Discover a selection of 500 vacation rentals in Near North Side, 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 swimming pools and parking. Prices start at $50 per night, and houses and condos are popular options for a stay in Near North Side. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Near North Side
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Destination guide

Head to the exciting city of Near North Side

Come and experience Near North Side and its architecture, museums and art galleries. Travelers like the skyscrapers, riverfront and shopping in this cosmopolitan and scenic city. Take in top local attractions like John Hancock Center and Chicago Water Tower. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in and around Near North Side

Do you want to find top things to see and do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Near North Side a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (1.4 mi / 2.3 km)
  • Navy Pier (1.3 mi / 2 km)
  • Lincoln Park Zoo (1.5 mi / 2.3 km)
  • John G. Shedd Aquarium (2.5 mi / 4 km)
  • Adler Planetarium and Astronomy Museum (2.6 mi / 4.2 km)
  • Brookfield Zoo (11.3 mi / 18.1 km)
Natural features

Exploring the natural features in Near North Side

Travelers enjoy Near North Side for its riverfront and lakeside setting. Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Near North Side is a great place to get out in nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (1.3 mi / 2 km)
  • Grant Park (1.9 mi / 3.1 km)
  • Lincoln Park (3.5 mi / 5.7 km)
  • Oak Street Beach (0.5 mi / 0.9 km)
  • Chicago Riverwalk (0.9 mi / 1.4 km)
  • Ohio Street Beach (1.1 mi / 1.7 km)
How to get there

Transportation to and around Near North Side

Fly into Chicago, IL (MDW-Midway Intl.), the closest airport, located 9.5 mi (15.3 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 15 mi (24.2 km) away.

You can see more of Near North Side by jumping on the metro at Chicago Station, Chicago Station or Clark-Division Station.

How many vacation rentals are available around Near North Side, Chicago?

Our 2020 property listings offer a large selection of 574 vacation rentals around Near North Side. From 41 house rentals to 452 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 Near North Side?

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 Near North Side:

  • The Loop: 622 vacation rentals
  • West Town: 527 vacation rentals
  • Lakeview: 233 vacation rentals
  • Lincoln Park: 525 vacation rentals
  • Near South Side: 679 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 Near North Side?

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

  • Dave & Buster's: 1,416 vacation rentals
  • Legacy Motors Automotive Art Gallery: 1,412 vacation rentals
  • Michigan Avenue: 1,407 vacation rentals
  • Rush Street: 1,408 vacation rentals
  • Oak Street: 1,410 vacation rentals

But there are many other points of interest around Near North Side 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 Near North Side?

Yes, of course. Vrbo has 41 Houses in Near North Side. Our other popular types of vacation rentals in Near North Side include:

  • Condos/Apartments: 452 rentals available
  • Studios: 465 rentals available
  • Townhouses: 5 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Hotels and more.

Can I find a vacation rental with pool in Near North Side?

Yes, you can select your preferred vacation rental with pool among our 112 vacation rentals with pool available in Near North Side. Please use our search bar to access the selection of vacation rentals available.

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