
Vacation rentals in Oswego
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Oswego
Guests agree: these stays are highly rated for location, cleanliness, and more.

Large Family Home w/Garage-King beds, Fast Wi-Fi
Relax and enjoy this open, well lit piece of suburbia designed and furnished to be the fully outfitted home away from home. Before every reservation this home is throughly cleaned and given ozone and UV treatment to sanitize. This home includes amenities like the fire pit and grill on the back porch, the 2 car garage, and a finished basement with a ping pong table and PlayStation. Particular favorites also include the fully outfitted kitchen, and the large master bedroom with a private bath.

AT YOUR SERVICE! Downtown Aurora River Facing Gem
Welcome to your cozy retreat in the heart of Downtown Aurora! This charming 1-bedroom apartment is perfect for up to 2 guests and offers a peaceful river view. The unit is complete with a full kitchen & is pet-friendly. Located steps from Hollywood Casino, Paramount Theatre, RiverEdge Park, and the scenic Riverwalk, you'll have easy access to local attractions. Stroll to restaurants, shops, and entertainment, making this the perfect base for exploring all that Downtown Aurora has to offer.

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Nice, Private Ranch Home
Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Bright Lockport Farmhouse: King Bed + Yard View
Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

Riverfront Townhome in Downtown Yorkville
➢ Everything is sanitized/washed/cleaned after every guest ➢ Right on Fox river ➢ Raging Waves Waterpark - 4.1mi ➢ Yak Shack (Canoe & kayak rental) - 0.8mi ➢ Saw Wee Kee Park - 6mi ➢ Fast, Dedicated Wifi ➢ Free parking in attached garage for 2 compact-size cars + additional free parking onsite. ➢ 3 Smart TVs (Living Room, Bedrooms) ➢ Fully equipped + stocked kitchen / bathroom / laundry ➢ Located Downtown Yorkville ➢ Pack 'n Play ➢ High chair ➢ Kurig coffee maker ➢ King size beds

Cozy 4-bedroom ranch - minutes from everything
Relax and have fun with the whole family at this peaceful place to stay. It is located within walking distance from US Route 34 in the middle of shopping centers such as Meijer, Jewels, Target, Walmart, great restaurants, bars, entertainment, hair and nail salons, gas stations, etc. There are 5 beds (1 king and 4 queens plus a queen-size air mattress and a twin pull-out bed) and 3 couches waiting for their guests. The house is cleaned and sanitized before every reservation.

Riverside Cottage
Peaceful two bedroom cottage newly refurbished. Plenty of outdoor space, woods streams and walking trails nearby. Tucked out of the way of busy roads or city life but only a short drive to all the amenities of civilization. Keep an eye out for deer, ducks, beavers, hawks and other scenic wildlife out the back window/patio. There’s even a couple bald eagles that live nearby. Consider a longer stay to take advantage of discounts on 2, 4 or 7 night stays

1 Bed w/ Full Kitchen A Mile From Downtown Oswego
Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Cozy Lakeview Studio with Private Access
Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Comforts of home in downtown Naperville
Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.
Popular amenities for Oswego vacation rentals
Other great vacation rentals in Oswego

Private room in Elgin w/ Amenities & Hot Tub

Modern Naperville Room | Pool. Free Breakfast

Near Downtown Bolingbrook + Free Breakfast

The "Hangar" Room Echo

Private room in a nice home w/pond view

Enchanted Egyptian “Treehouse” with Soaking Tub

Cozy Room in Lower level

Joyful sojourns
When is the best time to visit Oswego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $139 CAD | $112 CAD | $153 CAD | $155 CAD | $170 CAD | $171 CAD | $190 CAD | $170 CAD | $169 CAD | $104 CAD | $170 CAD | $97 CAD |
| Avg. temp | -6 °C | -4 °C | 2 °C | 9 °C | 15 °C | 20 °C | 22 °C | 20 °C | 17 °C | 10 °C | 3 °C | -3 °C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Oswego?
Yes! Work meets play with ease at over 20 vacation rentals in Oswego featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Oswego?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Oswego?
Oswego has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Oswego have wifi?
Absolutely! We offer over 10 house rentals with wifi in Oswego. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oswego have free parking?
Absolutely! We offer over 10 house rentals with free parking in Oswego. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oswego have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Oswego. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Oswego?
Four-legged friends are welcome in Oswego. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Oswego?
Experience the best of Oswego with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Oswego

Total vacation rentals
Explore 30 vacation rentals in Oswego

Nightly prices starting at
Oswego vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 1,530 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Oswego vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oswego rentals

4.8 Average rating
Oswego stays are highly rated by guests—averaging 4.8 out of 5!
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- Raging Waves Waterpark
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- Chicago Cultural Center




