Book Holiday Homes in Oswego

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Featured Holiday Homes in Oswego

Clarendon Hills Top Floor

Clarendon Hills Top Floor

Clarendon Hills
Stay at this vacation home in Clarendon Hills. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Ty Warner Park and Mayslake ...
Clarendon Hills Top Floor
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi

Aurora
Stay at this vacation home in Aurora. Enjoy free WiFi, laundry facilities, and housekeeping. Popular attractions Cinemark Tinseltown USA Aurora and Aurora Historical ...
Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi
✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton
The price is NZ$516 per night from 2 Sept to 3 Sept
NZ$516
2 Sept - 3 Sept
includes taxes & fees
Stay at this vacation home in Wheaton. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Dupage County Historical Museum ...
✽ Charming Cottage ✽ close to College/Town/Station
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Furnished Private home in Aurora sleeps 9 guests

Furnished Private home in Aurora sleeps 9 guests

Aurora
Book a stay at this family-friendly vacation home in Aurora. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Aurora Skate Center and Phillips ...
Furnished Private home in Aurora sleeps 9 guests
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

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

Montgomery
Book a stay at this family-friendly vacation home in Montgomery. Enjoy free WiFi, a water park, and a garden. Popular attractions Raging Waves Waterpark and ...
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking
Townhome < 5 Mi to Naperville & Morton Arboretum

Townhome < 5 Mi to Naperville & Morton Arboretum

Lisle
Stay at this vacation home in Lisle. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Four Columns at Morton ...
Townhome < 5 Mi to Naperville & Morton Arboretum
Riverfront rental

Riverfront rental

South Elgin
The price is NZ$425 per night from 11 Aug to 12 Aug
NZ$425
11 Aug - 12 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in South Elgin. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions James 'Pate' Philip ...
Riverfront rental
Remodeled 4 Bedroom Home w/3 King Beds! Minutes from everything. Fast Wi-Fi

Remodeled 4 Bedroom Home w/3 King Beds! Minutes from everything. Fast Wi-Fi

Lockport
The price is NZ$783 per night from 11 Aug to 12 Aug
NZ$783
11 Aug - 12 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in Lockport. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Illinois ...
Remodeled 4 Bedroom Home w/3 King Beds! Minutes from everything. Fast Wi-Fi
Family Escape w/ Large Yard + Near Oakbrook Mall | LCP Collection

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

Lombard
The price is NZ$906 per night from 2 Sept to 3 Sept
NZ$906
2 Sept - 3 Sept
includes taxes & fees
Stay at this vacation home in Lombard. Enjoy a garden, laundry facilities, and patios. Popular attractions Yorktown Shopping Center and Lilacia Park are located ...
Family Escape w/ Large Yard + Near Oakbrook Mall | LCP Collection
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oswego Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oswego vacation homes are the perfect way for you to wing it.

Holiday houses in Oswego let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oswego in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oswego adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oswego with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oswego vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oswego Holiday Homes essential information

Accommodation
199 Holiday Homes
Lowest Price
NZ$128
Highest Price
NZ$906
Popular accommodation
Clarendon Hills Top Floor, Charming Feathers Theme Home, King Bed, 2-bedroom house in Aurora with WiFi, ✽ Charming Cottage ✽ close to College/Town/Station, Furnished Private home in Aurora sleeps 9 guests, 3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking, Townhome < 5 Mi to Naperville & Morton Arboretum, Riverfront rental, Remodeled 4 Bedroom Home w/3 King Beds! Minutes from everything. Fast Wi-Fi, Family Escape w/ Large Yard + Near Oakbrook Mall | LCP Collection

Top trending hotels in Oswego

Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr, Oswego, IL
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 18 Aug to 19 Aug
NZ$178
18 Aug - 19 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Oswego. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Best Western Oswego Hotel
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 7 Aug to 8 Aug
NZ$160
7 Aug - 8 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is NZ$128 per night from 4 Sept to 5 Sept
NZ$128
4 Sept - 5 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
Chicago Club Inn & Suites
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DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is NZ$156 per night from 24 Aug to 25 Aug
NZ$156
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
DoubleTree by Hilton Lisle Naperville
Don't see what you're looking for?
See all available properties in Oswego
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.