Best Vacation rentals and Airbnb offers in Oswego, IL
9.7 183 reviews
Oswego, IL
06/27 – 06/29
$455/nighttotal: $910 (2 )
\Ncozy Ranch With 4 Bedrooms
4 2
apartment , Oswego
This Oswego farm rental, conveniently located near US Route 34 and within walking distance of Meijer, Jewel, Target, and Walmart, offers easy access to shopping and major roadways. The 4-bedroom, 3-bathroom house sleeps up to 12 guests and features a fully renovated interior with a remodeled kitchen, spacious living room, and finished lower level with a studio room, plus outdoor amenities including a fire pit and grill, and parking for up to six cars.
Oswego, IL
06/27 – 06/29
$1625/nighttotal: $3250 (2 )
Spacious 9-bedroom Barn In Enchanting Bristol With Ac
9 2
apartment , Yorkville
This restored 1800s dairy barn lodging in Yorkville, Illinois, offers a unique stay just 0.5 miles from Raging Waves Waterpark and less than an hour from Chicago and Starved Rock State Park. This family-friendly 9-bedroom, 7-bathroom estate accommodates up to 40 guests with amenities including a hot tub, movie theater, arcade, sports courts, and a wine cellar, ideal for large group getaways.
9.1 108 reviews
Oswego, IL
06/27 – 06/29
$279/nighttotal: $558 (2 )
Glamorous Apartment In Montgomery/aurora.sleeps 12! 75"tv/freeparking/fastwifi
3 2
apartment , Montgomery
This Montgomery rental is conveniently located on the river, just a short distance from Aurora University, Waubonsee Community College, and Hollywood Casino. Guests consistently rate this property highly for its cleanliness, location, and overall experience. The apartment offers 1600 square feet of space, perfect for families or groups. Amenities include a fully equipped kitchen, two bathrooms, a washing machine, free Wi-Fi, a Smart TV, a swimming pool, a fitness center, and parking.
10 9 reviews
Oswego, IL
06/23 – 07/11
$644/nighttotal: $11592 (18 )
Luxury Riverfront Retreat W/ Game Room + Fire Pit
3 3
apartment , Yorkville
This luxury rental in Yorkville offers direct access to the Fox River, providing unique waterfront recreation for guests seeking swimming, fishing, and canoeing. This 3-bedroom, 3-bathroom apartment accommodates up to 6 guests with a chef's kitchen, expansive riverfront deck with an outdoor grill, private fire pit, and a game room, all within proximity to Yorkville attractions.
9.4 16 reviews
Oswego, IL
06/23 – 07/11
$264/nighttotal: $4752 (18 )
No Stairs Rustic Farmhouse Apt King Beds/fast Wifi
2 3
apartment , Oswego
This two-bedroom rental unit in Oswego is conveniently located within a short drive of cultural attractions like the Aurora Regional Fire Museum and Paramount Theater, and is also near Fox Valley Winery and Parkside Lanes. This spacious, pet-friendly apartment accommodates up to six guests and features a fully equipped kitchen, in-unit laundry, dedicated workspace, and a large fenced yard with a dog run, offering fast WiFi and three Smart TVs with Roku for entertainment.
10 2 reviews
Oswego, IL
06/23 – 07/11
$316/nighttotal: $5688 (18 )
Relaxing 2br Riverfront Townhome
2 3
apartment , Yorkville
This 2-bedroom, 1-bathroom Yorkville condo offers convenient covered parking and is located a 6-minute drive from Silver Springs State Park and a 7-minute drive from Raging Waves Waterpark. This pet-friendly unit accommodates up to 5 guests and features air conditioning, complimentary Wi-Fi, a full kitchen with a microwave and dishwasher, and an in-unit washer and dryer, with proximity to Baker Woods Forest Preserve, Paramount Theater, and Aurora Historical Museum.
This Aurora apartment is conveniently located within a 3km radius of Orchard Valley Golf Course, Vaughan Aquatic Center, and Aurora University, making it a perfect base for exploring the city's attractions. Guests consistently rate this property as excellent, highlighting its comfortable and convenient features. The apartment offers a spacious 180 square foot layout, perfect for a comfortable stay. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, air conditioning, and access to a swimming pool and parking.
Oswego, IL
06/23 – 07/11
$227/nighttotal: $4086 (18 )
2br Downtown Yorkville Apt By Fox River
2 3
apartment , Yorkville
This Yorkville apartment is located in a rural district, offering proximity to the Fox River and a short distance to downtown amenities, with Raging Waves Waterpark 4.1 miles away and Yak Shack 0.8 miles (4,224 feet) away. This 2-bedroom, 1-bathroom rental sleeps 5 guests and includes free garage parking for 2 compact cars, 3 Smart TVs, a fully equipped kitchen with a dishwasher, and family-friendly amenities like a Pack 'n Play and high chair.
9.8 52 reviews
Oswego, IL
06/27 – 06/29
$293/nighttotal: $586 (2 )
Spacious Family Friendly Home Away From Home
1 2
apartment , Aurora
This Aurora, Colorado home is conveniently located near Aurora's Southlands shopping mall, various restaurants, and a casino, with a nearby park for children's play. This two-bedroom, two-bathroom house sleeps eight guests comfortably, featuring a full kitchen, dedicated workspace, two-car garage, and a sleeper couch in the living room for added sleeping arrangements.
10 4 reviews
Oswego, IL
06/27 – 06/29
$1595/nighttotal: $3190 (2 )
Log Cabin Pickleball Oasis, Seating For Everyone, 2 Hot Tubs, Games, Deer, Pets
4 2
cabin , Yorkville
This pet-friendly cabin in Yorkville is a 9-minute drive from Fox Valley Winery and Raging Waves Waterpark, offering proximity to outdoor activities like kayaking and birdwatching. This 3220 square foot lodge accommodates up to 10 guests with 4 bedrooms, 3 bathrooms, a full kitchen, complimentary Wi-Fi, a hot tub, and a garden.
This Oswego apartment rental, perfect for families, offers three bedrooms and one bathroom, comfortably sleeping eight guests, and is located [Insert Specific Address or Neighborhood in Oswego, NY and proximity to a landmark, e.g., "two blocks from Oswego Lakefront Park"]. The 3-bedroom unit includes a kitchen, air conditioning, internet, parking, and pet-friendly accommodations, providing a convenient and comfortable stay near Oswego's attractions.
This pet-friendly cabin in Yorkville is a 9-minute drive from Fox Valley Winery and Raging Waves Waterpark, offering proximity to outdoor adventures at Silver Springs State Park and Baker Woods Forest Preserve. This 1500-square-foot lodge accommodates up to six guests with three bedrooms and two bathrooms, featuring a full kitchen, air conditioning, a hot tub, a fireplace, complimentary Wi-Fi, and a patio with a fire pit.
Choose the Right Family-Friendly Vacation Rentals in Oswego, IL
These kid-friendly vacation rentals in Oswego, IL keep you close to top city attractions for a stress-free family vacation.
9.4 75 reviews
Oswego, IL
06/23 – 07/11
$253/nighttotal: $4554 (18 )
No Stairs Rustic Farmhouse Apt King Beds/fast Wifi
1 3
apartment , Oswego
This Oswego apartment is conveniently located near the waterfront, within walking distance of the Oswego Harbor and Lake Ontario. It has received excellent ratings for cleanliness, user experience, and location. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a desk for working or relaxing, and three smart TVs for entertainment, ensuring a comfortable and enjoyable stay.
10 7 reviews
Oswego, IL
12/19 – 01/02
$271/nighttotal: $3794 (14 )
Fun, Spacious, No Stairs, Garage, Wifi, Sleeps 8max Ideal For Families & Crews
3 2
apartment , Montgomery
This three-bedroom house is located in Montgomery, Illinois, just 11 minutes from Hollywood Casino Aurora, 15 minutes from Raging Waves Water Park, and 16 minutes from Phillips Zoo and Golf Course. The 1,400-square-foot house features a fenced-in yard, a game room with a pool table, ping pong, and air hockey, a fire pit, a BBQ, and a washer and dryer, and welcomes pets with a fee.
9.8 43 reviews
Oswego, IL
06/23 – 07/11
$211/nighttotal: $3798 (18 )
Quiet Area/petfriendly/wi-fi/5 Beds/1.5 Bath
1 3
apartment , Montgomery
This apartment is located in a quiet neighborhood in Montgomery, just a short drive from Raging Waves Waterpark and other attractions. It has received excellent ratings for location, cleanliness, and overall user experience. The two-bedroom rental can comfortably accommodate up to eight guests with a queen sofa bed and a queen air mattress. It includes a fenced-in backyard with a BBQ grill, free parking, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
This 3-bedroom apartment is located in Montgomery, close to attractions like Raging Waves Waterpark and the Hollywood Casino, and just a short drive from both airports. It has received excellent user ratings and is perfect for families or groups looking for a comfortable and entertaining stay. This spacious vacation rental offers 1500 square feet of living space and can accommodate up to 8 guests. The home includes a fully equipped kitchen, a large fenced-in backyard with a BBQ and fire pit, and amenities like free Wi-Fi, laundry facilities, and parking for two cars.
This Aurora, Ontario apartment rental is conveniently located within 1.8 miles of Orchard Valley Golf Course, Vaughan Aquatic Centre, and Aurora University, with easy access to Vaughan Athletic Centre and Splash Country Waterpark. This 500-square-foot, two-bedroom, two-bathroom unit sleeps four guests and features free Wi-Fi, a fully equipped kitchen, air conditioning, parking, and a smoke-free environment.
9.6 4 reviews
Oswego, IL
12/19 – 01/02
$184/nighttotal: $2576 (14 )
Rustic Studio Apt. 2 Min Drive To Downtown Oswego
1 2
studio , Oswego
This studio apartment in Oswego is centrally located, offering easy access to historical landmarks like the Grand Army of the Republic Hall and Aurora Historical Museum, and is within 2 miles of shopping at Chicago Premium Outlets and Crossroads Plaza. This pet-friendly studio accommodates up to 3 guests with 1 bedroom and 1 bathroom, featuring a full kitchen with a microwave and fridge, air conditioning, dedicated WiFi, onsite parking, and digital keypad entry.
Oswego, IL
06/27 – 06/29
$374/nighttotal: $748 (2 )
Embrace Nature, Where Farm Life Meets Comfort
2 2
gîte , Plainfield
This rural gîte is located on a 10-acre farm in Plainfield, offering an authentic farm stay experience with open fields and countryside calm. This private unit accommodates up to 4 guests and features 2 bedrooms, 1 bathroom, internet, air conditioning, a kitchen with a fridge and microwave, a garden, and parking, allowing for interaction with farm animals and walks on the property.
Oswego, IL
06/27 – 06/29
$1807/nighttotal: $3614 (2 )
Barn With A Wiffleball Stadium, Wine Cellar +More!
9 2
apartment , Yorkville
This 9-bedroom, 6.5-bathroom vacation home in Yorkville is located 3 minutes from Raging Waves Waterpark and 9 minutes from Fox Valley Winery. This spacious rental offers a full kitchen with a dishwasher, air conditioning, a hot tub, a terrace, a garden, and on-site golf activities, with parking and Wi-Fi included.
Frequently Asked Questions about vacation rentals in Oswego, IL
What are the top family-friendly attractions in Oswego, IL?
The Oswego Speedway is a popular choice, hosting weekly stock car races during the summer months. The Oswego Farmers Market is a great spot to spend a Saturday morning, with local produce, crafts, and live music.
What are the best Airbnb and vacation rentals in Oswego, IL?
When is the best time to book a vacation rental in Oswego, IL?
The best time to book a vacation rental in Oswego is during the summer months, when the weather is warm and there are many events and festivals happening. You'll want to book well in advance, especially if you're planning to visit during peak season.
What events or festivals should visitors check out in and around Oswego, IL?
The Oswego Summerfest is a big one, with live music, food vendors, and family-friendly activities. The Oswego Chocolate Festival is another popular event, celebrating all things chocolate.
What are the best vacation rentals with a pool in Oswego, IL?
What are the best budget-friendly activities in Oswego, IL?
A walk or bike ride along the Fox River Trail is a great way to enjoy the outdoors without spending a lot of money. The Oswego Public Library also offers free events and programs throughout the year.
What are the best rentals for families and kids in Oswego, IL?
What are the best restaurants with local dishes in Oswego, IL?
The Oswego Brewing Company is a local favorite, known for its craft beers and pub fare. The Little Italy Restaurant is a great place to try authentic Italian dishes.
What are the best rentals or Airbnbs with a jacuzzi in Oswego, IL?
What are the best walking or cycling routes in Oswego, IL?
The Fox River Trail is a popular choice for both walking and cycling, offering scenic views of the river. The Oswego Prairie Trail is another great option, with a paved path and beautiful prairie landscapes.
Are there pet-friendly attractions in Oswego, IL?
Yes, there are several pet-friendly attractions in Oswego. The Oswego Heritage Park allows dogs on leash, and many restaurants have outdoor patios that are pet-friendly.
What are the benefits of choosing a vacation rental in Oswego, IL?
Vacation rentals offer more space and privacy than hotels, and they're often more affordable for families or groups. They also provide access to kitchens and laundry facilities, which can be very convenient.
Destinations nearby
Guest-Favorite Vacation Rentals with a Terrace in Oswego, IL
Wake up to breathtaking views at these Oswego, IL vacation rentals with balconies, perfect for your morning coffee.
10 1 review
Oswego, IL
06/27 – 06/29
$258/nighttotal: $516 (2 )
Aurora Gem: Cozy Studio, Near Downtown Aurora
1 2
studio , Aurora
This Aurora, Illinois apartment rental is conveniently located within two miles of Orchard Valley Golf Course, Vaughan Aquatic Center, and Aurora University, and within three miles of Splash Country Waterpark and the Aurora Historical Museum. This 250-square-foot unit features one bedroom, one bathroom, sleeps two guests, and includes free Wi-Fi, a smart TV, a fully equipped kitchen, and on-site parking.
Top-Rated Pet-Friendly Vacation Rentals in Oswego, IL
Travel with ease to Oswego, IL with pet-friendly rentals located near local dog parks and scenic city walks.
9.6 5 reviews
Oswego, IL
06/23 – 07/11
$191/nighttotal: $3438 (18 )
Studio - Sleeps 3 - 2 Mins From Downtown Oswego
1 3
studio , Oswego
This studio apartment in Oswego is centrally located near Parkside Lanes and Aurora Skate Center, with Chicago Premium Outlets and Crossroads Plaza a short drive away. This accommodation offers a Queen bed and a Twin couch bed, accommodating up to 3 guests with amenities including a full kitchen, WiFi, and onsite parking.
9.8 33 reviews
Oswego, IL
06/23 – 07/11
$637/nighttotal: $11466 (18 )
Log Cabin Oasis: Pickleball, Hot Tub, Deer, Pets
1 3
cabin , Yorkville
This Yorkville cabin is located in a wooded area within a 5-20 minute drive of attractions like Raging Waves Waterpark, Fox River, and Silver Springs State Park. The 3-bedroom cabin comfortably sleeps 6 guests, features a fully equipped kitchen, a shared sunroom, and a private porch with a fire pit.
Oswego, IL
06/27 – 06/29
$509/nighttotal: $1018 (2 )
Aurora Fhs Rental - Johnston Dr (2 Bedrooms)
1 2
apartment , Montgomery
This spacious 3,000 sq ft split-level home is located in Aurora, Illinois, a western suburb of Chicago, situated in a quiet, family-friendly neighborhood. This 2-bedroom, 3-bathroom rental sleeps up to 6 guests and features a fully equipped kitchen, 5 LCD TVs with streaming services, a fenced backyard, and child-friendly amenities.
8.9 73 reviews
Oswego, IL
06/23 – 07/11
$133/nighttotal: $2394 (18 )
Super Hero Themed W/tons Of Amenities/wifi/hulu
2 3
apartment , Montgomery
This family-friendly vacation rental is located in Montgomery, just a short distance from Aurora University, Phillips Park Family Aquatic Center, and Waubonsee Community College. The apartment boasts excellent user, location, and cleanliness ratings. This 2-bedroom apartment comfortably accommodates up to 8 guests. Enjoy features like a fully equipped kitchen, free Wi-Fi, a smart TV, and access to a water park.