Pet Sitting & Drop Ins in West Ridge, Chicago

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Faye L.
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Sitter Profile Image: Faye L.
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1. Faye L.

Rover 101
Star Sitter
Excited to meet your pet!
Skokie, IL, 60076
3.3 mi. away
Drop-In Visits
5.0 out of 5 stars
59 reviews
18 repeat clients
from
$22
per visit

Faye is a wonderful sitter! We’ve hired her every time we’ve gone out of town to look after our cat. She’s friendly, knowledgeable, and easy to contact. I highly recommend her!

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Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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2. Sarah H.

Rover 101
Star Sitter
Experienced + Attentive Care
Evanston, IL, 60201
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
19 repeat clients
from
$20
per visit

Sarah is incredible! She’s been dropping in on my pup since he was very young (less than 3 mos). He LOVES her and so do we. Sarah is so attentive, and her love for animals really shines. My dog is still pretty young and Sarah is so patient and loving with him. Sarah also gives great summaries and takes awesome pics during her visit for you to see. I would highly recommend Sarah for your pet related needs.

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Sitter Profile Image: Nadia B.
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Sitter Profile Image: Nadia B.
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3. Nadia B.

Rover 101
Star Sitter
Experienced, Passionate Dog Lover
Chicago, IL, 60640
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
7 repeat clients
from
$16
per visit

Nadia has been an excellent cat sitter for my two little dudes! She’s always very timely, attentive, and goes above and beyond. She even brought in my mail for me while I was out of town! My new go-to !!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Valentina M.
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Sitter Profile Image: Valentina M.
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4. Valentina M.

Rover 101
All pets deserve love & respect 🥹
Uptown, Chicago, IL, 60640
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
145 reviews
58 repeat clients
from
$22
per visit

This was my first time using Rover, and Valentina made it very easy. I was able to relax and enjoy my quick vacay but also know my baby is in great, loving hands. Thank you so much, Valentina ☺️

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Sitter Profile Image: Heather K.
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Sitter Profile Image: Heather K.
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5. Heather K.

Bubbly, dog and cat lover!
Lincolnwood, IL, 60712
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$18
per visit

Heather is always an absolute delight to have watch our two dogs. They are so excited to see her, even though they are picky with their people! She spends extra time and gives them so much love.

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Sitter Profile Image: Carly S.
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Sitter Profile Image: Carly S.
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6. Carly S.

Rover 101
Star Sitter
Sweet Andersonville Pet Sitter ❤️
Edgewater, Chicago, IL, 60640
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
8 repeat clients
from
$20
per visit

Carly was fantastic! She was not only reliable but clearly has a special connection with cats. She was communicative and was able to problem solve when my cat was having a hard time with my absence. Carly also went above and beyond by bringing new toys and treats. I felt very comfortable with her in my home and with my beloved kitty.

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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7. Sarah S.

Rover 101
Excited to hang with your pet!
Evanston, IL, 60202
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$20
per visit

Sarah is wonderful with my elderly kitty and my elderly, cautious pup!

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Sitter Profile Image: Elizabeth J.
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Sitter Profile Image: Elizabeth J.
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8. Elizabeth J.

Full time walker and sitter
West Ridge, Chicago, IL, 60645
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
16 repeat clients
from
$20
per visit

Liz is the absolute best. She has already supported us in training our dog to cope with his separation anxiety, and she checked in on our cats every day while we were out of town. Liz sent lots of photos and communicated clearly and consistently. She really understands animals. We hope to continue booking Liz for a long time to come!

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Sitter Profile Image: Houston S.
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Sitter Profile Image: Houston S.
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9. Houston S.

The Best Care For Your Best Friend
Lincoln Square, Chicago, IL, 60625
1.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
77 reviews
32 repeat clients
from
$20
per visit

Houston was awesome with my two large dogs. They were well taken care of and Houston had excellent communication, patience, and flexibility with me for all of the changes in my schedule the day she was with them.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brittany P.
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Sitter Profile Image: Brittany P.
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10. Brittany P.

Star Sitter
Friendly & Looking to Help
Edgewater, Chicago, IL, 60660
1.8 mi. away
Drop-In Visits
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$18
per visit

So happy that Brittany was able to look after our two kitties while we were traveling internationally for over a week over the holidays. She showed great flexibility and communication and followed all our wishes and instructions - and more! Really went above and beyond. Definitely recommend and trust Brittany with our home and our cats.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shamontiel V.
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Sitter Profile Image: Shamontiel V.
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11. Shamontiel V.

Rover 101
99 dogs, 579 walks, 14 board/sit
Rogers Park, Chicago, IL, 60645
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$20
per visit

Shamontiel is an amazing dog walker. I felt so much more at ease on vacation than I usually do because she was extremely responsible. I could instantly tell she loved animals. She watched my 15 year old Golden Retriever and my cat and I would absolutely want to use her again. She updated me with notes and pictures daily and wrote a lovely note that was waiting for me when I got home. The only downside was that my pets were so content with her that they didn't even act excited to see me when I got back.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mirza H.
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Sitter Profile Image: Mirza H.
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12. Mirza H.

Canine Comfort and Feline Felicity!
Chicago, IL, 60626
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$17
per visit

Mirza was communicative and took very good care of my cats. I’d definitely book her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gab M.
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Sitter Profile Image: Gab M.
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13. Gab M.

Star Sitter
Happy Pet Happy Life Provider
Evanston, IL, 60202
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
27 repeat clients
from
$23
per visit

My dog Tedddy is not always friendly with people or other dogs. Gab has been so patient with Teddy, letting Teddy warm up to him at his own pace. After just 2 visits, Teddy already seems comfortable with Gab. Gab is a very good communicator and sends lots of pictures and updates. It’s such a relief to know that Teddy is being cared for by an experienced and attentive dog person.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Victoria C.
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Sitter Profile Image: Victoria C.
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14. Victoria C.

Total dog lady!!
Rogers Park, Chicago, IL, 60626
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
188 reviews
77 repeat clients
from
$20
per visit

Victoria is awesome! I booked Victoria to drop in on my cat while I was away for a few weeks and came home to a very happy pet. Victoria left lovely, detailed updates with pictures and I knew my cat was in very good hands every day I was away. Highly recommend their services and would definitely rebook again if given the chance!

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Sitter Profile Image: Molly H.
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Sitter Profile Image: Molly H.
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15. Molly H.

Lots of love to share with your dog
Lincoln Square, Chicago, IL, 60625
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$15
per visit

Molly did an amazing job with my cat, Figaro. He was well loved and very happy the entire time, and Molly sent lots of pictures while I was away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ingrid P.
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Sitter Profile Image: Ingrid P.
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16. Ingrid P.

Rover 101
Star Sitter
⭐🐱 Cat Care Concierge 🐱⭐
Evanston, IL, 60202
1.3 mi. away
Drop-In Visits
5.0 out of 5 stars
67 reviews
23 repeat clients
from
$20
per visit

Ingrid was so sweet and patient with our anxious girl. Our kitty gets pretty stressed when we’re not there and Ingrid patiently adapted her approach each time, and we finally had success at the end of this trip! Thanks Ingrid!

Sitter Profile Image: Cheryl C.
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Sitter Profile Image: Cheryl C.
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17. Cheryl C.

Belly Scratching Rescue Mom!
Chicago, IL, 60659
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
73 reviews
6 repeat clients
from
$18
per visit

Cheryl has cared for my 4 dogs and 2 cats. She was very loving and caring. I will use her again. She housesit for us and left our home in wonderful condition. Even washing our sheets and putting them back on the bed for our arrival home. Our pets were very happy

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emma T.
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Sitter Profile Image: Emma T.
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18. Emma T.

Parent of pitbull, lover of all :)
Chicago, IL, 60626
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Loved her! Super communicative and easy to work with

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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19. Ana G.

Star Sitter
Devoted pet lover
Chicago, IL, 60660
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$25
per visit

Ana is so amazing with my cat Desmond! She has cared for him twice now while I’ve been out of town and he loves her and her husband Carlos so much. I will absolutely be booking her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrea T.
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Sitter Profile Image: Andrea T.
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20. Andrea T.

Pet lover ready to help!
Chicago, IL, 60659
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$16
per visit

Andrea was so great! Timely, communicative, and worked wonders with my super shy shelter pup. She also gave great updates! I highly recommend her for your pup, she’ll take care of them.

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Drop-In Visits