Pet Setting & 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.

1. Lauren

Responsible dog pamperer and lover

North Center, Chicago, IL, 60657

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My pup loves Lauren! She takes great care of my pup and is very responsible. I know that my dog is in good care when I drop her off with Lauren. (more)"

2. Lily

Very active dog lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Lily would be an awesome pet sitter! First of all she loves animals, especially dogs and cats, and loves to play, snuggle, walk, and love them! Lily is ext... (more)"

Available this weekend
3. Anne-Helene

Animal lover

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have the most experience with in-house dog sitting. I starting dog sitting for neighbors during the 8th grade and have dog sat consistently for o... (more)

4. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

14 repeat clients

"Annina took very good care of our cats while we were away for a week. From the moment of our meet and greet, we were delighted to have her as our sitter. S... (more)"

5. Sarah

Responsible Fun Loving Dog-Sitter

Logan Square, Chicago, IL, 60647

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"I love how well Sarah communicates with me while I am away. Denali loves her! (more)"

6. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Mirella has been wonderful. So kind, patient, communicative and attentive to my needs. I look forward to working with her again! (more)"

Available this weekend
7. Clara

Animal Lover & Veterinarian To-Be!

Lincoln Park, Chicago, IL, 60614

Drop-In Visits, Dog Walking

"Clara Kappelman has cared for our animals many times. We have two golden retrievers and three horses. She is experienced with animals, competent and extrem... (more)"

8. Meredith

Caring, energetic and responsible

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My boyfriend and I both grew up taking care of our family dogs. He rescued two adorable, mixed breed pups; I had an incredible golden retriever. Al... (more)

9. Amy

It was me- I let the dogs out.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"What's not to love? Amy is sweet, attentive and communicative. I've had not the best cat sitter experience in the past but I am reformed. Worth every penny a... (more)"

10. Alex

Active, fun and caring dog lover!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Alex is the best. She has been coming and walking/ checking on our little puppy all week and we are going to continue to book her for daily check ins/ walks ... (more)"

11. Amy

Experienced, safe, and loving home!

Logan Square, Chicago, IL, 60647

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Amy was great! She and her husband checked in on my 2 huge dogs this morning having never met them. The visit went swimmingly and the pictures really set me ... (more)"

12. Kim

Dog (& Cats) our 4-Legged Family

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm an animal lover! Since the day I was born (29 years ago) I've always had at least 2 cats and a dog. Currently I have 4 cats (three are 6 years ... (more)

13. Kristofer

Energetic, Extroverted Dog Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs growing up my entire life and would frequently watch my friends dogs/puppies while they travel out of town. I'm energetic, enthusiast... (more)

Available this weekend
14. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Mackenzie watched our Jack Russell, Moto, for a long week while we were out of town. She was incredibly responsible, and was able to manage and exercise our ... (more)"

15. Dalit

I already love your dog :)

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

1 repeat client

"My dog Doodles had a great time with Dalit, think they explored more of Chicago than I have yet! Very friendly and quick to respond, plus received plenty of ... (more)"

16. Allie

Fitness instructor that LOVES dogs!

Lake View, Chicago, IL, 60657

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Allie's passion for and experience (medical and training) with pets becomes apparent from second 1. On top of that she is very reliable and positive person.... (more)"

17. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Since moving back to Chicago we have had a really hard time finding a cat sitter that fit with our family. After having Michael sit for our kitties, I can fi... (more)"

18. Jackie

Dog loving art student!

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jackie had primary responsibility for taking care of our dog for several years. She took wonderful care of Shamrock, feeding her, walking her, washing her a... (more)"

19. Andi

Dog Lover

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Andi is great. My dog was so well taken care of and she's extremely flexible with scheduling. She's my go to person! (more)"

20. Mike

Outdoorsy and easy going couple

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Doggy Day Care

"I highly recommend Mike as a dog sitter! This happy fellow is extremely responsible and trustworthy, and you know your dog is in great hands. His beautiful a... (more)"

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Learn About Premier

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: