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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
Camper/RV in Omaha
5 out of 5 average rating, 16 reviews

Dottie the 1969 Vintage Camper for Glamping

Enjoy our kitschy 1969 camper tucked away in the woods of a private neighborhood in the city, it's a vintage glamping dream! Cozy and comfortable with a cushy bed (A few inches shy of a double. 6ft 3in x 4ft), it's a playhouse for grownups! The camper sits in its own corner of our property, surrounded by 1 acre of beautiful gardens. Tucked near a creek and trees with a fire pit and hammock, it's a perfect couple's get-a-way close to coffee shops, dining and shopping. Ceiling hight is 70" inside.

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
4.87 out of 5 average rating, 93 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
A spacious outdoor deck overlooks the serene lake, featuring comfortable seating arrangements. A fire pit is positioned at the center, surrounded by metal chairs and a large umbrella for shade. The wooden deck is bathed in natural light, with trees framing the view.
Home in Waterloo
4.82 out of 5 average rating, 17 reviews

Surfer-Themed Lakefront Home

Peaceful Lakefront Getaway on Riverside Lake Escape to tranquility at this beautiful lakefront duplex on the serene 80-acre Riverside Lake. Wake up to peaceful water views, relax on the sandy beach just steps from your door, and enjoy the perfect balance of relaxation and adventure. Whether you’re sipping coffee on the patio, paddling on the lake, or roasting marshmallows by the fire pit, this home offers a peaceful retreat for couples, families, or solo travelers. Enjoy beach, firepit & fun!

Guest favorite
A spacious living room is highlighted by a comfortable sectional sofa adorned with various pillows. A large painting of clouds and a peaceful landscape is mounted on the wall. Natural light filters in through sliding glass doors that lead to a deck.
Home in West Omaha
4.97 out of 5 average rating, 91 reviews

West Omaha Townhouse with GYM, Shopping, King Bed

5 min drive to Village Pointe! Welcome to your perfect group or family getaway! Newly built in 2022, located in a lovely residential neighborhood, this charming home invites you to experience the best of both worlds - relaxation and exploration. Just a quick drive or rideshare away, you'll find shopping, restaurants, and vibrant night life. Conveniently situated off West Dodge Rd (US Hwy 6), making it easily accessible from anywhere in town. This rental includes 3 beds/3 baths, and a home gym.

Guest favorite
Home in Valley
5 out of 5 average rating, 15 reviews

Private Waterfront Lake House | Near Omaha

Modern lakefront retreat in Valley, minutes from Omaha, the Elkhorn Athletic Association, DC West, and wedding venues such as Countryside and A View West Shores, plus Village Pointe. Located on a peaceful no-wake lake, this home features open living, water views, a king suite, queen bedroom, full-over-full bunk room, and loft sleeping area. Ideal for weddings, tournaments, school events, and weekend getaways. Enjoy sunset views and a relaxing lakeside setting with direct backyard lake access.

Guest favorite
Home in Omaha
4.96 out of 5 average rating, 47 reviews

West Omaha Luxury Harbor

Welcome to our delightful retreat! Situated in a safe and peaceful neighborhood where you can watch small private planes land and runway lights at night. With easy access to Interstate 80, our home combines comfort and convenience effortlessly. With 2 bedrooms, 2 beds, and 1.5 bathrooms, it’s crafted for relaxation, featuring a thoughtfully decorated interior and a tranquil outdoor space designed for your enjoyment. Fully equipped and ready for your visit, your ideal getaway starts here!

Guest favorite
Home in Omaha
4.95 out of 5 average rating, 55 reviews

Family Fun Basement Retreat w/ Hot Tub Near Dining

Spacious Basement Retreat – Private Entrance This rental is for the basement level only, with a private entrance and a locked door separating it from the upstairs. 2 private bedrooms, a daybed with trundle, 1 full bath, living room with TV, and bar area that seats 4. Fun extras: foosball table, shuffleboard, hot tub, outdoor TV, and board games. The backyard backs up to trees, offering a peaceful and quiet escape. Just minutes from local attractions, dining, shopping, and family fun!

Guest favorite
The modern kitchen features wooden cabinetry paired with a white countertop. Four padded stools are arranged along the kitchen island. A stainless steel microwave and a light-filled door lead to the exterior. A mirror reflects the natural light from the window.
Home in Omaha
4.96 out of 5 average rating, 51 reviews

“The Duke” in Charming Old Towne Elkhorn

The Duke, is a roomy, stylish downtown Elkhorn retreat. Comfortably sleeps up to 8 with a king suite, a queen bedroom, & a third room with two full beds. 6 person Hot Tub Cook & bake to your heart’s content in a fully stocked kitchen (grill-ready tools included). Step outside onto the deck, enjoy fully fenced yard w/ morning coffee or evening drinks, & enjoy access to the shared hot tub for a relaxing soak after a day exploring Elkhorn. Perfect for families, groups, or weekend getaways.

Top guest favorite
Home in West Omaha
4.92 out of 5 average rating, 13 reviews

Townhome with FREE breakfast, snacks and coffee

Enjoy breakfast, snacks and coffee as a welcome gift. This is a beautifully maintained area. Enjoy the many open spaces and 2 playgrounds. One playground is 3 blocks to the east by the pool and another is a 10 minute walk on the walking path. This area backs up to a creek and woods and is home to many deer, turkey, coyotes, raccoons, possums, etc. When on the patio, turkeys may walk up to the patio. Enjoy the community seasonal pool just 2 blocks to the east. Hours are 11 AM to 8 PM.

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, 128 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
Home in Omaha
5 out of 5 average rating, 38 reviews

Happily Home 4BR West Omaha/Elkhorn Retreat

Welcome to our West Omaha/ Elkhorn 4 bed 2 bath retreat nestled in a safe neighborhood just 5 minutes to premier shopping, tournament sites, and easy access to Downtown, Zoo, Vala's. Comfy, 5-Star Clean, and freshly remodeled, this home has all amenities, spacious gathering areas, and separate spaces when its time to recharge. -Fenced Yard, deck, grill, fire pit, garage parking, -Pet and Family Friendly. Woof woof -Walk to park w/pickleball, play structures

Top guest favorite
Home in Benson
4.98 out of 5 average rating, 102 reviews

"Cozy Cottage" Getaway, Hot Tub & Fireplace Benson

Charming cottage nestled in Omaha's vibrant Benson neighborhood, near 60th & Manderson. 15 mins Downtown, Convention center, ball park, Zoo & Museums Perfect for a quiet getaway, romantic retreat or extended work stay with a mix of privacy & convenience. Fully equipped kitchen, modern bath, comfortable bed, easy to use gas fireplace and Hot tub for 2 on private deck. Benson is known for it's live music, unique restaurants, craft breweries and local shops.

Popular amenities for Chicago vacation rentals

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