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.

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

I choose dogs over humans.

Near North Side, Chicago, IL, 60610

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Anyone that knows me, knows how passionate I am about dogs. My dog, Crede, a german shepherd-boxer mix is my entire life. If words aren't enough, ... (more)

2. Alexis

Cat lover misses hanging with dogs

Irving Park, Chicago, IL, 60641

Drop-In Visits, Dog Walking

"Alexis would be a fantastic addition to the Rover team. Not only does she adore dogs (and cats!), but she is environmentally conscious and would never dream ... (more)"

Confirmed New Years Availability
3. Brittany

Professional Dog Bed

Irving Park, Chicago, IL, 60618

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

29 repeat clients

"Brittany was great! She came twice in one day to take our pup for a walk and we loved seeing the photos and updates. We will definitely use her again! (more)"

Confirmed Holiday Availability
4. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

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

5. Nick

DOGS ARE LIFE

Loop, Chicago, IL, 60607

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Nick would be a fantastic and trustworthy dog caregiver. He grew up in house with 2 dogs, so he has experience with dogs. Nick is also straight A responsible... (more)"

Confirmed Holiday Availability
6. Stacy

Only the Best for Your Furry Bffs

Loop, Chicago, IL, 60605

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

About: Hi, I'm a recent college grad living in South Loop with my goldendoodle. My schedule is completely flexible because I work at home most times. I ... (more)

Confirmed Holiday Availability
7. MP

Cat and dog lover with experience!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I cannot thank you enough for taking such great care of my furbabies while I was out of town. All of your check-ins and photos eased my mind with being away.... (more)"

8. Michelle

Puppy loving psychology student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Michelle, and I'd love to be your dog sitter! I've grown up with dogs (my first dog was a bichon that my four-year-old self ingeniously nam... (more)

9. Mark

Bark Voyage!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

About: Being away from you is stressful for your dog, so why make it even more stressful by making your furry friend leave home? I am a 26 year old Chic... (more)

10. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

3 repeat clients

"Annina was wonderful! She was patient with Gracie, figured out her behavioral quirks and adjusted to her needs accordingly. I had specific windows of time ... (more)"

11. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

About: When people ask me to describe myself, I say am an animal lover first and foremost. I love dogs of all shapes and sizes, which is why I decided to ... (more)

12. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"To whom it may concern, Hailey is a very positive and optimistic person. She is caring and very thoughtful and the positive energy she brings makes her a ... (more)"

13. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

12 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)"

Confirmed New Years Availability
14. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Very positive experience with chewy (more)"

Confirmed New Years Availability
15. Jennifer

Hopeful dog owner in training!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jennifer is amazing to have watch my cats. She always sent updates and photos along with any concerns about them. When I came home from my trip the kitty l... (more)"

16. Kiah

Reliable love for you furry family!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kiah has cared for my dog many times. She is familiar with many forms of training which is important for continuity when I am not there. She enjoys playing w... (more)"

Confirmed New Years Availability
17. Amy

My cats think I'm perfect.

West Town, Chicago, IL, 60622

Drop-In Visits, Dog Walking

5 repeat clients

"Amy was so wonderful with our cat, Trudi. She asked good questions when she came for a quick introduction and even asked to get our mail for us while we wer... (more)"

18. Taylor

In need of puppy love!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Taylor is amazing!!! My dogs took a liking to her immediately!! She went above and beyond. I got pictures and a summary of the visit each and every time. Wil... (more)"

19. Daisy

Lots of experience- Animal Sci Grad

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

1 repeat client

"Daisy was wonderful. She sent photos during her visits. I think Harry really misses her! (more)"

20. Patrick

I like dogs. Dogs are cool.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Patrick is a true dog lover and a very responsible young man. He has taken care of our dog many times and I have always been very happy with his care - he go... (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: