House Sitting in West Town, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Hannah Verified Enhanced Background CheckRover 101

Experienced sitter I stay overnight

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"6 stars! Hannah is a fantastic sitter! She kept me updated throughout the weekend, left my apartment better than she found it, and kept my pup happy and ent... (more)"

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2. Carolyn Verified Enhanced Background CheckRover 101

Fun & fit pet-loving female in LP

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting

"The best! We had an excellent experience with Carolyn! She was very attentive to my little guy and I am pretty sure he loved all the extra play and love! I ... (more)"

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3. Melanie Verified Enhanced Background Check

Active walks and playful visits!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"WOW is all I can say. I have, unfortunately, needed to work with several dog sitters from Rover and struggled to find someone who was the right fit for my pu... (more)"

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4. Melissa Verified Enhanced Background Check

For the love of pets!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Melissa is such a good dog sitter! Our dogs fell in love with her at first sight! She sent us photos regularly and let us know any changes upfront. She was o... (more)"

Confirmed availability
This weekend
5. Sarah Verified Enhanced Background Check

College Student and Dog Lover

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Sarah was amazing! We have three large pups and a cat and we were going out of town for a long Memorial day weekend. The last thing anyone wants is to have t... (more)"

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6. Alyssa Verified Enhanced Background Check

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"I knew Alyssa was going to be a good fit for us the minute she arrived. She was so nice to come for an initial visit to meet Archie and make sure we were all... (more)"

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7. Sophie Verified Enhanced Background CheckRover 101

Must say “Hi!” to every dog!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Sophie was amazing! She made it so much easier on us to leave our three pets while we went away on vacation. Very thorough with giving updates and sending pi... (more)"

Confirmed availability
4th of July
8. Michael Verified Enhanced Background Check

Love dogs but prohibited in my apt

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Thanks for watching Mojo Michael! We were only in Chicago for 1 day; Michael not only agreed at a last minute request, but was extremely patient as we arrive... (more)"

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9. Melissa Verified Background CheckRover 101

Lots of love to give!

Avondale, Chicago, IL, 60618

House Sitting, Drop-In Visits

"I've used Melissa numerous times for extended periods of time (2 days- a week at a time) and we love her to death! Hands down the best sitter/walker we've ev... (more)"

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10. Cris Verified Enhanced Background CheckRover 101

mindful & fun + trustworthy & tIdy

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Sitting with Cris is always so easy. I have total trust in her with Toby and our condo. She’s always communicative and sends wonderful update pics. ... (more)"

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11. Brittney Verified Enhanced Background CheckRover 101

Experienced, patient, flexible

West Town, Chicago, IL, 60622

Dog Boarding, House Sitting, Drop-In Visits

"Brittney was great in my home w/ my pup for 3 days! She was communicative and caring. She seems to truly love dogs and took great care of my fur child! (more)"

Confirmed availability
4th of July
12. Shannon Verified Background Check

DOG MOM / TEACHER hoping to help

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Shannon has a huge heart for all living things, and especially dogs. She is great at building trust with new dogs, and her affection is warmly welcomed by ne... (more)"

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13. Leah Verified Enhanced Background Check

Excited to meet your fur baby

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Leah has had a family dog her whole life and recently became a foster parent for shelter dogs when she was in school in St. Louis. She has a calm and caring ... (more)"

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14. Victoria Verified Background Check

Chicago Transplant missing the Farm

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"Victoria sent me pictures and updates regularly, left the house perfectly clean, made sure Daisy took her medicine twice a day, and both dogs seemed happy an... (more)"

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15. Carrie Verified Enhanced Background Check

Experienced dog owner

Near North Side, Chicago, IL, 60610

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

"I’m disappointed that Carrie was already booked the next trip I was taking because we had such a great experience the first time around. Tons of pictures an... (more)"

Confirmed availability
4th of July
16. Carly Verified Background Check

Lotta love to give!

West Town, Chicago, IL, 60642

Dog Boarding, House Sitting, Drop-In Visits

"As a first time user to Rover, I was unsure of the process and care I would revive for my pup. Carly was such a trustworthy, helpful, and perfect caregiver! ... (more)"

Confirmed availability
4th of July
17. Katherine (Kate) Verified Enhanced Background Check

Cat Lover in the Loop

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"Kate was amazing with my cat Sylvester! I get super anxious about leaving him as he has separation anxiety and epilepsy. As soon as I met Kate for the first ... (more)"

Confirmed availability
4th of July
18. Jake Verified Enhanced Background CheckRover 101

Active Bucktown walker & sitter

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits

"Jake, as usual, was fantastic. Extremely communicative and wonderful to work with. It is so nice to be able to leave your pup behind without any sort of co... (more)"

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19. Jade Verified Background CheckRover 101

Your dog will get love & attention

Near West Side, Chicago, IL, 60612

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

"We recently booked pet sitting with Jade and she took excellent care of our 14-week old puppy. She took care of our pup as it were her own, and followed our ... (more)"

20. Stephanie Verified Enhanced Background CheckRover 101

Quick Response, Open Availability!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is a very caring and gentle person. She is very passionate about animals and has always been incredibly warm to my dogs. I have no doubt that she w... (more)"


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.