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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 132 Vacation Homes in Oswego with updated reviews, rates, and availability.

Spacious open concept home w/ game room + firepit
Dining

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.
Living area

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 AED 1,833
AED 3,493 total
includes taxes & fees
24 Feb - 25 Feb
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Furnished Private home in Aurora sleeps 9 guests
Living room with reclining sofas.

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
Exterior

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

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

9.6 out of 10, Exceptional, (8)
"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 AED 1,458
AED 5,064 total
includes taxes & fees
24 Feb - 25 Feb
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview
✽ Charming Cottage ✽ close to College/Town/Station
Living area

✽ 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 AED 624
AED 1,058 total
includes taxes & fees
6 Mar - 7 Mar
✽ 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, (24)
"I'll be back for sure"
The price is AED 459
AED 702 total
includes taxes & fees
24 Feb - 25 Feb
Riverfront rental with fun activities
Historic Glen Ellyn Home with Optional Carriage House
Main House street view

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
Exterior

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
Living area

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 AED 602
AED 1,242 total
includes taxes & fees
24 Feb - 25 Feb
Luxury Suite in Glen Ellyn, IL USA
Bliss in Batavia near the Fox River
Living area

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 AED 955
AED 1,931 total
includes taxes & fees
12 Mar - 13 Mar
Bliss in Batavia near the Fox River
Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious
Terrace/patio

Cosmos Stays, Open Space, Jacuzzi, King Beds, Hot Tub, Serene, Spacious

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 Beds, Hot Tub, Serene, Spacious
Walk to Downtown & River | Cozy & Stylish Stay
Exterior, 1 block from Fox River

Walk to Downtown & River | Cozy & Stylish Stay

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 AED 1,028
AED 2,123 total
includes taxes & fees
24 Feb - 25 Feb
Walk to Downtown & River | Cozy & Stylish Stay
Fox Valley Farmhouse Overlooking The Fox River!
Living area

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!
Room

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

Feel good, live well in this cozy Wheaton 3 bedroom!
River View, walk to town, stylish, Spacious
Beautiful living room with Fireplace

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
Exterior

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 AED 405
AED 1,060 total
includes taxes & fees
24 Feb - 25 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
Exterior

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

Charming 2-bedroom house with WiFi, AC in brilliant Geneva
Private Plainfield Retreat w/ Gas Grill + Patio
Plainfield Vacation Rental | 1BR | 1BA | Step-Free Access | 650 Sq Ft

Private Plainfield Retreat w/ Gas Grill + Patio

9.4 out of 10, Exceptional, (6)
"We stayed at this property while visiting family for Thanksgiving. It was midway between both families and in a cute neighborhood close to historic downtown Plainfield. My only complaint about the property is the political propaganda posted on the fences in the front and back yards. If you’re running a business you should realize not all your guests share your political views. Frankly I was offended when I pulled up to the property. The election is over. Take the materials down. "
Private Plainfield Retreat w/ Gas Grill + Patio
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
Dining

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
✽ Charming Cottage ✽ close to College/Town/Station
Living area

✽ 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 AED 624
AED 1,058 total
includes taxes & fees
6 Mar - 7 Mar
✽ Charming Cottage ✽ close to College/Town/Station
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House
Living Room

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 AED 621
AED 1,214 total
includes taxes & fees
24 Feb - 25 Feb
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House
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.