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. Morgan

I sing and dance for my dog daily.

Logan Square, Chicago, IL, 60647

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

About: A long time dog lover, I finally adopted Hal, my dachshund terrier mix last spring. It's my goal to give Hal an adventure everyday - above and beyo... (more)

Available this weekend
2. Laura

Reliable, Caring, and Fun Sitter!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Laura has done such a wonderful job at taking care of my dog, Blue. When Blue had a painful UTI she voluntarily took Blue out for a walk every few hours to h... (more)"

3. Theresa

Dog trainer in training

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my entire life so I know all of the tricks that they love to pull. Not only have I had dogs my whole life, I am currently p... (more)

4. Juliana

Professional Dog & Cat Nanny

Logan Square, Chicago, IL, 60647

Drop-In Visits, Dog Walking

6 repeat clients

"Juliana is a jewel among pet sitters! We are so happy to have found her! We appreciated the detailed report and pictures of our happy dogs. Thank you, Juliana! (more)"

5. Annina

* Outdoor Loving and Active *

North Lawndale, Chicago, IL, 60623

Drop-In Visits, Dog Walking

9 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)"

6. Erika

Masters student & dog best friend

Lake View, Chicago , IL, 60657

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

"Erika is an excellent choice when it comes to a person to entrust your dog with. She is responsible, caring, and very knowledgeable when it comes to dogs! Sh... (more)"

7. Hillary

Experienced Dogsitter in West Town

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

About: Hello! My name is Hillary and I've been dogsitting for about three years. I have experience dogsitting in a city environment, from when I lived in ... (more)

8. Yared

The Zen and Energetic walker

Lake View, chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I'm the walker that understands each pet has their very own needs and personality. From dog sitting to dog walks I provide custom care that meets e... (more)

9. Mariah

Life is better with a dog.

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Mariah is a very dependable dog walker and care provider. I rely on her to take care of Huck and she does a great job! I highly recommend her for your dog ... (more)"

Available this weekend
10. Alexandra

Teacher who loves ALL dogs!!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Alexandra is one of the most responsible and honest people I know. She had always loved dogs as long as I have known her. She is compassionate towards animal... (more)"

11. Lily

I already love your dog.

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Lily has always been an attentive and reliable caretaker of our pets. My wife and I don't always work the same schedule and Lily can always be counted on to ... (more)"

12. Mirella

Dog & Cat Lover - Quality Care!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

About: Hi! I have been an avid pet lover and owner my whole life. I have a 23 year-old cat named Rocky. I've also taken care of other people's pets for mo... (more)

13. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kiah has been a fantastic sitter for us as she's been watching over our new puppy. Her communication has been great, she's been flexible with our changing sc... (more)"

14. Joseph

Resident physician, animal lover

Lake View, Chicago, IL, 60613

Dog Boarding, Drop-In Visits, Dog Walking

About: I've always loved dogs, but with a hectic work schedule I don't have the time for one of my own. In the past I've walked dogs for other residents i... (more)

Available this weekend
15. Kendra

Dog lover trapped as Consultant

Lincoln Park, CHICAGO, IL, 60614

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

About: I am a management consultant who has a flexible travel schedule for now and am available 7 days a week through the 29th of January. If you are ... (more)

16. Amy

Experienced, safe, and loving home!

Logan Square, Chicago, IL, 60647

Dog Boarding, Drop-In Visits, Doggy Day Care

"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)"

17. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

16 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. Amy

My cats think I'm perfect.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Amy did a fantastic job caring for my two high maintenance cats! She kept their litter clean, water full, and even offered to turn of the AC if the weather w... (more)"

19. Alyssa

Animal loving college student!

Logan Square, Chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa was flexible, friendly, and great! My cat was in good hands and everything I asked was taken care of daily. Alyssa had drop in visits everyday during ... (more)"

20. Sunny

Dog loving student in Lincoln Park

Lincoln Park, Chicago, IL, 60614

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

3 repeat clients

"Great sitter, would recommend! (more)"

Experience exceptional service and a personalized match

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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: