Short-Term Rentals in Oswego, IL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Short-Term Rentals
  3.  USA

  4.  Illinois

  5.  Chicago
  6.  Oswego

Refine your search

Price per night

Amenity Filter

Rating

37 Best Short-Term Rentals in Oswego (Starting from $112)

Your Unique Stay by the Tracks by LCP Collection
Your Unique Stay by the Tracks by LCP Collection
House
Oswego, IL, USA
3.9k from Oswego center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$476
Average price / night
Check Availability
No Stairs Rustic Farmhouse APT King Beds/Fast WIFI
No Stairs Rustic Farmhouse APT King Beds/Fast WIFI
Apartment
Oswego, IL, 60543, United States
3.1k from Oswego center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.4

Superb

16 reviews

$217
Average price / night
Check Availability
Paddock Mardi Gras
Paddock Mardi Gras
House
Oswego, Illinois, USA
5.3k from Oswego center

Parking, Air Conditioner, Internet, Child Friendly

4 Bedrooms8 Guests
6.5

Good

2 reviews

$183
Average price / night
Check Availability
Rustic Studio Apt. 2 min drive to Downtown Oswego
Rustic Studio Apt. 2 min drive to Downtown Oswego
Apartment
Oswego, IL, 60543, United States
3.1k from Oswego center

AC, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
9.6

Exceptional

4 reviews

$165
Average price / night
Check Availability
The Little Amazon
The Little Amazon
Apartment
Montgomery, IL, USA
7.8k from Oswego center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms5 Guests
9.4

Superb

19 reviews

$112
Average price / night
Check Availability
Studio - Sleeps 3 - 2 mins from Downtown Oswego
Studio - Sleeps 3 - 2 mins from Downtown Oswego
Apartment
Oswego, IL, 60543, United States
3.1k from Oswego center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom3 Guests
9.6

Exceptional

5 reviews

$141
Average price / night
Check Availability
3 bedroom 3 bath lovely home in Aurora IL
3 bedroom 3 bath lovely home in Aurora IL
House
Aurora, IL, USA
9.4k from Oswego center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

2 Bedrooms8 Guests
New to Booking
$250
Average price / night
Check Availability
Moxie- w/ Game Room- 4 Kings, Sleeps 15
Moxie- w/ Game Room- 4 Kings, Sleeps 15
House
Oswego, IL, 60543, United States
3.6k from Oswego center

AC, Dryer, Extra Bed, Internet, Laundry, Living Area, Washer

5 Bedrooms15 Guests
9.0

Fabulous

38 reviews

$489
Average price / night
Check Availability
\nCozy ranch with 4 bedrooms
\nCozy ranch with 4 bedrooms
House
Oswego, IL, 60543, United States
4.4k from Oswego center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
9.2

Superb

25 reviews

$356
Average price / night
Check Availability
Spacious 5-bdrm w 7 beds/ 2.5 Bath Ranch Home/ WiFi / Pet Friendly/ Quiet Street
Spacious 5-bdrm w 7 beds/ 2.5 Bath Ranch Home/ WiFi / Pet Friendly/ Quiet Street
House
Montgomery, IL, 60538, United States
4.5k from Oswego center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$418
Average price / night
Check Availability
Affordable Condo on the Lake
Affordable Condo on the Lake
Condo
Oswego, IL, 60543, United States
5.4k from Oswego center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom3 Guests
10.0

Exceptional

4 reviews

$148
Average price / night
Check Availability
Serene 5-Bedroom Retreat, Oswego
Serene 5-Bedroom Retreat, Oswego
House
Oswego, IL, 60543, United States
5.4k from Oswego center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

5 Bedrooms12 Guests
6.0

Review score

1 reviews

$409
Average price / night
Check Availability
WATERFRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 12 or More
WATERFRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 12 or More
House
Plainfield, IL, 60585, United States
5.4k from Oswego center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

8 Bedrooms14 Guests
10.0

Exceptional

34 reviews

$890
Average price / night
Check Availability
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking
House
Montgomery, IL, 60538, United States
5.4k from Oswego center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.4

Superb

17 reviews

$230
Average price / night
Check Availability
Bring the Family! Suburban Gem in Plainfield
Bring the Family! Suburban Gem in Plainfield
House
Plainfield, IL, 60585, United States
5.5k from Oswego center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$643
Average price / night
Check Availability
Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews
Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews
House
Montgomery, IL, 60538, United States
5.6k from Oswego center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$258
Average price / night
Check Availability
Aurora/Naperville - Classy, Spacious Family Home!
Aurora/Naperville - Classy, Spacious Family Home!
House
Aurora, IL, 60503, United States
6.5k from Oswego center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$302
Average price / night
Check Availability
Extended Stay- Aurora FHS Rental - Shiloh
Extended Stay- Aurora FHS Rental - Shiloh
House
Aurora, IL, 60503, United States
6.9k from Oswego center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms8 Guests
New to Booking
$339
Average price / night
Check Availability
Aurora FHS Rental - Shiloh
Aurora FHS Rental - Shiloh
House
Aurora, IL, 60503, United States
7.0k from Oswego center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms8 Guests
New to Booking
$332
Average price / night
Check Availability
Private Pickleball Retreat, Seating for Everyone, 2 Hot Tubs, Games, Deer
Private Pickleball Retreat, Seating for Everyone, 2 Hot Tubs, Games, Deer
Cabin
Yorkville, IL, 60560, United States
8.0k from Oswego center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$1096
Average price / night
Check Availability
2bdrms/1.5bath-5beds/Quiet/Laundry/Jungle Theme/FREE Wifi/Sleep6
2bdrms/1.5bath-5beds/Quiet/Laundry/Jungle Theme/FREE Wifi/Sleep6
House
Montgomery, IL, 60538, United States
8.0k from Oswego center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
8.0

Good

5 reviews

$226
Average price / night
Check Availability
Wooded Retreat, Relaxing Hot Tub, Movie Night - Popcorn & Surround Sound, Pets!
Wooded Retreat, Relaxing Hot Tub, Movie Night - Popcorn & Surround Sound, Pets!
House
Yorkville, IL, 60560, United States
8.2k from Oswego center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$314
Average price / night
Check Availability
Kaleidoscope: Located in Montgomery - 4 BR, 2BA
Kaleidoscope: Located in Montgomery - 4 BR, 2BA
House
Montgomery, IL, 60538, United States
8.3k from Oswego center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
8.8

Fabulous

5 reviews

$511
Average price / night
Check Availability
Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games
Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games
Cabin
Yorkville, IL, 60560, United States
8.4k from Oswego center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$518
Average price / night
Check Availability
PROMO 10% WEEKLY AND 15% MONTHLY OFF\nNaperville/Aurora, King Bed, Fenced Yard!
PROMO 10% WEEKLY AND 15% MONTHLY OFF\nNaperville/Aurora, King Bed, Fenced Yard!
House
Aurora, IL, 60504, United States
8.7k from Oswego center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms9 Guests
9.8

Exceptional

11 reviews

$313
Average price / night
Check Availability
Aurora FHS Rental - Johnston Dr - Extended - 2 bedrooms
Aurora FHS Rental - Johnston Dr - Extended - 2 bedrooms
House
Aurora, IL, 60506, United States
8.9k from Oswego center

2 Bedrooms6 Guests
New to Booking
$198
Average price / night
Check Availability
Aurora FHS Rental - Johnston Dr 2 bedrooms
Aurora FHS Rental - Johnston Dr 2 bedrooms
House
Aurora, IL, 60506, United States
9.0k from Oswego center

2 Bedrooms6 Guests
New to Booking
$274
Average price / night
Check Availability

Other accommodation types in Oswego:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Oswego.

Oswego Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 37 verified short-term rentals in Oswego, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Oswego vary depending on location, property size, and travel dates. Rates typically start from around $112 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Oswego include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Oswego, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Oswego often include amenities such as Fireplace/Heating, Laundry, and Bedding/Linens, providing a comfortable and convenient stay.

Short-term rentals in Oswego are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.