Photo by Anthony Martinez

Oswego Holiday Rentals

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Holiday Rentals in Oswego

Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego
Fridge, microwave, oven, stovetop
Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego
9.4 out of 10, Exceptional, (3)
"Came in for LIV golf tournament. This place was the perfect location to everything. It was clean and just as described."
Lake House/Near River/Fishing/Sleeps 8/FREE Parking & WIFI/Oswego
✽ Charming Cottage ✽ close to College/Town/Station
Property grounds
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (29)
"We had a great stay! The property was clean and convenient to College of DuPage where we were watching our son in the NJCAA National Championship volleyball tournament. Also, house is close to many food and recreation establishments. Would definitely recommend if you're in the Wheaton area."
The price is HK$1,330
HK$2,284 total
includes taxes & fees
7 May - 8 May
✽ Charming Cottage ✽ close to College/Town/Station
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
Exterior
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
9.6 out of 10, Exceptional, (5)
"We had a ball everything was good the house was lit 🔥 thank yall so much"
The price is HK$4,626
HK$11,522 total
includes taxes & fees
7 May - 8 May
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
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Fox River Retreat
Fridge, microwave, oven, stovetop
Fox River Retreat
9.4 out of 10, Exceptional, (3)
"Nice area, covenient to things to do."
Fox River Retreat
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Living area
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
2.0 out of 10, (1)
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Fridge, microwave, oven, stovetop
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
10.0 out of 10, Exceptional, (16)
"Very nice place"
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Riverfront rental with fun activities
Pool
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (15)
"Lots of sleeping options. Fully furnished cute house"
The price is HK$1,367
HK$1,952 total
includes taxes & fees
9 May - 10 May
Riverfront rental with fun activities
Furnished Private home in Aurora
Microwave, oven, stovetop, dishwasher
Furnished Private home in Aurora
9.6 out of 10, Exceptional, (55)
"Thanks Dori!"
Furnished Private home in Aurora
Historic home with easy access to Chicago
Exterior
Historic home with easy access to Chicago
9.6 out of 10, Exceptional, (150)
"We loved our stay at this house! A charming old home in a great location. William was an excellent host and it was the perfect way for me to visit my hometown!"
Historic home with easy access to Chicago
Fast Wi-Fi/Comfy beds/Free parking/3bdr house/4TVs
Private kitchen
Fast Wi-Fi/Comfy beds/Free parking/3bdr house/4TVs
Fast Wi-Fi/Comfy beds/Free parking/3bdr house/4TVs
Everything You Need For The Perfect Vacation! Full Kitchen, Pets Allowed
Exterior
Everything You Need For The Perfect Vacation! Full Kitchen, Pets Allowed
The price is HK$953
HK$1,214 total
includes taxes & fees
15 May - 16 May
Everything You Need For The Perfect Vacation! Full Kitchen, Pets Allowed
Spread out - Renovated 5BR+Loft, Sleeps 12+
Fridge, microwave, oven, stovetop
Spread out - Renovated 5BR+Loft, Sleeps 12+
9.0 out of 10, Wonderful, (20)
"A group of dance moms and teens stayed the weekend for a competition close by. It was perfect for us. Plenty of room and supplies needed for sleeping and making meals. It was super clean and felt safe. Rachel was so pleasant and accommodating as well as easy to reach when needed through texts. Definitely would stay here again."
Spread out - Renovated 5BR+Loft, Sleeps 12+
Modern Log Cabin for Luxury experience
Pool
Modern Log Cabin for Luxury experience
10.0 out of 10, Exceptional, (35)
"This home could not have felt more like a home. The details made it feel luxurious and the communication was excellent! Will definitely stay again!"
Modern Log Cabin for Luxury experience
Lovely 2-Bdrm unit with pool. Home away from home.
Fridge, microwave, oven, stovetop
Lovely 2-Bdrm unit with pool. Home away from home.
9.0 out of 10, Wonderful, (12)
"This apartment fit our needs perfectly. The room sizes are generous and the kitchen is appropriately set up for short term stays. The Owner was responsive and extremely easy to work with. The apartment is located in a good area with very good access to major roads, shopping, services, etc.. We really enjoyed our stay"
Lovely 2-Bdrm unit with pool. Home away from home.
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Interior
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
10.0 out of 10, Exceptional, (2)
"gorgeous view and yard. so spacious."
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Home away from home Condo comfort
Private kitchen
Home away from home Condo comfort
10.0 out of 10, Exceptional, (2)
"Property was nice and spacious. Close to the Metra, stores and restaurants. Would love to stay again."
Home away from home Condo comfort
Modern Cozy Getaway + Sauna
Private kitchen
Modern Cozy Getaway + Sauna
8.0 out of 10, Very good, (1)
"Property is close to family we were visiting…shopping and dining options galore just minutes away. Clean and neat upon arrival. Memory foam beds up and down, two TVs, yard if needed. Quiet neighborhood, too.Suggested owner get more coffee mugs and cutlery as what was available wasn’t enough for our group of seven. Would definitely rent again!"
Modern Cozy Getaway + Sauna
King Bed, DIsney+, Spacious, Family-Friendly House
Private kitchen
King Bed, DIsney+, Spacious, Family-Friendly House
10.0 out of 10, Exceptional, (15)
"Property was very clean in a nice neighborhood!"
The price is HK$1,469
HK$2,623 total
includes taxes & fees
7 May - 8 May
King Bed, DIsney+, Spacious, Family-Friendly House
Wheaton’s Best Getaway
Private kitchen
Wheaton’s Best Getaway
7.0 out of 10, Good, (2)
"We were there with a group of six of us playing in a college golf tournament. The communication from management was fantastic throughout the trip. The place was plenty big and actually better than described. Everything was included that you could possibly need for a few days stay. Rooftop deck is awesome. Just needs a TV up there. Great appliances and everything was very organized. Would 100 percent recommend."
Wheaton’s Best Getaway
3bd house, Hot-tub, full-basement, pool table & big yard<br>3 full bathroom.
Fridge, microwave, oven, stovetop
3bd house, Hot-tub, full-basement, pool table & big yard<br>3 full bathroom.
10.0 out of 10, Exceptional, (12)
"Clean and well maintained house-beautiful large private back yard."
3bd house, Hot-tub, full-basement, pool table & big yard<br>3 full bathroom.
Don't see what you're looking for?
See all available properties in Oswego
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.

Other types of properties in Oswego you may be interested in

Best Western Oswego Hotel
Desk, laptop workspace, iron/ironing board, free WiFi
Best Western Oswego Hotel
2.5 star property
8.8 out of 10, Excellent, (497)
"w"
The price is HK$813
HK$886 total
includes taxes & fees
9 May - 10 May
Best Western Oswego Hotel
SureStay Plus Hotel by Best Western Chicago Lombard
Lobby
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
8.6 out of 10, Excellent, (1500)
"This is a nice hotel to stay . calm and safe . Nothing luxury but clean and comfortable."
The price is HK$633
HK$702 total
includes taxes & fees
5 May - 6 May
SureStay Plus Hotel by Best Western Chicago Lombard
DoubleTree by Hilton Lisle Naperville
Front of property
DoubleTree by Hilton Lisle Naperville
4.0 star property
8.0 out of 10, Very good, (991)
"Awesome jacuzzi and customer service "
The price is HK$691
HK$767 total
includes taxes & fees
2 Jun - 3 Jun
DoubleTree by Hilton Lisle Naperville
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.

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:

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

Frequently asked questions

Are there holiday rentals in Oswego?

Yes, there are holiday rentals in Oswego close to Keller's Farmstand, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Oswego has a good selection of restaurants. Make sure you have time to check out the art and museums during your trip.

How many holiday rentals are there in Oswego?

With 3 Expedia holiday rentals, you're guaranteed 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 University are a couple of places you'll find in the wider area.

What are holiday rentals like in Oswego?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oswego. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.

Recent reviews of Oswego properties
Expedia verified reviews

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

5/5 Excellent
My new favorite place….CL
"We had a wonderful stay the property was very clean the staff was professional and friendly most definitely we’ll be back again."
A verified traveller stayed at The Champagne Lodge & Luxury Suites
Posted 23 hours ago
The Champagne Lodge & Luxury Suites