Oswego Cottage Rentals
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Kitchen
Air Conditioner
Child Friendly
US $223/Night
7 Nights - US $1,561
Cottage
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
Parking- Air Conditioner
US $230/Night
7 Nights - US $1,610
House
2 Bedrooms
3 Baths
6 Guests
3000 ft²
- Fireplace/Heating
Balcony/Terrace
Pet Friendly- Kitchen
US $289/Night
7 Nights - US $2,022
House
6.5(2 Reviews)
4 Bedrooms
1 Bath
8 Guests
1603.82 ft²
- Parking
- Air Conditioner
Internet- Child Friendly
US $183/Night
7 Nights - US $1,281
US $140/Night
7 Nights - US $982
House
2 Bedrooms
3 Baths
6 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $264/Night
7 Nights - US $1,848
House
3 Bedrooms
3 Baths
6 Guests
2938.55 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
US $557/Night
7 Nights - US $3,899
House
7.8(13 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $403/Night
7 Nights - US $2,823
House
2 Bedrooms
3 Baths
8 Guests
1496.18 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $250/Night
7 Nights - US $1,750
House
3 Bedrooms
2 Baths
8 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $335/Night
7 Nights - US $2,345
Hotel
8.6(134 Reviews)
1 Bath
333.68 ft²
Private Pool
Oceanfront- Fireplace/Heating
Pool
US $248/Night
7 Nights - US $1,733
House
3 Bedrooms
2 Baths
8 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $273/Night
7 Nights - US $1,912
Why Choose Rent By Owner for your Oswego Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Oswego
How to Book Your Oswego Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oswego
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Oswego, IL
Montgomery
Hudson Crossing Park
Fox Valley Winery
Oswego Cottage Rentals Frequently Asked Questions
1. What are the top Cottages in Oswego?
There are a lot of options in Oswego. If you plan on staying in the Oswego area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Oswego:
- WATERFRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 12 or More
- Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews
- Aurora/Naperville - Classy, Spacious Family Home!
- Log Cabin Pickleball Oasis, Seating for Everyone, 2 Hot Tubs, Games, Deer, Pets
- Affordable Condo on the Lake
- Log Cabin Oasis: Pickleball, Hot Tub, Deer, Corn Hole, Board Games, Arcade, Pets
- Spacious 5-bdrm w 7 beds/2.5 Bath Ranch Home/WiFi/Pet Friendly/Quiet Street
- Wooded Oasis: Pickleball, Hot Tub, Fire Table, Deer, Corn Hole, Arcade, Popcorn
- River Access Game room Backyard King W/D Parking
- 30 min to Chicago|2 TVs |Fireplace |W/D|Parking
2. How many Cottages are available in Oswego?
Currently, the total number of properties listed by RBO in 2026 is over 2 in the Oswego area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Oswego.
More Rentals You May Like Near Oswego
Hotel
8.0(133 Reviews)
12 Baths
351.62 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $135/Night
7 Nights - US $946
House
9.4(6 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $488/Night
7 Nights - US $3,413
Hotel
7.0(365 Reviews)
1 Bath
258.33 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $97/Night
7 Nights - US $678
House
8.8(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $462/Night
7 Nights - US $3,236
House
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $751/Night
7 Nights - US $5,259
House
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $275/Night
7 Nights - US $1,927
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
1 Guest
900 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $122/Night
7 Nights - US $852
House
9.8(12 Reviews)
3 Bedrooms
1 Bath
9 Guests
1356 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $288/Night
7 Nights - US $2,016
House
9.2(113 Reviews)
3 Bedrooms
3 Baths
9 Guests
2648 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $323/Night
7 Nights - US $2,262
House
10.0(37 Reviews)
8 Bedrooms
5 Baths
14 Guests
3500 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $979/Night
7 Nights - US $6,853
House
10.0(8 Reviews)
3 Bedrooms
1 Bath
8 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $271/Night
7 Nights - US $1,897
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
2900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $340/Night
7 Nights - US $2,380
