Destination guide

The artsy area of Oswego awaits your stay

The area's art galleries and museums are just a few of the reasons to vacation in Oswego. Travelers to this romantic city praise the restaurants, shopping and bird watching. Chicago Premium Outlets and Rialto Square Theater are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Sightseeing in and around Oswego

Are you hoping to find things to do while you're in town? Venture out of your vacation home and experience everything that Oswego has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Raging Waves Waterpark (6.9 mi / 11 km)
  • Naperbrook Golf Course (8.3 mi / 13.4 km)
  • Bolingbrook Golf Club (8.9 mi / 14.3 km)
  • Mistwood Golf Club (10.3 mi / 16.6 km)
  • Boughton Ridge Golf Course (14.1 mi / 22.6 km)
  • Four Lakes Alpine Snowsports (14.7 mi / 23.7 km)
Natural features

Exploring the natural landscape of Oswego

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 Oswego. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Centennial Beach (11.2 mi / 18.1 km)
  • Blackwell Forest Preserve (14.1 mi / 22.8 km)
  • Billie Limacher Bicentennial Park (15.3 mi / 24.7 km)
  • Morton Arboretum (16.5 mi / 26.6 km)
  • Belmont Prairie Nature Preserve (16.7 mi / 26.9 km)
  • Forest Preserve District of Will County (19 mi / 30.6 km)
How to get there

Transportation options to and around Oswego

Fly into Chicago, IL (DPA-Dupage), the closest airport, located 17.1 mi (27.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Chicago, IL (ORD-O'Hare Intl.), which is 30.4 mi (49 km) away.

Where to stay around Oswego?

Our 2019 property listings offer a large selection of 34 vacation rentals near Oswego. From 21 Houses to 8 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Oswego for a holiday or a weekend are on HomeAway.

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

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

  • Chicagoland Speedway: 32 vacation rentals
  • Morton Arboretum: 178 vacation rentals
  • Geneva Commons: 73 vacation rentals
  • Twin Lakes Park: 678 vacation rentals
  • Hollywood Casino: 74 vacation rentals

But there are many other points of interest around Oswego 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 Houses in Oswego?

Yes, of course. HomeAway has 21 Houses in Oswego. Our other popular types of vacation rentals in Oswego include:

  • Condos/Apartments: 8 rentals available
  • Townhouses: 2 rentals available
  • Studios: 8 rentals available

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

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

Yes, you can select your preferred vacation rental with internet/wifi among our 27 vacation rentals with internet/wifi available in Oswego. Please use our search bar to access the selection of vacation rentals available.