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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Oswego holiday homes

A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

1. 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, (4 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$564
includes taxes & fees
7 Oct - 8 Oct
River Access•Game room•Backyard•King•W/D•Parking
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

2. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.2 out of 10, Wonderful, (15 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
The price is AU$487
includes taxes & fees
5 Oct - 6 Oct
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

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

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
The price is AU$511
includes taxes & fees
6 Oct - 7 Oct
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

4. 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
9.4 out of 10, Exceptional, (32 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
The price is AU$717
includes taxes & fees
4 Oct - 5 Oct
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
A bedroom with a bed, white pillows, a blue bench, and two white doors.

5. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
Crest Hill
The price is AU$519
includes taxes & fees
6 Oct - 7 Oct
Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

6. 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$969
includes taxes & fees
5 Oct - 6 Oct
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

7. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (4 reviews)
"This was a great stay and reccomend again in the future. From the outside and the picture don’t do this place justice, it is humongous when you enter the place and the rooms are bigger than what they seem online. Overall great and easy experience"
United States
Meiko S.
The price is AU$969
includes taxes & fees
5 Oct - 6 Oct
4BR Tudor • Wooded Lot • 10 Min to Downtown
A modern living room with a sofa set, a coffee table, and a rug.

8. 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$720
includes taxes & fees
6 Oct - 7 Oct
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is AU$584
includes taxes & fees
21 Oct - 22 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

10. 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, (35 reviews)
"The property was perfect for our family! There was plenty of room, indoors and out, for us, our kids, and our grandkids. The house was spotless and the kitchen was extensively stocked with dishes, cookware, etc. We also appreciated the numerous comfy places to gather."
United States
Mila M.
The price is AU$1,582
includes taxes & fees
5 Oct - 6 Oct
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Immediately feel at home when you step into the grand entryway.

11. 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
9.8 out of 10, Exceptional, (16 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$2,263
includes taxes & fees
13 Oct - 14 Oct
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
A modern kitchen with white cabinets, a large island, stainless steel appliances, and pendant lighting.

12. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (34 reviews)
"it’s a very nicely, remodeled home in a very quiet neighborhood. Large kitchen, comfortable beds, there’s a walk-in shower in the finished basement, which was important to us. It’s also close to Geneva, which is a very nice town many restaurants and shops."
United States
Fred M.
Bliss in Batavia near the Fox River
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

13. 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
9.8 out of 10, Exceptional, (7 reviews)
Cozy Mother-in-Law Suite w/Laundry, Kitchenette, Walk-In Closet, and Rain Shower
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

14. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (15 reviews)
"Excellent just what we were looking for"
United States
Sue B.
The price is AU$1,342
includes taxes & fees
4 Oct - 5 Oct
River Park Paradise w/ Fire Pit & Chef's Kitchen
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

15. Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (15 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AU$682
includes taxes & fees
4 Oct - 5 Oct
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

16. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (36 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is AU$476
includes taxes & fees
4 Oct - 5 Oct
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

17. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Back Unit Patio, Balcony, Yard, Smart TVs, W/D
Westmont
The price is AU$449
includes taxes & fees
26 Oct - 27 Oct
Back Unit Patio, Balcony, Yard, Smart TVs, W/D
A pathway flanked by stone arches, surrounded by lush green grass and trees.

18. 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$812
includes taxes & fees
6 Oct - 7 Oct
Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
A building with a sign reading 'Hale Street Cantina' and a brick facade.

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

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is AU$464
includes taxes & fees
7 Oct - 8 Oct
✽ Charming Cottage ✽ close to College/Town/Station
A modern living room with a flat-screen TV, a grey sofa, a round ottoman, and a large window with curtains.

20. Spacious 4BR Home with Game Room and Free Parking

Spacious 4BR Home with Game Room and Free Parking
Joliet
Spacious 4BR Home with Game Room and Free Parking
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

Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

10/10 Excellent
"Stayed for business will stay again great hotel very clean!"
Sonny 3-night trip
Posted 4 hours ago
Hyatt Regency Lisle near Naperville

Find out more about Oswego

Oswego Holiday Homes information

Number of reviews
351
Accommodation
157 Holiday Homes
Lowest Price
AU$449
Highest Price
AU$2,263