Holiday houses in Wilmington

Upside Inn

What are The Upsides you ask? Sparkling clean, tastefully decorated, spacious, and convenient location to name a few. An ideal base from which to explore and enjoy local/Chicago, this 1 bed/1 bath apartment (ground level duplex/no stairs) has everything you need for a supremely comfortable stay. Perfect for pleasure or work-related travel. Upside Inn aims to please with a dedicated work space and modern amenities. 10 min to Riverside Medical and ONU, 50 min to Midway Airport & 5 min to CSL

Lyle and Taylor present-Spacious Private Apt -

Beautiful spacious apartment perfect for long term work assignments or travelers who want all the comforts of home. Sleeps up to 5; King, Queen + sofa Amenities abound: ~FREE WiFi ~2 smart TVs w/HBO, SHOWTIME, Cinemax, 144 cable channels, Netflix ready (with your account) ~Full kitchen with fridge/gas stove/dishwasher/microwave/toaster oven/Keurig ~FREE washer & dryer with basic supplies ~Bathroom w/shower/tub combo ~Non-smoking ~Complimentary weekly cleaning/linen laundry for extended stays

Cathy's Little Farm Loft

Cathy's Little Farm loft is a 500 sq ft apartment inside a storage barn on a wooded country acre. Fully appointed two story space offers peace and quiet. It is located close to I57, Walmart, Community College, Airport, Fair Grounds, National Guard Training Center, 15 minutes from Olivet, 60 miles south of Chicago. King size bed and twin size sofa sleeper upstairs, full size sleeper sofa in living room. Well equipped full size kitchen and laundry. Large lawn, gardens, and chickens to enjoy.

Fully Furnished 2BR/1BA Home for Extended Stays

Fully furnished 2BR/1 BA home ideal for traveling professionals seeking monthly stays. Both bedrooms feature queen beds with comfortable bedding. The home offers a functional layout, a fully equipped kitchen, and comfortable living space to relax after work. Located in a quiet neighborhood with convenient access to local hospitals, major employers, shopping, and dining. Designed for travel nurses, corporate travelers, relocation, or insurance stays. Move-in ready with flexible lease options.

Cozy Little Small-Town Home

This charming two-bedroom home provides a comfortable, convenient stay for families or traveling professionals. The home has two bedrooms, each with comfortable queen mattresses and quality linens. The fully equipped kitchen, in-unit washer and dryer, and smartlocks make for a seamless stay. Close to Dresden (18 miles), Braidwood (12 miles) and LaSalle (14 miles), the home is central for any outage and flexible leasing is available to outage workers and traveling healthcare professionals.

King-size bed with fenced in backyard!

6 minutes away from I-57 You will love this three-bedroom home There is a 65 inch Smart TV in the living room and smart tv's in the bedrooms. You will enjoy a great night sleep in the king size bed in the master bedroom with king size hotel pillows. There are queen size beds with comfy pillows in the two other bedrooms. The kitchen comes fully stocked for all your cooking & eating needs. You will enjoy the fully fenced in backyard along with bikes for children and adults.

Cheerful 2 bedroom home near Rt. 66

Soak up the hometown charm with a relaxing and tranquil stay in historic Wilmington near the Kankakee River. You won't be living in a van down on the river during this stay. You'll enjoy a warm, cozy home that's near shopping, flavorful restaurants and picturesque sunsets on the Kankakee River. This two bedroom home can accommodate up to six people. The kitchen and living room feature an open concept for more intimate or a night with close friends.

Our Bucolic Bungalow Near Rt 66

All the comforts of home when you have to be away located 4 miles from Rt 53 / Historic Rt 66 and blocks from the Kankakee River. Just 5 minutes to "downtown" Wilmington featuring restaurants, a wine bar, a local brewery, and multiple antique stores. ✧ Easy access to everything that Joliet has to offer just 20 miles away, including the Autobahn and Route 66 Raceway. ✧ 7 miles to easily access I55 for a quick ride into Chicago.

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

Cozy1bed w/ lg private fenced yard, Short to Long-term. Outage Friendly. Full W/ D Pet friendly. Full kitchen right off the living room, full bath , the laundry room and the bedroom has a full size bed/ sofa bed pulls out to a double. This property is RV friendly with 30/50 AMP & is located minutes to Loves Truck Stop. RV spot will not be booked if house is booked. If you have any questions, please reach out. Thank you

Boho Haven • 2 King Beds • Washer/Dryer • Trails

✤Boho Haven✤ is a cozy, boho inspired 2BR first floor apartment with fast Wi-Fi, 2 king beds, full kitchen, and a private entrance. It’s perfect for couples, families, or business travelers visiting Kankakee. Quiet area close to shops, restaurants, trails, the river and top spots: ✶ 1.7 Miles to Olivet Nazarene University ✶ 1.3 Miles to Riverside Medical Center ✶ 1.2 Miles to Perry Farm Park ✶ 55 Miles to Midway Airport

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

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!