Best Vacation rentals and Airbnb offers in Oswego, IL
Oswego, IL
06/27 – 07/04
$616/nighttotal: $4312 (7 )
Aurora Fhs Rental - Johnston Dr (5 Bedrooms)
1 2
apartment , Montgomery
This 3,000 sq ft split-level house is located in Aurora, Illinois, a western suburb of Chicago, in a quiet, family-friendly neighborhood. This home offers 5 bedrooms, 3 bathrooms, sleeps up to 10 guests, and includes a fully fenced backyard, a 2-car garage, a 60-foot driveway, and entertainment options like 5 LCD TVs and over 50 board games.
10 2 reviews
Oswego, IL
12/19 – 01/02
$134/nighttotal: $1876 (14 )
Spacious Studio Apt/sleeps 2/extendedstays/work Or Vacation/free Wifi & Parking
1 2
studio , Aurora
This Aurora apartment is conveniently located near Orchard Valley Golf Course, Vaughan Aquatic Center, and Aurora University, offering easy access to both entertainment and educational opportunities. It's also within a short drive of Splash Country Waterpark and the Aurora Historical Museum, giving you plenty of options for exploring the area. The apartment features one bedroom and one bathroom, accommodating up to two guests. Enjoy a fully equipped kitchen, a comfortable living space with a sofa bed, and modern amenities like free Wi-Fi and a smart TV. You'll also have access to a swimming pool, parking, and a water park on-site.
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.
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.
Oswego, IL
06/28 – 07/11
$878/nighttotal: $11414 (13 )
Charming 5-bedroom House With Ac In Joliet Perfect For Families
5 2
apartment , Joliet
This 5-bedroom, 2-bathroom rental house in Kendall County, Joliet, is located within 1 mile of Wedgewood Golf Course, Cinemark Louis Joliet Mall, Crossroads Plaza, Westfield Louis Joliet Shopping Mall, Route 66 Raceway, and Duly Health and Care Field. This property offers a guest capacity of 8 with internet and air conditioning, providing a comfortable home-away-from-home experience with ample space for families or groups.
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.
10 4 reviews
Oswego, IL
06/27 – 06/29
$190/nighttotal: $380 (2 )
Adorable European Apartment
1 2
apartment , Montgomery
This 2-bedroom, 1-bathroom apartment in Montgomery accommodates up to 6 guests and offers a peaceful retreat with convenient access to the city's main attractions. The dwelling features air conditioning, internet, a kitchen, and parking, with pets allowed, making it an ideal base for families exploring Montgomery's landmarks.
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.
10 2 reviews
Oswego, IL
06/28 – 07/11
$342/nighttotal: $4446 (13 )
Relaxing 2br Riverfront Townhome
2 2
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.
9.6 78 reviews
Oswego, IL
06/27 – 07/04
$152/nighttotal: $1064 (7 )
Studio - Sleeps 3 - 2 Mins From Downtown Oswego
1 2
apartment , Oswego
This Oswego apartment is located in a peaceful, stylish neighborhood, just a short walk from the harbor and the Oswego Lighthouse. Guests consistently rate the apartment excellent for cleanliness, location, and overall experience. The apartment features a modern interior design and can comfortably accommodate up to three guests. You'll have access to a fully equipped kitchen, high-speed Wi-Fi, laundry facilities, and a parking spot.
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 4 reviews
Oswego, IL
06/28 – 07/11
$756/nighttotal: $9828 (13 )
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.
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.
10 4 reviews
Oswego, IL
06/28 – 07/11
$323/nighttotal: $4199 (13 )
Aurora Fhs Rental - Shiloh
3 2
apartment , Aurora
This spacious 3-bedroom home is located in Aurora, a short 15-minute drive from the Chicago Premium Outlets and close to I-88, offering easy access to downtown Chicago. The property consistently receives excellent ratings for its user experience, location, and cleanliness. This 2200 square foot home comfortably accommodates up to 8 guests and features a modern kitchen, a dedicated "Arcade Room" with entertainment options, and a variety of amenities for families with young children. Guests can enjoy a fully equipped kitchen, a backyard garden, and access to a race car and pilot cockpit simulator, making it an ideal choice for families or groups looking for a fun and memorable stay.
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.
9.5 70 reviews
Oswego, IL
06/27 – 07/04
$152/nighttotal: $1064 (7 )
Studio| 2 Min Drive To Downtown Oswego
1 2
studio , Oswego
This studio apartment is located in a stylish district of Oswego, just a short walk from the city's waterfront and historic downtown. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment has one bedroom and one bathroom, comfortably accommodating up to three guests. It offers modern amenities like air conditioning, internet access, and parking, as well as a kitchen with a fridge, making it a convenient and comfortable choice for your stay in Oswego.
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 Montgomery apartment is conveniently located near popular attractions like Raging Waves Waterpark and Sugar Grove Family Fun Center, making it easy to explore the area. It has received very good user ratings, indicating a positive experience for previous guests. The 1000-square-foot apartment comfortably accommodates eight guests with two bedrooms and two bathrooms. It includes a fully equipped kitchen, a fenced-in backyard with a grill, and amenities like air conditioning, internet access, and parking.
10 9 reviews
Oswego, IL
06/28 – 07/11
$588/nighttotal: $7644 (13 )
Luxury Riverfront Retreat W/ Game Room + Fire Pit
3 2
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.
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.
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.
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.
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.
10 1 review
Oswego, IL
06/27 – 07/04
$139/nighttotal: $973 (7 )
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.
Oswego, IL
07/31 – 08/01
$549/nightfor 1 night
Riverfront Luxury Private Cabin Retreat With Zipline
3 5
cabin , Plano
This 3-bedroom, 3-bathroom secluded cabin in Plano offers 5 acres of private land with direct river access, located just minutes from Silver Springs State Park, Baker Woods Forest Preserve, and family-friendly attractions like Raging Waves Waterpark. This updated lodge accommodates up to 8 guests and features essential amenities such as internet, air conditioning, and parking, providing a peaceful retreat with opportunities for outdoor enjoyment and proximity to local entertainment and cultural venues.
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.
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.
9.8 44 reviews
Oswego, IL
06/27 – 06/29
$1469/nighttotal: $2938 (2 )
Private Pickleball Court, Seats For All, See Deer
4 2
cabin , Yorkville
Deer Run Lodge is located in Yorkville, a short drive from the Fox River, Raging Waves Waterpark, and Silver Springs State Park. This 10-person lodge offers multiple gathering spaces, two full kitchens, four bedrooms, a fire pit, a propane grill, a washer and dryer, and wood-burning stoves.
8.4 17 reviews
Oswego, IL
06/27 – 06/29
$235/nighttotal: $470 (2 )
One-level/big Fenced Yard/3bedroom Single Fam Home
1 2
apartment , Boulder Hill
This Boulder Hill house rental is centrally located, minutes from shopping areas. The three-bedroom home sleeps eight with two queen sofa beds and a queen air mattress, offering a fully equipped kitchen, washer/dryer, patio with grill, fire pit, and parking for six vehicles.
10 56 reviews
Oswego, IL
06/27 – 07/04
$338/nighttotal: $2366 (7 )
Wooded Oasis: Pickleball, Hot Tub, Corn Hole, Pets
1 2
house , Yorkville
Deer Run Guest Quarters, located in unincorporated Yorkville near Raging Waves water park, the Fox River, and Silver Springs State Park (5-20 minute drive), offers a secluded wooded setting. This one-bedroom, one-bathroom rental features a king-size bed, queen-size pull-out sofa accommodating up to four guests, a fully equipped kitchen with stainless steel appliances, a private deck with a hot tub and fire pit, plus amenities including Roku TVs, central A/C and heat, and a washer/dryer.
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.