House Sitting in Montclare, 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: Coleen T.
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Sitter Profile Image: Coleen T.
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1. Coleen T.

Reliable Carer for Your Fur Babies
Chicago, IL, 60634
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
15 repeat clients
from
$60
per night

Coleen was great while watching our puppy. She always kept me up to date and took great care with the puppy and our house. Would highly recommend! Thank you!

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Sitter Profile Image: Mary L.
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Sitter Profile Image: Mary L.
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2. Mary L.

Your caring, dependable dog buddy
Chicago, IL, 60631
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$69
per night

We hired Mary to house sit for my 1.5 yr old dog and fancy rat. She stayed over 5 days and was amazing! Lots of pics and even helped to potty train her! Harley learned so much with Mary and she left the house cleaner than I left it! We will absolutely use Mary again and she was very loving, clean, helpful the entire time. You won’t go wrong hiring her to be with your pets! She worked with Harley the same way I do, so there was no confusion or inconsistencies with her training. Mary is amazing!

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Sitter Profile Image: Alisson P.
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Sitter Profile Image: Alisson P.
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3. Alisson P.

Caring and responsible puppy lover
Chicago, IL, 60639
3.2 mi. away
House Sitting
5.0 out of 5 stars
27 reviews
8 repeat clients
from
$100
per night

Alisson is a terrific caregiver . She treated our lab as though he was her own. She was very responsive to our needs and regularly kept in touch . I would recommend her to anyone who is looking for a dogsitter.

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Sitter Profile Image: Cheryl L.
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Sitter Profile Image: Cheryl L.
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4. Cheryl L.

Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$55
per night

Cheryl was amazing. My dog was super happy and it was nice to go out of town and feel so comfortable leaving him. My apartment was even cleaner than I left it! Couldn’t recommend her enough.

Sitter Profile Image: Robin P.
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Sitter Profile Image: Robin P.
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5. Robin P.

Rover 101
Animal Lover Supreme. Spoil Rotten
River Forest, IL, 60305
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
233 reviews
112 repeat clients
from
$70
per night

Robin stayed in our home for three nights and took wonderful care of our two French Bulldogs. They were well cared for and loved on by Robin. Robin sent us regular updates and photos of the boys while they were in her care. We wouldn't hesitate to use Robin again!

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Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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6. Anna N.

Reliable Experienced Dog & Cat Mom
Irving Park, Chicago, IL, 60641
3.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$65
per night

Anna did a great job with my 120 pound house horse! He was well taken care of and her cadence in communication was perfect! Definitely would recommend her for future jobs! Very nice & kind individual. Extremely punctual and flexible!

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Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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7. April S.

Home full time - loves animals
Elmwood Park, IL, 60707
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
13 repeat clients
from
$40
per night

April is amazing and very accommodating. We felt very comfortable leaving the boys in her care. We will definitely use her again in the future.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jonathan K.
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Sitter Profile Image: Jonathan K.
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8. Jonathan K.

WFH so flexible availability!
Logan Square, Chicago, IL, 60647
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$55
per night

Jon watched my dog Gus multiple times over the course of about a year and a half. He loved spending time with Gus and always took great care of him during each visit and provided updates with photos and comments/questions. Gus loved Jon too, and always got excited when Jon came to pick him up!

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Sitter Profile Image: Heather P.
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Sitter Profile Image: Heather P.
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9. Heather P.

Experienced and patient pet sitter.
Oak Park, IL, 60302
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$70
per night

Heather was great! We were able to enjoy our trip because we knew Thayer was in great hands! Heather sent us updates and photos, and she treated Thayer as royalty (he thinks he is). This is the second time we hire her, and we would definitely hire her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: ray r.
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Sitter Profile Image: ray r.
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10. ray r.

Handled all from frogs to horses
Norridge, IL, 60706
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$50
per night

Ray did an excellent job caring for my two golden doodles. He kept me updated with pictures of their daily activities together. I would highly recommend him to others in need of a pet sitter.

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Sitter Profile Image: Joyce W.
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Sitter Profile Image: Joyce W.
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11. Joyce W.

Dog-loving young professional
Oak Park, IL, 60301
2.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
47 reviews
23 repeat clients
from
$145
per night

We cannot thank Joyce enough for taking care of our pups during our wedding. We’d hoped to find someone to watch over them during the big day, allowing them to enjoy the comforts of home - but were also super stressed about leaving them. Then as I was sitting in the makeup chair, I received a flood of photos of our pups smiling and playing, and everything just melted away in time for me to walk down the aisle. I returned to the bridal suite several times that night to check for more photos and was never disappointed. I only hope Joyce is still available by the time we plan our honeymoon! Thank you for treating Sidney and Cooper like your own, I think they might even miss you a little bit!

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Sitter Profile Image: Sabrina S.
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Sitter Profile Image: Sabrina S.
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12. Sabrina S.

Rover 101
Your Dog's Best Friend
Chicago, IL, 60634
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
116 reviews
34 repeat clients
from
$120
per night

I am so thrilled that we found Sabrina to watch our large German Shorthair Pointer, Benny, for us. My husband and I went on a trip for 10 days and I felt completely at ease leaving Benny with her. He can have a bit of separation anxiety so I was a little nervous to leave him for so long. Sabrina stayed in our home and sent me updates (pictures and videos) every day or two. She also gathered our mail and watered our plants. I would recommend her 10/10 and will definitely have her watch Benny again in the future!!

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Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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13. Malcomn F.

Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$40
per night

Malcomn was spectacular. He provided very in depth check ins with us three times a day. Our fur baby loved him.

Confirmed availability: Easter Weekend
Sitter Profile Image: Melissa P.
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Sitter Profile Image: Melissa P.
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14. Melissa P.

Book Your Dog's Best Walks and Sits
Chicago, IL, 60641
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night

I’ve known Melissa for many years now. She is kind, caring and responsible. Recently, she took care of my flock (pet parrots) when I was away on vacation. She made sure they were always woken up on time, fed and cleaned their water bowl twice daily. I am very picky with who interacts with my parrots but with Melissa I completely trust her with my parrots.

Confirmed availability: Easter Weekend
Sitter Profile Image: Corey & Robert D.
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Sitter Profile Image: Corey & Robert D.
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15. Corey & Robert D.

Let Us Spoil Your Fur Baby! 🐾
Portage Park, Chicago, IL, 60630
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$149
per night

Corey is the most caring person I know. She cares deeply for all pets and goes out of her way to make sure your pet will be as comfortable as possible. From walks around the neighborhood to conservations with your pet she does it all. I would trust her with any pet.

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Sitter Profile Image: Abby F.
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Sitter Profile Image: Abby F.
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16. Abby F.

Playful, fun loving, and caring!
Austin, Chicago, IL, 60707
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
20 repeat clients
from
$70
per night

Abby was available on short notice (<2 days), sent us lots of pictures, gave us updates once she got to the house & left, and left a lovely note! Felt 100% reassured that our pup was being taken care of, thank you Abby!!

Sitter Profile Image: Zoe W.
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Sitter Profile Image: Zoe W.
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17. Zoe W.

Former ACS Volunteer!
Chicago, IL, 60707
0.3 mi. away
House Sitting
1 repeat client
from
$40
per night

Zoe was excellent and so flexible when our plans changed and patient with our building staff when Highly recommend.

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Sitter Profile Image: Brie B.
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Sitter Profile Image: Brie B.
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18. Brie B.

New to Rover - Not New with Dogs! ♥
Dunning, Chicago, IL, 60634
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
2 repeat clients
from
$125
per night

Brie is a kind, wonderful, and thoughtful pet parent who goes above and beyond for animals. You can easily see the joy and happiness she brings to animals and that they bring to her. She is extremely responsible and dependable, and I would recommend her in a heartbeat. If you're considering her for your dog, look no further. I promise she's the one you're looking for.

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Sitter Profile Image: Catherine D.
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Sitter Profile Image: Catherine D.
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19. Catherine D.

I wave to every dog on the street
Elmwood park, IL, 60707
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night

Catherine watched husky Anuck for eleven days while my family and I were traveling. He was very well taken care of and so happy to stay with her

Sitter Profile Image: William W.
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Sitter Profile Image: William W.
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20. William W.

Care you can trust
Montclare, CHICAGO, IL, 60707
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$60
per night

William took care of our two dogs for a full week while we were away. They had a great time! The house was in perfect condition when we got back also. The dogs definitely had a better time with William than they did when we sent them to the boarders before!

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Rover also offers House Sitting in these neighborhoods:

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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