Photo by Anthony Martinez

Oswego Vacation Rentals

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Check prices for these dates

Next weekend
Jan 31 - Feb 2
In two weeks
Feb 7 - Feb 9
In one month
Feb 21 - Feb 23
In two months
Mar 21 - Mar 23

Browse Select Oswego Vacation Homes

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 CA $714
CA $1,366 total
includes taxes & fees
Jan 30 - Jan 31
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
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
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
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 CA $555
CA $1,960 total
includes taxes & fees
Jan 27 - Jan 28
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview
Riverfront rental with fun activities
Property grounds

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is CA $158
CA $255 total
includes taxes & fees
Jan 23 - Jan 24
Riverfront rental with fun activities
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

9.8 out of 10, Exceptional, (40)
"Clean, updated home in a convenient location. "
The price is CA $243
CA $412 total
includes taxes & fees
Feb 6 - Feb 7
✽ Charming Cottage ✽ close to College/Town/Station
Fox Valley Farmhouse Overlooking The Fox River!
Smart TV

Fox Valley Farmhouse Overlooking The Fox River!

10.0 out of 10, Exceptional, (32)
"We loved it. We will rent here again if we have the opportunity. The only complaints were that there was no comforter on the beds and the shower water pressure was very weak! "
Fox Valley Farmhouse Overlooking The Fox River!
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. "
Discover Wheaton's charm.
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 CA $328
CA $709 total
includes taxes & fees
Jan 23 - Jan 24
Bliss in Batavia near the Fox River
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 CA $244
CA $495 total
includes taxes & fees
Jan 23 - Jan 24
Luxury Suite in Glen Ellyn, IL USA
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, (14)
"Literally like walking in to your own house. There’s everything you could want. A full kitchen to make Christmas Dinner? Check. Cozy blankets? Check. Extra bedding? Check. Hot tub? Check. Space to entertain? Check. "
Cosmos Stays, Open Space, Jacuzzi, King Bed, Hot Tub, Serene
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
At Your Service! Cozy Quarters
Fridge, microwave, oven, stovetop

At Your Service! Cozy Quarters

6.8 out of 10, (3)
"The property is exactly as pictured and described. The couch and beds are comfortable. There is a tv in each bedroom and the living room with ample channel selections. Neighborhood is quiet , but close to main roads for going to downtown Aurora or Naperville. Tammy is very responsive to VRBO messaging so communication is very good. This is a growing Chicago suburb and road infrastructure has not kept up with the population explosion. Getting around takes some time and patience. "
At Your Service! Cozy Quarters
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 CA $236
CA $512 total
includes taxes & fees
Jan 27 - Jan 28
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
New Townhome Near Downtown-King Bed-Metra
Exterior

New Townhome Near Downtown-King Bed-Metra

10.0 out of 10, Exceptional, (2)
"We stayed in the back half of the duplex. It was very new and clean and the 5 of us were comfortable in the 3 bedrooms. The train noise is loud at times, but it was not an issue for us; otherwise the neighborhood is quiet. The walk to the train station is pleasant. The kitchen had everything we needed and it was great to have a garage."
New Townhome Near Downtown-King Bed-Metra
Private Plainfield Retreat w/ Gas Grill + Patio
Fridge, microwave, stovetop, coffee/tea maker

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
Entire Residential home
Paper towels

Entire Residential home

10.0 out of 10, Exceptional, (1)
"Allen was an extremely attentive host. His house is a true find with everything you need for a comfortable stay, supplying everything you would need with a fully stocked kitchen. Whenever I am in town I would not hesitate to rent his home that guarantees a great stay."
Entire Residential home
Monthly Stay~Pool Table~Backyard & Firepit~King Bd~WiFi~Spacious
Outdoor dining

Monthly Stay~Pool Table~Backyard & Firepit~King Bd~WiFi~Spacious

The price is CA $315
CA $862 total
includes taxes & fees
Feb 4 - Feb 5
Monthly Stay~Pool Table~Backyard & Firepit~King Bd~WiFi~Spacious
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
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 CA $555
CA $1,960 total
includes taxes & fees
Jan 27 - Jan 28
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview
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
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.