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.

1 of 1 pages1 / 1
Top guest favorite
A sign reading 'Quirky Place' is prominently displayed against a light wood-paneled wall. Below the sign, a planter contains a variety of succulents, including a large cactus and smaller green plants, adding a touch of greenery to the entryway.
Place to stay in Omaha
4.94 out of 5 average rating, 195 reviews

Quirky Mid-Century Studio Near Omaha Favorites

Welcome to The Quirky Place a cozy, private Omaha studio with mid-century charm, modern touches, and personality. This comfortable space includes a Murphy bed with a super comfortable mattress, and a sofa bed, a 3/4 bath, fully stocked kitchen, driveway parking, space for up to 4 guests. Perfect for a quick getaway, work trip, concert, medical visit, family stay, or weekend get away. Cheerful, comfortable, a little unexpected, and easy to settle into...a bit more fun and a lot more interesting.

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?

Top guest favorite
A serene outdoor space is illuminated by soft lighting, highlighting a stone path leading to a well-designed guest house. Lush greenery surrounds a tranquil pond, with colorful flowers adding a vibrant touch. Comfortable seating areas are visible, inviting relaxation in a peaceful setting.
Guesthouse in Benson
4.93 out of 5 average rating, 134 reviews

Urban Oasis Studio

Escape to our Charming Guesthouse a perfect blend of comfort and relaxation. Step outside to enjoy a peaceful patio with a soothing waterfall. Stay comfortable A/C and heating, and cozy up next to the beautiful fireplace. High-speed Wi-Fi and a large TV are provided for your entertainment. On a fenced 3/4 acre lot, access to an outdoor firepit perfect for evening relaxation. Located in the heart of Omaha, you’ll enjoy full city access while still retreating to a peaceful, private setting.

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.

Guest favorite
A spacious in-ground heated pool is surrounded by lounge chairs and features a slide, inviting relaxation and recreation. Sunlight reflects off the water's surface, while the landscaped backyard offers a partially shaded area with trees. The pool area is set within a private residential space.
Home in West Omaha
4.98 out of 5 average rating, 127 reviews

Perfect vacation#Hot tub#HEATED POOl IS OPEN

POOL IS OPEN until mid October. Looking for a home away from home? Here it is! Large in-ground heated pool and hut tub are the center attraction of this private back yard. Situated directly across from an amazing park & walking trail. This stylish fully remodeled home is the perfect location for entertaining at home or going out. Easy access to the Dodge Expressway, Village Pointe and many more restaurants and shopping. Located in a peaceful and family friendly neighborhood

Top guest favorite
A ranch-style home is depicted with a well-maintained lawn and shrubs. A two-car garage is visible on the left, and large windows provide natural light to the living areas. The clear blue sky enhances the inviting appearance of the welcoming exterior.
Home in Omaha
4.92 out of 5 average rating, 169 reviews

Inviting Place To Call Home For A While

This is a lovely home, in a very family oriented neighborhood. The rooms are all good sized. My home has been freshly painted. I have the carpet cleaned, and also top to bottom, thorough cleaning done on a regular basis. I am not in the airbnb business. Two of my children live in Nebraska, everyone else is in NJ. So we go back and forth. Our home is located in Western Omaha, a very quiet area, yet within 20/30 minutes of everything. Including the zoo, downtown, and the outlets.

Top guest favorite
Apartment in Papillion
4.94 out of 5 average rating, 378 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, 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*

Guest favorite
Apartment in Omaha
4.91 out of 5 average rating, 202 reviews

Art Deco Cozy Condo in Midtown Omaha with view!

Secure condo overlooking beautifully decorated Turner Park in the heart of Midtown Omaha. Close to downtown, hospitals, the interstate, and the Blackstone District with great walkable restaurants. Includes a full kitchen with utensils, coffee and creamer, workspace, books, bike access, pull-out couch, and air mattress. Guests must provide an email or phone number to receive Key Café entry code as required by building security.

Guest favorite
Home in Omaha
4.95 out of 5 average rating, 314 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.

Guest favorite
Home in Omaha
4.92 out of 5 average rating, 13 reviews

West Omaha Townhouse

Relax in this bright, 3-bed, 2-bath Whitehawk gem! Enjoy an open floor plan, tasteful decor, and a sunny eat-in kitchen with stainless appliances that opens to a deck with green space views. The spacious primary suite features a walk-in closet, and the 2-car garage adds convenience. Located near a lake, trails, parks, and top dining and shopping—this is Omaha comfort at its best!

Top guest favorite
A serene view of a body of water surrounded by lush greenery and trees. A wooden fence frames the area, and colorful flowers are visible in the foreground. The sky features unique cloud formations, reflecting soft hues that complement the tranquil landscape.
Guesthouse in Leshara
5 out of 5 average rating, 182 reviews

Peaceful Cabin on Water plus Platte River Access

Welcome to the Leshara Lodge! Located less than 30 minutes from Omaha, we offer a quiet getaway from the noise of the city. Our guest house is secluded in the woods and located on body of water literally just out the front door. The Platte River is less than a half mile walk. A fisherman and bird-watchers dream - actually, a dream for anyone who loves nature!

Popular amenities for Chicago vacation rentals

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