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. Sarah

I am trustworthy with your dog

Lake View, Chicago, IL, 60657

Drop-In Visits, Dog Walking

About: I have owned 2 golden retriever through my life and I know how to love and care for dogs. I will make sure your dog is happy, satisfied, and taken ... (more)

2. Cassandra

Large open home, dog company

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi, my name is Cassandra and i have been an avid animal lover since ive been able to walk. I have spent alot of time volunteering at local shelters... (more)

3. Vanessa

Animal Lover- Happy to Help!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I've been taking care of all kinds of animals my entire life. I grew up in a house full of dogs, cats, birds, lizards, rodents, fish, and everythin... (more)

4. Martin

I'll love your dog when you can't!

Lincoln Park, Chicago, IL, 60614

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

About: I've loved dogs ever since I can remember. I've been around them my whole life and I've had my own since I was 11. I have a Chihuahua as well as a ... (more)

5. Mac

9 yrs experience! Loves Dogs & Cats

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits

"Mac took amazing care of our dog Winnie. He sent us texts and pictures while we were away. Having him stay at the house lessened Winnie’s anxiety. He took he... (more)"

Confirmed available next weekend (Oct 26 - Oct 29)
6. Elizabeth

Experience and flexible schedule

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth loves dogs! She enjoys interacting with all kinds of dogs, treating them as she would her own. Not only will she provide physical exercise through ... (more)"

7. Caroline

I'll treat your dog like my own!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Caroline loves all animals, and has had pets her whole life. She has a sweet and calm disposition that animals can sense. She is responsible and true to he... (more)"

Confirmed available next weekend (Oct 26 - Oct 29)
8. Elizabeth

Seeking pups in need of snuggles!

Lake View, Chicago, IL, 60657

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

18 repeat clients

"Elizabeth really helped me out when my regular walker was sick and I all of sudden found myself stuck at work for another 4-5 hours and no one to check in on... (more)"

9. Breece

Lincoln Park Pooch Paradise

Lincoln Park, Lincoln Park, IL, 60614

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

2 repeat clients

"Breece was extremely responsive and accommodating when we needed someone to watch our three year old golden doodle in a last minute situation. She was great... (more)"

10. Stephanie

Lots of playtime and cuddles

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is the best! Our two wild and crazy dogs love her and so do we! She has stayed at our house many times while we were traveling. She treats our fur ... (more)"

11. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Veronica is a sweetheart- really goes above and beyond. Great communicator and super flexible. Highly recommend! (more)"

12. Jennifer

Hopeful dog owner in training!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"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)"

13. Jamie

Reliable and fun pet sitter!

Near North Side, Chicago, IL, 60610

Dog Boarding, House Sitting, Drop-In Visits

"Jamie has always been an animal lover, and she has been particularly great with her new puppy. I’d highly recommend her as a dog sitter! (more)"

14. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Emily has watched my dog Otis several times, and I couldn't be happier with her as a dog sitter. Otis LOVES spending time with Emily and is always excited w... (more)"

15. Anna

Will shower your pets with love ❤️

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Great cat sitter. She sent us wonderful pictures of our two kitties at the same time every day and fed them per our instructions. Great job. (more)"

16. Brittany

PERFECT FOR THE ACTIVE DOG

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Brittany is a wonderful person who is caring and passionate about animals. She has two wonderful pups of her own as well as often takes the time to volunteer... (more)"

17. Samantha

Former vet tech

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Samantha was great! I was very nervous having someone new take care of my two cats, especially since it was the first time I was leaving them since my older... (more)"

18. Mollie

Pet Lover with Flexible Schedule!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Mollie is excellent with our puppy and we can tell he really enjoys her visits because he’s always so happy to see her. Highly recommend Mollie! (more)"

19. Ari

I'm cool with drool

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"The first thing I learned about Ari was that she has a love for dogs. She is so passionate about animals being treated right and loving on the little or big... (more)"

20. Lindsey

Full-time, active, dog lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lindsey is a Huge Pet Lover, she has cared for our pets with a Ton of Kindness and Compassion. She as an adult has rescued kittens born to feral cats and fed... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: