Discover a selection of 48 holiday home rentals in Kenwood, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at AU$ 157 per night, and holiday houses and flats & apartments are popular options for a stay in Kenwood. Either way, you'll find holiday accommodation for everyone's needs.
Destination guide

Why people love visiting scenic Kenwood

Enjoy the museums and other features of Kenwood. This scenic city is known for its lake, beaches and restaurants. McCormick Place and Willis Tower are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Activities and attractions in and around Kenwood

Do you want to find top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kenwood a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Skydeck Ledge (5.2 mi / 8.4 km)
  • Adler Planetarium and Astronomy Museum (4 mi / 6.5 km)
  • John G. Shedd Aquarium (4.1 mi / 6.6 km)
  • Navy Pier (5.8 mi / 9.3 km)
  • Lincoln Park Zoo (7.9 mi / 12.7 km)
  • Brookfield Zoo (12.4 mi / 20 km)

Seasonal weather in Kenwood

If you're planning a holiday around warm-weather activities, July, June, August and September are the hottest months to visit, when temperatures average 28°F.

Natural highlights

Exploring the beaches and other natural features in Kenwood

Whether you're looking for fun outdoor activities or just want to take in the scenery, Kenwood is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (5.3 mi / 8.5 km)
  • Grant Park (4.6 mi / 7.4 km)
  • Lincoln Park (10 mi / 16.1 km)
  • Burnham Park (1.3 mi / 2.1 km)
  • Washington Park (1.4 mi / 2.2 km)
  • Midway Plaisance (1.5 mi / 2.5 km)
How to get there

Transport options to and around Kenwood

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 7.6 mi (12.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Chicago, IL (ORD-O'Hare Intl.), which is 19.7 mi (31.7 km) away.

If you'd rather travel by train, the main station is Chicago 47th Street Station.

How many holiday accommodation are available around Kenwood?

Our 2020 accommodation listings offer a large selection of 48 holiday rentals around Kenwood. From 7 holiday houses to 37 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Kenwood is on Stayz.

What is the best area to stay when travelling to Kenwood?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Kenwood:

  • The Loop: 589 holiday homes
  • West Loop: 549 holiday homes
  • Logan Square: 262 holiday homes
  • Near South Side: 651 holiday homes
  • Printers Row: 285 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Kenwood?

Stayz offers a large selection of holiday homes near great places in Kenwood. From Stayz travellers, the most popular points of interest to stay near are:

  • 4944 S Woodlawn Ave: 1,400 holiday rentals
  • KAM Synagogue: 1,400 holiday rentals
  • Kam Isaiah Israel Congregation: 1,400 holiday rentals
  • Obama's House: 1,399 holiday rentals
  • Elijah Muhammad House: 1,398 holiday rentals

But there are many other points of interest around Kenwood listed on Stayz where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Kenwood?

Yes, of course. Stayz offers 7 Houses in Kenwood. Our other popular types of Kenwood holiday rentals include:

  • Condos/Apartments: 37 holiday houses
  • Studios: 36 holiday houses
  • Apartment: 32 holiday houses

Can I find a holiday accommodation with pool in Kenwood?

Yes, you can select your preferred holiday accommodation with pool among our 2 holiday homes with pool available in Kenwood. Please use our search bar to access the selection of holiday rentals available.

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