Find short term rentals in Oswego, IL at the best prices
21 available short term rental offers
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Best Short term and Weekly rentals in Oswego, IL
Oswego, IL
23/06 – 11/07
$831/nighttotal: $14958 (18 )
Aurora Fhs Rental - Johnston Dr (5 Bedrooms)
1 3
apartment , Montgomery
This spacious 3,000 sq ft split-level residence, located in Aurora, Illinois, a western suburb of Chicago, offers 5 bedrooms and 3 bathrooms, accommodating up to 10 guests with additional sleeping arrangements via an air mattress. The property boasts a well-equipped kitchen, 5 LCD TVs with streaming services, over 50 board games, a fully fenced garden, and ample parking with a 2-car garage and a 60-meter driveway, making it ideal for families visiting Montgomery.
8.6 4 reviews
Oswego, IL
19/12 – 02/01
$158/nighttotal: $2212 (14 )
Aurora Apartment With Fast Wi-fi, In The Unit Laundry And Garage.
1 2
apartment , Aurora
This one-bedroom apartment is conveniently located in Aurora, within easy walking distance of the Aurora Regional Fire Museum, Hollywood Casino Aurora, and the Paramount Theater. The area offers a mix of entertainment, cultural attractions, and easy access to public transport. This flat is ideal for a group of up to four people and features a comfortable living space with a sofa bed and dining table. The apartment is equipped with free WiFi, a Smart TV, and a kitchen with a fridge, stovetop, and dishwasher, as well as a dryer for added convenience.
10 4 reviews
Oswego, IL
23/06 – 11/07
$1248/nighttotal: $22464 (18 )
Log Cabin Pickleball Oasis, Seating For Everyone, 2 Hot Tubs, Games, Deer, Pets
4 3
cabin , Yorkville
This pet-friendly lodge in Yorkville is a 9-minute drive from Fox Valley Winery and Raging Waves Waterpark, offering proximity to kayaking and birdwatching. This 299 square meter cabin accommodates up to 10 guests with 4 bedrooms, 3 bathrooms, a well-equipped kitchen, free Wi-Fi, air conditioning, a hot tub, and a garden with a patio and fire pit.
9.8 43 reviews
Oswego, IL
23/06 – 11/07
$295/nighttotal: $5310 (18 )
Quiet Area/petfriendly/wi-fi/5 Beds/1.5 Bath
1 3
apartment , Montgomery
This two-bedroom apartment is situated in a quiet neighbourhood in Montgomery, close to the Raging Waves Waterpark and other attractions. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The apartment has a spacious layout and can comfortably accommodate up to eight guests. Enjoy a fully equipped kitchen, a private garden with a BBQ and outdoor seating, free parking and the convenience of pet-friendly accommodation.
8.9 7 reviews
Oswego, IL
27/06 – 29/06
$335/nighttotal: $670 (2 )
Adorable 2 Bedrooms Space With Parking On Site
1 2
apartment , Naperville
This two-bedroom flat is situated in a family-friendly neighbourhood in Naperville, close to a variety of restaurants and bars. It has received excellent ratings for location, cleanliness, and overall experience. The apartment is spacious and can accommodate up to three guests. It offers amenities such as a fully equipped kitchen, air conditioning, a fitness centre, and parking.
9.8 33 reviews
Oswego, IL
23/06 – 11/07
$891/nighttotal: $16038 (18 )
Log Cabin Oasis: Pickleball, Hot Tub, Deer, Pets
1 3
cabin , Yorkville
Deer Run Cabin, a three-bedroom lodge in unincorporated Yorkville, offers easy access to Raging Waves water park and Silver Springs State Park, both within a short driving distance. This self-catering property sleeps six guests and features a well-equipped kitchen with stainless steel appliances, a shared sunroom, a deck with fire table and propane grill, and on-site laundry facilities; nearby activities include mountain biking at Saw Wee Kee Park and kayaking on the Fox River.
10 2 reviews
Oswego, IL
23/06 – 11/07
$549/nighttotal: $9882 (18 )
Wooded Oasis: Pickleball, Hot Tub, Fire Table, Deer, Corn Hole, Arcade, Popcorn
1 3
B&B , Yorkville
This Yorkville guest house is situated 7.2 kilometres from Fox Valley Winery and Raging Waves Waterpark, with proximity to family attractions such as Sugar Grove Family Fun Center and cultural sites including the Paramount Theater. This 93 square metre B&B accommodates up to four guests with one bedroom and one bathroom, offering a garden with a hot tub and fire pit, complimentary Wi-Fi, a fully equipped kitchen, and an in-unit washer and dryer, alongside nearby opportunities for kayaking and bird watching.
This Aurora apartment is situated within 3.2km of Orchard Valley Golf Course, Vaughan Aquatic Centre, and Aurora University, and within 4.8km of Vaughan Athletic Centre and Splash Country Waterpark. The 46 square metre self-catering flat offers two bedrooms, two bathrooms, sleeps four, and includes free Wi-Fi, parking, and a fully equipped kitchen.
10 1 review
Oswego, IL
27/06 – 29/06
$196/nighttotal: $392 (2 )
Yorkville Private Room 2
1 2
apartment , Yorkville
Yorkville Private Room offers a private double room in the Yorkville district, conveniently located within walking distance of Yorkville's shops and restaurants. This guest house provides a comfortable stay for two, featuring a microwave, air conditioning, parking, and excellent guest ratings; shared bathroom facilities are available.
10 3 reviews
Oswego, IL
23/06 – 11/07
$186/nighttotal: $3348 (18 )
Adorable European Apartment
1 3
apartment , Montgomery
This two-bedroom flat is located in a quiet district, offering a peaceful escape and convenient access to Montgomery's cultural and historical sites, including the Dexter Avenue King Memorial Baptist Church, approximately 3 kilometres away. This well-equipped apartment accommodates up to six guests and features parking, air conditioning, and internet, making it an ideal base for families exploring the city.
This apartment is situated in Montgomery, just a short drive from the Fox Valley Winery and Orchard Valley Golf Course, and within an hour of both airports. The property is also conveniently located near popular attractions such as Raging Waves Waterpark, Hollywood Casino, and Paramount Theater. It's rated excellent by previous guests. The apartment offers a spacious layout with 139 square meters of floor space, comfortably accommodating up to eight guests. The apartment features a fully equipped kitchen, a private garden, free parking, and a range of amenities for a comfortable stay, including a washer and dryer, cleaning supplies, and a fenced-in backyard with a BBQ, patio set, and fire pit.
8.9 73 reviews
Oswego, IL
27/06 – 29/06
$261/nighttotal: $522 (2 )
Super Hero Themed W/tons Of Amenities/wifi/hulu
2 2
apartment , Montgomery
This family-friendly apartment is situated in Montgomery, close to the river and within easy reach of Aurora University, Phillips Park Family Aquatic Center, and Waubonsee Community College. It has consistently received excellent ratings for location, cleanliness, and overall user experience. This two-bedroom property comfortably accommodates up to eight guests. The apartment offers a range of amenities, including a fully equipped kitchen, free Wi-Fi, a swimming pool, and access to a water park, ensuring a comfortable and enjoyable stay for families and groups.
Best family friendly Oswego, IL Short term rentals
Among the 21 accommodations in Oswego, IL, here are the 4 best family friendly rentals
Oswego, IL
23/06 – 11/07
$317/nighttotal: $5706 (18 )
2br Downtown Yorkville Apt By Fox River
2 3
apartment , Yorkville
This two-bedroom flat is located in a rural Yorkville setting, a short walk from the Fox River and close to downtown amenities, with Raging Waves Waterpark 6.6 kilometres away. This family-friendly apartment accommodates up to five guests, offering two king-size beds, a sofa bed, a fully equipped kitchen, air conditioning, a balcony, and on-site parking, with Yak Shack 1.3 kilometres away for water sports.
9.1 108 reviews
Oswego, IL
27/06 – 29/06
$390/nighttotal: $780 (2 )
Glamorous Apartment In Montgomery/aurora.sleeps 12! 75"tv/freeparking/fastwifi
3 2
apartment , Montgomery
This apartment is situated on the riverfront, conveniently located within 5km of Aurora University, Waubonsee Community College, Hollywood Casino, Grand Army of the Republic Hall, and Paramount Theater. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment is spacious, covering 149 square metres, and offers a comfortable stay with two bathrooms, a washing machine, free Wi-Fi, a Smart TV, and a fully equipped kitchen. Guests can enjoy amenities such as a swimming pool, garden, fitness centre, and parking, ensuring a relaxing and enjoyable stay.
Oswego, IL
27/06 – 29/06
$2526/nighttotal: $5052 (2 )
Barn With A Wiffleball Stadium, Wine Cellar +More!
9 2
apartment , Yorkville
This expansive family-friendly holiday home in Yorkville is situated just 3 minutes by car from Raging Waves Waterpark and 9 minutes from Fox Valley Winery. This 9-bedroom, 6.5-bathroom property offers ample space for up to 40 guests, featuring a fully equipped kitchen, complimentary Wi-Fi, air conditioning, and a garden, with the added convenience of a hot tub and outdoor furniture.
10 7 reviews
Oswego, IL
19/12 – 02/01
$379/nighttotal: $5306 (14 )
Fun, Spacious, No Stairs, Garage, Wifi, Sleeps 8max Ideal For Families & Crews
3 2
apartment , Montgomery
This apartment is located in Montgomery, Illinois, a quiet suburb within easy reach of attractions like Hollywood Casino Aurora, Raging Waves Water Park, and Phillips Park Zoo. This spacious three-bedroom apartment can comfortably accommodate up to eight guests. It offers a range of amenities, including a fully equipped kitchen, a dedicated games room, a fenced-in yard with a fire pit and BBQ, and free use of a washer and dryer.
Best Oswego, IL lodging with a kitchen
10 4 reviews
Oswego, IL
23/06 – 11/07
$424/nighttotal: $7632 (18 )
Aurora Fhs Rental - Shiloh
1 3
apartment , Aurora
This spacious house is located in Aurora, just a 15-minute drive from the Chicago Premium Outlets and a short drive from I-88, which leads to downtown Chicago. The property enjoys excellent user, location, and cleanliness ratings. This three-bedroom home spans 204 square metres and comfortably accommodates up to eight guests. Amenities include a fully equipped kitchen, a private garden, parking, and a basement arcade room with various entertainment options for all ages.
9.8 44 reviews
Oswego, IL
23/06 – 11/07
$1237/nighttotal: $22266 (18 )
Private Pickleball Court, Seats For All, See Deer
4 3
cabin , Yorkville
Deer Run Lodge, near Yorkville, offers a spacious log cabin and ranch apartment ideal for groups, within easy driving distance of Raging Waves water park and Silver Springs State Park. This self-catering property sleeps up to 10 guests, boasting two full kitchens, multiple seating areas (including a living room seating 14), three bathrooms, a wood-burning stove, propane grill, and a fire pit, plus ample opportunities for wildlife viewing.
Oswego, IL
27/06 – 29/06
$2272/nighttotal: $4544 (2 )
Spacious 9-bedroom Barn In Enchanting Bristol With Ac
9 2
apartment , Yorkville
This unique 1800s restored dairy barn, offering over 930 square metres of entertainment space, is located in Yorkville, just under an hour from Chicago and Starved Rock State Park, and 800 metres from Raging Waves Waterpark. This expansive accommodation sleeps up to 40 guests and boasts a private wiffleball stadium, basketball and pickleball courts, a cinema, an indoor putting green, a hot tub, and a bar with a wine cellar, with further entertainment available at the nearby Fox River trails and downtown Yorkville.
Oswego, IL
23/06 – 11/07
$260/nighttotal: $4680 (18 )
Aurora Fhs Rental - Johnston Dr (2 Bedrooms)
1 3
apartment , Montgomery
This two-bedroom flat is situated in Montgomery, a western suburb of Chicago, within a quiet neighbourhood. This 279 square meter split-level residence accommodates up to six guests and features a well-equipped kitchen, high-speed internet, and a private garden.
Frequently Asked Questions about short term rentals in Oswego, IL
What are the best short term rentals in Oswego, IL?
This Oswego farm stay, near US Route 34, offers convenient access to shopping centres including Meijer, Jewel, Target, and Walmart. Sleeping up to twelve guests, the property boasts four bedrooms, three bathrooms, a fully renovated kitchen, and a finished lower level with a studio room, plus outdoor amenities such as a fire pit and grill.
10 9 reviews
Oswego, IL
27/06 – 29/06
$955/nighttotal: $1910 (2 )
Luxury Riverfront Retreat W/ Game Room + Fire Pit
3 2
apartment , Yorkville
This Yorkville flat offers direct access to the Fox River, situated within a tranquil riverfront community, providing immediate opportunities for swimming, fishing, and canoeing. This three-bedroom, three-bathroom residence accommodates six guests and features a chef's kitchen, a game room, and a private fire pit area, all complemented by resort-style amenities including high-speed Wi-Fi and Smart TVs.
9.4 16 reviews
Oswego, IL
19/12 – 02/01
$340/nighttotal: $4760 (14 )
No Stairs Rustic Farmhouse Apt King Beds/fast Wifi
2 2
apartment , Oswego
This two-bedroom flat in Oswego is located conveniently close to cultural attractions such as the Aurora Regional Fire Museum and Paramount Theatre, and recreational spots including Fox Valley Winery and Parkside Lanes. This pet-friendly apartment accommodates up to six guests and offers a fully equipped kitchen, in-unit laundry, air conditioning, and free onsite parking, with a secure Vivint security system for added peace of mind.
This three-bedroom Oswego apartment, sleeping eight, is ideally located for exploring the town's attractions; precise location details within Oswego are unavailable, preventing a more precise distance calculation to specific landmarks. The property offers a family-friendly atmosphere, including internet, parking, and air conditioning; further details regarding size, layout, and unique features are needed to complete the description.
This pet-friendly lodge in Yorkville is located a 9-minute drive from Fox Valley Winery and Raging Waves Waterpark, offering proximity to Silver Springs State Park and Baker Woods Forest Preserve. This 139 square meter holiday home accommodates up to six guests with three bedrooms, two bathrooms, a well-equipped kitchen, air conditioning, a hot tub, garden, terrace, and fire pit, alongside convenient free Wi-Fi and parking.
This spacious two-bedroom apartment is situated in Montgomery, close to popular attractions like Raging Waves Waterpark and Sugar Grove Family Fun Center. It has received consistently positive reviews from previous guests, highlighting its comfort and convenience. The property offers ample space for up to eight guests, with a generous floor area of 93 square metres. The apartment comes equipped with a well-stocked kitchen, a private garden, and a range of other amenities like air conditioning, internet access, and parking, ensuring a comfortable and enjoyable stay.
Oswego, IL
27/06 – 29/06
$1269/nighttotal: $2538 (2 )
Charming 5-bedroom House With Ac In Joliet Perfect For Families
5 2
apartment , Joliet
This apartment in Kendall County offers a peaceful base just a short drive from Joliet, conveniently located within 1.6 kilometres of Wedgewood Golf Course, Cinemark Louis Joliet Mall, Crossroads Plaza, and Westfield Louis Joliet Shopping Mall, and within driving distance of Route 66 Raceway. This five-bedroom, two-bathroom flat accommodates up to eight guests with two king beds, two queen beds, and a child's bed, featuring air conditioning, internet, and three bathrooms with hairdryers, providing a comfortable home-away-from-home experience.
Oswego, IL
27/06 – 29/06
$71/nighttotal: $142 (2 )
Shared Home With 2 Rooms Available!
1 2
apartment , Yorkville
This two-bedroom flat offers a tranquil rural setting with two lakes nearby, located just outside Yorkville's central amenities. This dog-friendly accommodation provides a spacious living area, air conditioning, internet, a kitchen, fitness centre, and dedicated garage parking for up to two guests.