Photo by Anthony Martinez

Oswego Holiday Rentals

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Holiday Rentals in Oswego

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit

Clarendon Hills Garden

9.6 out of 10, Exceptional, (4)
"It did the job for me at $100 a night less than the hotel that my seminars were. It is a very old house so don't expect perfection. It was clean and that is what mattered to me."
Clarendon Hills Garden

Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

9.6 out of 10, Exceptional, (7)
"We were looking for a spot where we could hang out as a family of 16 coming from 7 spots around the US and Canada. This house worked well with plenty of bedrooms for adult children couples with ensuite bathrooms. Large bunk room for children, in door game/activity space and lots of outdoor space with a great pool for activity. The kids loved the over-the-top palace feel of the mansion. Kitchens were very functional as we ate every meal in. Lots of places to sit and eat. Company was very good...
The price is AU$2,127
includes taxes & fees
3 Feb - 4 Feb
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (16)
"In a quiet part of town, very spacious and clean"
The price is AU$1,553
includes taxes & fees
4 Feb - 5 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (73)
"Our party came to town to visit relatives during Christmas holidays. The house was in good working order and met our needs. Beds were comfortable with easy check- in/ check- out."
Furnished Private home in Aurora sleeps 9 guests

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (40)
"We love staying at this rental! We have stayed multiple times. It is cozy, clean and well equipped with everything we need to feel at home. "
The price is AU$468
includes taxes & fees
6 Feb - 7 Feb
✽ Charming Cottage ✽ close to College/Town/Station

Cozy 5-bedroom with lake views and spacious deck

10.0 out of 10, Exceptional, (8)
"This was our 2nd year in a row staying here. Everything was great yet again. I highly recommend this house for anyone staying in the area."
Cozy 5-bedroom with lake views and spacious deck

Cozy apartment right in Downtown Downers Grove

10.0 out of 10, Exceptional, (9)
"This is the upstairs unit in a two unit house just off of Main Street in Downers Grove. It was clean, comfortable and well located. Roughly 10 minutes to FMC in Westmont. I would stay there again."
Cozy apartment right in Downtown Downers Grove

Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

9.8 out of 10, Exceptional, (16)
"Very nice apartment. Could use paper towels and Kleenex more disposable utensils and cups."
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (23)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is AU$311
includes taxes & fees
3 Feb - 4 Feb
Riverfront rental with fun activities

Fox River Retreat

9.6 out of 10, Exceptional, (28)
"We stayed for two weeks over the holidays visiting family nearby. Home was great. Very clean and owners were very responsive to any questions we had. Beds were comfortable, kitchen was large and clean. We could occasionally hear people in the unit below at night, but not enough to keep us awake. Overall, the place was great and I'd rent it again."
Fox River Retreat

Historic Glen Ellyn Home with Optional Carriage House

2.5 star property
10.0 out of 10, Exceptional, (1)
"My family loved our stay at Bob's home. In the description, he mentions that he loves for people to stay here and that definitely shines through in the overall experience. Whether it was the easy communication with Bob throughout or the numerous amenities, he made us feel very welcome. Unlike other rentals we have stayed in that are vacation properties, this felt more like we were staying at the home of a friend. All the rooms were comfortable and we had everything we could possible need. We...
Historic Glen Ellyn Home with Optional Carriage House

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (50)
"We rented this property for a family wedding in the area. The spacious layout was great for family gatherings. "
Great place to stay in Warrenville

Luxury Suite in Glen Ellyn, IL USA

10.0 out of 10, Exceptional, (7)
"We had our small Christmas gathering here. This suite was a perfect size and the pictures were accurate. The host was very accommodating and quick to respond with any questions I had. Overall my family enjoyed the suite. "
The price is AU$562
includes taxes & fees
3 Feb - 4 Feb
Luxury Suite in Glen Ellyn, IL USA

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

10.0 out of 10, Exceptional, (10)
"My kids, grandkids ages 8-17 stayed for 4 days in December. It was nice that the house was decorated. We enjoyed the hot tub and the ping pong table. We visited the Farnsworth House nearby which was really interesting!"
The price is AU$1,759
includes taxes & fees
4 Feb - 5 Feb
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Bliss in Batavia near the Fox River

9.8 out of 10, Exceptional, (17)
"My family and I enjoyed staying at the house while we were in town! The place was beautiful, very clean and plenty of space for us to enjoy. The house was close to downtown with a lot of local businesses to enjoy. Would highly recommend!"
The price is AU$799
includes taxes & fees
3 Feb - 4 Feb
Bliss in Batavia near the Fox River

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

10.0 out of 10, Exceptional, (23)
"Clean, spacious, easy living for parents and in laws during the holiday."
The price is AU$539
includes taxes & fees
23 Feb - 24 Feb
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Cosmos Stays, Open Space, Jacuzzi, King Bed, Hot Tub, Serene

9.6 out of 10, Exceptional, (15)
"Property was perfect size for our group. We had 4 couples, 1 single adult, a baby and 2 young teens. The home, decor and furnishings are beautiful. It was convenient to have stocked paper products like plates and cups but a bit unsanitary to keep used and opened condiments in the fridge and pantry.Loved having games available. A bigger water heater would be a good investment.Thanks again for a great weekend ts"
Cosmos Stays, Open Space, Jacuzzi, King Bed, Hot Tub, Serene

Sunshine Sale! Location! Downtown St. Charles, Charming design, 3 BR, 1 full bat

2.0 star property
10.0 out of 10, Exceptional, (7)
"I recently stayed with Luxesleeps with a group of family and friends (6 in total) during the winter holiday season. Everything was as listed within the description. David and Karen ensure you are informed of every detail prior to your stay. Everything was as described. The hosts are very communicative and responsive. I have visited St. Charles several times in the past. It is a quaint town in Illinois boasting a number of delicious restaurants and charming boutiques. It is a lovely town with...
The price is AU$885
includes taxes & fees
3 Feb - 4 Feb
Sunshine Sale! Location! Downtown St. Charles, Charming design, 3 BR, 1 full bat

Fox Valley Farmhouse Overlooking The Fox River!

10.0 out of 10, Exceptional, (34)
"We enjoyed our stay at the Fox Valley Farmhouse. The home was clean, beautifully decorated, and had an inviting energy. Stephanie was an amazing host! Communication was top notch. Thank you for putting the welcome mat out for our group! We will be back. "
Fox Valley Farmhouse Overlooking The Fox River!
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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Other types of properties in Oswego you may be interested in

Best Western Oswego Hotel

2.5 star property
8.8 out of 10, Excellent, (625)
"This was my second time staying here staff is very nice helpful & respectful rates are always good room is always clean I will be booking again "
The price is AU$157
includes taxes & fees
9 Feb - 10 Feb
Best Western Oswego Hotel

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 star property
8.8 out of 10, Excellent, (1950)
"It met our needs. Good options for breakfast "
The price is AU$144
includes taxes & fees
8 Feb - 9 Feb
SureStay Plus Hotel by Best Western Chicago Lombard

The Champagne Lodge & Luxury Suites

3.5 star property
8.4 out of 10, Very good, (1021)
"It was really nice, me and my partner had a lot of fun and it was pretty."
The price is AU$199
includes taxes & fees
3 Feb - 4 Feb
The Champagne Lodge & Luxury Suites
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.

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.

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

Spacious open concept home w/ game room + firepit: This holiday home rental outside of Oswego offers a patio, a private garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a microwave and kitchenware, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Oswego?

With 5 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.