Discover a selection of 1,000 vacation rentals in Near North Side 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 $67 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.
AsyncDestinationUrgency
Top rated rentals — Near North Side
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
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?

Our 2021 property listings offer a large selection of 753 vacation rentals around Near North Side. From 51 house rentals to 694 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.