House Sitting In Near South Side 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.

Search Results

Confirmed availability: Labor Day
Elizabeth S.
Looking to bond with your furry palHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Lizzie was great with Arthur. We felt like he was in safe and responsible hands. (more)

from
$55
per night
Confirmed availability: Labor Day
Felipe S.
2.
A human, with 4-legged childrenNear South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I'm 27 years old, and I just moved to Chicago with my two 4-legged kids (cats) Simon and Rhyno - The connection to animals comes from a young age wit… (more)

from
$55
per night
Calendar Recently Updated
Sara W.
3.
Great with animals of all sizesNear North Side, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Sara was great! This was our first time leaving our dog overnight with someone who wasn’t family, so we were a little antsy. She made sure to meet with us befor… (more)

from
$75
per night
Calendar Recently Updated
Pablo V.
4.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

We recently had to travel without our dog and were nervous to board her somewhere due to the anxiety it would cause her. We were so happy to find Pablo on the … (more)

from
$59
per night
Calendar Recently Updated
Marissa G.
The fun dog Aunt your pup deservesLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Marissa was fantastic with my two senior dogs! She was so kind and gentle and they loved her right away! She sent me a daily recap of their day and night along … (more)

from
$40
per night
Confirmed availability: Labor Day
6.
South Loop Pet PalLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits

Eileen is absolutely fantastic. She took great care of my puppy and I even heard from others in our area that she followed the instructions I left about limitin… (more)

from
$150
per night
A friend that caresLoop, Chicago, IL, 60660
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Johnathan did an amazing job watching our pup for a week while we went to Mexico. We didn’t have service so Johnathan sent email updates with the best pictures … (more)

from
$60
per night
Calendar Recently Updated
8.
I’m walkin here! (boston accent)Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor will treat your fur baby like it’s her own. She’s been raised around canines and feline he whole life and adores her pets and they adore her. She will … (more)

from
$40
per night
Calendar Recently Updated
9.
Dog and cat loverLoop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Connor was fantastic!! Great communication and was flexible when we had to make a small change to our plans. Came home to a perfectly happy and healthy pup. Wou… (more)

from
$45
per night
Confirmed availability: Labor Day
10.
Proud cat mom and animal lover!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Kate took care of my dog and cat for two weeks while I was out of town. She was excellent and incredibly friendly with the animals! I would definitely recommend… (more)

from
$60
per night
Calendar Recently Updated
11.
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
$30
per night
Calendar Recently Updated
12.
Animals are the best CompanyLoop, Evanston, IL, 60602
House Sitting, Drop-In Visits, Dog Walking

SO happy we booked Athena as our sitter. Our other amazing dog sitter sent Athena as a referral, and we could not have been more happier! Millie and I immediate… (more)

from
$40
per night
Confirmed availability: Labor Day
13.
🐶🐾 Love to play with pupsLoop, Chicago, IL, 60601
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Collin is so great with animals. He is friendly and fun and will give your pet a great time! I highly recommend using him for all dog walking purposes! (more)

from
$50
per night
Confirmed availability: Labor Day
14.
Pet Lover, Used to High Need DogsNear South Side, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

As an animal trainer, I tend to be very choosy about those involved with my pet’s care. Olivia was a trustworthy and responsible pet-sitter. I felt at ease with… (more)

from
$50
per night
Confirmed availability: Labor Day
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: I am a nurturing, care giver who loves animals! I have been taking care of beloved pets; walking, in home & drop in sitting for 30+ years. I have rai… (more)

from
$100
per night
Calendar Recently Updated
16.
Pets come first.Near West Side, Chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Kristin took such good care of my dog! (more)

from
$115
per night
Calendar Recently Updated
17.
I’ll play, walk, run with your dog!Near South Side, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Growing up with Ruth, I have witnessed her care for both people and animals! Ruth truly is a lover of all! From our childhood, she cherished her beloved pup, Ha… (more)

from
$70
per night
18.
Just What A Furry Friend NeedsNear South Side, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)

from
$90
per night
Calendar Recently Updated
19.
Animal lover, and former vet tech!Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Shelby has had many years of experience working with dogs (and cats) at a veterinary clinic. She has a great sense of compassion and love for dogs. She helped m… (more)

from
$42
per night
20.
Puppy & Feline Day Care ServicesNear South Side, chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Dean did a wonderful job watching my two dogs for two weeks. He was responsive, realizable, and trustworthy. I will definitely book with him again. (more)

from
$50
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.