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Oswego vacation rentals

We found 185 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 5 apartments and other vacation rentals in Oswego that are perfect for your trip. Vacation rentals provide the amenities you need and want for your family, friends, or furry companion, such as parking and a washer and dryer. What you'll find is a rental for everyone's needs, including places that are non-smoking or accessible.

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Travel to artsy Oswego

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. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Oswego

Do you want to discover things to do while you're in the area? Venture out of your cozy vacation rental and check out everything that Oswego has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Fox Valley Winery (0.8 mi / 1.4 km)
  • Sugar Grove Family Fun Center (5.7 mi / 9.1 km)
  • Bolingbrook Golf Club (10.5 mi / 17 km)
  • Funway Ultimate Entertainment Center (10.8 mi / 17.5 km)
  • Mistwood Golf Club (12.3 mi / 19.9 km)
  • Cantigny Golf Club (15.2 mi / 24.5 km)

Exploring the natural features in Oswego

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Oswego is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Centennial Beach (11.7 mi / 18.9 km)
  • Riverwalk Park (11.8 mi / 18.9 km)
  • Fabyan Villa Museum & Japanese Garden (13 mi / 20.9 km)
  • Cantigny Park (15.6 mi / 25.1 km)
  • Morton Arboretum (18.1 mi / 29.2 km)
  • Silver Springs State Park (9.5 mi / 15.2 km)

Transportation options to and around Oswego

Fly into Chicago, IL (DPA-Dupage), the closest airport, located 16.2 mi (26.1 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Chicago O'Hare Intl. Airport (ORD), which is 30.7 mi (49.4 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Oswego?

Apartments are the most popular type of vacation rental in Oswego, according to our data. Even if you have a different idea about what you want, Vrbo has vacation homes in all shapes and sizes. Look through our options to find your ideal fit.

How much does it cost to rent a vacation rental in Oswego?

The average price for a vacation home in Oswego is based on a number of factors, such as property type, season and length of stay. Whether you're thinking about a sprawling villa with lots of bedrooms or a cozy cabin for just you and the kids, just add your travel dates to discover stays with unbeatable value.

How much does it cost to rent a beach house in Oswego?

Prices for beach houses in Oswego may vary depending on the type and size of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and the number of guests to view your options and prices. From there you can use the filters to tailor your search results by nearby activities, ratings, amenities and more.

Are there pet-friendly vacation rentals in Oswego?

You're in luck. There are. Choose from eight stays that welcome pets in Oswego on Vrbo. Our cuddly best friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a pad where Fido can get in on the fun.

What are popular rental amenities in Oswego?

A barbecue grill, a fireplace and nearby museums top the list of most popular rental amenities in Oswego. Whether you're traveling as a party of one, with your significant other or a group of family members, Vrbo can help you find a vacation rental that suits your style with all the conveniences you're looking for.

Are there large group vacation rentals in Oswego?

Oswego has two vacation rentals that can cater to 10 or more guests. These properties come with all the space you need to share good times with friends and family.

Are there vacation rentals in Oswego that welcome kids?

With eight family-friendly vacation homes to select from in Oswego, there's never been a better time to introduce the little ones to the joys of travel. Check our "Properties good for families" filter box to find stays that feature amenities perfect for traveling families, like full kitchens, pools, hot tubs and entertainment areas.

What are the top attractions for families in Oswego?

Keep the kids amused at these popular family-friendly attractions in Oswego:

  • Raging Waves Waterpark
  • Splash Country Waterpark
  • Sugar Grove Family Fun Center

Are there one-bedroom vacation rentals in Oswego?

Yes, you can take your pick from three one-bedroom rentals in Oswego. Whether you're looking for a comfy cottage or a condo, our one-bedroom rentals are great if you don't need lots of space. One of the main perks of having your own pad? You won't ever have to share your getaway with strangers.

Can I find two-bedroom vacation rentals in Oswego?

Select from two two-bedroom vacation homes in Oswego. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's enough space for whoever's lucky enough to be coming along.

Are there vacation rentals with WiFi in Oswego?

Oswego has two vacation rentals with WiFi, so you can stay connected while on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to updating your social media, these Vrbo homes will keep you online.

How can I find vacation rentals with air conditioning in Oswego?

Oswego has seven vacation rentals where you'll be able to kick back in air-conditioned comfort. To locate a property on Vrbo that comes with this amenity, enter your dates of travel and use the handy filter tool to select the "air conditioning" box.

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