House Sitting in Lake View, Chicago

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

1. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

3 repeat clients

"Lauren was wonderful and took excellent care of our dog, Jacob! She was very timely in communicating and sent regular updates throughout the weekend to make... (more)"

2. Michelle

Active, Energetic, and Caring!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"My dog Scout loves Michelle! I have known Michelle since childhood and she has always loved and cared for dogs. She grew up with a wonderful black lab that... (more)"

3. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

13 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

Available this weekend
4. Stephanie

LOVE LOVE LOVE dogs!!

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting

About: I love dogs! I like short walks in the mornings and long walks in the evenings and snuggles all day long! I am afraid that I do work full time but ... (more)

Confirmed Easter Weekend Availability
5. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Chloe was amazing! Our cat warmed up to her right away, and I was totally at ease having her stay at our apartment for a week while we were gone. She provide... (more)"

Confirmed Easter Weekend Availability
6. Suzanne

This Girl Loves Your Dog Already!

Lincoln Park, Chicago, IL, 60614

House Sitting

30 repeat clients

"Suzanne is wonderful! She sat at my place for 5 days with my pit bull mix. She was very good about sending me photos and communicating as needed. Suzanne kno... (more)"

7. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I met with Mandy a few days before she dog sat Blondie for four nights. She was very professional and you can tell she loves animal from the get go! She watc... (more)"

8. Samantha

Ruff day? I'll make it better!

Uptown, Chicago, IL, 60613

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

4 repeat clients

"Our dog and cat thoroughly enjoyed their time with Samantha! She was prompt with her replies, she sent numerous photos and updates, left our house clean, and... (more)"

Confirmed Easter Weekend Availability
9. Quinn

Filmmaker/Comedian - Flexible Sched

Lake View, Chicago, IL, 60657

Dog Boarding, House Sitting

"Quinn took excellent care of my pup! He followed all of my extensive requests to the letter and I came home to a happy, relaxed, healthy dog. Could not hav... (more)"

Confirmed Easter Weekend Availability
10. Mary

Will love your fur bab like my own.

Lake View, Chicago, IL, 60613

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

"I am one of those 'crazy' pet owners and it took me a while to find someone I trusted with my fur-baby Penny (a.k.a PenPen). Mary is very reliable, trustwort... (more)"

11. Fiona

Animal lover!

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Fiona was great with Mack! He can be difficult at times but felt incredibly comfortable with Fiona right away. She stayed at our place while we were away,... (more)"

Available this weekend
12. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

About: Animals have been an absolute passion of mine since I was a child. I grew up in a household full of them: four cats, a dog, and a carousel of horse... (more)

Confirmed Easter Weekend Availability
13. Sara

Professional Belly Scratcher

Logan Square, Chicago, IL, 60614

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

1 repeat client

"Sara absolutely loves dogs, her love of animals is evident in her everyday life. Her varied experience working with and training animals as well as her depen... (more)"

14. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David was just great and he was so accommodating with my schedule. I couldn't have asked for a better situation. I felt so well taken care of. David sent me ... (more)"

15. Ashland

Not stingy with the belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashland was great! He was very flexible with us and worked really well with our schedule. Would definitely recommend and use again. (more)"

16. Bailee

Forever a dog lover

Lake View, Chicago , IL, 60657

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Bailee was an excellent caregiver for our dog and cat while we were away. It was great to know they were in such good hands and getting plenty of attention! (more)"

17. Hannah

Roscoe Village/Lakeview pet care

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Experience plus! I’m a seasoned pet caregiver with an eye for detail, a curious mind, and a flexible schedule. I moved here from Maine, where I... (more)

Confirmed Easter Weekend Availability
18. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

8 repeat clients

"Ashley did SUCH an incredible job looking after our dog and cat (Nella and simba) for the 9 days we were gone. It was so hard to leave our furry loved ones f... (more)"

19. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

House Sitting, Drop-In Visits

1 repeat client

"This was my first time using Rover for a sitter, and it could not have been more perfect. Nancy is AMAZING. We met up for meet-and-greet a few weeks before... (more)"

20. Alex

Caring and Experienced Dog Lover

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Alex took care of my very energetic dog for 8 days. Coby's schedule and needs were followed and I received many pictures and updates each day. Alex stayed in... (more)"

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Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.