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. Deirdre

Dog obsessed weekend sitter.

Lincoln Park, Chicago, IL, 60614

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Deirdre watched my golden retriever, Lady, for many years every time I went on vacation. She was the perfection solution because I did not like using kennels... (more)"

2. Meredith

Your Best Friend's Best Friend

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meredith was a great cat sitter ? I would love to have her watch Shamrock again. (more)"

3. 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)"

4. Veronica

Pet Lover with a big heart.

Humboldt Park, Chicago , IL, 60651

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

About: I have been around dogs all my life, I had a dog of my own since I was three her name was Ginger and I had her for about 13 years, She sadly passed... (more)

5. Carmann

Dog Play dates/ Will Run Your Dog!

Lincoln Park, Chicago, IL, 60614

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

About: I am reliable and responsible sitter/ dog walker for your dog with first-hand experience on owning a dog in Chicago! I am a young professional liv... (more)

Confirmed available next weekend (Aug 24 - Aug 27)
6. Momo

Always home = more doge playtime!

West Town, Chicago, IL, 60622

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

"She's awesome with my pup "Bay". She's a small breed but very hyper and Momo takes very good care of her when I need someone to look after her. Momo is the o... (more)"

7. Emily

I love your dog like it is my own!

Lake View, Chicago, IL, 60657

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

About: I work from home 3 days a week and have a very flexibale schedule. I'll be sure to take your dog for multiple walks and if preferred I'd love to ru... (more)

8. Sarah

Lots of experience!

Near North Side, Chicago, IL, 60611

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

About: I absolutely love working with dogs! I have about 10 years of dog sitting and dog walking experience. I have also fostered and helped train a servi... (more)

9. Samantha

Former vet tech

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"I worked along side Sam as technicians at an animal hospital in Rhode Island for 4 years. Sam is reliable, kind,knowledgeable, compassionate, and has excell... (more)"

10. Miki

Active dog lover!

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

About: I have been caring for my family dogs and have been pet sitting all my life! I currently have a 20 lb cockapoo Cooper who is very active as well. U... (more)

11. Lindsey

Full-time, active, dog lover!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"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)"

12. Meredith

Pawsitivly great with dogs

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Meredith for pet sitting/dog walking. My dog, Anderson received the care and attention he needed, and my house was very well kept! Meredit... (more)"

Confirmed available next weekend (Aug 24 - Aug 27)
13. Linette

Insured loving home w/Lrg yard

Humboldt Park, Chicago, IL, 60651

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi, I'm Linette, your future dog sitter :). I currently work in the medical field and also manage a homeless drop-in center. On September 1st, I ... (more)

14. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

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

2 repeat clients

About: Two things to keep in mind if you would like to book with me: 1.)I have cats if you wish to board at my place. Just a heads up! 2.) Due to the... (more)

15. Brittany

Grad student dog lover

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

About: Hi I'm Brittany! I'm a Physical Therapy student and life long dog lover. I can come to you to play with your dog, care and feed, and take him/her o... (more)

16. Audrey

Fenced yard and home all day!

West Town, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Audrey is such a sweet and caring soul! She has been a dog lover all her life growing up with pets and a rescue dog of her own that she took care of for many... (more)"

17. Ashley

Dog Lover for over 20 years!!

Logan Square, Chicago, IL, 60647

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

"Ashley is absolutely great with dogs! I am a close family friend and have watched her grow up with pets her whole life. She is kind, responsible, and attenti... (more)"

18. Jordan

I speak dog and love to play

West Town, Chicago, IL, 60622

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

About: Hi! I am a 26 year old animal rescuer/ chihuahua mom of three! All of my babies are seniors (If you consider age just a number) and I love love lov... (more)

19. Emily

Artist & possible dog whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

About: I work with a flexible schedule, so I can be available at short notice. Although starting October 1st my work schedule will be more full time (11am... (more)

20. Anna

Will shower your pets with love ❤️

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

3 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)"

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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.

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