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 Palos Hills

4.84 out of 5 average rating, 176 reviews

~Home Comforts, Roku SmartTV, Fast WiFi~

Enjoy the comforts of home in this first floor, private 2-bedroom condo in the SW Chicago Suburbs. We offer all the amenities you need. There are two queen beds, plus a full-size futon, full-size sofabed, and a very comfy couch your sleeping comfort. Enjoy the luxury of hotel quality sheets and plush towels, plus lots of pillows and blankets. We are near Moraine Valley Community College, Stagg High School, Palos Community Hospital, many forest preserves & trails, golf courses, and much more...

Guest favorite

Condo in Chicago

4.91 out of 5 average rating, 127 reviews

Magnificent Place & A Parking Space

1 Bedroom with 1 bathroom This spacious, quiet condominium is located in the Rogers Park neighborhood of Chicago, 3 minute walk from the local pubs, restaurants, shopping, and tennis court. Great for weekend trips as the beach is a quick bike ride 5 minute bike ride. Metra UP-Northwest, a 17 minute train ride to Downtown Chicago (4 min walk West to catch this train). CTA Morse Red Line Train is also available, making multiple stops on its way Downtown (5 min walk East to catch this train).

Guest favorite

Condo in Chicago

4.93 out of 5 average rating, 215 reviews

Pvt 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed,TV, dining table, & partial kitchenette. Dogs only. Parking free on street or one spot for a fee.

Superhost

Condo in Chicago

4.86 out of 5 average rating, 459 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!

Guest favorite

Condo in Chicago

4.96 out of 5 average rating, 155 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.

Guest favorite

Condo in North Utica

4.95 out of 5 average rating, 172 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!

Guest favorite

Condo in Chicago

4.98 out of 5 average rating, 256 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!

Superhost

Condo in Chicago

4.87 out of 5 average rating, 126 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!

Guest favorite

Condo in Grafton

4.97 out of 5 average rating, 159 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.

Guest favorite

Condo in Galena

5 out of 5 average rating, 206 reviews

Elle & Becks Second Floor Suite

Beautifully renovated second story suite overlooking Main Street in historic Galena, IL. Offers three bedrooms, each with a king bed and seating areas. Full kitchen with oversized island. Large dining/living area great for entertaining. Two full bathrooms. Street parking. Suite entrance is on Bench Street located across the street from history museum. Please note there are stairs going down to the suite.

Guest favorite

Condo in Chicago

4.87 out of 5 average rating, 159 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.

Guest favorite

Condo in Oak Park

4.95 out of 5 average rating, 180 reviews

Picture Perfect 3Bed Steps from Train and FLW

Welcome to your beautiful 3 bedroom home-away-from-home! From the Instagram-worthy forest room to the cozy fireplace reading nook to the modern ice crusher in the kitchen, we've put so much thought into this home that we're sure you won't ever want to leave. Welcoming and newly updated, this unit is close to restaurants, shopping, the best of Frank Lloyd Wright, and the train to the city.