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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Oswego vacation homes

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

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, (19)
"The hosts were fantastic—very friendly and accommodating. The property itself was excellent, tucked away from the main road yet within walking distance of several restaurants, shops, and a supermarket. I would wholeheartedly recommend staying here if you're planning a trip to the Chicagoland area!"
United States
christian m.
The price is AED 432
AED 1,065 total
includes taxes & fees
15 Dec - 16 Dec
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Interior
3BR Retreat in a House 2Floor

3BR Retreat in a House 2Floor

3BR Retreat in a House 2Floor
Yorkville
10.0 out of 10, Exceptional, (1)
"It’s was a nice place and perfect for our short stay. "
United States
Heather L.
The price is AED 412
AED 515 total
includes taxes & fees
15 Dec - 16 Dec
3BR Retreat in a House 2Floor
Smart TV, books
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!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
10.0 out of 10, Exceptional, (10)
"Had to stay here for two weeks for work. It was an amazing property "
United States
Chastity P.
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Fridge, microwave, oven, stovetop
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

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, (4)
"Amazing property had everything we need! "
United States
Rachel
The price is AED 569
AED 1,318 total
includes taxes & fees
15 Dec - 16 Dec
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Interior
Riverfront rental

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is AED 477
AED 775 total
includes taxes & fees
15 Dec - 16 Dec
Riverfront rental
Smart TV, books, offices
King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*
Joliet
10.0 out of 10, Exceptional, (47)
"Cozy little home that was a great fit for our guys golf trip"
United States
Joe P.
The price is AED 533
AED 1,191 total
includes taxes & fees
17 Dec - 18 Dec
King Bed Suite, *Spacious Newly Remodeled House*
Exterior
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

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

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10
2.0 star property
Morris
10.0 out of 10, Exceptional, (1)
"Loved the space! Its was very comfortable and fun! Theyre were lots of games and cute little wooden toys that my kiddos loved!"
United States
Hannah I.
The price is AED 758
AED 1,364 total
includes taxes & fees
15 Dec - 16 Dec
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10
Outdoor dining
✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (55)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is AED 624
AED 1,144 total
includes taxes & fees
16 Dec - 17 Dec
✽ Charming Cottage ✽ close to College/Town/Station
Private kitchen
Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (18)
"Great place to stay. "
United States
Jason T.
The price is AED 540
AED 1,755 total
includes taxes & fees
15 Dec - 16 Dec
Spacious Deck & Balcony, Game Area, Garage
Living area
Entire home in Lockport, Illinois

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
2.0 star property
Lockport
The price is AED 544
AED 1,371 total
includes taxes & fees
14 Jan - 15 January 2026
Entire home in Lockport, Illinois
Terrace/patio
- Fully-Equipped Condo - King Bed - Massive yard -

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (37)
"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 AED 716
AED 1,362 total
includes taxes & fees
31 Dec - 1 January 2026
- Fully-Equipped Condo - King Bed - Massive yard -
Smart TV, fireplace, books
Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16
Carol Stream
9.6 out of 10, Exceptional, (7)
"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 AED 762
AED 2,676 total
includes taxes & fees
16 Dec - 17 Dec
Family Heaven Retreat, 6 Bedroom, Sleep 16
Exterior detail
Spacious 3 bedrooms with Yard – Near Naperville, Chicago

Spacious 3 bedrooms with Yard – Near Naperville, Chicago

Spacious 3 bedrooms with Yard – Near Naperville, Chicago
Aurora
10.0 out of 10, Exceptional, (2)
"This was the perfect stay! House was beautiful and spotless and precisely the location we needed. Communication was quick and easy. "
United States
Jennifer D.
The price is AED 826
AED 1,822 total
includes taxes & fees
21 Dec - 22 Dec
Spacious 3 bedrooms with Yard – Near Naperville, Chicago
Living area
Townhome with Game Zone, Big Beds, & Smart TVs

Townhome with Game Zone, Big Beds, & Smart TVs

Townhome with Game Zone, Big Beds, & Smart TVs
Westmont
The price is AED 540
AED 1,588 total
includes taxes & fees
15 Dec - 16 Dec
Townhome with Game Zone, Big Beds, & Smart TVs
Interior
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

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, (13)
"The home is beautiful, with expert attention to detail. The bed linens seemed chosen specifically for each room. The views were especially delightful, day and night. We were lucky to have a 3/4 moon over the Fox River, a fire in the fire pit, and morning coffee on the deck. I would recommend this home for any event. Spacious, comfortable, and near fun things to do, such as kayaking on the Fox River."
United States
Paige M.
The price is AED 915
AED 3,947 total
includes taxes & fees
21 Dec - 22 Dec
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
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!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
Fridge, microwave, oven, stovetop
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

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.6 out of 10, Exceptional, (26)
"This property was very clean, spacious and a great place to stay for my family!"
United States
Vanessa P.
The price is AED 729
AED 1,640 total
includes taxes & fees
15 Dec - 16 Dec
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Fridge, microwave, oven, stovetop
Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (25)
"Very clean, comfortable and well maintained."
United States
Volana M.
The price is AED 859
AED 1,861 total
includes taxes & fees
15 Dec - 16 Dec
Bliss in Batavia near the Fox River
Interior
Beautiful House in Carol Stream near Downtown Chicago

Beautiful House in Carol Stream near Downtown Chicago

Beautiful House in Carol Stream near Downtown Chicago
Carol Stream
9.6 out of 10, Exceptional, (4)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is AED 1,024
AED 2,541 total
includes taxes & fees
20 Dec - 21 Dec
Beautiful House in Carol Stream near Downtown Chicago
Microwave, oven, stovetop, dishwasher
Charming 4-bedroom house near expressways and trains

Charming 4-bedroom house near expressways and trains

Charming 4-bedroom house near expressways and trains
2.0 star property
Woodridge
Charming 4-bedroom house near expressways and trains
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
"Clean room. Friendly staff. Loved the shower. Excellent breakfast choices. Will come back again. "
Sharon 3-night trip
Posted 2 days ago
Best Western Naperville Inn