image: Vladimir C.
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13. Vladimir C.

Rover 101
Fulltime attention 💛💙 loads of 📸
Chicago, IL, 60613
0.5 mi. away
Boarding, House Sitting
5.0 out of 5 stars
73 reviews
25 repeat clients
from
$59
per night
Profile image

Vladimir was an amazing sitter. I think Bertie had more fun with him than she does with us ?. Every day he sent great updates with lots of pictures and an overview of their day. He was also a great house guest that left our apartment very clean and took care of his own linens. We will definitely look to book Vladimir the next time we need a dog sitter!

Sitter Profile Image: Angela C.
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Sitter Profile Image: Angela C.
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14. Angela C.

WFH with your pets!
Lake View, Chicago, IL, 60613
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
25 repeat clients
from
$75
per night
Profile image

What a great experience for having a first dog sitter! Angela communicates well with twice daily notes and photos. She made our dog feel like she was another member of our family. Our dog requires medication twice daily and also requires a prescribed area for taking walks due to his reactivity to other dogs. She followed all instructions to a tee. We would happily employ her again through Rover.com.

Sitter Profile Image: Sonya F.
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Sitter Profile Image: Sonya F.
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15. Sonya F.

Star Sitter
Friendly and caring animal lover!
Chicago, IL, 60640
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
11 repeat clients
from
$90
per night
Profile image

Sonya was an outstanding sitter for our cat! She really went the extra mile, giving us frequent updates and photos and making him feel very loved during our weeklong trip. She even stayed late on the final day to give him dinner and spend a little more time with him. Really appreciate the care. Highly recommended!

Sitter Profile Image: Jordan J.
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Sitter Profile Image: Jordan J.
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16. Jordan J.

Star Sitter
Passionate Pet Extraordinaire!
Uptown, Chicago, IL, 60613
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$75
per night
Profile image

Jordan took very good care of our apartment and our pup. We came back to a clean home and a very happy dog. Would hire him again, and would recommend him!

Sitter Profile Image: Mariah E.
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Sitter Profile Image: Mariah E.
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17. Mariah E.

Caring for your beloved companion
Uptown, Chicago, IL, 60613
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
28 repeat clients
from
$65
per night
Profile image

Another great experience with Mariah taking care of our pets & home. I can always relax when we are away, because I know our pets are in the very best care!

Sitter Profile Image: Jon Y.
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Sitter Profile Image: Jon Y.
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18. Jon Y.

Meet your pets new
Uptown, Chicago, IL, 60640
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$50
per night

Jon is incredibly reliable, communicative, and trustworthy. He is responsible and disciplined with dogs and lovingly sets healthy boundaries to promote desired behaviors. He is diligent in observing established routines, and flexible in a pinch!

Sitter Profile Image: Eric M.
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Sitter Profile Image: Eric M.
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19. Eric M.

Star Sitter
Lifelong pet owner dogs, cats, +
Uptown, Chicago, IL, 60640
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$55
per night

Eric is a wonderful, attentive, responsible pet caregiver! He treats all pets as his own and prioritizes their health, safety, and well-being. He has provided exceptional care of my cat many times and is always willing to go the extra mile to make sure she feels loved in my absence! He has tons of experience and compassion - can’t recommend him highly enough!

Sitter Profile Image: Cece W.
Sitter Profile Image: Cece W.

20. Cece W.

Rover 101
Professional Cuddler
Uptown, Chicago, IL, 60640
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
18 repeat clients
from
$65
per night
Profile image

Our dogs loved Cece! We gave her a challenge with a feisty puppy and a senior with mobility issues, and she did a great job reinforcing good habits for the pup and taking care of the senior and her medications. Cece asked great questions and communicated well while we were away. She stayed in our home and was a terrific houseguest too. We highly recommend her!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Uptown:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting