House Sitting in Woodlawn, Chicago

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

1. TIANJIAO

Ariel's Dog Haven

Kenwood, CHICAGO, IL, 60615

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

5 repeat clients

"I cannot say enough great things!! She watched our 9 month old furchild and I felt completely comfortable and at ease knowing she was in Tianjiao’s hands! Sh... (more)"

Confirmed Memorial day Availability
2. 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

"I know Alex has a great experience from past dog walking jobs he had and from taking care of his families dogs. Alex is very energetic and the dogs enjoy it ... (more)"

Confirmed Memorial day Availability
3. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Nina has watched Wiley many times while I've been away from the house or at work. He has a ton of energy and she's great with him. She takes him on more ... (more)"

Confirmed Memorial day Availability
4. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cooper's a lot of work - he needs a lot of attention and playtime, and Rachel was great with him! Will definitely reach out to Rachel the next time I'm in to... (more)"

5. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a caring, self-motivated, and efficient person who knows how to work productively in stressful and new environments. She has told be about her pass... (more)"

Confirmed Memorial day Availability
6. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

Confirmed Memorial day Availability
7. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

4 repeat clients

"Craig was very responsive and responsible with a sometimes fluid set of circumstances. We definitely would hire him again. Hi love of dogs makes him a gr... (more)"

8. Samantha

Pet Parent's Help

Bridgeport, Chicago, IL, 60609

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

1 repeat client
No Reviews Yet

About: Hello, I'm a big animal lover. Life is always better with furry friends! I have pretty much always had a dog most of my life & always consider the... (more)

9. Jela

Let me watch your fuzzy buddies!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Je'la is like a dog whisperer, she has a way with animals that can warm even the heart of a non-animal lover. She gives great love and care to all and her he... (more)"

Available this weekend
10. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

11. Lillian

Flexible Schedule - Loves to walk!

Hyde Park, Chicago, IL, 60637

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

About: Hi there! My name is Lily I'm a recently graduated University of Chicago undergraduate. I've got a very open schedule to take care of your best fr... (more)

Available this weekend
12. James

Dogs are my favorite people!

Hyde Park, Chicago, IL, 60615

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

"James is a great dog dad to his puppy. He’s a fun person to work with, patient, and caring. James is a full time counselor so he understands people as well a... (more)"

Available this weekend
13. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: Hi, I’m Christal and I am looking forward to being your next pet-sitter! I walked dogs professionally for years and have recently picked it back up... (more)

14. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

5 repeat clients

About: Nowadays it's hard to find a genuine pet lover like yourself. Someone that's able to show the same "tlc" and attention that you give your little f... (more)

Available this weekend
15. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

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

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (more)"

16. Bri

I like dogs more than people.

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Brianna is amazing with others especially with animals very caring and wants the best for the people she cares about . I've enjoyed working with her over th... (more)"

17. Alex

I'll take your dog for a run

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"It is clear that a Alex loves animals and he is very responsible taking care of them. We have a dog and a cat that he has taken care of them for years when n... (more)"

18. Katlyn

Consistent & Flexible :)

Hyde Park, Chicago, IL, 60615

House Sitting, Dog Walking

4 repeat clients

"Katlyn was great, coming to meet Blue before our trip. Blue loved her and we felt comfortable leaving her to go on our trip. She was very respectful of our a... (more)"

19. Samantha + Mac

Looking for new friends!

Hyde Park, Chicago, IL, 60615

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

"I have known Samantha for over 15 years and pets have always been a part of her life, both dogs and cats. Her pets have always been very happy, well-trained... (more)"

Available this weekend
20. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (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 eviews from pet owners who have used Rover.