House Sitting in East 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: Memorial Day
Katie & Nick B.
Make new friends @the Doodle Ranch!Whiting, IN, 46394
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katie was a fantastic sitter. My family has never used these services before and were absolutely in total anxiety mode (especially my wife). Katie was so unders… (more)

from
$60
per night
Calendar Recently Updated
Christine S.
Nothing but pawsitive vibes ❤️🐾East Side, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I was skeptical to use this app only because my dog has attachment issues, but I took a chance with it. Christine made it worth it. My little guy was crying bef… (more)

from
$40
per night
Calendar Recently Updated
Tonisa J.
3.
Your pups second home....Calumet Heights, chicago, IL, 60617
Dog Boarding, Drop-In Visits

Tonisa was a terrific sitter for my scared anxious Zasou! I have put her in other boarding situations and she has never done well. She is scared around other do… (more)

from
$35
per night
Calendar Recently Updated
Susan C.
4.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I cannot recommend Susan more. She was attentive, caring, and particularly prudent with my dog's care. As dog parents, we are constantly fretting about our pet'… (more)

from
$50
per night
Confirmed availability: Memorial Day
Nakeisha B.
Your fur baby will be in good handsGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She was awesome. It was my first time using rover and I was a bit nervous, but the updates 3-4 times a day with photo and video footage really helped (more)

from
$50
per night
Confirmed availability: Memorial Day
I’m a dog lover 💙☺️South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chrissy’s a great dog caregiver she is patient and kind with dogs and I love to see her around dogs it amazes me how dogs love her so much from the smallest to … (more)

from
$65
per night
Calendar Recently Updated
7.
Over 10 years of dog experience!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Katja was absolutely wonderful. She sent me daily updates with photos, and made Bella a part of her family for the time she was there. Bella came home very happ… (more)

from
$35
per night
Calendar Recently Updated
Dog people are good peopleKenwood, Chicago, IL, 60653
Dog Boarding

Steve and Monica took great care of my dog! They were both very friendly and approachable, clearly loved having animals in the home. Their two small children, c… (more)

from
$40
per night
flexible schedule & a big yardWest Pullman, Chicago, IL, 60628
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Shekinah was a excellent host for our dog. Our dog was well taken care of and shekinah separated our dogs even though I thought Nova would get along with her do… (more)

from
$40
per night
Confirmed availability: Memorial Day
10.
Woman boss and a bark of a hustleHyde Park, Chicago, IL, 60615
Dog Boarding, Doggy Day Care

Ashley is very professional, gives great updates about your pup, and takes the job of caring for your pet seriously! 10/10, would strongly recommend. (more)

from
$45
per night
Calendar Recently Updated
11.
Attentive & Loving Walker HereWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My relationship with Antonio, has grown into a friendship. He played a major role in helping my extremely shy bulldog, become more outgoing; and interactive wit… (more)

from
$40
per night
Confirmed availability: Memorial Day
12.
Flexible Petsitter here for youSouth Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Briana did an awesome job with our big pup Pok! Being our first time using this app and leaving him with a sitter she didn’t disappoint. She assure us he’d be o… (more)

from
$75
per night
Confirmed availability: Memorial Day
13.
Animal Lover with Open AvailabilityEast Side, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jianna has taken care of my 2 yorkies, which are related to hers, and has always been extremely loving, attentive, and vibrant. Always makes sure they’re loved,… (more)

from
$30
per night
Calendar Recently Updated
14.
I'm a dog owner and lover!Hammond, IN, 46323
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Becky loves dogs to the max. She treats her own dog like he's royalty. Any creature with fur and 4 legs (that isn't a cat) will be in excellent hands with her. … (more)

from
$38
per night
Architect by day, Dog lover 4 life!Morgan Park, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Stella is super energetic and fun loving which can sometimes make her a handful. Despite that, Jennifer did a great job keeping Stella happy, engaged with tots … (more)

from
$30
per night
Confirmed availability: Memorial Day
16.
Beloved dog whisperer, is me!South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine is a natural with dogs, I knew from our meet-and-greet that Storm would be happy in her peaceful home. I boarded my 3-yr-old female Doberman with her, s… (more)

from
$55
per night
Calendar Recently Updated
Animal Lover at Your Service!East Chicago, IN, 46312
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gabriella was a stellar sitter. Sent me photos of my dog, and treated my dog like a King!! I had absolutely no worries while on vacation. I will definitely be a… (more)

from
$25
per night
Confirmed availability: Memorial Day
Your Furbaby will love their stay!Morgan Park, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care

Fox highly enjoyed himself— Angelica sent several pictures and Fox seemed to be having a good time!! I would highly recommend Angelica!!! Thanks Hopefully fox … (more)

from
$45
per night
19.
Home full-time-big fenced backyardCalumet Heights, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Briannas the best border! She’s dog sits for my wild dog and doesn’t even complain about how difficult my dog is. She is often available on short notice and wor… (more)

from
$35
per night
Confirmed availability: Memorial Day
20.
Very attentive and caring pet loverHazel Crest, IL, 60429
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was my first time using Rover, I was skeptical at first, but after meeting Jesus, I knew my puppy was going to be in great hands! Jesus kept me updated whi… (more)

from
$35
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.