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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: 4th of July
Ariel B.
1.
Wherewoof & KatzWest Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

We booked with Ariel last minute. She was quick to respond and did a meet & greet the next day. She was on time, sent tons of picture and played with the cats (… (more)

from
$20
per visit
Calendar Recently Updated
Elizabeth K.
Wicker Park Frenchie MomWest Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

Elizabeth was wonderful! Super reliable, friendly overall amazing pet sitter. She sent all the updates I needed while I was from my cat for a week. Hire her! (more)

from
$20
per visit
Confirmed availability: 4th of July
Michelle N.
Happy pup happy lifeWest Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

Very helpful, honest and caring. Momo had a great time cuddling with her and she helped out when he made a little mess around the house. Would definitely ask h… (more)

from
$20
per visit
Confirmed availability: 4th of July
Amy B.
4.
Amy 
Verified Enhanced Background Check
Home full-time, active, responsibleNear North Side, Chicago, IL, 60610
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Amy is great! She was very flexible with my schedule, as my flight cancellations threw a wrench in some of our original plans. She is extremely responsive. I re… (more)

from
$29
per visit
Calendar Recently Updated
Christopher L.
True Animal Lover Ready to Pamper!!West Town, Chicago, IL, 60642
Drop-In Visits, Dog Walking

Chris has stopped by to take care of our cats on several occasions when we were out of town. He's always done a great job and our cats absolutely love him. He's… (more)

from
$25
per visit
Calendar Recently Updated
6.
Let me love your dogs! :)Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Julia is my loving daughter! She has been in love with our family pets throughout their lives for over 15 years. Our first pet, Riley, had seizures, and Julia a… (more)

from
$17
per visit
Calendar Recently Updated
Barks & Rec EnthusiastWest Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

Joe and Jessica were amazing! They took amazing care of our pups. I love how they would take the time to write out an update for each visit and send photos. The… (more)

from
$18
per visit
Confirmed availability: 4th of July
Here to help your pet feel loved!West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Piper loved spending time with Charlotte! Thank you for taking such good care of her! (more)

from
$16
per visit
Confirmed availability: 4th of July
Enthusiastic, reliable, pet loverLogan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Gillian will take great care of your pet(s)! She grew up helping care for and love on family pets and has also cared for neighbors’ pets while they’ve been away… (more)

from
$17
per visit
Calendar Recently Updated
10.
These boots are made for walkingChicago, IL, 60622
Drop-In Visits, Doggy Day Care, Dog Walking

Bennett is the biggest animal lover I know! I’ve never met a dog that doesn’t love him as he will give them undivided love and attention for as long as he is wi… (more)

from
$17
per visit
Calendar Recently Updated
Responsible and loving pet person!West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Michaela was amazing with our baby Ike!!! She did a thorough job taking care of his basic needs, played with him a ton and gave him lots of good pets and love, … (more)

from
$20
per visit
Confirmed availability: 4th of July
12.
Meet your pet’s new BFF!West Town, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn will love your pet like her own. She has doted on four legged friends for years, and is thorough and prompt in caring for animals. (more)

from
$20
per visit
13.
Liz 
Verified Enhanced Background Check
Experienced Pet ProfessionalWest Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

Elizabeth was so professional and easy to work with! Came over to meet me and my two kitties beforehand and sent ample (quite impressive!) photos of them during… (more)

from
$32
per visit
Confirmed availability: 4th of July
14.
Loving, fun, confident pet care!West Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

First off, just to be fair, I need to say that Sarah is my awesome animal-loving daughter. But I don’t give false praise or recommendations. Sarah has always lo… (more)

from
$19
per visit
Confirmed availability: 4th of July
15.
Every dog deserves a good walk! 🐶West Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

Dana is such a dependable, and compassionate pet caregiver. Very attentive to the diverse individual needs of pups and beyond. I’m always highly recommending Da… (more)

from
$17
per visit
Confirmed availability: 4th of July
16.
Mans best Friend = 🐕‍🦺🐾🐾🐾West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Trisha has such an unconditional loving spirit that my kids and animals have always admired and appreciated. She goes above and beyond to make everyone feel val… (more)

from
$45
per visit
Calendar Recently Updated
Experienced friendly pet sitterWest Town, Chicago, IL, 60622
House Sitting, Drop-In Visits

Katherine took great care of our kitty, including making sure she got out some energy and played while we were away. She was very communicative and responsive, … (more)

from
$32
per visit
Calendar Recently Updated
18.
Humane Society Trained Dog Lover!West Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

Sophia was amazing with my dog Gryffin while I was out of town for work and saved me in a pinch when trying to find a dogwalker last minute. She wrote up very d… (more)

from
$24
per visit
Calendar Recently Updated
Loving dog auntWest Town, Chicago, IL, 60622
Drop-In Visits, Dog Walking

Connelly has watched our dog (8 year old pit bull mix) many times and always takes great care of him. She is responsible and able to handle him on a leash no pr… (more)

from
$17
per visit
Calendar Recently Updated
A good day is just one walk awayWest Town, Chicago, IL, 60622
House Sitting, Drop-In Visits, Dog Walking

About: I took care of my family’s dog, Caleb, a border collie/Aussie shepherd mix, for years growing up. He was my sometimes running buddy, but more often h… (more)

from
$17
per visit

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: