Holiday Rentals in Oswego
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Oswego
Holiday Rentals in Oswego

4BR Home – Well-Furnished, Garage Included

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

Cozy Naperville Stay – Free Breakfast & Parking Near Downtown!

3 Comfy Units with Easy Access to City, Shops & Restaurants - Free Breakfast!

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

Furnished Private home in Aurora sleeps 9 guests

- Beautiful Condo - King Bed - Free Waffle Breakfast -

✽ Charming Cottage ✽ close to College/Town/Station

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

Riverfront rental

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

Downtown St. Charles: Walk to Restaurants and Bars

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

Family Escape w/ Large Yard + Near Oakbrook Mall | LCP Collection

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Other types of properties in Oswego you may be interested in

Best Western Oswego Hotel
Holiday Accommodation Oswego
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Oswego are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Oswego itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Oswego holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Oswego, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Oswego with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.