Photo by Anthony Martinez

Search Cottages in Oswego

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 7 Cottages in Oswego with updated reviews, rates, and availability.

Cozy Westmont Home: Walk to Metra Station!
Outdoor dining

Cozy Westmont Home: Walk to Metra Station!

3.0 star property
2.0 out of 10, (1)
"Very upset with the communication of this rental. I booked this rental for a weekend getaway with the family. I received an email a couple of days ahead of the booking reminding me of my trip and that I was all set. Then on check in day, I realized that I needed the check in information. I sent a message through the app to the renter. The response was "it may take a few days for the property to get back with you" so I called the number on the response. The operator then tried to look up my...
Cozy Westmont Home: Walk to Metra Station!
Home w/ Office + Yard: 25 Mi to Downtown Chicago!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Home w/ Office + Yard: 25 Mi to Downtown Chicago!

3.0 star property
Home w/ Office + Yard: 25 Mi to Downtown Chicago!
Peaceful Warrenville Home: 1 Mi to Herrick Lake!
Interior

Peaceful Warrenville Home: 1 Mi to Herrick Lake!

3.0 star property
Peaceful Warrenville Home: 1 Mi to Herrick Lake!
Private Plainfield Retreat w/ Gas Grill + Patio
House (1 Bedroom) | Interior

Private Plainfield Retreat w/ Gas Grill + Patio

3.0 star property
Private Plainfield Retreat w/ Gas Grill + Patio
Glendale Heights Home With Office and Backyard!
Interior

Glendale Heights Home With Office and Backyard!

3.0 star property
6.0 out of 10, (1)
Glendale Heights Home With Office and Backyard!
Spacious Waterfront Yorkville Getaway w/ Yard
Interior

Spacious Waterfront Yorkville Getaway w/ Yard

3.0 star property
Spacious Waterfront Yorkville Getaway w/ Yard
Crest Hill Home Near Golf ~ 3 Mi to Joliet!
Microwave, oven, stovetop, dishwasher

Crest Hill Home Near Golf ~ 3 Mi to Joliet!

3.0 star property
Crest Hill Home Near Golf ~ 3 Mi to Joliet!
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.
Don't see what you're looking for?
See all available properties in Oswego
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oswego

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, (75)
"We met our Wisconsin grandbaby and his mom for an extended weekend visit. The house was very accommodating and spacious. The neighborhood is conveniently located to everything we wanted to do. We will be back! "
Furnished Private home in Aurora sleeps 9 guests
Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (163)
"everything about this house was wonderful. The beds were comfortable. Everything was clean. The family had a lot of fun. We were able to invite other family members over to visit. My daughter loved playing the piano, just made the mini family reunion perfect. Thank you for sharing your amazing home."
Historic home with easy access to Chicago
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
Fridge, microwave, oven, stovetop

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (2)
"This is a very beautiful and amazing place. Great for family stay or group . Clean house , everything listed online is exactly as it is. Food and malls nearby. Overall great accommodation. Will definitely visit again anytime I’m in Chicago. Thank you !"
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
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

Why book your cottage in Oswego with Expedia?
Booking a cottage in Oswego is as easy as working out your travel dates and choosing an ideal place for a getaway in nature. From upmarket retreats to affordable stays and cottages that offer perks like free WiFi, Expedia has something for all tastes. As for unbeatable deals? We have them too!
How can I find cheap cottages in Oswego?
A wonderful way to spot cheap cottages in Oswego is with Expedia’s filter tool. Tailor your search results by amenities, budget and star rating to snag awesome prices in just a few clicks.