House Sitting in Ashburn, 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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Confirmed New Years Availability
1. 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)"

Available this weekend
2. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Confirmed Holiday Availability
3. 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)"

Confirmed Holiday Availability
4. Sophia

We'll take selfies more than Kim K.

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Awesome service! Our pups were treated with great care! It was so nice to have such a great sitter! Sophia definitely is very knowledgeable, and our dogs lik... (more)"

Confirmed Holiday Availability
5. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

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)

6. 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)"

7. Dolly

Dog lover

Oak lawn , IL, 60453

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

16 repeat clients

"Dolly is amazing. She will also be at our house in November There just isn't the right words to describe how she is with my huge 135# mastiff Beulah & our ... (more)"

8. Rosalie

wonderful dog handler, cozy home

Chicago Lawn, CHICAGO, IL, 60629

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

"Rosie has an outstanding relationship with all pets she encounters. She is loving, caring, and goes above and beyond. She is never fearful and will do whatev... (more)"

9. Tiffany

I'm energetic and love dogs..

Burbank, IL, 60459

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

"Tiffany walked my dogs for a year. The only reason I'm no longer a client is because I moved over a hour away. She was the best and it will be hard to replac... (more)"

Confirmed Holiday Availability
10. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

"Bridget was our dog sitter and cat visitor for years. I am so glad she is perusing this as a career, she is so good at it. She loves animals. Our dog passed ... (more)"

11. Gabriela

Dog-owner that loves animals dearly

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

About: My family has owned pets for all of my life. I had to start caring for my own dogs starting at 8 years old. I currently own three wonderful dogs an... (more)

Confirmed Holiday Availability
12. Giselle

I have a loving passion for dogs!

West Lawn, Chicago, IL, 60629

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

About: Hi, my names Giselle :)! I understand dogs to an emotional level, and I give them love and compassion as they deserve. I talk to my dogs, I give t... (more)

Confirmed Holiday Availability
13. 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)"

14. Jocelyn

Patient, playful and caring

Ashburn, Chicago, IL, 60652

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn is amazing with animals you can almost say they are like family to her. She absolutely loves her dog. She takes so many pictures and shows so much lo... (more)"

15. Ivana

Reliable,Flexible, Compassionate

West Lawn, chicago, IL, 60629

House Sitting, Drop-In Visits

"Ivana has been dog and cat sitting for me for over a year now. I'm away from my animals one day a week and find great comfort having ivana caring for them. ... (more)"

16. Brenda

Punctual and passionate dog lover

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with dogs for the majority of my life. They've always had a special place in my heart. Dogs don't judge us they just want to make u... (more)

17. Ismael

Animal Enthusiast

West Elsdon, Chicago, IL, 60629

House Sitting, Drop-In Visits

About: Hi! My name is Ismael. I am born and raised in Chicago. Since i was a child i've had all kinds of pets. I truly am an animal lover. As a pass time ... (more)

Available this weekend
18. Hilary

Love dogs, easy going

Evergreen Park, IL, 60805

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

About: I grew up with energetic golden retrievers in the house since the day I was born! Just got my own St. Bermastiff puppy this year! Used to large dog... (more)

Confirmed Holiday Availability
19. Renee

A DOG LOVING HOUSEHOLD

Ashburn, Chicago, IL, 60652

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

4 repeat clients

"Renee and her daughter watched our giant full-of-energy dog for a couple of days. They did such a wonderful job with him! Renee is so patient and sweet. Ou... (more)"

20. Meli

Meli M.'s Home

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits

"Meli is a caring and patient animal lover. Her ability to love all animals unconditionally shows her level of commitment and compassion for all furry creatures. (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.

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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.