Discover a selection of 181 vacation rentals in Streeterville, 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 parking and kitchens. Prices start at $110 per night, and condos and studios are popular options for a stay in Streeterville. Either way, you'll find a rental for everyone's needs.
Destination guide

Explore the lakeside setting in Streeterville

Come and experience Streeterville and its architecture, museums and art galleries. This cosmopolitan and scenic city is known for its shopping, restaurants and lake. Take in top local attractions like John Hancock Center and Navy Pier. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in and around Streeterville

Are you hoping to discover things to do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Streeterville a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (1.5 mi / 2.4 km)
  • Navy Pier (0.3 mi / 0.5 km)
  • John G. Shedd Aquarium (1.9 mi / 3 km)
  • Adler Planetarium and Astronomy Museum (1.9 mi / 3.1 km)
  • Lincoln Park Zoo (2 mi / 3.2 km)
  • Brookfield Zoo (11.9 mi / 19.2 km)
Natural features

Exploring the natural features in Streeterville

Whether you're an active traveler or just want to appreciate the scenery, Streeterville is a great spot to appreciate mother nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (0.9 mi / 1.5 km)
  • Grant Park (1.5 mi / 2.3 km)
  • Lincoln Park (4.1 mi / 6.6 km)
  • Ohio Street Beach (0.1 mi / 0.2 km)
  • Chicago Riverwalk (0.7 mi / 1.1 km)
  • Oak Street Beach (0.7 mi / 1.1 km)
How to get there

Transportation options to and around Streeterville

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 9.7 mi (15.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Chicago, IL (ORD-O'Hare Intl.), which is 16 mi (25.7 km) away.

How many vacation rentals are available around Streeterville, Chicago?

Our 2020 property listings offer a large selection of 181 vacation rentals around Streeterville. From 148 condo and apartment rentals to 113 studio vacation rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Streeterville?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Streeterville:

  • Near North Side: 253 vacation rentals
  • Chicago Loop: 249 vacation rentals
  • Lake View: 204 vacation rentals
  • Lincoln Park: 355 vacation rentals
  • Logan Square: 257 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

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

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

  • Navy Pier: 646 vacation rentals
  • Northwestern Memorial Hospital: 1,112 vacation rentals
  • John Hancock Center: 1,114 vacation rentals
  • Smith Museum of Stained Glass Windows: 1,067 vacation rentals
  • Loyola University Museum of Art: 1,114 vacation rentals

But there are many other points of interest around Streeterville 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 Condos/Apartments in Streeterville?

Yes, of course. Vrbo has 148 Condos/Apartments in Streeterville. Our other popular types of vacation rentals in Streeterville include:

  • Studios: 113 rentals available
  • Houses: 19 rentals available
  • Apartment: 100 rentals available

Can I find a vacation rental with pool in Streeterville?

Yes, you can select your preferred vacation rental with pool among our 115 vacation rentals with pool available in Streeterville. Please use our search bar to access the selection of vacation rentals available.

Explore destinations around Streeterville

605 vacation rentals
Forest Park
875 vacation rentals
Oak Park
857 vacation rentals
139 vacation rentals
161 vacation rentals
Des Plaines
338 vacation rentals
167 vacation rentals
92 vacation rentals
339 vacation rentals
Elmwood Park
836 vacation rentals
655 vacation rentals
Highland Park
572 vacation rentals
Orland Park
72 vacation rentals
340 vacation rentals
Burr Ridge
206 vacation rentals
150 vacation rentals
Calumet City
112 vacation rentals
200 vacation rentals
Calumet Park
112 vacation rentals
272 vacation rentals