Photo by Anthony Martinez

Holiday Homes in Oswego

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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Featured Holiday Homes in Oswego

Spacious open concept home w/ game room + firepit
Microwave, dishwasher, coffee/tea maker, toaster

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
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Smart TV, fireplace, video games

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
3 Feb - 4 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

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
Cozy 5-bedroom with lake views and spacious deck
Outdoor dining

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
Fox River Retreat
Fridge, microwave, oven, stovetop

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

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
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ 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
3 Feb - 4 Feb
✽ Charming Cottage ✽ close to College/Town/Station
Riverfront rental with fun activities
Property grounds

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
Historic Glen Ellyn Home with Optional Carriage House
Property grounds

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
Fridge, microwave, oven, stovetop

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
Exterior

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
Bliss in Batavia near the Fox River
Fridge, microwave, oven, stovetop

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
Cosmos Stays, Open Space, Jacuzzi, King Bed, Hot Tub, Serene
Terrace/patio

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
Pool

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!
Smart TV

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!
Feel good, live well in this cozy Wheaton 3 bedroom!
Living area

Feel good, live well in this cozy Wheaton 3 bedroom!

Feel good, live well in this cozy Wheaton 3 bedroom!
Discover Wheaton's charm.
Fridge, microwave, oven, stovetop

Discover Wheaton's charm.

9.6 out of 10, Exceptional, (10)
"House was adequate for our stay and we enjoyed the holiday. "
The price is AU$501
includes taxes & fees
3 Mar - 4 Mar
Discover Wheaton's charm.
River View, walk to town, stylish, Spacious
4 bedrooms, desk, iron/ironing board, travel cot

River View, walk to town, stylish, Spacious

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was a very well-equipped house in a great location in St Charles. Very walkable to a lot of bars and restaurants, and also right next to the river and some parks. The house was very clean, and the beds were comfortable. Ninna was a super responsive house and very helpful. We would definitely stay here again."
River View, walk to town, stylish, Spacious
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Fridge, microwave, oven, stovetop

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

9.6 out of 10, Exceptional, (9)
"I had a great stay over the weekend with my family it was very relaxing and peaceful "
The price is AU$524
includes taxes & fees
4 Feb - 5 Feb
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Charming 2-bedroom house with WiFi, AC in brilliant Geneva
Fridge, microwave, oven, stovetop

Charming 2-bedroom house with WiFi, AC in brilliant Geneva

Charming 2-bedroom house with WiFi, AC in brilliant Geneva
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 property types in Oswego

Spacious open concept home w/ game room + firepit
Microwave, dishwasher, coffee/tea maker, toaster

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
Exterior

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
Pool

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
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.