Chicago is a city with a remarkable history, beautiful architecture and an enchanting lifestyle that is unparalleled. As the third largest metropolis in the United States, Chicago revels in the robustness of its lifestyle and strength of its population. There are also countless attractions in Chicago from parks to museums and countless incredible restaurants. As a result, many exquisite hotels have sprung up in the Windy City over the last decade. Unfortunately, that tends to skyrocket the price of said listings.
With so much competition in the area, it’s important that you do your research before choosing an accommodation. Many guests consider alternative lodging options such as Airbnb. Here is a list of some of our favorite Chicago Airbnb rentals under $250 per night:
Located in Wicker Park, this property is a perfect getaway. With two-stories and an open floor living space and kitchen, there’s plenty of space for everyone. If you want to venture out for the day, there’s Pulaski Park nearby, along with dog parks and a swimming pool! Just $45 per night.
The open layout of this apartment has exposed brick and a fully-equipped kitchen. The area is known for its charming architecture and hip scene. The streets are walkable and filled with a lively community of young people. Enjoy the local scene of cocktail bars, venues, and craft fairs. Pricing starts at just $49 per night.
This dreamy two bedroom apartment is located on the bottom floor of a newly renovated home. Though its a garden level unit, space is surprisingly bright and welcoming. In the cooler evenings, you can cozy up by the antique wood burning stove. When it’s warmer, you can energize in the sunny private patio. Rentals cost $80 per night.
From the gorgeous Lake Michigan to the radiant views of the Chicago skyline, there are stunning views from every inch of this South Loop penthouse. For only $65 per night, no Chicago hotel could beat this scenery. Included in your rental is access to laundry, dry cleaning, a fitness center, and BBQ grills!
This simple apartment is filled with light and all-white decor. The lush backyard is yours to enjoy with a hammock, grill, and firepit. It’s central to many restaurants, venues, and art galleries. With Downtown just 1.5 miles away and plenty of public transportation, this is a great option for those looking to explore the city! Pricing starts at $115 per night.
The Castle on Berwyn is one of Andersonville’s most recognized properties. It is furnished with ornate art and unique antiques, giving it a fairytale ambiance. Architectural buffs will be amazed by the massive stones carved from old, demolished Chicago buildings in the backyard patio and garden. Pricing starts at $129.
If you’re looking for a rental in a fun neighborhood with a lot of authentic eateries and shopping, this is the perfect place! And affordable, at $148 per night. Ideal for those wanting to venture out to the Bucktown and Wicker Park areas. Both known for their lively nightlife, chef-driven restaurants, and many artsy shops.
Between Wicker Park and Ukranian Village, this home was designed for artists needing a unique stay. Stressed? No problem, detox in the underground in-home sauna and reset your senses. You may also take a revitalizing rainforest shower or enjoy an evening cocktail on the rooftop deck. Rentals start at $172 per night.