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

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Oswego vacation homes

Living area

Townhome with Game Zone, Big Beds, & Smart TVs

Townhome with Game Zone, Big Beds, & Smart TVs
Westmont
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Will stay again if in the area!"
United States
Josh R.
The price is AED 1,061
AED 2,210 total
includes taxes & fees
6 Jul - 7 Jul
Townhome with Game Zone, Big Beds, & Smart TVs
Fridge, microwave, oven, stovetop

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, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AED 1,484
AED 2,740 total
includes taxes & fees
6 Jul - 7 Jul
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Interior

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 AED 656
AED 1,333 total
includes taxes & fees
6 Jul - 7 Jul
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Smart TV, fireplace

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 AED 799
AED 1,134 total
includes taxes & fees
6 Jul - 7 Jul
3-bedroom hillside property in woods with fireplace and lake view
Living area

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 AED 756
AED 1,607 total
includes taxes & fees
6 Jul - 7 Jul
Entire home in Lockport, Illinois
Smart TV

Grand Retreat/5 Bedrooms/Game Room

Grand Retreat/5 Bedrooms/Game Room
Lombard
9.6 out of 10, Exceptional, (9 reviews)
"We were in town for our niece's wedding. This house was perfect for our family of 6. Clean, well furnished and everything was very nice. Would definitely stay here again."
United States
Jim H.
The price is AED 1,818
AED 3,725 total
includes taxes & fees
8 Jul - 9 Jul
Grand Retreat/5 Bedrooms/Game Room
Fridge, microwave, oven, stovetop

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, (11 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AED 744
AED 1,526 total
includes taxes & fees
6 Jul - 7 Jul
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Private kitchen

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (25 reviews)
"Great place to stay. "
United States
Jason T.
The price is AED 1,219
AED 2,576 total
includes taxes & fees
6 Jul - 7 Jul
Spacious Deck & Balcony, Game Area, Garage
Outdoor dining

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

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (29 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 AED 602
AED 1,284 total
includes taxes & fees
7 Jul - 8 Jul
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Exterior

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (69 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is AED 661
AED 1,148 total
includes taxes & fees
26 Jul - 27 Jul
✽ Charming Cottage ✽ close to College/Town/Station
Dining

Travelers Retreat/King Beds/Game Room/Play House

Travelers Retreat/King Beds/Game Room/Play House
Joliet
The price is AED 820
AED 1,651 total
includes taxes & fees
6 Jul - 7 Jul
Travelers Retreat/King Beds/Game Room/Play House
Interior

King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*
Joliet
10.0 out of 10, Exceptional, (50 reviews)
"The place was everything we needed , clean, convenient and comfortable "
United States
Victor P.
The price is AED 744
AED 1,475 total
includes taxes & fees
6 Jul - 7 Jul
King Bed Suite, *Spacious Newly Remodeled House*
Interior

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 AED 665
AED 2,141 total
includes taxes & fees
8 Jul - 9 Jul
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Interior

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 property - we had a great time. Excellent location. "
United States
Aritra G.
Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Paper towels, dining tables

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 AED 960
AED 2,022 total
includes taxes & fees
6 Jul - 7 Jul
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
Smart TV, fireplace, books

Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16
Carol Stream
9.6 out of 10, Exceptional, (8 reviews)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
Family Heaven Retreat, 6 Bedroom, Sleep 16
TV, offices

The Orchard House/King Bed/Privacy/Walking Trail

The Orchard House/King Bed/Privacy/Walking Trail
West Chicago
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and tidy. The host was responsive and friendly. Our dogs and 6 year old loved the yard and the playground in the yard. 10/10 will stay again!"
United States
Jess B.
The price is AED 909
AED 1,789 total
includes taxes & fees
5 Jul - 6 Jul
The Orchard House/King Bed/Privacy/Walking Trail
Smart TV, fireplace, foosball, books

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, (1 review)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is AED 992
AED 2,063 total
includes taxes & fees
6 Jul - 7 Jul
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Smart TV, books, offices

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
9.6 out of 10, Exceptional, (14 reviews)
"Helpful and engaging host. Great spot and very comfortable."
United States
Matt M.
The price is AED 779
AED 1,526 total
includes taxes & fees
6 Jul - 7 Jul
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Outdoor dining

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, (31 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 AED 1,650
AED 3,862 total
includes taxes & fees
7 Jul - 8 Jul
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
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

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

8/10 Good
"Hotel was clean and room was clean. Quiet…Had a corner king with a view of the golf course, which was nice but the bathroom is super small. Great size TV though. I hate when they have such small tv’s in hotel rooms. Nice to have a big screen tv in your room. Food was ok. Ordered at the pool and room service but picked it up from the lobby. Drinks were overpriced & not very flavorful. Round of golf was nice also. Reserved the Cabana at the pool. $100 for the entire day which is a good price just wish they had lounger chairs in the cabana vs only small couch and regular chairs that don’t recline. Lots of kids at the pool…so, kind of annoying but I get it. Overall good experience. Would recommend"
Shalawn 3-night trip
Posted 1 hour ago
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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