
Chicago has a variety of attractions, from river walks and lakes to the city’s eye-catching architecture. If you’re a fan of learning new things, numerous museums can be visited here, such as the Museum of Science and Industry and the Field Museum. Aspiring art connoisseurs are going to be delighted by the Art Institute of Chicago, which houses multiple Impressionist pieces.
This city has a lot to offer you, and you can’t possibly visit them all in one day. It’s best to book accommodation where you can recharge with your loved ones after exploring the fascinating attractions in the area. Read on to find the top Sonder vacation rentals in Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 29, 2024.
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1. South Wabash (from USD 153)
These apartments combine comfort with style, and you’ll feel right at home because of the cozy sofas and ample natural light. You’ll be pleased to find that there’s a stocked kitchen as well as adequate luggage storage that you can access during your stay.
When you explore the area, you can check out the Field Museum to get a glimpse of the history of Chicago. You can also relax in Coliseum Park, try out flavorful eateries, or cheer on a game at Soldier Field, all of which are just a short walk or drive away.
South Loop, Chicago
2.14 km (1.4 mi) from Millennium ParkAccommodates: 4
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
2. Jewelers Row (from USD 227)
Whether you’re in need of a one- or two-bedroom rental, you’ll have a wide array of apartments to choose from at Jewelers Row. All units are spacious and have a chic, welcoming design. The rooms can easily be accessed since there’s an elevator in the building.
You can enjoy a fun day of sightseeing, with the property located on a busy street. Around the area, you can gaze at tall buildings, check out historic jewelry shops, and hang out in bars and cafés with your travel buddies.
The Loop, Chicago
292 meters (0.2 ft) from Millennium ParkAccommodates: 2
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
3. The Plymouth (from USD 224)
Located in South Loop, The Plymouth provides easy access to wonderful museums, as well as grand restaurants that feature different types of cuisine. If you’re a foodie or an art enthusiast, then you’re sure to love it here. Transportation is also convenient since there’s a subway stop nearby, as well as a Divvy Bike station.
When it’s time to rest, you can do so in the plush, inviting beds or in the cozy lounge area. You can also enjoy a stunning sunset view from the rooftop.
South Loop, Chicago
878 meters (0.6 ft) from Millennium ParkAccommodates: 2
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
4. Greektown (from USD 265)
Greektown provides apartments that range from cozy one-bedroom spaces to vast three-bedroom apartments for eight guests. Here, you’ll appreciate the neighborhood’s eclectic mix of old and new.
While it’s located in a busy part of the city, the area is still a friendly place. Walk around the streets and have a taste of Greek culture, and be sure to try out some authentic Greek cuisine while you’re here.
Greektown, Chicago
2.15 km (1.4 mi) from Millennium ParkAccommodates: 4
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
5. Library Lofts
Situated in South Loop, Library Lofts is set in a great location where you can walk around a lively neighborhood with ease. On pleasant summer days, you can have a picnic in Museum Campus, a seven-minute drive away. You can also spend an afternoon in one of the fascinating museums in the area.
When it’s time to unwind, you can rest in the lounge area and stream shows on the TV. Families are going to have a blast here since guests will have access to a game room and an outdoor area where they can light up a grill.
South Loop, Chicago
1.21 km (0.8 mi) from Millennium ParkAccommodates: 4
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
6. South Michigan
820 South Michigan provides you with relaxation and comfort. Lake Michigan’s soothing waves can be seen from this home, and astounding views of Grant Park can be enjoyed from the large windows. Sink into soft and tidy beds where you’re sure to have an amazing night’s sleep.
Guests will have access to the building’s fitness center and the rooftop where they can hang out with friends and admire the city views. Guests can also make their own meals in the apartment’s full-size kitchen.
South Loop, Chicago
1.29 km (0.9 mi) from Millennium ParkAccommodates: 2
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
7. Grant Park
Boasting vast areas and a sweeping view of the city, Grant Park has everything you need for a great stay in Chicago. The apartments here are sleek and tidy, showcasing rich colors and tasteful decorations.
The rooms are comfortable and air-conditioned, and you’ll find that the kitchens have all the cooking essentials you’ll need. A washer can also be found in each unit, as well as a shared workspace, making for a convenient home to stay in.
South Loop, Chicago
1.25 km (0.8 mi) from Millennium ParkAccommodates: 4
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
8. Crosby
Near North is known for its easygoing living atmosphere, so you’ll be able to have a peaceful stay here. 943 Crosby has large windows that let you see the city in all its splendor, as well as catch a glimpse of rosy sunset views. The kitchen provides modern appliances, and the serene lounge area is perfect for curling up and reading a book.
The home provides a fast Wi-Fi connection, as well as complimentary coffee. Step out and have an adventure in the Windy City, where you won’t run out of entertainment. You can also head to trendy rooftop bars or order Chicago deep-dish pizza from Crosby Kitchen, a 15-minute ride away.
Near North, Chicago
2.59 km (1.7 mi) from Millennium ParkAccommodates: 2
Refund Policy : We offer flexible cancellations for all bookings. Select the Flex Rate to cancel your booking up to 3 days before check-in and receive a full refund. For longer stays that are paid monthly, we require at least 30 days notice to cancel or modify without fees.
Plan your next getaway in Chicago, Illinois
Whether you’re traveling with a family or with friends, there’s no shortage of activities for you here. Stay in one of these charming Sonder vacation rentals which are set in prime locations and provide easy access to different parts of the city. From these homes, you can fully experience the art, culture, and cuisine of Chicago.
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