House Sitting in Lake View, 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.
1. Ashley

Responsible, Reliable, Experienced.

Lake View, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Ashley was awesome! She sent texts each time she visited our pups and sent lots of pictures. Super reliable and friendly! We will use her again in the future. (more)"

2. Lance

Dog Trainer, Cat Roommate, Pet BFF.

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

"Lance was awesome with Remi. He kept me updated on everything they did over the weekend and sent plenty of photos and videos when I was missing him. My apart... (more)"

3. Leah

Loving pet care is here!

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Leah is an experienced dog handler and lover. She’s been well-trained to handle dogs and is very caring and responsible. she took great care of my high anxie... (more)"

4. Alexandra

Snuggles w/ seniors & special needs

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Alex is a true professional. She is very understanding of my dog's special needs and cares for her with tons and tons of compassion. While staying in our con... (more)"

5. Alyssa

Fetch & long walks to the dog park!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Alyssa has been such a great dog sitter. Our big girl Mishi can be a handful, and Alyssa has done such a great job with her. She sends us updates and pics an... (more)"

6. Allie

Previous vet assistant & dog lover!

Lake View, CHICAGO, IL, 60613

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

"Allie was so wonderful with our senior dog! I felt totally at ease while we enjoyed our time away from home. Allie was extremely thorough and took wonderful ... (more)"

7. Ket

Strutt for the Mutt! :)

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Ket is amazing!! So attentive and kind to Carter and checked on him constantly. Loved the updates and will definitely re-book in the future!! (more)"

8. Morgan

Available 7 Days A Week!!

North Center, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Morgan was wonderful with our energetic dog during a weekend stay. We can home to a happy doggy and a well-respected home. We got lots of updates while we we... (more)"

Confirmed 4th of July Availability
9. Lorenis

Loving Care When You're Not There!

Lake View, Chicago, IL, 60657

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

"We had Lorenis stay with our puppy for the weekend (first time away from him). She was very diligent, responsible, left our apt clean and kept us closely upd... (more)"

10. Melanie

Looking for pups to love on!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"Melanie was absolutely wonderful with our pup Sundae. She came out to meet her and see our home. I felt I could trust her with my fur baby instantly. Great ... (more)"

11. Cynthia

Dog & Cat Lover / Maybe Whisperer

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Cynthia has sat for us (Monty) twice now and we love her! She is responsive and sends lots of updates, I feel comfortable knowing my fur baby is in her care! (more)"

12. Daisy

Lots of experience- Animal Sci Grad

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

"I absolutely could not have been happier with Daisy! She is thoughtful, attentive, and I felt extremely comfortable having her stay at my house and watching ... (more)"

13. Abbigail

Loving home experience for dogs

Lake View, Chicago, IL, 60657

House Sitting

"Abbigail was absolutely wonderful! Our two girls just loved her :) we felt so comfortable leaving them with her! One of our boxers has an abuse history, and ... (more)"

14. Steven

Home full-time most days

Lincoln Park, Chicago, IL, 60614

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

"Steven was my roommate/tenant for the better part of a year, and I often trusted him to take care of my dog when I left town on short trips. He obviously lov... (more)"

15. Caroline

Keeping up with dogs at any speed

Lincoln Square, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

"I don't trust a lot of people with my 10 year old Shiba Inu Meiko, but Caroline was GREAT! Meiko is not friendly with other dogs, takes medication for anxiet... (more)"

16. Mallory

All Around Animal Lover & Friend

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Mallory was so sweet and took such great care of my little kitten while I was gone. She sent pictures and update everyday. I couldn't have asked for a better... (more)"

17. Tara

Walking companion needed

Avondale, Chicago, IL, 60618

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

"Tara was our first experience with Rover and she didn't disappoint! She worked with us to schedule a last minute house sitting over the holiday, responding t... (more)"

18. Cait

Experienced, Active Dogsitter

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Cait is a wonderful trustworthy person and took great care of our 2 dogs at our apartment for 2 nights! Highly recommend her! (more)"

19. Robert

All furry friends welcome!

Lake View, Chicago, IL, 60657

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

"Robert was absolutely fantastic in taking care of our pet when we were away. He was very honest and provided regular updates. I would definitely use him in t... (more)"

Confirmed 4th of July Availability
20. Denver

New Graduate PA who loves dogs

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

"Denver has a way with dogs ?I hired him to walk and check in on my Shih-Poo puppy. I found Denver to be very good with puppies/dogs, trustworthy, prompt and ... (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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.