Find short term rentals in Oswego, IL at the best prices
21 available short term rental offers
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Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Oswego, IL
9.4 75 reviews
Oswego, IL
29/08 – 09/09
$359/nighttotal: $3949 (11 )
No Stairs Rustic Farmhouse Apt King Beds/fast Wifi
1 4
apartment , Oswego
This two-bedroom apartment is conveniently located in Oswego, just a short walk from the waterfront and a few blocks from the bustling downtown area. It has consistently received excellent ratings for cleanliness, location, and user experience. The apartment comfortably accommodates up to four guests and is equipped with modern amenities including a fully equipped kitchen, three smart TVs, and dedicated Wi-Fi. Guests can enjoy stunning views of Lake Ontario and access to various recreational activities, all within walking distance.
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.
Oswego, IL
22/06 – 26/06
$724/nighttotal: $2896 (4 )
Aurora Fhs Rental - Johnston Dr (5 Bedrooms)
1 2
apartment , Montgomery
This five-bedroom, three-bathroom residence is located in Aurora, Illinois, a western suburb of Chicago, situated approximately 64 kilometres from the city centre. This 279 square metre split-level house accommodates up to ten guests, featuring a fully fenced garden, a two-car garage, and amenities including five LCD televisions with streaming services and a selection of over 50 board games.
9.6 44 reviews
Oswego, IL
22/06 – 26/06
$555/nighttotal: $2220 (4 )
Serene 5-bedroom Retreat, Oswego
1 2
apartment , Oswego
This five-bedroom Oswego house, sleeping up to twelve guests, is conveniently located in [Insert District/Area of Oswego, if known; otherwise remove this phrase], offering easy access to Oswego's attractions. The property boasts two bathrooms, a fully equipped kitchen, air conditioning, parking, and internet access, providing comfortable family accommodation.
10 4 reviews
Oswego, IL
29/08 – 09/09
$284/nighttotal: $3124 (11 )
House 3br 1.5 Bath/sleeps8/ Gamerm/dogfrdly/bbq
1 4
apartment , Boulder Hill
This apartment in Montgomery, a 7-minute drive from Hollywood Casino Aurora and a 6-minute drive from Aurora University, offers a family-friendly retreat with amenities for up to 8 guests. The spacious three-bedroom property features a large kitchen, a game room with foosball and air hockey, and a private garden with a barbecue and fire pit, ideal for exploring nearby attractions like Raging Waves Waterpark, located 15 kilometres away.
8.4 17 reviews
Oswego, IL
27/06 – 29/06
$328/nighttotal: $656 (2 )
One-level/big Fenced Yard/3bedroom Single Fam Home
1 2
apartment , Boulder Hill
This Boulder Hill house, situated in a central location minutes from local shops, offers easy access to Boulder Hill's amenities. Sleeping eight guests comfortably across three bedrooms and additional sofa beds, this self-catering property boasts a fully equipped kitchen, washer/dryer, patio with grill, large garden including a fire pit, and parking for up to six vehicles.
10 4 reviews
Oswego, IL
27/06 – 29/06
$2229/nighttotal: $4458 (2 )
Log Cabin Pickleball Oasis, Seating For Everyone, 2 Hot Tubs, Games, Deer, Pets
4 2
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.
10 9 reviews
Oswego, IL
22/06 – 26/06
$1078/nighttotal: $4312 (4 )
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.
9.6 18 reviews
Oswego, IL
22/06 – 26/06
$278/nighttotal: $1112 (4 )
Charming 2-bedroom House With Feather Theme , Wifi In Excellent Aurora
2 2
apartment , Aurora
This Aurora vacation home, near the Aurora Historical Museum and Paramount Theatre, offers convenient access to local attractions. The 93 square metre property sleeps six guests in two bedrooms (king and queen size beds plus a sofa bed), one bathroom, and boasts a 'Whispering Feather' theme, WiFi, a washing machine, dishwasher and microwave.
10 7 reviews
Oswego, IL
29/08 – 09/09
$374/nighttotal: $4114 (11 )
Fun, Spacious, No Stairs, Garage, Wifi, Sleeps 8max Ideal For Families & Crews
3 4
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.
9.8 43 reviews
Oswego, IL
22/06 – 26/06
$357/nighttotal: $1428 (4 )
Quiet Area/petfriendly/wi-fi/5 Beds/1.5 Bath
1 2
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.
Oswego, IL
29/08 – 09/09
$654/nighttotal: $7194 (11 )
Galactic Oasis Wonderful 5 Bedroom Theme Home, Wi-fi, King Beds And Smart Tvs
5 4
apartment , Aurora
This five-bedroom, two-and-a-half-bathroom house in Aurora is situated near the Orchard Valley Golf Course (approximately 1 km walk) and Vaughan Aquatic Centre (approximately 1.9 km walk), offering easy access to local recreational facilities and historical sites such as the Aurora Historical Museum and Grand Army of the Republic Hall. The property sleeps ten guests and includes a fully equipped kitchen with dishwasher and microwave, Wi-Fi, air conditioning, on-site parking, and a garden with patio/terrace and barbecue facilities.
Best family friendly Oswego, IL Short term rentals
Among the 21 accommodations in Oswego, IL, here are the 4 best family friendly rentals
9.7 183 reviews
Oswego, IL
27/06 – 29/06
$636/nighttotal: $1272 (2 )
\Ncozy Ranch With 4 Bedrooms
4 2
apartment , Oswego
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.
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.
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.
Oswego, IL
29/08 – 09/09
$838/nighttotal: $9218 (11 )
Aurora Fhs Rental - Johnston Dr (5 Bedrooms)
1 4
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.
Best Oswego, IL lodging with a kitchen
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.
9.8 10 reviews
Oswego, IL
29/08 – 09/09
$214/nighttotal: $2354 (11 )
The Urban Escape
1 4
apartment , Aurora
This Aurora apartment, perfect for four guests, offers a peaceful retreat in a quiet neighbourhood with easy access to Aurora's restaurants and attractions; its precise location within Aurora isn't specified. The two-bedroom, one-bathroom flat includes Wi-Fi, parking, air conditioning, and a kitchen, providing a comfortable and convenient stay.
9.4 16 reviews
Oswego, IL
23/06 – 11/07
$369/nighttotal: $6642 (18 )
No Stairs Rustic Farmhouse Apt King Beds/fast Wifi
2 3
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.
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.
Frequently Asked Questions about short term rentals in Oswego, IL
What are the best short term rentals in Oswego, IL?
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.
10 9 reviews
Oswego, IL
29/08 – 09/09
$609/nighttotal: $6699 (11 )
Private 8 Acre Retreat Near Wedding Venues
1 4
apartment , Oswego
Oakberry country estate, situated on a hilltop within 8+ acres of private woodland a few minutes' drive (less than 1.6km) from Oswego, offers a tranquil retreat. This five-bedroom, two-bathroom dwelling sleeps eight guests and boasts a recently renovated interior, combining period features with modern conveniences including a fully equipped kitchen, air conditioning, parking, and Wi-Fi; enjoy hiking trails within the estate's extensive grounds.
9.8 33 reviews
Oswego, IL
22/06 – 26/06
$1098/nighttotal: $4392 (4 )
Log Cabin Oasis: Pickleball, Hot Tub, Deer, Pets
1 2
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.
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.
Best Oswego, IL lodging with air conditioning
8.0 1 review
Oswego, IL
22/06 – 26/06
$187/nighttotal: $748 (4 )
Yorkville Private Room 3
1 2
apartment , Yorkville
Yorkville Private Room, a guest house in the Yorkville district, offers convenient access to local attractions, though precise distances require further information. This single-bedroom, en-suite letting provides comfortable accommodation for two guests, featuring a microwave, air conditioning, parking, and excellent cleanliness ratings; a shared bathroom facility is noted.
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.
Oswego, IL
29/08 – 09/09
$349/nighttotal: $3839 (11 )
Aurora Fhs Rental - Johnston Dr (2 Bedrooms)
1 4
apartment , Montgomery
This spacious 279 square meter split-level residence is located in Aurora, Illinois, a western suburb of Chicago, offering a peaceful family-friendly neighbourhood. This accommodation provides three bathrooms, two bedrooms, and sleeps up to six guests, featuring a fenced garden, a 2-car garage, and extensive entertainment options including five LCD televisions and over 50 board games, with child-friendly amenities available.
8.9 7 reviews
Oswego, IL
22/06 – 26/06
$385/nighttotal: $1540 (4 )
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.