House Sitting in Lincoln Square, 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: Eleanor Y.
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Sitter Profile Image: Eleanor Y.
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1. Eleanor Y.

Star Sitter
I've been called a cat whisperer!
Chicago, IL, 60640
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
18 repeat clients
from
$50
per night
Profile image

She was amazing. This is the first time I had to leave my pets with anyone and I was extremely nervous. Eleanor was warm and welcoming the first moment I met her. My puppy who is overly cautious, fell in love with her. When I left my home, I had no worries and I know my pets had a wonderful time being spoiled with all the extra love! I will definitely book with her 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
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
14 repeat clients
from
$55
per night
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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!

Sitter Profile Image: Damarius G.
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Sitter Profile Image: Damarius G.
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3. Damarius G.

Dogs are just furry children.
Edgewater, Chicago, IL, 60660
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$45
per night
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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: 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
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$55
per night
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Marin did a fabulous job. We were out of town and totally trusted her, watching after our dog, and taking care of our apartment as well. She is definitely someone that I would book again in the future, very responsible and extremely communicative throughout the process.

Sitter Profile Image: Desiree S.
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Sitter Profile Image: Desiree S.
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5. Desiree S.

Fun, caring animal lover!
Irving Park, Chicago, IL, 60618
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
15 repeat clients
from
$38
per night
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Desiree did a fantastic job sitting at our house while we were away. She was responsive and punctual. Ash seemed to have a great time, and Desiree sent some update pictures. Would definitely recommend!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Ismy S.
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Sitter Profile Image: Ismy S.
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6. Ismy S.

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

—I work with ALL dogs—
Chicago, IL, 60625
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
16 repeat clients
from
$200
per night
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Definitely felt confident that my dog was taken care of and that my home was well respected the whole time! Saturn was very glad to have a caring dog watcher! ? ❤️

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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
1.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
48 reviews
17 repeat clients
from
$50
per night
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Once again Andre is the best! He keeps us updated throughout the day and send us the best pictures of boys :) We had a last minute change to the departure time for our trip and he was super flexible and kind as well! Looking forward to working with him again!

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Sitter Profile Image: Sonya F.
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Sitter Profile Image: Sonya F.
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9. Sonya F.

Star Sitter
Friendly and caring animal lover!
Chicago, IL, 60640
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
13 repeat clients
from
$90
per night
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Sonya is amazing and sent so many pictures and updates while I was out. She even took care of my small crab and plants and left the space immaculate. I wouldn't think twice about booking with Sonya again! She really went above and beyond.

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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
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$42
per night
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Zoe was great with Lea! Lea is an older dog who is extremely nervous and upset hand we leave, but was very comfortable with Zoe. We also ended up having a drastic change of plans and Zoe was incredibly accommodating and flexible with changing plans last minute. We’d highly recommend Zoe if you are looking for someone reliable and great with pets!

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

Star Sitter
I like big mutts and I cannot lie.
Lake View, Chicago, IL, 60613
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
108 reviews
37 repeat clients
from
$100
per night
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Miranda and Elise are our favorite long-term sitters. They’ve done short stays for us too, but this week-long gig was a repeat booking! They know and take care of everything the senior pups need (medication, extra help with stairs, etc) and always take care of our apt as well. They’re the best!

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Sitter Profile Image: AnneMarie P.
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Sitter Profile Image: AnneMarie P.
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12. 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
106 reviews
38 repeat clients
from
$98
per night
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AnneMarie was wonderful. Not only did she take excellent care of my dog, Harvey, but she was amazing about providing updates throughout her one-week stay. And she got sick while she was here but she still made sure to care for Harvey!! She also kept my house super clean - possibly even cleaner than when I left! So grateful for such an awesome dog sitter!!

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Sitter Profile Image: Josh& Faith Laray-Alexia C.
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Sitter Profile Image: Josh& Faith Laray-Alexia C.
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13. 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
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Josh & Faith were amazing with Kasper and Buddy! They stayed at our home during our vacation which gave us peace of mind that our animals were well taken care of. They kept us constantly updated and both animals were happy when we arrived home. We will definitely be booking them for our future pet care needs.

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Sitter Profile Image: Ayanna G.
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Sitter Profile Image: Ayanna G.
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14. Ayanna G.

I will love your pet like mine own!
Chicago, IL, 60618
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
8 repeat clients
from
$50
per night
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Ayanna was just wonderful with our two dogs. You can tell that she genuinely cares for animals, I never doubted they were in good hands and having lots of fun in her care.

Sitter Profile Image: Rebecca A.
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Sitter Profile Image: Rebecca A.
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15. Rebecca A.

Rebecca from Jenny B. farm
Lincoln Square, Chicago, IL, 60625
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
21 repeat clients
from
$50
per night
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Rebecca watched my dog for me on a trip and was amazing! It was a last-minute booking, and she came through quickly, was super communicative and responsive and sent adorable photos of my girl. :) Overall really great and will definitely be working with her again!

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Sitter Profile Image: Roland S.
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Sitter Profile Image: Roland S.
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16. Roland S.

Rover 101
Star Sitter
Certified Vet Tech 🩺
Chicago, IL, 60640
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
9 repeat clients
from
$70
per night
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Roland is great on every level. My dog, who is normally shy with new people, loved him upon meeting. He took great care of our dog and cat. Communication was good while we were away. Appreciated the pics and updates. Would book him again.

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Sitter Profile Image: Jinni B.
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Sitter Profile Image: Jinni B.
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17. 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, Dog Walking
5.0 out of 5 stars
103 reviews
45 repeat clients
from
$80
per night
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Jinni was an excellent house sitter. Both Nala and Sammie enjoyed her company. I came home to 2 happy, healthy pups and an orderly house. Would highly recommend!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Alicia D.
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Sitter Profile Image: Alicia D.
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18. Alicia D.

Star Sitter
Best Walkies🐾 And Pet Care 💙🐶🐱
Chicago, IL, 60659
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$65
per night
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Alicia was so helpful and a fantastic sitter for Douglas! He had the best time with her and she sent me updates to relieve any anxiety I had with leaving my pup!

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Sitter Profile Image: Zoë H.
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Sitter Profile Image: Zoë H.
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19. Zoë H.

Star Sitter
Art-loving animal caregiver, NW Chi
Chicago, IL, 60625
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$40
per night
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Zoë was wonderful! Very responsive, gave daily updates with photos, and was kind and adaptive to my fat cat's needs. 🤗 She was considerate of my space, flexible with meeting times before and after her stay, and my sweet boy seemed to have a great time with her! Will absolutely book with her again.

Sitter Profile Image: Maura C.
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Sitter Profile Image: Maura C.
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20. Maura C.

Attentive and Caring Pet Carer
Lincoln Square, Chicago, IL, 60625
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
Profile image

We can always tell when our cats are well taken care of upon arriving home and being reunited. Our cats were nothing but content, happy to see us and not grumpy. We know they were in good hands. Appreciated her coming by to meet them beforehand, and the photos and updates while we were away. We’ll definitely book Maura again.

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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