Pet Setting & Drop Ins In Lower West Side Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Tip: Contact sitters now to confirm availability.
1. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Alex was fantastic! He went the extra mile for us, patiently waiting for me to drive to our house when there was an issue with gaining entry. Koffee quickly ... (more)"

Confirmed 4th of July Availability
2. Jacob

Full time dog lover

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

"Jacob is awesome! I left my dog with a friend, who informed me last minute that they would be home some hours later than expected and wanted to know if I cou... (more)"

3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"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. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was great with our cat - gave lots of attention, was prompt woh texts and photos, and was always sure to let us know our little girl was doing well! (more)"

Confirmed 4th of July Availability
5. Stephanie

Teacher w/ Flexible Summer Hours

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Stephanie was a great sitter! She followed my instructions to a tee and checked in often. (more)"

6. Ivana

College student who loves dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"She was very timely and sent me pictures of the dog which eased my mind while I was gone! I will definitely rebook Ivana! (more)"

7. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lauren is very professional and takes great care of our dog. She is patient with our puppy and we greatly appreciate it. I'm so glad to have her as a trusted... (more)"

8. Sophia

Near lots of dog parks!

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Sophia was awesome! She made going out of town for a long weekend stress free. She watched our dog for four days, and always made sure to send us updates and... (more)"

9. Claire

Always room in my heart for a pup

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Claire is great with animals! She has always had a strong love for dogs especially. She has cared for my dogs before and they loved her. I have always felt v... (more)"

Confirmed 4th of July Availability
10. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"Tina is *excellent.* She was wonderful with my 2 large dogs during my first weekend away from home. Her care is extremely reliable, conscientious, and kind.... (more)"

Available this weekend
11. Brenda

Let’s go for a long walk!

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Brenda is honest, responsible, and very down to earth. She is a big dog lover and enjoys being around dogs. She knows how to care and give love to any type o... (more)"

12. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

13. Kristin

I'll treat your dog as my own.

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"Kristin volunteered to keep my children for me while I attended class. She has an old blind dog that needs extra love and attention. She cared for him affect... (more)"

14. Morgan

I love dogs & dogs love me!

Lower West Side, Chicago, IL, 60608

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

"I would highly recommend Morgan as she has taken care of my dog on several occasions and he just adores her. She treats your dog as if they were her own givi... (more)"

15. Ashley

Home 7am-6pm-Will love your baby

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

"I have been working with Ashley for quite a while now, and must say she is AWESOME..We deal with a lot of different issues and personalities at the office an... (more)"

16. Gabriela

Energetic superstar attention giver

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Dog Walking

"Gabriela is simply dog FANTASTIC! She's taken truly AMAZING care of our two pups many times, including our extended vacations. Don't hesitate! Gabriela's ... (more)"

17. Hannah

Friend to seniors and puppies alike

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Hannah has played with and walked our dogs most of her life, and genuinely enjoys dogs. She has lived with her own dog for many years and has had daily exper... (more)"

18. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch was an absolutely wonderful sitter. He went above and beyond what I expected. I loved how he took extra time to get to know my animals and made sure th... (more)"

19. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When it comes to our pups, nothing short of the best care is acceptable. I can assure you, Dianne is the best of them all. Dianne is compassionate, energetic... (more)"

Confirmed 4th of July Availability
20. Kenni

I'll Run With Your Dog

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Kenni is a great fur mom. They have been to puppy training class and uses those lessons daily! They are very respectful of your commands and rules for your d... (more)"

Pet parents in Lower West Side, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Lower West Side, 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 Lower West Side, 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 dog sitter. 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 Lower West Side, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.