House Sitting in Roseland, Chicago

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

1. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Jeannette M Tom has been a caregiver for our beagle, Boomer. He walked, talked and ran with him. I trust him with all my pets! (more)"

2. Samantha

St Bernard mommy for hire!

Hometown, IL, 60456

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs my entire life. I actually have a St. Bernard and my mother in law has a Newfoundland. I have grown up with labs and just l... (more)

Available this weekend
3. Jillian

Teacher and animal lover

Evergreen Park , IL, 60805

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

"I highly recommend Jillian as a responsible, fostering, and loving individual who will watch over your fur creature with the best care possible. She has the ... (more)"

4. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned dogs my whole life. I got my first dog as a Christmas present when I was in third grade. Ever since then, I have been taking care of m... (more)

5. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

6. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emma is amazing! Babs absolutely loved her, and she sent me lots of pictures and updates. She followed my instructions exactly and she left the house cleaner... (more)"

7. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"What a great service Stephen provided I don't think my dog even missed me much! A real dog lover who sincerely tried to help my big shelter dog with many issues (more)"

8. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

1 repeat client

"Kimberly was first responsible for dog sitting my fur baby Sascha during a 2 week honeymoon period. She did an excellent job. My dog (Yorkie) is very parti... (more)"

9. Colleen

Treating your fur babies as family

Ashburn, Chicago , IL, 60652

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

"In addition to her extreme love of animals, Colleen has spent a number of years working as a Vet Tech. She is my go-to person if I ever have a concern about... (more)"

10. Meggan

For the Love of the Dog

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Meggan was amazing! We were so happy with the excellent service she provided. She kept us well updated on how our pups were doing with plenty of pictures. Sh... (more)"

11. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Jordan has been an excellent summer employee of Maggie Daley Park. She takes pride in everything she does and is dedicated to delivering a quality experienc... (more)"

12. Jazmin

I trust animals more then humans

oaklawn, IL, 60453

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

"Jazmin has taken care of my babies several times for years she is loving and responsible to my dogs the fact they Love going to her place tells me they are ... (more)"

13. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

" Bridget is one of the most loving and compassionate people I've ever met! She always puts others before herself.... Selfless! She must have acquired t... (more)"

14. Gabriella

All Dogs go to Heaven.

South Chicago, Chicago, IL, 60617

Dog Boarding, House Sitting

"From the time that I met Gabriella, she's shown that special compassion for animals that only a few have within them. It doesn't surprise me that she is int... (more)"

15. Kennedi

Love as if it's your own.

Calumet Heights, Chicago , IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I was the fortunate ten year old girl, no siblings who grew up with the responsibility of several children ( dogs, frogs, snakes, cats, etc. lol). ... (more)

Available this weekend
16. Britney

a home away from home for your pets

West Pullman, Chicago , IL, 60643

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

About: Hi my name is Britney and I have lots of experience in taking care of mostly all breeds of dogs.I usually start my routine at 7:30 am with feeding ... (more)

17. Yesenia

Dog Trainer/Handler

West Englewood, Chicago, IL, 60636

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

About: My name is Yesi and I've been working with animals (mainly dogs) professionally for 6 years now. I started off as an adoption counselor for an anim... (more)

18. Erin

Dog Lover and Best Friend...

Evergreen Park , IL, 60805

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

About: I have been a dog sitter for the past five years but I have operated mostly by word of mouth. I have sat dogs in my own home, as well as, in the cl... (more)

19. Jacqueline

Ready to Serve Your Dog in Love!

Washington Heights, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: I LOVE DOGS! My childhood has exposed me to dogs resulting in my love for them. I play and talk with dogs all the time. My jobs working with young ... (more)

20. Erica

Amazing Animal Lover!

West Pullman, Chicago, IL, 60628

House Sitting

About: I have had 1 dog of my own and fostered another (brindle pit bull mixed breed and golden retriever), both of which I still love dearly. I have work... (more)

Experience exceptional service and a personalized match

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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.

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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.