Destination guide

Why people love visiting friendly Old Town

Enjoy the museums and other features of Old Town. This welcoming and walkable city is known for its bars, zoo and restaurants. John Hancock Center and Millennium Park are just a couple of the must-sees in the area. 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

Sightseeing in and around Old Town

Are you hoping to find attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Old Town a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Skydeck Ledge (2.3 mi / 3.7 km)
  • Lincoln Park Zoo (0.8 mi / 1.2 km)
  • Navy Pier (2.1 mi / 3.4 km)
  • John G. Shedd Aquarium (3.4 mi / 5.5 km)
  • Adler Planetarium and Astronomy Museum (3.6 mi / 5.7 km)
  • Brookfield Zoo (11.3 mi / 18.1 km)
Natural features

Exploring the natural landscape of Old Town

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Old Town. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Millennium Park (2.2 mi / 3.5 km)
  • Lincoln Park (2.7 mi / 4.3 km)
  • Grant Park (2.8 mi / 4.6 km)
  • North Avenue Beach (0.8 mi / 1.3 km)
  • Oak Street Beach (1.1 mi / 1.8 km)
  • Chicago Riverwalk (1.8 mi / 2.9 km)
How to get there

Traveling to and around Old Town

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 10 mi (16 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Chicago, IL (ORD-O'Hare Intl.), which is 14.3 mi (23.1 km) away.

Catch a ride on the metro at Sedgwick Station to easily navigate the city.

Where to stay around Old Town?

Our 2019 property listings offer a large selection of 239 vacation rentals near Old Town. From 196 Condos/Apartments to 33 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Old Town for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Old Town?

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 Old Town:

  • Chicago Loop: 749 vacation rentals
  • Wrigleyville: 409 vacation rentals
  • Lincoln Park: 663 vacation rentals
  • River North: 495 vacation rentals
  • Magnificent Mile: 546 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Old Town?

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

  • Second City: 1,654 vacation rentals
  • Sedgwick Station: 1,654 vacation rentals
  • Wrigley Field: 1,676 vacation rentals
  • Grant Park: 1,261 vacation rentals
  • Chicago Water Tower: 1,675 vacation rentals

But there are many other points of interest around Old Town listed on HomeAway 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 Old Town?

Yes, of course. HomeAway has 196 Condos/Apartments in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Houses: 33 rentals available
  • Studios: 132 rentals available
  • Townhouses: 3 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 Old Town?

Yes, you can select your preferred vacation rental with pool among our 63 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.

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