House Sitting in Lincoln Square, 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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1. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Maddie was wonderful. Highly recommend. She was attentive and sweet. One of my babies is very shy and she took the time to let him come around on his own ter... (more)"

Available this weekend
2. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah was awesome! She spent a couple nights in my home and made Lana feel very comfortable. She sent updates and photos and was very accommodating. I trust h... (more)"

3. Jessica

Patient & Compassionate Care Taker

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Jessica did a great job taking care of our two girls. Each of our dogs has their own quirks and Jessica made sure we were kept current with pictures and upda... (more)"

4. Alexandra

Aspiring Animal Advocate: Full Time

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Alexandra stayed in our house while we were away, and she was wonderful. She was responsive, flexible, and our house was in great shape for us when we got ho... (more)"

5. Tom

30 years of experience w dogs/cats

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tom was great! He stayed over at our home for 2 1/2 days with our 15 year old kitty and 2 year old golden doodle. He sent many photos of our pup enjoying him... (more)"

Available this weekend
6. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

42 repeat clients

"Chloe was amazing! Our cat warmed up to her right away, and I was totally at ease having her stay at our apartment for a week while we were gone. She provide... (more)"

7. Marissa

Cuddle Buddy & Playmate For Pups!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I can't begin to say enough great things about our experience with Marissa. When we first began looking for a dog sitter we had only been in Chicago less tha... (more)"

8. Lauren

2.5 Years with Rover :)

Lake View, Chicago, IL, 60657

House Sitting, Dog Walking

21 repeat clients

"Second time using Lauren for in-apartment stays. Could not have been easier. Fully trust Lauren in my home and have great confidence in her to take great car... (more)"

9. Haley

Sweet and Loving Sitter/Walker

Lincoln Square, Chicago, IL, 60625

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

4 repeat clients

"Haley was great! It was the first time we left our puppy so we were anxious. She kept in touch, sent pics, the house was kept clean and my puppy was happy!!! (more)"

10. Jacob

I am reliable and friendly

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"We highly recommend Jacob! He took great care of our 2 dogs and our apt. He took time to send pictures to update us on our pups and was so helpful! (more)"

11. Lauren

Runner with dog handling expertise

Uptown, Chicago, IL, 60640

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

"Lauren was fantastic. She came and met the dogs about two weeks beforehand and they got along well. She was also very accommodating and flexible when my depa... (more)"

12. Rachel

If your pet is happy, I'm happy!

Lake View, Chicago, IL, 60657

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

2 repeat clients

"Hello - My name is Jessi Wiedemann and I am Rachel's roommate. We have been friends for over 8 years and she has always had a desire to work with animals. He... (more)"

13. Karen

Fun dog lover who will sing/dance!

Lake View, Chicago, IL, 60657

House Sitting

1 repeat client

"I have known Karen for over five years. She is extremely caring and gentle. She loves animals whether it be her own pet or not. I would highly recommend Kare... (more)"

14. Yelyzaveta

Grad ALL PETS overnight sitter!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Yelyzaveta was wonderful with all 3 of my fur buddies. She kept us updated with their activities and feeding schedules and medicine. I was very grateful fo... (more)"

15. Bianca

I love all animals.

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Bianca was super responsive and adaptable to our needs. She even stayed over another night when we couldn't make it back in time. Hannah was happy and well t... (more)"

16. Marina

Former Vet Tech - loves to play/run

West Ridge, Chicago, IL, 60645

House Sitting, Drop-In Visits, Dog Walking

"I cannot say enough good things about Marina's stay with Toby. Toby liked her immediately, and she was very knowlegeable about his medical issues (she was ... (more)"

17. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

25 repeat clients

"Andrew was a great dog sitter for our dog, Molly! He was very easy to work with and we appreciated his help. Andrew was readily available for a meet-and-gr... (more)"

18. Katherine

Animal & Outdoors Lover!

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Such a kind and awesome person. She did a great job watching our Pup! (more)"

19. Joseph

Lakeview Area Friendly Dog Walker

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Joey has been a wonderful care giver for my dog. I travel for my job and he has helped me out many times by taking care of my chocolate lab, Sophie! He is ... (more)"

20. Tori

Flexible schedule-dog lover!

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tori was amazing with our 5 month old puppy. She valued our ways of training and even encouraged Dexter to continue training while we were away! Also we love... (more)"

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.