House Sitting in Jefferson Park, 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.
Dismiss
1. Tom

Have Cuddles, Will Travel!

Logan Square, Chicago, IL, 60647

House Sitting

20 repeat clients

"I'm very happy to discover DogVacay and especially Tom and Pepper is even more pleased with all the care and attention he received. He'll be wanting me to go... (more)"

2. Nora

Professional Dog-Lover & Caretaker

North Center, Chicago, IL, 60618

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

"Nora is an exceptionally dedicated, hardworking, committed, and responsible person. She loves animals, especially dogs, and always makes sure to meet the nee... (more)"

3. Jennifer

Providing comfort, love and care

Norridge, IL, 60706

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Jennifer was fantastic! She took great care of our dogs, sent pictures and updates on a regular basis, and when we came back the house was cleaner than when ... (more)"

4. Chris

Responsible, Caring Dog Walker

North Side, Chicago, IL, 60645

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

4 repeat clients

"Chris was fantastic. She was very thorough with keeping our dog on his schedule and followed instructions to a 'T'. We had absolutely no issues. We had compl... (more)"

5. Genesis

And God said.. "let there be dogs!"

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Genesis went beyond my expectations. She took care of Duncan my rescued anxious dog & she did wonderful. She gained our trust very quickly. I hope she wan... (more)"

6. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

Available this weekend
7. Sierra

I am caring and in a love for dogs!

Elmwood Park, IL, 60707

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

10 repeat clients

"Sierra was a delight to have stay in our home and take wonderful care of our Mia. She stayed in contact with pictures and Mia just loved her. So do we. We wi... (more)"

8. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sarah was great!! She was very communicative and available to answer any questions I had prior to the visit and during. We met a few times before our trip an... (more)"

9. Alexa

Treating your pup as my own!

Niles, IL, 60714

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alexa recently stayed with Riley during a trip out of town for the weekend. Riley had a great time with her and was a happy dog when we returned! We felt ver... (more)"

10. Rose

Formerly of Karma Dog Training :)

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rose stayed at our home with our puppy and an older dog, she was very responsive and caring towards our dogs. Our dogs got the perfect amount of care and ac... (more)"

11. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amber was a great house sitter! She was very thorough in the care of the dogs, tidy with the home, and a clear communicator. She sent daily updates and pictu... (more)"

12. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

15 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

13. Caty

Dog lover with a flexible schedule!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Caty was absolutely wonderful with our Great Dane. This was the first time we have left him with a sitter for a weekend, and she really put our anxieties to ... (more)"

14. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

15. Jenny

Wet Nosed Approved

Park Ridge, IL, 60068

House Sitting, Dog Walking

"Jenny was great! My dogs were well taken care of and it was nice not to have to worry about the care they were given while I was out of town. I plan to hav... (more)"

16. Juliette

Trustworthy and passionate

Jefferson Park, Chicago, IL, 60646

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

2 repeat clients

"Juliette is, without a doubt, the most caring animal-lover I have ever had the pleasure of meeting. I worked with her at Tree House Humane Society (a cat she... (more)"

17. Shannon

Experienced Sitter/Walker/Snuggler

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were extremely happy to have Shannon stay with our older beagle, Leo, while we were away. She sent us daily updates and photos, and we returned home to a ... (more)"

18. Koraima

Super Stoked To Meet Your Dog (:

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Koraima was wonderful with our dog Milo! She treated him just like one of her own, and gave us quick updates and pictures as to his status while we were gone... (more)"

Available this weekend
19. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

55 repeat clients

"Our dog Chloe can be very protective and at times has trouble playing nicely with other dogs, so we have a difficult time finding someone to watch her. We h... (more)"

20. Cailie

Compassionate, focused animal lover

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Cailie, and I love your dog, even though I haven't met it yet! I have experience with taking care of large breeds like Irish Wolfhou... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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.

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.