Pet Sitting & Drop Ins in Irving Park, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Kathleen N.
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Sitter Profile Image: Kathleen N.
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1. Kathleen N.

Star Sitter
Reliable & accommodating pet sitter
Portage Park, Chicago, IL, 60641
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
112 reviews
38 repeat clients
from
$20
per visit
Profile image

Kathleen is really great at what she does! She's great at communicating which made her easy to book, and easy to add visits as needed as my trip changed. She was absolutely lovely with my dog Pickle, giving plenty of love and belly rubs. She sent numerous pictures, kept me well updated, and allowed me to have piece of mind while I was on a trip. I won't hesitate to book her again and would reccomend her to others.

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Sitter Profile Image: Emerald G.
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Sitter Profile Image: Emerald G.
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2. Emerald G.

Star Sitter
Local woman loves cats
Irving Park, Chicago, IL, 60641
0.8 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
32 reviews
14 repeat clients
from
$20
per visit
Profile image

Emerald was great! She was great at sending photos and videos everyday! She is very reliable and great with my elderly cat. Thank you so much, Emerald! I’m excited to use you again!

Confirmed availability: Juneteenth
Sitter Profile Image: Desiree S.
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Sitter Profile Image: Desiree S.
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3. Desiree S.

Fun, caring animal lover!
Irving Park, Chicago, IL, 60618
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
14 repeat clients
from
$15
per visit
Profile image

Desiree was communicative and helpful with our dog! She ran into some traffic, but kept us updated throughout her time. She even snapped some cute videos of our pup!

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Sitter Profile Image: Pilar N.
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Sitter Profile Image: Pilar N.
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4. Pilar N.

Star Sitter
Avondale Based, 7+ Years Experience
Chicago, IL, 60618
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$15
per visit
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Pilar was amazing! She wrote detailed check-in notes and tons of pics :) My cat loved her and will definitely be seeing her again when I’m out of town. Overall awesome experience!

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Sitter Profile Image: Cristi D.
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Sitter Profile Image: Cristi D.
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5. Cristi D.

While your away, we play! (safely)
Chicago, IL, 60618
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$10
per visit

I have known Cristi for a while now and I have come to know them as someone passionate when it comes to animals. The love, care, and understanding they convey to any and all animals is an admirable quality I know they will use well at Rover.

Confirmed availability: Juneteenth
Sitter Profile Image: Eddy P.
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Sitter Profile Image: Eddy P.
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6. Eddy P.

Star Sitter
Cat Care Specialist, meds too!
North Center, Chicago, IL, 60618
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
168 reviews
57 repeat clients
from
$22
per visit
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Eddy was great! Very communicative and followed our kinda complicated instructions well (cat with medical issues). Would definitely recommend and be booking again. Thanks!

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Sitter Profile Image: Nicole T.
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Sitter Profile Image: Nicole T.
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7. Nicole T.

Rover 101
Star Sitter
Will you be my Paw Pal?
Irving Park, Chicago, IL, 60618
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
270 reviews
50 repeat clients
from
$24
per visit
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I can’t say enough about how great Nicole was! She was so gentle and considerate with my senior dog, and went above and beyond. Nicole sent detailed summaries of her visits and lots of photos, and was willing to help me out with my weird schedule. Thanks from me & Lucy!

Confirmed availability: Juneteenth
Sitter Profile Image: Kaitlyn K.
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Sitter Profile Image: Kaitlyn K.
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8. Kaitlyn K.

Star Sitter
Experienced walker and pet sitter!
North Center, Chicago, IL, 60618
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
127 reviews
42 repeat clients
from
$26
per visit
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Kati has been really great with our two pups and very patient with our boy who needs time to get to know strangers. She been very flexible and accommodating when we have last minute changes. 10/10 would recommend!

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Sitter Profile Image: Sofia C.
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Sitter Profile Image: Sofia C.
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9. Sofia C.

Star Sitter
Animal lover who is very reliable
Chicago, IL, 60641
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
9 repeat clients
from
$20
per visit
Profile image

Sofia checked in on Artie for a week when she had kennel cough and couldn’t go to daycare. Sofia was easy to communicate with and punctual about the drop ins. We would definitely book Sofia again in the future!

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Sitter Profile Image: Bonnie L.
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Sitter Profile Image: Bonnie L.
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10. Bonnie L.

Star Sitter
I care for your dog like my own❤️
Chicago, IL, 60618
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$20
per visit
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Very professional, a true dog lover, communicates very well. 10/10!

Confirmed availability: Juneteenth
Sitter Profile Image: Brianna K.
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Sitter Profile Image: Brianna K.
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11. Brianna K.

Treating your pet like my own
Logan Square, Chicago, IL, 60647
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$14
per visit

Brianna has such a loving heart and is great around animals. She has a lot of experience with all sorts of animals from working at a veterinary office and knows how to handle many different personalities and situations. She’s a great dog mom to her own pupper and has always been so helpful and loving with my two dogs as well! I would trust her any day to take care of my fur babies!

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Sitter Profile Image: Autumn J.
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Sitter Profile Image: Autumn J.
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12. Autumn J.

Student with Vet Assistant Training
Irving Park, Chicago, IL, 60618
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
175 reviews
70 repeat clients
from
$25
per visit
Profile image

Autumn was awesome! It was obvious the dogs were in great hands throughout the 7 days we were gone and even more so once we got home. Here visit reports were filled with great info on how the dogs were doing including temperament. With each visit it was evident that she loves dogs and wants to reduce their stress while their owners are gone. Would definitely recommend her and book with her in the future. Thanks again Autumn! ⭐⭐⭐⭐⭐

Confirmed availability: Juneteenth
Sitter Profile Image: Jocelyn M.
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Sitter Profile Image: Jocelyn M.
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13. Jocelyn M.

Star Sitter
I am a dog and cat purr-son :)
Avondale, Chicago, IL, 60618
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$20
per visit
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Jocelyn was friendly, prompt and reliable and our kitty warmed up to her very quickly. She provided care for 6 days while we were away. 100% recommend!

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Sitter Profile Image: Sydney G.
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Sitter Profile Image: Sydney G.
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14. Sydney G.

Star Sitter
You found your Cat Lady!
Chicago, IL, 60625
1.4 mi. away
Drop-In Visits
5.0 out of 5 stars
279 reviews
60 repeat clients
from
$22
per visit
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Sydney was great - she stopped in when we needed her to and took great care of our cat. She also sent photos which we appreciated, would definitely book again!

Sitter Profile Image: Lisa V.
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Sitter Profile Image: Lisa V.
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15. Lisa V.

Obsessed dog lover
Irving Park, Chicago, IL, 60618
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
29 repeat clients
from
$25
per visit
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Lisa is great! She might actually love my dog more than I do. She really cares.

Confirmed availability: Juneteenth
Sitter Profile Image: Jackie G.
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Sitter Profile Image: Jackie G.
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16. Jackie G.

Star Sitter
Animals are better than people
Irving Park, Chicago, IL, 60641
0.9 mi. away
Drop-In Visits
5.0 out of 5 stars
29 reviews
9 repeat clients
from
$22
per visit
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Jackie did a great job watching our cats while we were out of town. She was easy to communicate with and left our place clean. Definitely would use her again!

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Sitter Profile Image: Lauren K.
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Sitter Profile Image: Lauren K.
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17. Lauren K.

The friend-group's go-to!
Albany Park, Chicago, IL, 60625
1.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$17
per visit
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Lauren did a fantastic job caring for my dog, Coco! She was very kind, respectful, and a great communicator. Would love to use her services again!

Sitter Profile Image: Alison K.
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Sitter Profile Image: Alison K.
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18. Alison K.

Dependable Friendly Loving Active
Irving Park, Chicago, IL, 60618
0.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
139 reviews
35 repeat clients
from
$20
per visit
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Very satisfied. Went above and beyond. Alison has a very positive and friendly yet wisely wary mindset. Was very affectionate to my energetic doggo.

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Sitter Profile Image: Laetizia B.
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Sitter Profile Image: Laetizia B.
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19. Laetizia B.

Your pets’ new best friend ❤️
Irving Park, Chicago, IL, 60641
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
12 repeat clients
from
$20
per visit
Profile image

Laetizia was very patient with my shy cat and after a few visits he finally warmed up to her! Laetizia was very flexible and after trying a few different methods was able to give my cat his oral medication.

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Sitter Profile Image: Chris C.
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Sitter Profile Image: Chris C.
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20. Chris C.

Cats and dogs need the love
Irving Park, Chicago, IL, 60618
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
88 reviews
48 repeat clients
from
$25
per visit
Profile image

Chris did a great job taking care of our two cats! He was reliable, communicative and seemed to form a special bond with one of my cats (the other is antisocial but Chris did a great job respecting her boundaries as he is a cat owner himself). Would highly recommend him!

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Pet parents in Irving Park, Chicago, IL love dog sitters on Rover.com. 7915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Irving Park 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 pet sitters in Irving Park, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 Irving Park pet sitters and avoid the kennel.

Drop-In Visits