
Holiday houses in Wilmington
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Top-rated holiday rentals in Wilmington
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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.

Cabin Getaway
Enjoy your stay at this private, cabin retreat equipped with EV charging station, spacious rooms for everyone. This home is not childproofed, please feel free to bring your own childproofing supplies. Cook meals on your own time in the full size kitchen, or enjoy the cozy wood burning stove in the living room or in the recreational space in the lower level with pool table and full size bar for your enjoyment. Pool is open during the Summer season. There is no isolation fence please supervise.

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.

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.

Cozy Riverfront Cottage With Hot Tub
Unwind at this 3-acre wooded riverfront retreat designed for peace, comfort, and warmth. Watch deer roam, birds sing, and geese glide along the water. Enjoy stunning river views, a private hot tub, fishing gear, fire pit, 2 decks with dining table, wicker chairs & gas grill, nature paths, and nearby state parks. Inside, relax with cozy beds, fresh white linens, plush blankets, robes, slippers, games and an electric fireplace. WiFi is available, but nature is the true connection here!

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.

*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

The Cottage in Godley, IL.
The Godley Cottage is located about halfway between Chicago and Springfield along the Old Route 66. There is a history of gangster hideouts and smuggling during Prohibition. It was originally a coal mining town and now a fisherman's paradise with many lakes here for fishing. The Godley Park District is a great place for kids and adults to play with farm animals and a dog park just a block away from the Cottage.
Popular amenities for Wilmington holiday rentals
Other great holiday rentals in Wilmington

Cozy Little Small-Town Home

The Blue Daisy - Charming Private Studio

Chapin Cottage

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

Charming Riverfront Cottage Home

Patriotic Cottage on the Hill

Cozy Clean Updated - Parking - Washer/Dryer

Home in Coal City near I-55
Destinations to explore
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- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- 875 North Michigan Avenue
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Matthiessen State Park
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Oak Street Beach
- Museum of Science and Industry
- University of Illinois At Chicago
- Chicago Theatre
- Rosemont Theatre
- Wintrust Arena





