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 pet.

Search

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Lilianna P.
Verified Enhanced Background Check
Sitter Profile Image: Lilianna P.
Verified Enhanced Background Check

1. Lilianna P.

Star Sitter
Your fur babies are my #1 priority!
West Town, Chicago, IL, 60622
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
20 repeat clients
from
$20
per visit
Profile image

Lilianna was great with Eddy all week! Eddy’s automatic feeder got unconnected while I was on vacation and Lilianna helped get it all reconnected for me - absolutely saved me!! would definitely recommend Lilianna for your cat needs :)

Sitter Profile Image: Kate W.
Verified Enhanced Background Check
Sitter Profile Image: Kate W.
Verified Enhanced Background Check

2. Kate W.

Star Sitter
Your Pet’s Favorite WFH Aunt!
West Town, Chicago, IL, 60642
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
130 reviews
44 repeat clients
from
$20
per visit
Profile image

Kate is extremely reliable and responsible! She always takes very good care of my cat and ensures a smooth exchange of keys. She is a pleasure to work with :)

Sitter Profile Image: Rachel B.
Verified Enhanced Background Check
Sitter Profile Image: Rachel B.
Verified Enhanced Background Check

3. Rachel B.

Star Sitter
Our pets are what make life great
Lincoln Park, Chicago, IL, 60614
2.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
32 reviews
11 repeat clients
from
$20
per visit
Profile image

Rachel was so good with my dog who can be nervous. Shes really great at taking her time with her.

Sitter Profile Image: Megan A.
Verified Enhanced Background Check
Sitter Profile Image: Megan A.
Verified Enhanced Background Check

4. Megan A.

Star Sitter
High school teacher and pet auntie!
West Town, Chicago, IL, 60612
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
15 repeat clients
from
$18
per visit
Profile image

Megan was very quick in responding our last minute request and took amazing care of Mochi. We would definitely book her again. I strongly recommend Megan as a dog sitter/ walker.

Sitter Profile Image: Caroline C.
Verified Enhanced Background Check
Sitter Profile Image: Caroline C.
Verified Enhanced Background Check

5. Caroline C.

Star Sitter
Experienced dog & cat owner/sitter
Chicago, IL, 60610
2.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$19
per visit
Profile image

Caroline was great! Cats were very happy and well take care of.

Sitter Profile Image: Alana W.
Verified Enhanced Background Check
Sitter Profile Image: Alana W.
Verified Enhanced Background Check

6. Alana W.

Fun and trustworthy dog sitter!
Chicago, IL, 60622
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$20
per visit
Profile image

She saved the day today, my puppy got out of his cage and made a huge mess. I can't thank her enough for being so helpful!

Sitter Profile Image: Ariel B.
Verified Enhanced Background Check
Sitter Profile Image: Ariel B.
Verified Enhanced Background Check

7. Ariel B.

Star Sitter
Wherewoof & Katz
Chicago, IL, 60636
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
277 reviews
88 repeat clients
from
$23
per visit
Profile image

Ariel is the best catsitter ever! I am never worried when I travel when she is helping out my kitties! I always get a great daily note with many pictures. I know she spends quality time with them and follows all instructions. The best of the best!!

Sitter Profile Image: Connor K.
Verified Background Check
Sitter Profile Image: Connor K.
Verified Background Check

8. Connor K.

Rover 101
Loving your Pups like my own
Logan Square, Chicago, IL, 60647
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
33 repeat clients
from
$20
per visit
Profile image

Conner was great! Very good communication about our pups. He clicked with them instantly and it was clear he enjoys working with animals. Thanks Conner!

Sitter Profile Image: Kristyna P.
Verified Enhanced Background Check
Sitter Profile Image: Kristyna P.
Verified Enhanced Background Check

9. Kristyna P.

Star Sitter
Less talk and more walk
Chicago, IL, 60642
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
209 reviews
64 repeat clients
from
$25
per visit
Profile image

Kristyna was a joy to work with and we would love to rebook her as our cat sitter in the future! Communication was great and everything went well with our kitties!

Sitter Profile Image: Ayumi P.
Verified Background Check
Sitter Profile Image: Ayumi P.
Verified Background Check

10. Ayumi P.

Rover 101
Star Sitter
Communicative | Experienced | WFH
Chicago, IL, 60622
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
13 repeat clients
from
$19
per visit
Profile image

Ayumi was my life saver! I was so nervous to leave my little guy home alone while potty training, but Ayumi handled everything! Loved receiving updates throughout the day. We will for sure be contacting again for her superior services! Thank you Ayumi!!!!!!

Sitter Profile Image: Samantha W.
Verified Enhanced Background Check
Sitter Profile Image: Samantha W.
Verified Enhanced Background Check

11. Samantha W.

⭐️ Experienced Vet Tech ⭐️
West Town, Chicago, IL, 60622
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
10 repeat clients
from
$25
per visit
Profile image

Samantha is awesome. You can tell she really cares about each and every pup. She has great communication while providing care. I would love to book with her again!

Sitter Profile Image: Annie L.
Verified Enhanced Background Check
Sitter Profile Image: Annie L.
Verified Enhanced Background Check

12. Annie L.

Star Sitter
Here for you and here for your pet!
West Town, Chicago, IL, 60622
0.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
53 reviews
13 repeat clients
from
$17
per visit
Profile image

Annie was my first time using Rover and she did a wonderful job! My cats were very well cared for. Excellent communication and lots of great pictures. Would absolutely book with her again.

Sitter Profile Image: Rima D.
Verified Enhanced Background Check
Sitter Profile Image: Rima D.
Verified Enhanced Background Check

13. Rima D.

Star Sitter
Your furry friend's new bestie!
Chicago, IL, 60647
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
7 repeat clients
from
$18
per visit
Profile image

Rima gave Milo & Leo extra TLC and really came through after my last minute request. She was as very responsive & provided thoughtful updates. Would completely recommend!

Sitter Profile Image: Anna P.
Verified Enhanced Background Check
Sitter Profile Image: Anna P.
Verified Enhanced Background Check

14. Anna P.

Star Sitter
Dogs are my passion!
Chicago, IL, 60622
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$25
per visit

Anna is very reliable, punctual and caring. My small dog is not the best at socializing with other dogs, but Anna uses great techniques to keep him focused on walks instead of barking at every dog that passes by. She always walks Otis thoroughly and has a smile on her face.

Sitter Profile Image: Molly S.
Verified Enhanced Background Check
Sitter Profile Image: Molly S.
Verified Enhanced Background Check

15. Molly S.

Loving and Active Pet Caregiver
Chicago, IL, 60622
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit
Profile image

Winston loved having molly check in on him! She was very fast to respond and on time! She is amazing! Would book her again!

Sitter Profile Image: Lucas D.
Verified Enhanced Background Check
Sitter Profile Image: Lucas D.
Verified Enhanced Background Check

16. Lucas D.

Star Sitter
Pet sitting is an honor!
West Town, Chicago, IL, 60622
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$12
per visit
Profile image

Lucas was great! Easy to communicate with, thoughtful and came to do a meet and greet prior. Updates multiple times a day. He was so sweet and playful with both Polly and Luke. I came back home and felt like they were both taken care of well! Will definitely be returning customer!

Sitter Profile Image: Yoonhee J.
Verified Enhanced Background Check
Sitter Profile Image: Yoonhee J.
Verified Enhanced Background Check

17. Yoonhee J.

Experienced foster parent & sitter
Chicago, IL, 60642
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$17
per visit

SHE’S THE BEST!!! Anyone’s pets will 100% be in good hands with Yoonhee. Yoonhee sat my dog many times over the past 4 years in varying lengths (ranging from few hours to more than a month). She is my #1 choice as my dog’s sitter because I know how much she loves dogs, and for how responsible and experienced she has been with dogs she has sat or fostered.

Sitter Profile Image: Allison C.
Verified Enhanced Background Check
Sitter Profile Image: Allison C.
Verified Enhanced Background Check

18. Allison C.

Star Sitter
Lover of cats, dogs & adventures
Chicago, IL, 60622
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
25 repeat clients
from
$25
per visit
Profile image

Allison has been our go to sitter for a while now for both our pup Benny and cat Tofu! We had a few days drop in for Tofu booked and due to some unforeseen things needed to book more. Allison was incredibly responsive and helped us modify for same day visits! We will always use Allison if she is available!

Sitter Profile Image: Haley N.
Verified Enhanced Background Check
Sitter Profile Image: Haley N.
Verified Enhanced Background Check

19. Haley N.

Flexible, dependable, pet lover!
West Town, Chicago, IL, 60622
0.4 mi. away
Drop-In Visits
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit
Profile image

Haley was wonderful! Very friendly & our dogs loved her. She took great care of them & sent the sweetest pictures of our dogs. So we knew they had a good time with her. We will definitely be using Haley again ?

Sitter Profile Image: Allison R.
Verified Background Check
Sitter Profile Image: Allison R.
Verified Background Check

20. Allison R.

Rover 101
Last minute care at your service!
West Town, Chicago, IL, 60622
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$17
per visit
Profile image

I needed someone to check in on my dogs last minute and Allison was ready to go! She was super reliable and communicative. Will definitely use her again!

RoverProtect

Over 80 million pet care services have been booked by our community of loving pet people

  • Trusted pet sitters & walkers
  • 24/7 support
  • The Rover Guarantee
  • Secured messaging & photos

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Connect anywhere with the Rover app

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.

Find a loving pet sitter to watch your pet overnight at their home.
Add dates for the most accurate results
Search now