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Oswego Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Oswego vacation rentals

Property grounds
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Apartment in Downers Grove

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is ￥9,368
￥17,375 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Smart TV, books
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Apartment in Geneva

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
9.4 out of 10, Exceptional, (32)
"We had a great stay in Geneva for the night. Our spot was very convenient to lots of places around town. I would definitely recommend staying at this location! "
United States
jennifer f.
The price is ￥12,960
￥39,882 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Fridge, microwave, oven, stovetop
*The Belltower Haven*Large*Family Friendly*Wi-Fi

Apartment in Joliet

*The Belltower Haven*Large*Family Friendly*Wi-Fi
9.8 out of 10, Exceptional, (34)
"Apartment was clean and spacious. "
United States
Kristina R.
The price is ￥18,713
￥43,815 total
includes taxes & fees
Jan 6 - Jan 7, 2026
*The Belltower Haven*Large*Family Friendly*Wi-Fi
Fridge, microwave, oven, stovetop
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Apartment in Joliet

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
10.0 out of 10, Exceptional, (33)
"Nice place in a good neighborhood. Well maintained property!"
United States
Chad W.
The price is ￥18,713
￥43,815 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
Fridge, microwave, oven, stovetop
Executive Retreat - 2 Parking Spaces, Sleeps 4!

Apartment in Westmont

Executive Retreat - 2 Parking Spaces, Sleeps 4!
7.4 out of 10, Good, (3)
"Easy stay"
United States
Brent T.
The price is ￥15,770
￥51,704 total
includes taxes & fees
Dec 28 - Dec 29
Executive Retreat - 2 Parking Spaces, Sleeps 4!
Fridge, microwave, oven, stovetop
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Apartment in Geneva

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
9.6 out of 10, Exceptional, (8)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
The price is ￥19,493
￥46,605 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Interior
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

Apartment in Lockport

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
10.0 out of 10, Exceptional, (3)
"Great stay. Nice place. Easy access. Clean. "
United States
Juan S.
The price is ￥16,540
￥33,747 total
includes taxes & fees
Dec 29 - Dec 30
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Outdoor dining
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Vacation Home in Lisle

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
9.6 out of 10, Exceptional, (20)
"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 ￥19,838
￥47,169 total
includes taxes & fees
Dec 29 - Dec 30
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
House (3 Bedrooms) | Interior
Fire Pit & Grill: Family Home on Fox River Trail!

Cottage in St. Charles

Fire Pit & Grill: Family Home on Fox River Trail!
3.0 star property
The price is ￥28,537
￥84,309 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fire Pit & Grill: Family Home on Fox River Trail!
1 bedroom, desk, iron/ironing board, free WiFi
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Apartment in Geneva

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
9.4 out of 10, Exceptional, (23)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
The price is ￥15,458
￥41,866 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Private kitchen
Entire home in Lockport, Illinois

Vacation Home in Lockport

Entire home in Lockport, Illinois
2.0 star property
The price is ￥20,254
￥54,892 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Entire home in Lockport, Illinois
Terrace/patio
Riverfront rental

Vacation Home in South Elgin

Riverfront rental
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is ￥22,640
￥35,578 total
includes taxes & fees
Dec 30 - Dec 31
Riverfront rental
Fridge, microwave, oven, stovetop
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Vacation Home in Morris

Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10
2.0 star property
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 ￥32,186
￥57,578 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10
Interior
3BR Retreat in a House 2Floor

Vacation Home in Yorkville

3BR Retreat in a House 2Floor
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 ￥18,549
￥22,968 total
includes taxes & fees
Jan 9 - Jan 10, 2026
3BR Retreat in a House 2Floor
Exterior
Air-Conditioned King Suite | Complimentary Breakfast

Condo in York Center

Air-Conditioned King Suite | Complimentary Breakfast
8.0 out of 10, Very Good, (1)
The price is ￥19,942
￥25,847 total
includes taxes & fees
Dec 28 - Dec 29
Air-Conditioned King Suite | Complimentary Breakfast
Fridge, microwave, oven, stovetop
Cozy Getaway - 2 Parking Spaces, Sleeps 4!

Apartment in Westmont

Cozy Getaway - 2 Parking Spaces, Sleeps 4!
The price is ￥17,332
￥53,283 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy Getaway - 2 Parking Spaces, Sleeps 4!
Fridge, microwave, oven, stovetop
- Fully-Equipped Condo - King Bed - Massive yard -

Vacation Home in Geneva

- Fully-Equipped Condo - King Bed - Massive yard -
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 ￥19,518
￥45,506 total
includes taxes & fees
Jan 11 - Jan 12, 2026
- Fully-Equipped Condo - King Bed - Massive yard -
Interior
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Vacation Home in Lockport

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
10.0 out of 10, Exceptional, (4)
"Amazing property had everything we need! "
United States
Rachel
The price is ￥26,510
￥58,758 total
includes taxes & fees
Dec 28 - Dec 29
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Fridge, microwave, oven, stovetop
King Bed Suite, *Spacious Newly Remodeled House*

Vacation Home in Joliet

King Bed Suite, *Spacious Newly Remodeled House*
10.0 out of 10, Exceptional, (48)
"Cozy little home that was a great fit for our guys golf trip"
United States
Joe P.
The price is ￥25,763
￥55,070 total
includes taxes & fees
Dec 28 - Dec 29
King Bed Suite, *Spacious Newly Remodeled House*
Fridge, microwave, oven, stovetop
Beautiful House in Carol Stream near Downtown Chicago

Vacation Home in Carol Stream

Beautiful House in Carol Stream near Downtown Chicago
9.6 out of 10, Exceptional, (4)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is ￥24,064
￥84,745 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Beautiful House in Carol Stream near Downtown Chicago
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

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

10/10 Excellent
"Clean room "
Kimberly 2-night trip
Posted 13 hours ago
The Champagne Lodge & Luxury Suites

Find out more about Oswego

Search for holiday rentals in Oswego on Expedia! You can easily find your home rentals, villas, holiday apartments in Oswego using one of the methods below:

  • View our selection of featured holiday rentals in Oswego
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  • Enter your travel dates to view the best deals on holiday rentals in Oswego while they last

Look no further and take a look at our great range of rental properties in Oswego!

Frequently asked questions

Are there vacation rentals in Oswego?

Yes, we give you a choice of vacation rentals in Oswego close to Keller's Farmstand, or you can select a more remote option if you're looking for extra privacy while you relax. Our travelers say Oswego has a good selection of restaurants. Make sure you have time to check out the art and museums during your trip.

What are some of the best vacation home rentals that Oswego has to offer?

Modern 4 Bedroom Private Vacation Home : This vacation home rental outside of Oswego offers a barbecue grill and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Oswego?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Oswego stay.

What can I see and do in Oswego?

Family-friendly attractions include Keller's Farmstand, whereas Hudson Crossing Park is a spot to enjoy the outdoors. Fox Valley Winery and Aurora Skate Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Oswego?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Oswego. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.