Discover a selection of 30 vacation rentals in Grand Boulevard, 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 $50 per night, and houses and condos are popular options for a stay in Grand Boulevard. Either way, you'll find a rental for everyone's needs.
Destination guide

Artsy Grand Boulevard will entice you

Take a vacation to Grand Boulevard and enjoy the area's art galleries, history and jazz. This cosmopolitan city is known for its restaurants, beaches and churches. McCormick Place and Willis Tower are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in and around Grand Boulevard

Are you hoping to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Grand Boulevard a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (4.6 mi / 7.5 km)
  • John G. Shedd Aquarium (3.7 mi / 6 km)
  • Adler Planetarium and Astronomy Museum (3.7 mi / 6 km)
  • Navy Pier (5.4 mi / 8.8 km)
  • Lincoln Park Zoo (7.5 mi / 12 km)
  • Brookfield Zoo (11.2 mi / 18.1 km)
Natural features

Exploring the natural features in Grand Boulevard

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Grand Boulevard. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (4.8 mi / 7.7 km)
  • Grant Park (4.2 mi / 6.7 km)
  • Lincoln Park (9.5 mi / 15.4 km)
  • Washington Park (1.4 mi / 2.2 km)
  • Burnham Park (1.4 mi / 2.3 km)
  • Lake Meadows Park (1.7 mi / 2.7 km)
How to get there

Transportation to and around Grand Boulevard

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 6.6 mi (10.6 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 18.6 mi (30 km) away.

You can see more of Grand Boulevard by catching a ride on the metro at 47th Station, 43rd Station or Indiana Station.

How many vacation rentals are available around Grand Boulevard, Chicago?

Our 2020 property listings offer a large selection of 30 vacation rentals around Grand Boulevard. From 9 house rentals to 18 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 is the best area to stay when traveling to Grand Boulevard?

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 Grand Boulevard:

  • Near North Side: 527 vacation rentals
  • The Loop: 578 vacation rentals
  • West Town: 475 vacation rentals
  • Lakeview: 206 vacation rentals
  • Lincoln Park: 462 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 Grand Boulevard?

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

  • 47th Station (Green Line): 1,454 vacation rentals
  • 43rd Station: 1,449 vacation rentals
  • Indiana Station: 1,453 vacation rentals
  • Wrigley Field: 1,312 vacation rentals
  • Chicago's Mercury Theater: 1,467 vacation rentals

But there are many other points of interest around Grand Boulevard 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 Grand Boulevard?

Yes, of course. Vrbo has 9 Houses in Grand Boulevard. Our other popular types of vacation rentals in Grand Boulevard include:

  • Condos/Apartments: 18 rentals available
  • Studios: 15 rentals available
  • Apartment: 12 rentals available

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

Yes, you can select your preferred vacation rental with internet/wifi among our 28 vacation rentals with internet/wifi available in Grand Boulevard. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Grand Boulevard

    Oak Park
    1,120 vacation rentals
    887 vacation rentals
    Forest Park
    1,095 vacation rentals
    208 vacation rentals
    Tinley Park
    26 vacation rentals
    75 vacation rentals
    94 vacation rentals
    606 vacation rentals
    Des Plaines
    202 vacation rentals
    37 vacation rentals
    Elmwood Park
    966 vacation rentals
    Orland Park
    25 vacation rentals
    282 vacation rentals
    Burr Ridge
    131 vacation rentals
    95 vacation rentals
    1,163 vacation rentals
    Oak Lawn
    139 vacation rentals
    Calumet City
    56 vacation rentals
    50 vacation rentals
    139 vacation rentals