
House vacation rentals in Oswego
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Top-rated house rentals in Oswego
Guests agree: these houses 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.

Rustic River House W/Firepit, Tire Swing & Grill
The holidays are around the corner! Come visit our family's wonderful riverfront cottage, ready and waiting. A two bedroom 750 sqft house with 1 bathroom on just under an acre property. A special place to relax, do some fishing, grilling, and roasting marshmallows on the fire. Located in a secluded unincorporated Fox River neighborhood in Kane County just a half mile from Blackhawk waterfall via bike path. The subdivision is hidden between the Jon J. Duerr and Blackhawk forest preserves.

Retro Modern Bungalow | fire pit | free parking
Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

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.

The Secret Garden
Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

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.

Naperville/Aurora | Fenced Yard!
Our 3bd, 1.5ba house is perfect for a group of friends or family looking for a clean place in a safe neighborhood on the Naperville/Aurora border. There is plenty of space for 9 people to sleep comfortably (5 beds & a couple comfy couches), as well as 3 smart TVs, a gas grill & large, private, fully-fenced yard (including outdoor games), a desk space, & much more. Enjoy close access to main roads & many restaurants, stores, parks, & other places of need!

Home away from home
Perfect location, walk/bike to downtown area/ High Speed Wifi throughout the house / 2 King size beds one Queen bed /Newly remodeled / Huge back yard / Brand new appliances / Space for your car in a garage or plenty of parking on long driveway/ Outside porch with seating / Pet friendly - no deposit or any other charge. This is my first house ever listed I will add to the describtion more, after people will notice more things, too many to list.

Modern Boho house in Lombard 7 min to Metra
Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

4 Bedroom House - Close to Everything - Naperville
Enjoy all Naperville has to offer with this spacious 4 bedroom 2.5 bathroom home. Minutes from shopping, dining, and entertainment, this home is situated in a quiet and cozy neighborhood just a 10 minute drive to Downtown Naperville. Fully stocked kitchen and bathrooms, comfortable beds, fast wifi, Smart TVs, 2 car garage, spacious fenced back yard - everything you need to feel right at home!

Center St. Retreat
Welcome to our charming 3-bedroom, 1.5-bath Geneva retreat – the perfect home away from home for your next getaway! Nestled on a quiet street in the heart of downtown Geneva, IL this cozy and stylish retreat offers a serene escape while being just moments away from the city's vibrant attractions.
Popular amenities for Oswego house rentals
House rentals with a pool

5 bdrm 7 bed 2.5 bth Ranch w Fenced Yard Sleeps 10

Pardizes Suites

Spacious 3 Floor Townhome

Family-Friendly Suburban Getaway Near Chicago

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

Friends-Inspired Vintage Vibes House near Chicago

Paradise with Pool & Games

Cloud 9: 4BR, Fully Fenced, 2 Story
Weekly house rentals

Retro Home

Family&Pet Friendly-No Stairs-Kingbeds-Peaceful.

Tranquil Hideaway

The Crumb Cottage

The Pea Pod

Charming 3BR | Game Room, Coffee Bar, Perf Locatn!

Lux Stay Sleeps 8: DT Geneva

Little house on Prairie. Nautical theme 3 bedroom.
Private house rentals

Cozy Home 3BD 2 BA: Central; I-88/Outlet Mall/Park

Cute & Cozy Westmont, IL House Near the Best Areas

Feathers Home, Cozy, King Bed

Beautiful Home

Perfect little paradise

Entire 5BR House - Wayne, IL (We are OPEN!).

OutdoorOasis-King bed-Fire Pit-Mins to town-EV cha

Plainfield Home near Harrah’s Casino & Restaurants
Quick stats about house rentals in Oswego

Total vacation rentals
Explore 10 vacation rentals in Oswego

Nightly prices starting at
Oswego vacation rentals start at $40 per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oswego vacation rentals include wi-fi 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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