Pet Sitting & Drop Ins in West Town, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Kristyna P.
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Sitter Profile Image: Kristyna P.
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1.

Kristyna P.

Less talk and more walk
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
109 reviews
39 repeat clients
from
$18
per visit

Great service!

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Sitter Profile Image: Kate W.
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Sitter Profile Image: Kate W.
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2.

Kate W.

Avid pet sitter and animal lover!
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
56 reviews
18 repeat clients
from
$20
per visit

We loved Kate! She was an excellent communicator and made us feel so comfortable while we were gone. We appreciated her very detailed updates and amazing/plentiful pictures. And our kitties appreciated her attention to their routine and her warmth and endless pets for them! Would definitely recommend her and will hire her again.

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Sitter Profile Image: Teresa H.
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Sitter Profile Image: Teresa H.
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3.

Teresa H.

Tell Your Dog I said Hi!
Chicago, IL, 60614
Drop-In Visits, Dog Walking
5.0
3 reviews
2 repeat clients
from
$20
per visit

I first met Teresa when we were both volunteering for an animal rescue. I've seen her handle dogs with behavior issues (always with positive reinforcement), help dogs with mobility issues, and give pills to cats. She is aware of and sensitive to pretty much any pet-related challenge and will follow your instructions exactly. She has even given my own dog injections. Most importantly, Teresa loves animals and is my most reliable friend. You can 100% count on her.

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Sitter Profile Image: Alexis M.
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Sitter Profile Image: Alexis M.
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4.

Alexis M.

Reliable West Town Dog Walker!
Chicago, IL, 60622
Drop-In Visits, Dog Walking
5.0
34 reviews
15 repeat clients
from
$20
per visit

Love going through Alexis anytime my pup Zoe needs a sitter/walker! She was able to add in an extra walk last minute when my flight times changed. Thanks so much Alexis! Zoe will see you soon.

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Sitter Profile Image: Sydney S.
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Sitter Profile Image: Sydney S.
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5.

Sydney S.

We wil exercise and play all day!
West Town, Chicago, IL, 60642
Boarding, Drop-In Visits, Dog Walking
5.0
9 reviews
1 repeat client
from
$17
per visit

Sydney was great. She watched my kitty and took care of her like her own. She was timely, sent descriptive updates and I’m very appreciative she was taking care of my cat for the week.

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Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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6.

Lindsay J.

Cat mom and animal lover
Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
6 repeat clients
from
$30
per visit

Lindsay is great with my cat Oliver! This was a long trip for us (10 days) and she was there each day to feed him (2x/day). She even stayed over night 2 days because he is such a cuddler and requires a lot of playtime. She shared pictures and gives us good updates along the way. Just what you need when you are away missing your cat. We come back home and Oliver was as happy as can be because Lindsay too great care of him. Can’t wait for Lindsay’s next visit with Ollie!

Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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7.

Amanda C.

Rover 101
WFH, Flexible, Reliable
Chicago, IL, 60622
Drop-In Visits, Dog Walking
5.0
57 reviews
18 repeat clients
from
$22
per visit

Amanda was super helpful, communicative, and friendly with our two cats. Took great pics and played with them too! Made going out of town much easier for us!

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Sitter Profile Image: Emma B.
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Sitter Profile Image: Emma B.
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8.

Emma B.

Emma’s Cat Care + Dog Walking 🏙🌈
Chicago, IL, 60614
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$20
per visit

Emma was great!! We’d definitely hire her again.

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Sitter Profile Image: Alexandra B.
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Sitter Profile Image: Alexandra B.
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9.

Alexandra B.

Rover 101
Experienced Pet Sitter
West Town, Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
47 reviews
22 repeat clients
from
$29
per visit

Alexandra was very sweet with my two cats during her visits, allowing them to keep their space to feel safe. Looking forward to them warming up!

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Sitter Profile Image: Katie B.
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Sitter Profile Image: Katie B.
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10.

Katie B.

Will love your dog like it's my own
Chicago, IL, 60647
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$20
per visit

Katie was amazing with Yoda. This was my first time using rover and I was skeptable using the app. Katie was amazing in answering all the questions and concerns. She kept me up to date and Yoda really seemed to like Katie. I look forward to continue having Katie take care of Yoda

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Sitter Profile Image: Jose M.
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Sitter Profile Image: Jose M.
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11.

Jose M.

Pet Whisperer
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Jose has been amazing when checking on my dog Geno. He always sends pictures, takes him on long walks, and I can tell Geno loves it when Jose visits. I would highly recommend him to watch your pets.

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Sitter Profile Image: Abby M.
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Sitter Profile Image: Abby M.
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12.

Abby M.

Cat Mom and Dog lover!
Chicago, IL, 60642
Drop-In Visits, Dog Walking
1 years of experience
from
$17
per visit

About: I grew up with multiple big dogs and have lots of experiencing dealing with dogs of all kinds- from puppies to seniors and from the most friendly to the very reactive. A little over three years ago I became a cat mom and love my two babies, Bean and Binx. I do currently work full time Mon-Fri from 9-5 but am happy to help with drop in visits on most weekday evenings and on weekends! My cats are indoor only cats who have eaten dry food and wet food in the past so I am comfortable with both. Also very used to cleaning out litter boxes and cleaning up pet messes. I am more than happy to play with your cat or dog and help get some energy out if needed.

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Sitter Profile Image: Kara L.
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Sitter Profile Image: Kara L.
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13.

Kara L.

Dog Walking is my Cardio
Chicago, IL, 60647
Drop-In Visits, Dog Walking
5.0
13 reviews
7 repeat clients
from
$17
per visit

Kara has cared for my two pups on several occasions! Gemma (80 lbs) and Chibs (95 lbs) are both rescues and Kara recognizes their differences and needs very well! Kara is patient and reliable when taking care of my pups. Kara ensures that she follows feeding, walking, and all care instructions well. Kara provides timely updates and photos while in her care! Thanks Kara!

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Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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14.

Sarah H.

young professional who loves pets:)
Chicago, IL, 60647
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$20
per visit

Sarah was awesome!! She did exactly what I requested and I love the updates she provided me :)

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Sitter Profile Image: Erica M.
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Sitter Profile Image: Erica M.
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15.

Erica M.

lifelong pet owner & lover / artist
West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking
4.0
7 reviews
from
$15
per visit

Erica is the best pet sitter! As a cat parent herself, she understands what your kitty (or pup) needs beyond just a full food bowl. She spends time loving them, petting them, and ensuring your pet never misses you for a moment. She's a very professional communicator who keeps you updated on everything going on in your home while you're away. I can't recommend Erica enough as your pet sitter!

Sitter Profile Image: Patrick L.
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Sitter Profile Image: Patrick L.
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16.

Patrick L.

Co-owner of 2 cats and dog sitter
Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$16
per visit

Patrick took great care of Mowgli while we were gone for the week! He was very communicative and made sure our plants were water and overall home environment was kept clean. Thanks so much!

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Sitter Profile Image: Raquel W.
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Sitter Profile Image: Raquel W.
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17.

Raquel W.

Trustworthy West Town Pet Lover 💜
West Town, Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
1 repeat client
from
$80
per visit

Raquel took care of our dog and cat together, and did a great job. Cleaned the litter box, took our dog on walks, fed and played with both. Overall she took really good care of our pets and we will be hiring her again!

Sitter Profile Image: Hunter M.
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Sitter Profile Image: Hunter M.
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18.

Hunter M.

WFH and available to house sit 🥰
Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$17
per visit

Hunter is great with any and all animals. She is observant about their attitudes, personalities and individual character traits. Whether you have a shy horse-sized mastiff or the tiniest sassy kitten, Hunter will get to know them for them. All while genuinely treasuring them for who they are. She is incredibly invested in animal-welfare and compassionate with animals who require a little extra patience. She is also determined to not give up on them! Hunter’s ability to grow and foster relationships with animals is truly something special.

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Sitter Profile Image: Regina G.
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Sitter Profile Image: Regina G.
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19.

Regina G.

Bubbly Midwesterner Dog Walker
Chicago, IL, 60622
Drop-In Visits, Dog Walking
5.0
10 reviews
3 repeat clients
from
$17
per visit

Regina has cared for my fur babies on several occasions and it has been such a relief knowing they are in excellent hands! While she cared for my fur babies she'd send me pics and videos of them getting lots of love. Not only is she a great friend she is great human being that loves all animals. Regina is someone you can trust fully!

Sitter Profile Image: Rachel W.
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Sitter Profile Image: Rachel W.
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20.

Rachel W.

Dog and Cat lover!
West Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking
5.0
3 reviews
from
$30
per visit

Rachel was great with Holden. I definitely recommend her and would use her again without hesitation.

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In West Town, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 520 pet owners have reviewed pet sitters in West Town, Chicago, giving them an average rating of 5.0/5 stars. Booking pet sitting in West Town can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book West Town, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in West Town, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in West Town, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits