A stone bridge over a calm river, surrounded by lush greenery and buildings.

Holiday Homes in Oswego

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Oswego holiday homes

1 bedroom, Internet, bed sheets

1. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
The price is AU$536
includes taxes & fees
18 Aug - 19 Aug
Lombard 1BR & 1BH Suite Close to freeway & Mall
Exterior

2. Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower

Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Joliet
10.0 out of 10, Exceptional, (2 reviews)
"Such a clean, quiet, comfortable, roomy place to stay. The host, Ben, is great. I will definitely try to stay here next time, provided it’s not already booked."
United States
Max L.
The price is AU$212
includes taxes & fees
8 Sept - 9 Sept
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
Dining

3. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
The price is AU$501
includes taxes & fees
24 Aug - 25 Aug
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
5 bedrooms, WiFi, bed sheets

4. Center Lombard 5BR&2BH• Near Yorktown, Oak Brook, Airport, Downtown Chicago

Center Lombard 5BR&2BH• Near Yorktown, Oak Brook, Airport, Downtown Chicago
Lombard
The price is AU$1,334
includes taxes & fees
18 Aug - 19 Aug
Center Lombard 5BR&2BH• Near Yorktown, Oak Brook, Airport, Downtown Chicago
Property grounds

5. Spacious 5-bedroom house in perfect Plano with AC for relaxing stays

Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
Plano
The price is AU$751
includes taxes & fees
18 Aug - 19 Aug
Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
4 bedrooms, iron/ironing board, Internet, bed sheets

6. Lombard Luxury 4BR & 1BH close to Mall & Freeway

Lombard Luxury 4BR & 1BH close to Mall & Freeway
Lombard
The price is AU$1,072
includes taxes & fees
18 Aug - 19 Aug
Lombard Luxury 4BR & 1BH close to Mall & Freeway
5 bedrooms, iron/ironing board, WiFi, bed sheets

7. Spacious 5-bedroom house in charming Orland Park with AC

Spacious 5-bedroom house in charming Orland Park with AC
Orland Park
The price is AU$1,978
includes taxes & fees
18 Aug - 19 Aug
Spacious 5-bedroom house in charming Orland Park with AC
Coffee/tea maker, fridge, microwave, oven

8. River Access•Game room•Backyard•King•W/D•Parking

River Access•Game room•Backyard•King•W/D•Parking
Yorkville
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."
United States
Daniela M.
The price is AU$691
includes taxes & fees
23 Aug - 24 Aug
River Access•Game room•Backyard•King•W/D•Parking
Coffee/tea maker, fridge, microwave, oven

9. PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.6 out of 10, Exceptional, (30 reviews)
"This property was very clean, spacious and a great place to stay for my family!"
United States
Vanessa P.
The price is AU$711
includes taxes & fees
18 Aug - 19 Aug
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Smart TV, fireplace, table football, books

10. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (3 reviews)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is AU$706
includes taxes & fees
23 Aug - 24 Aug
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Smart TV, fireplace

11. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (2 reviews)
"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "
United States
Alicia F.
The price is AU$881
includes taxes & fees
9 Sept - 10 Sept
4BR Tudor • Wooded Lot • 10 Min to Downtown
Terrace/patio

12. - Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (45 reviews)
"Great place, well appointed, worked well for our needs!! Host was very responsive to any questions/requests. "
United States
Amy C.
The price is AU$392
includes taxes & fees
19 Aug - 20 Aug
- Fully-Equipped Condo - King Bed - Massive yard -
Interior

13. 2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Plano
10.0 out of 10, Exceptional, (14 reviews)
"This is our second year in a row for our annual Friendsgiving. We love the place and plan to make it our annual house for our group! "
United States
Aaron P.
The price is AU$1,804
includes taxes & fees
19 Aug - 20 Aug
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Outdoor dining

14. Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (33 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is AU$1,551
includes taxes & fees
19 Aug - 20 Aug
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Terrace/patio

15. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
The price is AU$1,140
includes taxes & fees
18 Aug - 19 Aug
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Living area

16. Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
9.0 out of 10, Wonderful, (4 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AU$589
includes taxes & fees
1 Sept - 2 Sept
Entire home in Lockport, Illinois
Exterior

17. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (70 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AU$444
includes taxes & fees
6 Sept - 7 Sept
✽ Charming Cottage ✽ close to College/Town/Station
Interior

18. Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is AU$760
includes taxes & fees
20 Aug - 21 Aug
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Interior

19. Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (14 reviews)
"Great place for a large group, good neighborhood. I would recommend."
United States
Brian C.
The price is AU$1,495
includes taxes & fees
18 Aug - 19 Aug
Riverfront Luxury w/ Fire Pit & Chef's Kitchen
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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Top Oswego Hotel Reviews

Best Western Naperville Inn

Best Western Naperville Inn

10/10 Excellent
"⭐⭐⭐⭐⭐ Had such a great stay! The room was beautiful, clean, and very comfortable. The jacuzzi tub was definitely a highlight and made the room feel extra relaxing. Everything was just as expected, and the whole experience was peaceful and enjoyable. I’d definitely stay here again! ✨"
Bianca 1-night trip
Posted 10 hours ago
Best Western Naperville Inn

Find out more about Oswego

Oswego Holiday Homes information

Number of reviews
240
Accommodation
157 Holiday Homes
Lowest Price
AU$212
Highest Price
AU$1,978