Vacation rentals in Chicago

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Top-rated vacation rentals in Chicago

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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 Elkhorn
4.85 out of 5 average rating, 75 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.

Top guest favorite
A panoramic view captures a serene lakefront scene with sandy beach and calm waters. Colorful umbrellas shade outdoor seating arrangements near the water's edge, while paddle boards can be seen on the lake. Lush greenery surrounds the landscape, offering a tranquil retreat.
Guest suite in Waterloo
4.98 out of 5 average rating, 109 reviews

Lake Life (Something For All Ages & Seasons)

Beautiful private lower level, walk-out lake front in a quiet neighborhood. Spacious living quarters. Fireplace, full kitchen, bar, dining area, big screen TV. Bedroom has a queen bed. 2nd TV area has a queen Murphy bed. Bathroom has 2 sinks & a shower. Laundry room has a washer/dryer. Outdoor space includes a covered patio & hot tub, outdoor kitchen with chef's grill, refrigerator & fire pit. Kayaks, paddle boards, 2-person canoe, floats & fishing poles are available. Event Fee varies.

Guest favorite
A covered patio area features wooden posts supporting a slatted roof. Comfortable seating is arranged around a wooden table. A view of the lush green lawn leads to a wooded area beyond, providing a sense of privacy and connection to nature.
Guest suite in Omaha
4.89 out of 5 average rating, 158 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?

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 Omaha
4.9 out of 5 average rating, 107 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.

Top guest favorite
A cozy room features a spacious bed with a striped comforter and decorative pillows. A comfortable couch sits beside a bedside table and lamp, creating a welcoming area. A dresser is positioned against the wall, and soft lighting gives the space a warm feel.
Apartment in Papillion
4.95 out of 5 average rating, 342 reviews

Coastal Retreat Getaway, Secluded, Off 370/I-80

Step into a private and cozy space. Relax watching TV in bed or on the couch. This place is part of our walk out basement, so you may hear day to day living upstairs. For your safety there is a Ring camera installed at the entrance and will light up the entryway when it’s dark. Parking is on the well lit public street. Easily walk up our dedicated Airbnb sidewalk, no steps, walk around to the back of the house. You’ll be in a serene space that makes you feel right at home.

Superhost
Guest suite in Omaha
4.79 out of 5 average rating, 229 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
The exterior of a two-story house is depicted, featuring a light brown siding and a brown shingle roof. A concrete driveway leads to a garage, while steps invite entry to the front door. Lush greenery surrounds the home, enhancing the inviting appearance.
Home in Waterloo
4.9 out of 5 average rating, 101 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
Home in Elkhorn
5 out of 5 average rating, 23 reviews

Luxury Stay with Golf Simulator and 3 King Bedroom

Unwind in this luxurious, family-friendly home featuring a private golf simulator, pool table, spacious backyard, and stylish comfort throughout. With 3 king bedrooms, modern amenities, and plenty of room to relax or entertain, this is the perfect escape for your Elkhorn getaway. Whether you're here for business, family fun, or a weekend with friends, you'll love the experience, comfort, and convenience this home offers!

Guest favorite
Home in Omaha
4.96 out of 5 average rating, 136 reviews

Spacious 3-Level Townhome - Dundee, Garage Parking

Your Omaha escape is here! This bright, end-unit townhome features 2 spacious master suites, 3 levels of stylish living, and private garage parking. Perfectly located near UNMC, downtown, and Dundee dining, it’s ideal for travel nurses, professionals, families, or friends. Enjoy a large living room, fully stocked kitchen, and relaxing vibe — all designed for comfort, convenience, and a memorable stay.

Top guest favorite
Home in Omaha
4.96 out of 5 average rating, 23 reviews

Your Home Away from Home

Experience comfort, convenience, and style in this beautifully maintained home perfect for families, couples, or business travelers. Located in a quiet, safe neighborhood, this fully furnished space offers everything you need for a relaxing stay — spacious bedrooms, a fully equipped kitchen, high-speed Wi-Fi, smart TVs, and cozy living areas.Freshly painted and new carpet installed.

Guest favorite
A bright living area features a leather sofa paired with a comfortable armchair. A ceiling fan hangs above, and natural light enters through sliding glass doors, offering views of the outdoors. A minimalist coffee table and decorative accents enhance the inviting space.
Townhouse in Omaha
4.91 out of 5 average rating, 102 reviews

Modern & Charming Home near Village Pointe

- Revel in a spacious home, perfect for families or groups seeking privacy. - Newly equipped kitchen with modern appliances and breakfast counter. - Prime location near shopping, dining, and major road access for convenience. - Quiet, residential area with easy access to Omaha's popular attractions. - Experience comfort and space today; book your stay with us now!

Top guest favorite
A spacious living area showcases a large, L-shaped sectional sofa in a rich brown hue. A wooden coffee table is centered on a textured area rug, with light streaming in through multiple windows. A television and entertainment unit complement the cozy space.
Home in Elkhorn
4.98 out of 5 average rating, 124 reviews

Private Basement Unit in West Omaha

Unwind and relax in our contemporary and spacious basement unit located in the suburbs of Omaha. The home is located in the Grove neighborhood, which is very safe and has a park, splash pad, and walking paths. The neighborhood is minutes from Village Pointe shopping area, twenty minutes from Old Market and the downtown area, and half an hour from the airport.

Popular amenities for Chicago vacation rentals

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  2. United States
  3. Nebraska
  4. Douglas County
  5. Chicago