House Sitting In Near West Side 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. Lauren

Sitter with experience, fully avail

Near North Side, Chicago, IL, 60654

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

About: I currently don't own any dogs, but live in a fully dog accepted home in river north downtown, I'm currently on winter break until february and am ... (more)

2. Jac

loving and experienced pet sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Jac looked after my sweet corgi, Oliver, while I went away for a weekend. She took amazing care of him! She even sent little pictures of them having fun toge... (more)"

3. Sabrina

Loving life, but loving dogs more!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I grew up with two dogs, a Doberman and a mixed breed, and I am very comfortable and experienced around all types of dogs and all types of dog pers... (more)

Confirmed New Years Availability
4. Daniela

Reliable & Experienced Sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Daniela is the best!! I have a 60 lbs Plott Hound and left to go out of the country for three weeks during which time Daniela stayed at my house. I came home... (more)"

5. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"I would recommend Payal to anyone that is looking for a compassionate, responsible, animal lover! Through the many times that she has helped walk or watch my... (more)"

Available this weekend
6. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

7. Candice

Sit AND Stay! I do it all :)

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Candice was soooo sweet and treated my dog like a queen! Bee loved her - snuggled with her whenever she could! Candice kept me informed throughout the day an... (more)"

8. Timothy

Enthusiastic Dog Lover!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

"I trusted Tim with my three dogs and they loved him! I was impressed by how patient and caring he was with each pup. Tim is very dependable and is an experie... (more)"

Confirmed New Years Availability
9. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cherise is a great dog/house sitter. Our dog Bentley is shy and timid but he took a liking to at their first meeting. Cherise was also very flexible to accom... (more)"

10. Nina

Your Dog Will Feel At Home

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nina did a great job taking care of our two dogs. We received lots of photos and text updates while she took care of them. We wouldn't hesitate to ask her to... (more)"

11. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hailey took care of our dog and bird in our home over a long Thanksgiving weekend. She was great! Our pets were well-cared-for, she sent frequent pictures an... (more)"

12. Derry

PreK Teacher with a love for dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

2 repeat clients

"Derry did a fantastic job with Uma. Uma has a tendency to be weary of new people, especially males but Derry was very patient with her and earned her trust ... (more)"

13. Silvia

Vegetarian/Animal lover/Writer

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Silvia, was awesome! Communication was easy and effective. Plus her experience working at PAWs really made me feel comfortable leaving my 90 lbs, energetic, ... (more)"

14. Kate

Experienced Dog Lover!!

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I have known Kate for the past 3 years. I have always admired the love and care she gives to her dog, Marshie, and any animal she comes across. Kate is a ver... (more)"

15. Jordin

Caring, Warm-hearted and Active

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Jordin took amazing care of my furbaby, Ellie, while we went out of town for a long weekend. Jordin's job was not easy given that Ellie is a high energy, 9-m... (more)"

16. Cristina

Ideal human:Active,fun, friendly.

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Christina was great! We used her recently when we went away for the first time without our pup. She checked in daily to let's us know how Lola was doing and ... (more)"

Confirmed Holiday Availability
17. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

"We LOVE Brittany! She took care of Miko with a lot of love and care while were out on a 14 day trip. She stayed in our house, took care of Miko and our home.... (more)"

18. Ashley

Animal lover! Can I pet your dog?

West Town, Chicago, IL, 60622

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

"Ashley was amazing with Ringo and he is not a very easy dog.. she stayed with him and sent updates with photos every day.. he went on his walks and got brush... (more)"

19. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Catherine has been an animal lover since I've known her. She volunteered at a dog rescue shelter while away at college and continues to volunteer with a Chic... (more)"

20. Erin

Run And Play All Day!

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Erin is an excellent sitter! She's very clearly an animal lover, and I feel completely at peace when I leave Rumi with her. (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.