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. Jennifer

Responsible and friendly dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 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)"

2. Sarah

Dogs are life

Humboldt Park, Chicago, IL, 60647

Drop-In Visits, Dog Walking

8 repeat clients

"Sarah was great! She sent lots of pictures and gave great updates. She responded quickly to our request and we would definitely book her again! (more)"

Confirmed President's Day Availability
3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina stays in touch and shows that she truly cares for your pets - it helps so much when you are away! I get notes and photos constantly. I would highly ... (more)"

4. Chas

DOG'S BEST FRIEND -WEEK-DAY SITTING

Lake View, Chicago, IL, 60657

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

24 repeat clients

"We have known Chas since we were kids and he has always had a love for dogs. Anytime we have needed him to care for our dog Parker he has stepped up to the p... (more)"

5. Breece

Lincoln Park Pooch Paradise

Lincoln Park, Lincoln Park, IL, 60614

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

3 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)"

6. Courtney

Doggy Vacay - Holiday Availability

West Town, chicago, IL, 60643

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

5 repeat clients

"Courtney was so great! Saroo loved his time with her, now whenever we walk by he pulls me to her apartment to go play! (more)"

7. Lindsey

Full-time, active, dog lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

8. Christina

I like Big Mutts and I cannot lie!

Logan Square, Chicago, IL, 60647

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

5 repeat clients

"Christina has done a wonderful job and I look forward to working with her in the future! As a self-confessed crazy cat mom, I gave a pretty detailed routine,... (more)"

Confirmed President's Day Availability
9. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

18 repeat clients

"Paul was wonderful! He kept us updated on how our kittens were doing with tons of pictures and videos. We definitely plan to use him in the future. Thanks Paul! (more)"

Confirmed President's Day Availability
10. Franziska

Leisurely walks or energetic runs!

West Town, Chicago, IL, 60622

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

1 repeat client

"Franziska took great care of my senior dog. Sadie came down with a UTI right before my trip, which was stressful for. Franziska went above and beyond and was... (more)"

11. Samantha

Active and eager animal lover! :)

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I got stuck at work unexpectedly and needed someone to feed and let Bear out to the bathroom and Samantha was able to immediately! She went above and beyond ... (more)"

12. Lorin

Let me love your dog, like my own!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lorin was great! Our kitties seemed to love her by the pictures she took. She was consistent with her drop in visits. We came back from vacation to a clean h... (more)"

13. Kristyn

Animal lover who works from home!

West Town, Chicago, IL, 60647

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

11 repeat clients

"Kristyn is all you could ask for in a dog sitter - patient, caring and responsive. We feel so lucky to have found her right when we brought our puppy home, a... (more)"

Confirmed President's Day Availability
14. Nicholle

Professional Dog Lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits

2 repeat clients

"Nicki is amazing with my 8 year old 65 lbs yellow lab! Nicki is always on time and she genuinely cares about the animals she works with! Nicki is also very c... (more)"

15. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"so great! (more)"

16. Samantha

Professional Pet Sitter & Pup Lover

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Samantha is so good with our pup! She gives us lots of updates and he clearly loves spending time with her. We also really appreciate how flexible she is wit... (more)"

17. Hannah

Fun and loving pup lover!

West Town, Chicago, IL, 60622

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Hannah was a wonderful help while I was out of town. Very responsive and handled an unexpected issue (possum got in through the pet door) with grace! She was... (more)"

18. Allison

The Pet Sitters Fur You!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Allison is one of the most nurturing, caring people I've met. My dog, Bubbles is usually very anxious around people she doesn't know, which has proven diffic... (more)"

19. Brooklyn

Dog lover looking for Furry Fun!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

About: I am a dog lover that is new to Chicago and wanting to fill some free time! I am a recent college grad that has relocated for a new full-time job a... (more)

20. Michael

Dog and cat lover extraordinaire

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

38 repeat clients

"Michael was great with our lab pup, Charlie. He checked in with me during the visit and after to let me know how she was doing. Will definitely use Michael a... (more)"

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:

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