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. Shelby

home f.t. can be w/ dog all day!

West Town, chicago, IL, 60642

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

"Shelby is very responsible and grew up with dogs and cats. She lives in a pet friendly home and knows what to do to ensure the safety of animals. (more)"

Available this weekend
2. CR

Flexible and Energetic Dog Walker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

About: I am compassionate, gentle, patient, and know the world is brighter with man's best friend! Energetic and flexible, I will run, walk, and play with... (more)

3. Rebecca

Your dogs new pal and confidant

Lower West Side, Chicago, IL, 60608

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

"Rebecca is amazing with dogs, especially my nervous Jack Russell. She was able to instantly make friends with him and he loved to be around her. The pinnacle... (more)"

4. Ryan

Your dog comes first!

North Center, Chcago, IL, 60618

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

"Ryan is a wonderful dog owner and friend to all canines. When I found an abandoned pregnant dog, he helped us raise the puppies and find them all good homes,... (more)"

5. Elizabeth

Home full time with fenced in yard!

West Town, Chicago, IL, 60622

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

"Elizabeth is an amazing pet sitter! She's nurturing and kind, and Lola LOVES her! She goes above and beyond the average pet sitter, and will keep you updat... (more)"

6. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

Available this weekend
7. Smashley

Experienced Care for your Critters!

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashley was again great. Took a last second booking and went above and beyond. She even spent some time with our cat and we only asked for a dog walk. What a ... (more)"

8. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

24 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)"

9. Emily

Trustworthy, Caring, Dependable

North Center, Chicago, IL, 60618

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

"Emily is very sweet and responsible! She loves dogs and is great at taking care of them. I trust her with my pups all the time. I have known Emily for many y... (more)"

10. Adrianna

Home half/full time & very active!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

"Adrianna is great with dogs. She is the most responsible and friendly person I know. She loves dogs. She loves to play and walk them. She actually like to... (more)"

11. Allison

Beloved pet care for your dog!

Near West Side, Chicago, IL, 60661

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

"Allison is a caring, dependable, compassionate professional whom I have known for 7 years. In the time I have gotten to know her, she has proven herself to b... (more)"

12. Kathleen

Will Love Your Dog More Than Pizza

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"If there were more than 5 stars, I would give them! Kathleen is reliable and very responsive. Our little puppy loves her. She bonded with Gio immediately! S... (more)"

13. Mark

Bark Voyage!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

1 repeat client

"Great dog sitter! Very professioval, dependable, flexible. My dog loved Mark. Would 10/10 use again and recommend to others. Keep up the good work Mark! (more)"

Available this weekend
14. Meredith

Your Best Friend's Best Friend

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Meredith is kind, compassionate, and intuitive. She loves animals and they love her back! My dog and I both trust her to care for him with the same attentive... (more)"

15. Erin

Super loving & caring dog person!

West Town, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"If anyone loves dogs it's Erin. I've honest to goodness never encountered someone with such care and passion for dogs as Erin. She watches my puppy quite fre... (more)"

16. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"KC was great and sent pictures each day. I really appreciated her amazing communication before, during, and after the pet sitting! (more)"

17. Clare

I Will UNCONDITIONALLY love them

Logan Square, chicago, IL, 60645

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

"I would absolutely recommend Clare as a dog walker! She loves animals and grew up with dogs so is very comfortable around them! I would book her without hesi... (more)"

18. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 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)"

19. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana was great! Lots of detailed updates and pics, which I love when I'm away. I definately recommend her! (more)"

20. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

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

2 repeat clients

"Jillian is a wonderful human and I am so grateful to have her as a my dog walker. My pup Ripley is often very suspicious of new people in our home, but she ... (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: