Holiday Homes in Oswego

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oswego holiday homes

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard
9.6 out of 10, Exceptional, (18 reviews)
"Location was easy to find and good as a base for day trips to Chicago. "
United States
Brian H.
The price is AU$427
includes taxes & fees
13 May - 14 May
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (39 reviews)
"Luci was excellent. A quiet lovely house on the river. Thank you"
United States
Brian N.
The price is AU$340
includes taxes & fees
14 May - 15 May
Riverfront rental

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (39 reviews)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
The price is AU$447
includes taxes & fees
19 May - 20 May
- Fully-Equipped Condo - King Bed - Massive yard -

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (67 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is AU$433
includes taxes & fees
31 May - 1 June
✽ Charming Cottage ✽ close to College/Town/Station

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, (7 reviews)
"Everything was just as expected. Enjoyed our stay."
United States
Eileen W.
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

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
9.8 out of 10, Exceptional, (11 reviews)
"Helpful and engaging host. Great spot and very comfortable."
United States
Matt M.
The price is AU$459
includes taxes & fees
13 May - 14 May
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

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

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.6 out of 10, Exceptional, (5 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is AU$829
includes taxes & fees
3 June - 4 June
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay. "
United States
Jason T.
The price is AU$769
includes taxes & fees
13 May - 14 May
Spacious Deck & Balcony, Game Area, Garage

Charming Tudor Retreat in Naperville — Spacious, Peaceful, and Newly Renovated!

Charming Tudor Retreat in Naperville — Spacious, Peaceful, and Newly Renovated!
Naperville
The price is AU$822
includes taxes & fees
13 May - 14 May
Charming Tudor Retreat in Naperville — Spacious, Peaceful, and Newly Renovated!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
10.0 out of 10, Exceptional, (1 review)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is AU$596
includes taxes & fees
13 May - 14 May
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

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, (28 reviews)
"Location was convenient for our needs. Plenty of space to meet a large family. Plenty of bedding & towels. We enjoyed our visit. Thanks again. "
United States
Trina M.
The price is AU$609
includes taxes & fees
13 May - 14 May
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AU$313
includes taxes & fees
13 May - 14 May
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

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, (30 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$1,473
includes taxes & fees
18 May - 19 May
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
10.0 out of 10, Exceptional, (1 review)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AU$535
includes taxes & fees
18 May - 19 May
Entire home in Lockport, Illinois

3-bedroom hillside property in woods with fireplace and lake view

3-bedroom hillside property in woods with fireplace and lake view
Lemont
6.0 out of 10, (6 reviews)
"Was very nice to stay owner was very nice it was a pleasant stay for me ,my family and my friends will recommend . "
United States
Jennifer D.
The price is AU$334
includes taxes & fees
18 May - 19 May
3-bedroom hillside property in woods with fireplace and lake view

King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*
Joliet
10.0 out of 10, Exceptional, (48 reviews)
"The place was everything we needed , clean, convenient and comfortable "
United States
Victor P.
The price is AU$506
includes taxes & fees
9 June - 10 June
King Bed Suite, *Spacious Newly Remodeled House*

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (2 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AU$750
includes taxes & fees
20 May - 21 May
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (30 reviews)
"Cute house, great yard and neighborhood, and host was very responsive."
United States
Shannon V.
The price is AU$856
includes taxes & fees
1 June - 2 June
Bliss in Batavia near the Fox River

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10
Morris
9.6 out of 10, Exceptional, (4 reviews)
"Amazing place. Our family group of 9 slept comfortably and had plenty of space to lounge for the holidays. Super clean, awesome water pressure in the shower, will definitely stay again!"
United States
Anonymous traveller
The price is AU$605
includes taxes & fees
26 May - 27 May
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16
Carol Stream
9.6 out of 10, Exceptional, (7 reviews)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
The price is AU$1,166
includes taxes & fees
27 May - 28 May
Family Heaven Retreat, 6 Bedroom, Sleep 16
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oswego Hotel Reviews

Find out more about Oswego

Oswego Holiday Homes information

Number of reviews
328
Accommodation
167 Holiday Homes
Lowest Price
AU$313
Highest Price
AU$1,473