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: Damarius G.
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Sitter Profile Image: Damarius G.
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1. 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
17 reviews
7 repeat clients
from
$45
per night

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!

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Sitter Profile Image: Kaira L.
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Sitter Profile Image: Kaira L.
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2. 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
16 reviews
6 repeat clients
from
$55
per night

This was my first time leaving my dog for a couple of days as well as my first time using Rover and Kaira made it such an easy and positive experience. She asked great questions, was very communicative the entire time, and I came home to a very happy dog. I highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ismy S.
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Sitter Profile Image: Ismy S.
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3. 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
3 repeat clients
from
$60
per night

Ismy and Corey are nothing short of incredible! Their exceptional care and attention to detail while watching over my beloved cat Fox Fox was truly out of this world. From ensuring he had everything he needed to making him feel loved and cherished, they went above and beyond in every aspect. I couldn't have asked for better caretakers for my furry friend. Ismy and Corey's dedication and passion for animals shine through in everything they do. Fox Fox was in the best hands possible, and I am endlessly grateful for their amazing service. If you're looking for top-notch pet care, look no further than Ismy and Corey! Thanks again, Ismy and Corey, Fox Fox misses you both already! 🦊🐾

Sitter Profile Image: micah d.
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Sitter Profile Image: micah d.
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4. micah d.

Star Sitter
Lifelong Animal Lover/Caretaker!
Chicago, IL, 60614
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
6 repeat clients
from
$50
per night

Micah was so amazing with our 5-month old golden retriever puppy! She was easy to communicate with and sent updates throughout the day on how he was doing. I felt comfortable taking a day trip away because I knew she was taking good care of him and that he was having a good time. Highly recommend!

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Sitter Profile Image: Katy R.
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Sitter Profile Image: Katy R.
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5. 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
6 repeat clients
from
$50
per night

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!

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Sitter Profile Image: Cole W.
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Sitter Profile Image: Cole W.
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6. 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
19 reviews
7 repeat clients
from
$40
per night

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!

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Sitter Profile Image: Andre H.
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Sitter Profile Image: Andre H.
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7. 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
44 reviews
16 repeat clients
from
$50
per night

Andre did a wonderful job with our two fur babies. He kept in communication with us throughout our trip and sent daily pictures. Both our home and pets were well cared for throughout his stay. He went above and beyond to make sure everything was in its place. We are thrilled to find another person who cares for Davey & Stevie as much as we do!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Santos S.
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Sitter Profile Image: Santos S.
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8. 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
34 reviews
15 repeat clients
from
$70
per night

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!

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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
100 reviews
35 repeat clients
from
$100
per night

Miranda and Elise were fantastic with our senior dog Bella. They kept us up to date daily and when we got home after being gone over a week Bella was peppy and was clearly well taken care of. So thankful for them!!

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Sitter Profile Image: Zoë V.
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Sitter Profile Image: Zoë V.
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10. Zoë V.

Pet Parent Extraordinaire
Lincoln Square, Chicago, IL, 60625
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

Zoe was great! Communicative and INSTANTLY got along with our pup and cats. We got some fantastic pictures from the weekend and it felt great knowing our pawed friends were in outstanding hands.

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Sitter Profile Image: AnneMarie P.
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Sitter Profile Image: AnneMarie P.
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11. AnneMarie P.

Star Sitter
Animal Lover 🫶🏼
North Center, Chicago, IL, 60618
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
31 repeat clients
from
$98
per night

AnneMarie was GREAT. She stepped in for me at the last moment when I had a cancelation just before a business trip. We arranged a quick meet and greet, she bonded with the dogs really quickly, and asked all the right questions about how to care for my older dog who’s got some special needs. During the stay she kept me posted with regular photos and updates and was proactive in checking on dog and apartment-related issues. She is very kind and patient with my dogs. I’ll definitely book her again!

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Sitter Profile Image: Angela C.
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Sitter Profile Image: Angela C.
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12. 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

Once again, Angela has treated Huxley as a member of her family. She spent four days with him and we received multiple photos and descriptions of their activities. She is our number one choice for a house/dog sitter.

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Sitter Profile Image: Andrea B.
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Sitter Profile Image: Andrea B.
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13. Andrea B.

I'll treat your pet like my own
North Center, Chicago, IL, 60618
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$51
per night

Andrea was great. Looked after my Nachito (bulldog) and adjusted her schedule a bit to make it convenient. Would book again :)

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Sitter Profile Image: Sonya F.
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Sitter Profile Image: Sonya F.
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14. 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

2nd time with Sonya and once again she took excellent care of our pup. Lots of pictures and updates to make sure we’ve a stress-free experience while away. We feel very lucky to have found someone as responsible and attentive as Sonya!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jon Y.
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Sitter Profile Image: Jon Y.
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15. 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

You can stop scrolling through Rover now, you’ve found your perfect pet sitter in Jon! Jon is one of my closest friends and colleagues. I’ve known and worked alongside him in many different environments and have seen him rise to every challenge with a calm confidence that I find is quite rare. I trust him so well that when I am out of town, I turn the operations of my own pet sitting business over to him. There’s no one that I trust more in this city to be in charge of my business while I’m away, and that’s why I’m so confident you’ll love adding him to the caretaking team for your pet! Jon is kind, respectful, and compassionate with everyone. He will be patient and gentle with your small timid pets, and calm and assertive with your big wily pets. Jon is an incredibly respectful houseguest, you’ll return home to a space in tip top shape. Jon is one of my favorite people in this entire world, and when you choose him as your pet sitter you’ll find out why!

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, 60640
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$65
per night

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!

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Sitter Profile Image: Nadia B.
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Sitter Profile Image: Nadia B.
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17. Nadia B.

Rover 101
Star Sitter
Experienced, Passionate Dog Lover
Chicago, IL, 60640
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
7 repeat clients
from
$55
per night

Nadia was amazing! We got daily updates and pictures and our dog seemed completely comfortable! She left our house spotless and Mindy was so relaxed when we got home. Nadia really gave us peace of mind with this being our first time using rover. Thank you Nadia!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Eric M.
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Sitter Profile Image: Eric M.
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18. 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
15 reviews
3 repeat clients
from
$55
per night

I’ve known Eric for several years and have come to know him as an extremely compassionate animal lover. Eric is currently the pet parent of eight animals (including cats, birds and a dog) and cares for each of them diligently with kindness and attentiveness. He has shown that he will go to any lengths necessary to make sure his pets are safe and happy. I believe Eric would be a wonderful caregiver for other pets, they will be happier for it!

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Sitter Profile Image: John J.
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Sitter Profile Image: John J.
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19. John J.

Star Sitter
Warm heart for cold noses & paws
Uptown, Chicago, IL, 60640
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$26
per night

I will definitely be using John again for future bookings! He was quick to respond, made sure he understood Peanut's schedule and any special things he should know, sent me picture updates, and overall Peanut just seemed relaxed and stress free when I came back--this is a feat in itself because he's a rather anxious pooch at times. I couldn't have asked for a better outcome when trying out a new dog sitter. Thanks again for watching Peanut, John! :)

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Sitter Profile Image: Antonio F.
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Sitter Profile Image: Antonio F.
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20. Antonio F.

I love and will care for all dogs
Uptown, Chicago, IL, 60613
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$40
per night

Antonio has been incredible taking care of my dog, Icy. He is my go-to dogsitter for Icy since he not only walks her 30-40 minutes each visit, but he also plays with her, takes her to the lake, ensures she is fed and hydrated, and adeptly handles her high energy levels. Although I can be quite particular and ask for a lot, Antonio has been remarkably accommodating, willing to handle everything, and remembers even the smallest details. He truly goes above and beyond when taking care of her and I am so happy to find someone like him to watch Icy!

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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