
Holiday rentals in Wilmington
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Top-rated holiday rentals in Wilmington
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Home in Coal City near I-55
Don't worry about a thing in this fully furnished family home with room for everyone! Minutes from Interstate 55 and downtown Coal City, this 4 bedroom, 3 bathroom home with fully finished basement and fenced in back yard is perfect for your home away from home. Enjoy this open concept home while kids play in the family room and you cook dinner in the adjacent kitchen. Spread out in the backyard, relax in the basement, or use the dining room as a workspace-this home provides so much versatility!

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

Manteno Luxury Comfy Cozy home with- 2 king beds!
Nestled in a cul-de-sac, this open concept 2 bedroom 2 bath townhome! There is a fireplace, dining room and convenient patio with sliding glass doors that lead to the outdoor patio The home is newly remodeled with wood floors and new stainless steel appliances in the kitchen. Each bedroom has a large smart TV for your enjoyment! The living room has a 65 in smart TV and there is also an under the counter TV in the kitchen. We also have a queen size electric airbed with extra pillows & linens.

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.

Peaceful Cozy Corner Home
Enjoy a soothing stay at this newly remodeled 3-bedroom home in Morris/ Minooka near Brisbin Rd / I-80. Features a king, queen, and full bed, ensuring a wonderful night's sleep for all guests. With amenities like a washer/dryer, WiFi, AC and large closets your stay will be stress-free. The deck is perfect for relaxing on a warm summer evening and there are large shade trees to enjoy. Kickback, relax & enjoy everything Morris, Channahon & Minooka and our corner house has to offer. Dog friendly

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.

Family & Pet Friendly, No Stairs,10min to Rock Run
Modern, Ranch style home, No Stairs Retreat, Near New Joliet Hollywood Casino (Rock Run Collection) and Plainfield. Pet Friendly. ★ King bed + ensuite ★ open concept kitchens ★ 3 large Smart TVs ★ Dedicated Office Space+Desk + Monitor ★ 2 Door Garage LOCATION **** LOCATION***LOCATION ★ Rock Run Collection - 10 minutes ★Starved Rock State Park - 1 hour Located within 15-20 minutes of: ★Haley Mansion ★Joliet Junior College ★Harrah’s Casino ★Downtown Plainfield ★Rialto Square Theater

Chapin Cottage
Chapin Cottage is a peaceful two-bedroom single-family home centrally located on the east side of Morris. Extremely walkable to all Morris has to offer, it is only six blocks from hiking and biking on the historic I&M canal, and boating, fishing, and kayaking on the Illinois River. Head west six blocks and enjoy shopping, delicious and unique dining, and fun festivals and Cruise Nights in beautiful downtown Morris. Let this peaceful cottage be your home away from home here in Morris.

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!

City Haven • King Bed • New Luxury Studio
Welcome to ✤City Haven✤! A brand-new luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a king bed, fast Wi-Fi, stocked kitchen, and 55” smart TV for a relaxing or work-friendly stay. ✶ Across the street from the Kankakee train station ✶ Walkable to local bars, axe throwing & cafe ✶ 0.3 Miles to St. Mary's Hospital ✶ 1.3 Miles to Riverside Medical Center ✶ 2.9 Miles to Olivet Nazarene University ✶ 55 Miles to Midway Airport

Get Your Kicks in Our Cozy Cottage Near Route 66
Enjoy all the comforts of home when you have to be away. Our fully furnished cottage is located 4 miles from Rt 53 / Historic Rt 66 and just 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 Cabin on the farm, with hot tub & fire pit!
Tucked away behind our quiet hobby farm, this cozy cabin is the perfect fall and holiday escape. Surrounded by fields and peaceful views, enjoy your own private yard, hot tub, fire pit, and patio—ideal for crisp mornings and evenings and beautiful clear starry skies. Sleeps six with all the comforts of home and modern amenities. Just 15 minutes from town, yet feels a world away. Please note: No pets are allowed, except fully trained ADA service dogs.
Popular amenities for Wilmington holiday rentals
Other great holiday rentals in Wilmington

Near Downtown Bolingbrook + Free Breakfast

Historic Landmark Near the Heart of Aurora Room #4

Private room in a nice home w/pond view

quiet room in a quiet location

Quiet and relaxing kind bed. For 1 guest only #2

S6- Tiny room with twin bed

Cozy room w/ comfy twin bed in safe neighborhood

SUPER MEMORY FOAM BED, EZ smart entry. Cable TV
Destinations to explore
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- Lincoln Park
- Millennium Park
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Matthiessen State Park
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Olympia Fields Country Club
- DuSable Museum of African American History
- Medinah Country Club
- Chicago Cultural Center