Discover a selection of 39 vacation rentals in Oswego, IL 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 $80 per night, and houses and condos are popular options for a stay in Oswego. Either way, you'll find a rental for everyone's needs.
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.

How many vacation rentals are available around Oswego, IL?

Our 2020 property listings offer a large selection of 39 vacation rentals around Oswego. From 27 house rentals to 7 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 are the popular point of interests near where I can stay when traveling to Oswego?

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

  • Fox Valley Winery: 58 vacation rentals
  • Hudson Crossing Park: 61 vacation rentals
  • Route 66 Raceway: 19 vacation rentals
  • Harrah's Casino: 41 vacation rentals
  • Nettle Creek Country Club: 30 vacation rentals

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

Yes, of course. Vrbo has 27 Houses in Oswego. Our other popular types of vacation rentals in Oswego include:

  • Condos/Apartments: 7 rentals available
  • Studios: 7 rentals available
  • Townhouses: 3 rentals available

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

Yes, you can select your preferred vacation rental with internet/wifi among our 35 vacation rentals with internet/wifi available in Oswego. Please use our search bar to access the selection of vacation rentals available.