Condo vacation rentals in Illinois

Find and book unique condos on Airbnb

Top-rated condo rentals in Illinois

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Guest favorite

Condo in Chicago

4.84 out of 5 average rating, 304 reviews

Peaceful & Airy Modern-Chic Condo in Trendy Pilsen

Brand New Private Modern 2 bd 2bth apt for your stay in Chicago. We are located 2 blocks form the CTA line in the heart of Pilsen, a neighborhood Time Out labeled the 10th coolest in the world. Newly renovated, hardwood tiled floors throughout, chefs kitchen, toiletries, brand new furnishings including 2 queen beds, 1 twin sleeper, fresh linen, smart TV (HBO, Netflix, Hulu) wifi, tons of books,coloring books,board games & puzzles! We truly want you to feel like this is your home away from home.

Jan 26 – Feb 2

G$25,577 GYD per night

Guest favorite

Condo in Chicago

4.93 out of 5 average rating, 186 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or North Shore Evanston Hospital? This AirBnb is perfectly situated. An immaculately clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation - red line "El" trains & bus routes. Apt has a private, queen bedroom with en suite full bathroom, living room with queen sofa bed, TV, dining table and kitchenette. Dogs allowed and Parking available for a fee.

Jan 26 – Feb 2

G$20,714 GYD per night

Superhost

Condo in Chicago

4.86 out of 5 average rating, 435 reviews

Humboldt Park Traveler's Lodge

Come stay at my gorgeous condo! Featuring exposed brick, a private entrance, stainless steel appliances, and a queen bed -> all on a quiet tree lined street! It's a perfect place to re-energize between big city adventures. Free street parking, and a 5 min walk to some of the best independently owned shops, restaurants, and bars in the city. Also, the massive and incredible Humboldt Park is also just a 5 min walk away! Please reach out for recommendations - I love giving them to people!

May 20 – 27

G$29,788 GYD per night

Superhost

Condo in Galena

4.86 out of 5 average rating, 138 reviews

Spacious 1 Bedroom, Sunny, Main St Views, Parking.

Nestled in the heart of historical downtown Galena, our quiet and private apartment suite is only steps away from shopping, dining, entertainment and everything Galena has to offer. Wake up to a full tea and coffee bar and make yourself at home as you wind down at the end of the day. As you walk out and down the stone stairway, you will find yourself in the middle of Main Street! A reserved, off street, parking space is included with your stay. We fully clean and disinfect between stays.

Jul 19 – 26

G$34,244 GYD per night

Guest favorite

Condo in Chicago

4.96 out of 5 average rating, 118 reviews

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Jul 30 – Aug 6

G$87,531 GYD per night

Guest favorite

Condo in North Utica

4.95 out of 5 average rating, 141 reviews

Historic Loft/Charlotte Suite/Starved Rock/Utica

Welcome to the Charlotte Suite. This newly renovated historic lofted condo is located in downtown Utica, IL (Starved Rock and Matthiessen State Parks). It will accommodate up to 4 guests, but is ideal for a romantic getaway or a girls trip with a king sized bed and queen size sofa sleeper. The lower level of The Bickerman is home to Bruce & Ollie’s Coffee, Ice Cream and Deli. It is a place for everyone to enjoy! The building has been restored while maintaining it’s rich history!

Dec 13 – 20

G$51,445 GYD per night

Guest favorite

Condo in Chicago

4.98 out of 5 average rating, 233 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

Jan 24 – 31

G$38,410 GYD per night

Superhost

Condo in Chicago

4.87 out of 5 average rating, 107 reviews

Spacious Duplex in Great Location

This below-grade unit has everything you want! Nestled on a quiet tree-lined street public transport is close by and downtown is a quick car ride away. The condo has lots of space and all the amenities you can ask for - plenty of parking, a King sized bed with premium linens, a luxury memory foam mattress, walk-in closet to store all your things, double spa shower, and a coffee bar stocked with top shelf Nespresso coffee. This unit books up quickly, so grab it today!

Jun 9 – 16

G$25,781 GYD per night

Guest favorite

Condo in Oak Park

4.88 out of 5 average rating, 163 reviews

Attractive Flat - Historic Oak Park

Attractive One Bedroom Flat for Rent in Historic Downtown Oak Park. Truly - one of the Best Locations in all of Chicago. Two Blocks from the Epicenter of this lovely city. Easy Access to Public Transportation to Downtown Chicago or the Greater Metro Area. The Elevated train -and- the Metra Train (15 Minutes by Train to Downtown) are each a quick walk. See “ property description “ For Important information for all perspective Guests:

Oct 29 – Nov 5

G$28,357 GYD per night

Guest favorite

Condo in Grafton

4.97 out of 5 average rating, 134 reviews

Pelican's Perch

Looking for a cozy and comfortable getaway? Pelican's Perch is nestled in the bluffs along the confluence of the Illinois and Mississippi rivers. Watch beautiful sunsets, bald eagles or river barges right from your own covered deck. Enjoy wineries, restaurants, bars & shopping -- all within walking distance. This beautifully decorated 3-bedroom condo is ideal for families, couples, business travelers or girls' or guys' weekends.

Aug 26 – Sep 2

G$38,567 GYD per night

Guest favorite

Condo in Bloomington

4.87 out of 5 average rating, 159 reviews

Sonoma on Jefferson

Welcome to Sonoma on Jefferson! This is a spacious two bedroom apartment located close to downtown Bloomington, The Castle Theater, our local food co-op, and so much more! We pride ourselves on feeling like a home away from home which is why we provide simple amenities to give you the comforting feel of your own residence. We hope you enjoy the charms of this late 1800’s/early 1900’s historic home as much as we do!

Feb 7 – 14

G$19,685 GYD per night

Guest favorite

Condo in Chicago

4.86 out of 5 average rating, 123 reviews

3D Tour! Designer Condo near Logan Square

Scan QR code in photos for a 3D Tour! What you’ll love: - Totally renovated garden unit, completed in 2021. Everything new. - Upscale furnishings & decor. - Gourmet, fully equipped kitchen w/ new appliances, coffee maker and spices. - Remote work station w/ super fast Wi-Fi (600mb). - Serta queen mattress in master. - Bunk beds w/ full and twin sized memory foam mattresses. - Heat & A/C.

Jan 9 – 16

G$19,744 GYD per night