House Sitting in Rogers Park, 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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Search Results

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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
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 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!

Sitter Profile Image: Ismy S.
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Sitter Profile Image: Ismy S.
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2. Ismy S.

Loving, nurturing purfect sitter 🤍
Edgewater, Chicago, IL, 60660
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$50
per night

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: 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
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$45
per night

Damarius was a great find. He sent us videos of our pets while we were away and we were very comfortable that they were well cared for. We will definitely call him again.

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Sitter Profile Image: Andre H.
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Sitter Profile Image: Andre H.
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4. Andre H.

Energized, pet-loving professional
Uptown, Chicago, IL, 60640
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
16 repeat clients
from
$45
per night

Andre was phenomenal! He was extremely attentive to our two pups and very communicative as well. He noticed when Griffy wasn’t finishing his meals and went the extra mile to make sure he got his medications every day. We loved the picture updates as well. He even stayed a little longer due to our return flight being delayed! Highly recommend :) Thank you so much!

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Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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5. Ana G.

Devoted pet lover
Chicago, IL, 60660
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$70
per night

Ana was amazing and provided above and beyond care to our puppy. She was diligent, loving, and incredibly trustworthy. We look forward to working with her again and we’re so happy with our experience.

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Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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6. Annie B.

Large or Small - I Love 'em All!
West Ridge, Chicago, IL, 60660
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
32 repeat clients
from
$100
per night

Annie did a great job taking care of my dog in my apartment while I was away! She left my apartment in clean condition, washed the sheets and towels as well as did any dishes she used. She sent me picture updates and always kept me in the loop. I would definitely book her again in the future!

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Sitter Profile Image: Jasper M.
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Sitter Profile Image: Jasper M.
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7. Jasper M.

Punctual Pooch Care
Edgewater, Chicago, IL, 60660
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
19 repeat clients
from
$55
per night

Jasper was fantastic! He was the first person to get our dog to stop obsessively barking when he came to the door. Super accommodating with our schedule and an overall great job.

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Sitter Profile Image: Lynda F.
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Sitter Profile Image: Lynda F.
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8. Lynda F.

Lifelong Pet Helper!
Evanston, IL, 60202
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
13 repeat clients
from
$35
per night

Lynda went above and beyond for our 3 boys. She kept us updated regularly on how each one was doing and even sent us pictures! We will definitely use her again in the future!

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Sitter Profile Image: Kate W.
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Sitter Profile Image: Kate W.
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9. Kate W.

I’d love to take care of your pets!
Edgewater, Chicago, IL, 60660
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night

Kate is a great communicator and a clear animal lover! She watched our 2 dogs and 2 cats for several days. We came home to a clean space and happy pets, which is always a good sign!

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Sitter Profile Image: Nicole A.
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Sitter Profile Image: Nicole A.
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10. Nicole A.

Dogs are my first love
Rogers Park, Chicago, IL, 60626
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$75
per night

Nicole was wonderful! She was very communicative, took great care of our pup and left our house spotless! I would absolutely have Nicole stay with our pup again!

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Sitter Profile Image: Michelle S.
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Sitter Profile Image: Michelle S.
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11. Michelle S.

experienced pet care/house sitter
West Ridge, Chicago, IL, 60659
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
86 reviews
36 repeat clients
from
$50
per night

Great to have Michelle as our dog sitter! She was communicative, sent pictures, and followed all instructions perfectly! Will definitely have her back and highly recommend.

Sitter Profile Image: Jewel D.
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Sitter Profile Image: Jewel D.
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12. Jewel D.

Extra snuggling is free of charge!
Chicago, IL, 60645
1.7 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
43 reviews
24 repeat clients
from
$50
per night

Jewel was fantastic. She not only took great care of of our doggo and house, but she was communicative and sent photo updates throughout the weekend. Definitely will be booking her again!

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Sitter Profile Image: Leo F.
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Sitter Profile Image: Leo F.
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13. Leo F.

Avid fan of silly animals 🐕
Rogers Park, Chicago, IL, 60626
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$50
per night

Great experience with Leo! He house sat for my two dogs for 8 days. The dogs loved him and he took great care of them. Came home to a clean apartment and happy pups! Definitely would recommend if you are looking for someone trustworthy, responsible and caring.

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Sitter Profile Image: Sarah F.
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Sitter Profile Image: Sarah F.
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14. Sarah F.

Rover 101
Cat Mama, ultimate pet Auntie
evanston, IL, 60202
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$50
per night

Thank you for taking such good care of Callon, we really appreciate it!

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Sitter Profile Image: Mattie W.
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Sitter Profile Image: Mattie W.
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15. Mattie W.

College Student and Pet Lover
Chicago, IL, 60626
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$50
per night

Mattie house sat for our two cats over thanksgiving and did a phenomenal job! Our cats loved Mattie and we’d highly recommend her for anyone looking for a caring person to look after their cats while away.

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Sitter Profile Image: Dorian T.
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Sitter Profile Image: Dorian T.
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16. Dorian T.

Dog-lover seeks dog-buddies
Evanston, IL, 60202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
29 repeat clients
from
$100
per night

Dorian was wonderful to work with! She was very quick to communicate leading up to her stay and throughout the stay. Very knowledgeable about doggos! We appreciated the daily pictures. We will definitely be reaching out again in the future.

Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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17. Jeremy M.

Doggy daycare in Rogers Park!
Rogers Park, Chicago, IL, 60626
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$50
per night

Jeremy did an amazing job taking care of my dogs over the holidays. He sent regular updates and photos and was always responsive. My dogs are apprehensive with strangers but they warmed up to Jeremy quickly. I would be happy to have my dogs in your care in the future. Thank you so much for taking such great care of them!

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Sitter Profile Image: Anthony R.
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Sitter Profile Image: Anthony R.
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18. Anthony R.

Rover 101
Staycation is the New Dog-adventure
Edgewater, Chicago, IL, 60660
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
102 reviews
41 repeat clients
from
$95
per night

Anthony was super responsible and super responsive to all communication, giving great updates, and was really sweet with my dog, Twixie. She even whined and looked for him after he left! He left the house as tidy … maybe tidier? than when he arrived. We’ll definitely be using his services again!

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Sitter Profile Image: Ashley G.
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Sitter Profile Image: Ashley G.
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19. Ashley G.

Animal Lover :)
West Ridge, Chicago, IL, 60660
0.9 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$50
per night

Ashley housesat our dog, Lady, while we were away for a week on vacation. From my initial request to the end of the booking, Ashley was very prompt and clear in their communication. Ashley took great care of our pup and our home while we were gone, sending regular updates with photos and video (and was responsive when I checked in for an update as I struggle with separation anxiety more than the dog when travelling). We will absolutely be reaching out to Ashley in the future for dog-sitting.

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Sitter Profile Image: Kris F.
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Sitter Profile Image: Kris F.
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20. Kris F.

Professional & caring animal lover
Chicago, IL, 60626
0.5 mi. away
House Sitting
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$75
per night

Kris was an excellent caretaker of our dogs and home. We appreciated the quick responses, updates, and photos. Our dogs seemed very happy and tired when we got home. We returned to a clean house as we left it. Would definitely recommend Kris!

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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