House Sitting in Woodlawn, Chicago

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

1. Jaureese Verified Background Check

Giving dogs the love they deserve

Kenwood, Chicago, IL, 60653

Dog Boarding, House Sitting

"Jaureese did a phenomenal job with my dog. Went above and beyond to make sure he was taken care off. He is kind and compassionate. Highly recommended :). (more)"

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2. Ariadne Verified Background Check

The best care for your best friend

Hyde Park, Chicago, IL, 60615

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

"Ariadne is an amazing person who has always been great with dogs – she loves animals in general, and dogs in particular. She grew up with dogs and has helped... (more)"

3. Khat Verified Background CheckRover 101

Pup Nation

Chatham, Chicago, IL, 60619

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

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)

4. Almog Verified Background Check

Responsible & fun pet lover

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"We are very thankful to Almog for looking after our two pups over the holidays! They got lots of exercise and attention which made for peace of mind for us a... (more)"

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5. Aaliyah Verified Background Check

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

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 li... (more)

6. Jasmine Verified Background Check

I love your dog while you’re away

South Shore, Chicago, IL, 60649

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

"Jasmine was fantastic! We weren't able to find a family sitter and reached out to Jasmine to help house sit a few days while we were away. She was responsive... (more)"

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7. Gabriel Verified Background CheckRover 101

Will be cared for like family

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Gabriel took great care of our dog and was a wonderful house sitter! He sent lots of photos from the walks. I would absolutely work with him again. (more)"

8. Alberto Manuel Verified Background Check

Dogs are the best therapy!

Hyde Park, Chicago, IL, 60615

House Sitting

"Alberto did a fantastic job watching my over-the-top St. Bernard puppy and my grumpy-old-man cat. They both loved him. He documented everything and sent freq... (more)"

9. Makeda Joy Verified Background Check

Vet Tech by day, Rover by night

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"Makeda🌷Makeda🌹🌹🌹 Joy is a very special person he is a very special personShe loves animals so much and just adores them I can ask it’s amazing to me when I s... (more)"

10. Ashley Verified Background Check

I like BIG dogs and I cannot lie..!

Kenwood, Chicago, IL, 60615

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

"Ashley is a dependable person who value her work. She's also a very friendly and pet friendly person . Anytime she sees a dog her face glow with excitement a... (more)"

11. Annie Verified Background CheckRover 101

Active, caring dog enthusiast! :)

Woodlawn, Chicago, IL, 60637

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

"Annie is one of the greatest dog lovers I know! She is caring, energetic, and loving with all types of dogs. She's attentive to the dog's needs and wants. ... (more)"

12. Eva Verified Background Check

Lifetime Dog Lover & Future Vet!

Kenwood, Chicago, IL, 60515

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

"I have known Eva for several of years, we are great friends and there is no other person I would recommend to watch my pet besides her. I would allow her to ... (more)"

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13. Shaley & Melissa Verified Background Check

Friendly petcare by med student duo

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Loved seeing all the pics and videos!! Thanks again for taking care of my lil guy! ? (more)"

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14. Brianna Verified Background Check

Lover of All Things Furry!

Grand Boulevard, Chicago, IL, 60653

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

"Our dog was very well taken care of under Brianna’s watch! She is very responsible and polite! We appreciated that she sent pictures while we were away! (more)"

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15. Moynaie Verified Background Check

Pet lover and groomer

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"I’ve personally known Moynaie for a few years now! Whenever I see her she’s always with an animal! True pet lover. From cats to dogs even snakes and ferrets ... (more)"

16. Ceciley Verified Background Check

Your pet sitting solution

Kenwood, Chicago, IL, 60615

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

"Ceciley is the perfect sitter. She’s communicative, sharp, friendly, and dependable. We are very grateful to have had her watch our puppy. She cared for Tuna... (more)"

17. Sam Verified Background Check

Experienced Hyde Park Pet-Sitter!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Sam is incredible with my pets! She's very calm and patient with them and is always on time. Such a breeze to work with, highly recommended! (more)"

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18. Scott Verified Background Check

I love dogs and you can trust me.

South Shore, Chicago, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

"To Whom it May Concern: I am writing this letter on behalf of Scott Lynch. I have known Scott for over forty years and he is a kind and caring person not ... (more)"

19. Nicole Verified Background Check

Queen of Shibas

Kenwood, Chicago, IL, 60615

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

"Nicole is devoted to animals, no matter where they come from or who they are. A loving pet owner since childhood, she is always looking for opportunities to ... (more)"

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20. Justice Verified Enhanced Background Check

Trust me, I got you :)

Hyde Park, Chicago, IL, 60615

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

About: Since before I was born, there had always been both small and large dogs in the house and family. From Rottweilers, to Maltese, to German Shepards,... (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.