House Sitting In Near West Side Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Lindsay J.
Sitter Profile Image: Lindsay J.
Cat mom and animal lover
Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Lindsay took such wonderful care of our dogs. She provided updates, we kept in touch multiple times a day. She was so patient with our very anxious dog. Thank y… (more)

from

$65

per night
Calendar Recently Updated
Sitter Profile Image: Ann Marie M.
Sitter Profile Image: Ann Marie M.
In a bind? I’d love to help!
West Town, Chicago, IL, 60482
House Sitting, Drop-In Visits, Dog Walking

Ann Marie is always so good with Jilly. She provides such loving care and all the photo updates lets me know she is doing well. Ann Marie is flexible with sched… (more)

from

$78

per night
Calendar Recently Updated
Sitter Profile Image: Sharon K.
Sitter Profile Image: Sharon K.
3.
The Dog-Loving Law Student
Loop, Chicago, IL, 60605
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon: thankful for your time and love for Lola. She was sleepy but glad to see us when we arrived home at 10pm. We will like to use your services in the futur… (more)

from

$150

per night
Calendar Recently Updated
Sitter Profile Image: Munder S.
Sitter Profile Image: Munder S.
4.
Your pet needs some me time too
West Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Munder was amazing with Mocha. We had a great Meet & Greet. I hired him for 7 days to stay at my home with our 4 year old dog. He coordinated with our regular … (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jessica B.
Sitter Profile Image: Jessica B.
All furry friends are loved!
Near West Side, Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Jess was great with my dog, Binny. She brought me so much comfort (and sent lots of photos!) while I was out of town. (more)

from

$55

per night
Sitter Profile Image: Pablo V.
Sitter Profile Image: Pablo V.
6.
Fun walks
Near West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo was absolutely amazing! Our dogs are a bit aggressive outside with other dogs and we felt at ease knowing that Pablo could handle whatever they would enco… (more)

from

$59

per night
Calendar Recently Updated
Sitter Profile Image: Laurel J.
Sitter Profile Image: Laurel J.
7.
Professional, Loving Pet Care
Chicago, IL, 60661
House Sitting

We had a great experience having Laurel watch our dog, Bertie, in our home over the past 5 days. Communication was great, and judging by the photo updates, they… (more)

from

$100

per night
Calendar Recently Updated
Sitter Profile Image: Riss B.
Sitter Profile Image: Riss B.
8.
Let me give your pet love and care!
Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

I love Riss and her updates while sitting my mini doxies was just what I needed. Its hard as a pet parent to find reliable and trustworthy sitters but I would r… (more)

from

$60

per night
Calendar Recently Updated
Sitter Profile Image: Jessica V.
Sitter Profile Image: Jessica V.
5️⃣⭐️ Lux Care 💖 Lakeview 📍
Lake View, Chicago, IL, 60657
Boarding, House Sitting

Jessica is amazing! Always takes perfect care of our pup, Willow. We love getting the picture updates throughout her stay to see how Willow is doing and all the… (more)

from

$78

per night
Calendar Recently Updated
Sitter Profile Image: Hayley D.
Sitter Profile Image: Hayley D.
10.
For the Love of Dog
West Town, Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking

Hayley provided regular photo and video updates and took wonderful care of my dog Riley while I was away for a week! She was respectful while staying in my home… (more)

from

$45

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alysia G.
Sitter Profile Image: Alysia G.
11.
Reliable, non-smoking pet lover
Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: I am an avid traveler, pet lover and foodie. I am a private high school tutor. I also have a pet of my own, so I understand what it means to care fo… (more)

from

$55

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sarah K.
Sitter Profile Image: Sarah K.
12.
Experienced sitter
Near North Side, Chicago, IL, 60610
House Sitting, Drop-In Visits, Dog Walking

Sarah was amazing! She took great care of our dog, Fozzie, who had a wonderful time with her. She left our place clean and organized and even left us some super… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Samantha H.
Sitter Profile Image: Samantha H.
Musician and Dog Lover
Near South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Samantha was great with communicating and paying attention to the instructions provided. I had comfort leaving my 95lb leash reactive dog with Samantha for a we… (more)

from

$55

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Nasla G.
Sitter Profile Image: Nasla G.
14.
I love your pet as my own!
Chicago, IL, 60607
Boarding, House Sitting, Drop-In Visits, Dog Walking

Nasla took wonderful care of my challenging pup, Rufus. She sincerely enjoyed his company, was very responsive and professional, and sent plenty of pics to this… (more)

from

$100

per night
Calendar Recently Updated
Sitter Profile Image: Ashlee K.
Sitter Profile Image: Ashlee K.
15.
she/her
West Town, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

I was so nervous to leave my dog Eli with someone new after recently moving to Chicago, but Ashlee put me at ease right away. She clearly hit it off with my pup… (more)

from

$55

per night
Sitter Profile Image: Michael W.
Sitter Profile Image: Michael W.
16.
I'll treat your dog like it's mine!
Chicago, IL, 60622
Boarding, House Sitting, Drop-In Visits, Dog Walking

Michael went above and beyond as a sitter. He became fast friends with our Maddie; and provided her so much TLC. We also enjoyed his regular updates, including … (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Rebecca A.
Sitter Profile Image: Rebecca A.
17.
Rebecca from Jenny B. farm
Lincoln Park, Chicago, IL, 60614
Boarding, House Sitting, Drop-In Visits, Dog Walking

Rebecca did an excellent job taking care of my dog. She was attentive and always kept in touch with me. I felt very safe and comfortable having her stay with hi… (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: Grace R.
Sitter Profile Image: Grace R.
18.
Passionate about animals🐶🐱🦜🐴
Near North Side, Chicago, IL, 60654
Boarding, House Sitting, Drop-In Visits, Dog Walking

Grace is great and was so helpful during what was to be my first trip away from my puppy. My puppy loves her and loved the long walks Grace took her on (more)

from

$65

per night
Sitter Profile Image: Kaitlyn S.
Sitter Profile Image: Kaitlyn S.
19.
Meet your pet’s new BFF!
West Town, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn stayed with our pup Ellie and Ellie had a blast. Kaitlyn was willing to meet Ellie before the stay, and sent lots of pictures and provided check-ins and… (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Chelsea R.
Sitter Profile Image: Chelsea R.
20.
PR pro by day; dog lover 24/7
Chicago, IL, 60642
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chelsea was wonderful! This was my first time using Rover and everything went as smooth as can be. Chelsea was courteous enough to leave our place cleaner than … (more)

from

$65

per night

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.

House Sitting