
Holiday rentals in Wilmington
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Wilmington
Guests agree: these stays are highly rated for location, cleanliness and more.

Waterfront family retreat w/2 homes & pet frndly
Eagle's Hideaway retreat includes 2 homes on the Kankakee River just 1hr outside Chicago. Home #1 Eagle's Hideaway Open concept, 3 bedroom home with incredible views of the river. Eat in kitchen, full bathroom, laundry room and deck. Home #2 Little Eagle's Hideaway, cozy 2 bedroom home with kitchen, bathroom and enormous deck overlooking the river. Both homes have laminate and stone flooring and are designed so your pet can be included in your getaway in a worry free, comfortable environment.

Get Your Kicks in Our Cozy Cottage Near Route 66
Enjoy the comforts of home when you have to be away. Our fully furnished cottage is located 4 miles from Rt 53 / Historic Rt 66 & 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 / Chicagoland Speedway. ✧ 7 miles to easily access I55 for a quick ride into Chicago.

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.

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

King Bed • Luxury Boho Studio • City Chic Haven
✤City Chic Haven✤ is a luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a cozy king bed, fast Wi-Fi, free coffee/tea bar, stocked kitchen, & 55” smart TV for a relaxing or work friendly stay. ✶ Across the street from the Kankakee train station ✶ Walkable to local cafes, axe throwing & taverns ✶ 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

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.

Two king beds with 3 bedroom 2 bath
4 minutes from I-57 expressway. This is a three bedroom two full bath townhome with a 2 car attached garage. King bed & 55' smart tv in the master bedroom. The Master bedroom also has a full bathroom with complimentary body wash, shampoo & conditioner. 2nd bedroom has a king size bed with king size hotel pillows. 3rd bedroom has queen bed with 55" smart tv. In closet you will find a deluxe queen size air bed with extra pillows & linens. Patio has table & chairs & charcoal grill.

Ground Floor Downtown Wilmington Studio Route 66
Located in downtown Wilmington, IL, Studio 66 is within walking distance to restaurants, bars, and the scenic Kankakee River. Whether you’re traveling Route 66, visiting family, or here for work, this spacious studio offers a convenient place to stay right off the historic “Mother Road.” Need an extra bed? We have an optional 31" x 75" rollaway cot (ideal for a child/single adult). It is kept locked away to maximize space for couples; see 'Other things to note' to request access.

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.

*Charming Canal-Port Cottage* ~ No Cleaning fees~
Escape to our **Cozy Canal Port Cottage**, where nature meets relaxation. Nestled on the historic I&M Canal and minutes from downtown Morris, this charming 2-bedroom retreat offers peace, comfort, and wildlife views. Enjoy a fully equipped kitchen, grilling area, comfy beds, and a serene setting near Starved Rock and Buffalo Rock. Perfect for couples or small families to unwind, explore, and recharge. We can not wait for you to stay with us.

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
Popular amenities for Wilmington holiday rentals
Other great holiday rentals in Wilmington

Cozy Little Small-Town Home

The Blue Daisy - Charming Private Studio

Private Cottage in Cathedral District

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

Cabin Getaway

Chapin Cottage

Cozy Cabin w/ Hot Tub • Fire Pit • Private Getaway

Cozy Clean Updated - Parking - Washer/Dryer
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Lexington Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- 875 North Michigan Avenue
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Matthiessen State Park
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Union Park
- Garfield Park Conservatory
- Oak Street Beach
- Museum of Science and Industry
- University of Illinois At Chicago
- Chicago Theatre
- DuSable Black History Museum and Education Center
- Wintrust Arena





