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Vacation rentals in Chicago

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Bellevue
4.99 out of 5 average rating, 205 reviews

Arts & Crafts Bungalow—easy to Zoo/Omaha/forest

Retreat to this 2 bedroom bungalow with modern amenities & century old charm, located in a semi-secluded neighborhood with easy driving access to the zoo, downtown Omaha, CWS, Bellevue & Offutt. Walk 2 blks to Fontenelle Forest. The sunroom has a fold down sofa, desk, & original French doors for an additional living/working/chill area. Relax on the back deck & admire the sunset, hang out inside & prepare a meal in the fantastic kitchen, or chill on the leather couch with the 55” smart TV w cable

Guest favorite
A spacious living area features two grey sofas, one with an attached chaise lounge, arranged around a rustic wooden coffee table. Soft lighting is provided by a ceiling fan above, while a textured area rug adds warmth to the tiled floor.
Cabin in Waterloo
4.86 out of 5 average rating, 88 reviews

Charming riverfront house

This quiet & serene riverfront house is the perfect setting for a family, nature lovers, fishermen, anniversaries, friends retreats, or honeymooners! Newly remodeled in 2018, we can sleep up to 12. Located just a couple of miles outside of Elkhorn & directly on the Elkhorn River, this is a nature-lovers haven! Local restaurants, shopping & other amenities in Elkhorn, Omaha & Waterloo are within a few minutes drive! Our place is a smoke & pet free home! Smoking is allowed in outdoor areas only.

Guest favorite
Guest suite in West Omaha
4.88 out of 5 average rating, 170 reviews

Private Suite with Nature Views-Full Washer/Dryer

Backing to a wooded creek this home away from home is sure to be the relaxing place you are waiting for. This is a separate entrance lower level walkout apartment complete with kitchen, laundry, spacious bedroom, and 3/4 bath. Amenities include fiber gigabit high speed internet, smart TV (w/ Netflix), coffee bar able to brew ground coffee or K Cups, and dedicated off street driveway parking for two vehicles parked tandem. Please reach out if you have special requests or accommodations in mind?

Guest favorite
A spacious sunroom features large windows allowing natural light to flood in. A hot tub is positioned in the corner, with comfortable seating nearby. Bicycle storage is visible, along with a flat-screen TV mounted on the wall. Ceiling fans provide additional comfort in the room.
Home in West Omaha
4.96 out of 5 average rating, 123 reviews

Pool/Location/Hot Tub/Fire Pit

Great home with large pool! Your family will be close to everything, only a minute away from the Dodge expressway. 4 bedrooms (one with 2 Full beds) sleeps 10 comfortably, 12 with air mattress provided. Heated pool gives you a great oasis (open approximately May 24- September 30). The living room, eat-in kitchen, bar, kitchenette and downstairs theatre room are great gathering areas. This is a great home for families. NO PARTIES ALLOWED and being respectful of neighbors is requested.

Top guest favorite
A two-story home is framed by lush green trees and shrubbery. The exterior features a mix of dark siding and a steep roof. An inviting pathway leads to the front porch, where soft lighting highlights the entrance. A well-maintained lawn enhances the curb appeal.
Guest suite in West Omaha
4.91 out of 5 average rating, 119 reviews

Private Space, Walk-Out Basement of suburban home.

Our cozy, quiet, home backs to walking trail, creek & prairie. Easy access to interstate, restaurants & shopping. You have private access to our walk-out basement w/bedroom, living room, bathroom, and kitchenette, + board games, books, ping pong, our backyard and a nearby park. The bedroom has a Cal King bed & dark, cool sleeping. The family room includes two twin beds and a twin mattress on floor, plus our large comfy sofa and floor to ceiling windows showcasing our green space.

Superhost
Guest suite in Omaha
4.79 out of 5 average rating, 240 reviews

Nestled in Nature

A mother-in-law suite perfect for individuals to families looking to stay in the prestigious Millard area. We are steps away from gorgeous Lake Zorinsky, golf courses, shopping, and other amenities. You can expect a friendly neighborhood, a full kitchen, gas fireplace, and natural light! Our shared backyard has a large fire pit, outdoor dining, and the gorgeous NE sunset. Lastly, check in is 6p and check out is 10a. *Please expect some noise from the main residence, above*

Top guest favorite
An outdoor seating area features several wooden chairs and tables surrounding a central fire pit. The space is paved with bricks, providing a clean, defined gathering spot. Green grass and a fenced yard create a spacious and open atmosphere for relaxation.
Home in Waterloo
4.91 out of 5 average rating, 107 reviews

Comfortable, 3-bedroom home on a quiet cul-de-sac

Welcome to a home away from home, conveniently located in the "backyard" of Omaha! All of our guests have full access to the entire home, located on a large corner lot in a quiet cul-de-sac. Less than 30 minutes from downtown (think Omaha Zoo, Century Link Center, etc.). Less than 20 minutes from I-80 and popular Omaha neighborhoods like Aksarben Village, and Midtown Crossing are only 15-20 minutes away. Only blocks away from some of the best restaurants around as well!

Top guest favorite
A spacious living area is filled with natural light from large windows. A teal sectional sofa is complemented by light-colored armchairs and a round coffee table. A textured area rug covers the hardwood floor, while a decorative plant and wall clock add subtle accents.
Home in Omaha
4.95 out of 5 average rating, 130 reviews

Light & Bright 4 bedroom Home in West Omaha

Cheerful family friendly 4 bedroom home in the heart of Southwest Omaha. Close to great restaurants and shopping. All Brand new furniture/decor and super comfy memory foam beds will have you basking in these boho modern vibes. 1 mile to Zorinsky Lake with beautiful walking trails and fishing. 2 miles to Legacy village with Lifetime Fitness & great food options. 5 miles to Village Pointe for many more shopping and dining options. You'll Love it!!

Top guest favorite
The exterior of a single-story cabin is depicted, featuring a wooden façade and a blue front door. Windows are adorned with simple coverings, and a lamp post stands on the paved pathway, leading to the entrance. Lush greenery surrounds the cabin, creating a natural backdrop.
Tiny home in Omaha
4.94 out of 5 average rating, 235 reviews

Contemporary Furnished Home

A cozy place with contemporary furnishing. A home away from home of your own with gated concrete driveway. Tennis court area welcomes you each day for your daily exercise. Full kitchen and laundry are among the amenities provided for your additional comfort. Grocery stores and restaurants are just minutes away to satisfy your cravings early morning or late nights. Multiple gas stations & churches are are just around the corner.

Guest favorite
Home in Omaha
4.95 out of 5 average rating, 312 reviews

*Romantic* Rose Cottage with Hot Tub in Benson

Romantic Rose Cottage, north Benson. Minutes from UNMC, Downtown, CWS, CHI Center, Zoo, Dundee & Benson Restaurants. Beautifully designed space, perfect for short getaways and comfortable for long term stays . Wood floors, Essential cooking items, Breakfast nook with table for dining/work space. Large off street parking for 2 cars. Washer & Dryer in basement. Furry family members welcome. Fully fenced back yard.

Top guest favorite
Home in Omaha
4.9 out of 5 average rating, 105 reviews

Warm & Welcoming Home

Newly remodeled and freshly furnished! Relax with the whole family or a group of friends at this comfortable home in West Omaha. Close to shopping, restaurants, coffee shops, golf courses, park, walking trail, and more, this home is a perfect place to unwind and recharge while away. Enjoy the spacious fenced back yard, deck and chairs. Exceptional neighborhood park nearby and toys for the kids in the garage.

Top guest favorite
Apartment in Omaha
4.9 out of 5 average rating, 62 reviews

The Loft at Skyline

Take it easy at this unique and tranquil getaway! Your Omaha retreat includes a private garage, keyless entry, in-unit washer/dryer, a full kitchen, fast Wi-Fi, and a private fenced yard. Easy access to highways, restaurants, and bars!

Popular amenities for Chicago vacation rentals

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