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Search Vacation Homes in Oswego

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Compare 147 Vacation Homes in Oswego with updated reviews, rates, and availability.

Fox River Retreat

9.8 out of 10, Exceptional, (22)
"I loved this little house and the view of the Fox River. Since I grew up in the area, it's the perfect spot to stay when i come down from Wisconsin to visit family. "
Fox River Retreat

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

King Bed, DIsney+, Spacious, Family-Friendly House

10.0 out of 10, Exceptional, (20)
"I really enjoyed our stay at this location. It had good appliances and was very clean. Owners made it a point to communicate throughout! "
The price is AED 694
AED 1,366 total
includes taxes & fees
9 Dec - 10 Dec
King Bed, DIsney+, Spacious, Family-Friendly House

Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve

2.0 star property
9.8 out of 10, Exceptional, (6)
"Perfect location outside of Chicago. We were visiting friends in nearby Hinsdale. Place is better than the photos. Easy check in process, great communication with host. Place is perfect, spotless and clean, seems brand new. Comfy beds. Keurig coffee was great. Would stay again. Highly recommend! ! "
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve

Spacious Deck & Balcony, Game Area, Garage

10.0 out of 10, Exceptional, (3)
"It was amazing staying here "
The price is AED 636
AED 1,764 total
includes taxes & fees
24 Nov - 25 Nov
Spacious Deck & Balcony, Game Area, Garage

Clarendon Hills Top Floor

6.6 out of 10, (4)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

Charming 3-bedroom house in fantastic Plainfield, 10 min to Naperville

2.0 star property
10.0 out of 10, Exceptional, (2)
"Wow! I cant stress enough how amazing this place is. Tucked away on a cul de sac street and very quiet. The nice quaint aesthetic is so charming. Once stepping inside my family and I were blown away by how clean, spacious and well decorated it was. It was so cozy and comfortable. The kitchen offered everything you may need. We were able to enjoy the spacious backyard and enclosed patio space. The overall location was great since i have family in plainfield and joliet. We absolutely enjoyed our...
Charming 3-bedroom house in fantastic Plainfield, 10 min to Naperville

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (37)
"House is super clean, pictures are accurate. Would stay again! "
The price is AED 624
AED 1,065 total
includes taxes & fees
4 Dec - 5 Dec
✽ Charming Cottage ✽ close to College/Town/Station

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.0 out of 10, Wonderful, (24)
"Good"
Spread out - Renovated 5BR+Loft, Sleeps 12+

Discover Wheaton's charm.

9.8 out of 10, Exceptional, (8)
"An exceptional place to stay. We felt very welcome. Plenty of room both indoors and out. Host is very responsive, respectful, and accommodating!"
Discover Wheaton's charm.

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (23)
"Perfect home to accommodate our family. It’s a well appointed home, in a splendid location to walk to town. "
Geneva Island Park Retreat

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (46)
"The house was very clean and comfortable. We had everything we needed in the kitchen. Complimentary snacks, water, and coffee pods were available. Perfect for a family. Nice neighborhood. We will definitely be back next time we are in Chicago. "
Great place to stay in Warrenville

- Fully-Equipped Condo - King Bed - Massive yard -

10.0 out of 10, Exceptional, (20)
"Everything was perfect! I stayed with my friends and had a girls night before my wedding. We had plenty of room and enjoyed the waffles and coffee for breakfast. "
The price is AED 643
AED 1,271 total
includes taxes & fees
5 Dec - 6 Dec
- Fully-Equipped Condo - King Bed - Massive yard -

Historic Glen Ellyn Home with "Optional" Carriage House

2.5 star property
Historic Glen Ellyn Home with "Optional" Carriage House

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

10.0 out of 10, Exceptional, (11)
"We used the space to throw my friend a birthday party. The house was as described and we had a great time. Veronica answered all of our questions and was quick to respond. I would definitely recommend this place to others. "
The price is AED 1,833
AED 3,069 total
includes taxes & fees
24 Nov - 25 Nov
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

The Carol Stream Casa - Luxury Large Home, King Bed, 75"/65" TVs, Workspace

2.0 star property
The Carol Stream Casa - Luxury Large Home, King Bed, 75"/65" TVs, Workspace

Cozy Downtown Home:Oldie But Goodie, Pet-Friendly

9.4 out of 10, Exceptional, (3)
"Stayed here recently with our kids and grandkids for a family wedding nearby. House was cute and the grandkids loved the front porch swing and large backyard. If we need to come back in the future we will definitely stay here again. "
Cozy Downtown Home:Oldie But Goodie, Pet-Friendly

Charming 3-bedroom house with fence yard, WiFi, and in a great location.

2.0 star property
10.0 out of 10, Exceptional, (2)
"One of the nicest vrbos in the Chicago area I have stayed in. Host was quick to respond to questions and the house was very well stocked."
Charming 3-bedroom house with fence yard, WiFi, and in a great location.

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

Glen Ellyn Country Side Home

9.2 out of 10, Wonderful, (16)
"Clean property, comfortable furniture and beds. Great pool! Communication with host was excellent. Would recommend!!"
Glen Ellyn Country Side Home
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

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests

Lovely 2-Bdrm unit with pool. Home away from home.

8.6 out of 10, Excellent, (20)
"The condo was clean but was needed to be updated. "
Lovely 2-Bdrm unit with pool. Home away from home.

Fox River Retreat

9.8 out of 10, Exceptional, (22)
"I loved this little house and the view of the Fox River. Since I grew up in the area, it's the perfect spot to stay when i come down from Wisconsin to visit family. "
Fox River Retreat
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.