Discover a selection of 49 vacation rentals in Kenwood, Chicago that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $75 per night, and houses and condos are popular options for a stay in Kenwood. Either way, you'll find a rental for everyone's needs.
Destination guide

Why people love visiting beautiful 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-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation 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 vacation rental, you'll want to experience everything that makes Kenwood a fun spot to vacation. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 vacation around warm-weather activities, July, June, August and September are the hottest months to visit, when temperatures average 83°F.

Natural features

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 center:

  • 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

Transportation 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 center. 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 vacation rentals are available around Kenwood, Chicago?

Our 2021 property listings offer a large selection of 49 vacation rentals around Kenwood. From 5 house rentals to 40 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Kenwood?

Vrbo offers a large selection of vacation rentals near lovely places in Kenwood. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • 4944 S Woodlawn Ave: 1,488 vacation rentals
  • Elijah Muhammad House: 1,481 vacation rentals
  • Chicago 47th Street Station (Kenwood): 1,486 vacation rentals
  • Kam Isaiah Israel Congregation: 1,483 vacation rentals
  • KAM Synagogue: 1,483 vacation rentals

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

Can I rent Houses in Kenwood?

Yes, of course. Vrbo has 5 Houses in Kenwood. Our other popular types of vacation rentals in Kenwood include:

  • Condos/Apartments: 40 rentals available
  • Studios: 38 rentals available
  • House: 4 rentals available

Can I find a vacation rental with internet/wifi in Kenwood?

Yes, you can select your preferred vacation rental with internet/wifi among our 47 vacation rentals with internet/wifi available in Kenwood. Please use our search bar to access the selection of vacation rentals available.