Holiday houses in Wilmington

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Top-rated holiday rentals in Wilmington

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Guest favourite
Home in Morris
4.88 out of 5 average rating, 34 reviews

Cozy Clean -Washer/Dryer-Pet Friendly-Sleeps 3

Small and cozy, everything you need right at hand. Comfy upgraded mattresses, a full kitchen, and plenty of TVs for watching your own streaming apps. A small, private backyard. Perfect place for solo travelers or a couple. Pets are welcome with an additional fee and agreement to pick up all waste. We ask that you please disclose in the reservation if you are bringing a pet. Two beds - maximum three people allowed. You can park right next to the house. Close to town. House sits on the alley.

Superhost
A comfortable living area features a spacious sofa with neutral-toned cushions. A glass coffee table sits atop a decorative rug, and wooden shelves display books. Natural light enters through window treatments, complemented by patterned curtains and a floor lamp.
Cottage in Wilmington
4.92 out of 5 average rating, 173 reviews

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.

Top Guest favourite
Cabin in Custer Park
4.94 out of 5 average rating, 18 reviews

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.

Guest favourite
A welcoming porch area features a green and beige exterior with a door leading into the loft. Decorative pumpkins and flowers are arranged on hay bales, complemented by a rustic chair. Surrounding trees provide a natural backdrop.
Apartment in Chebanse
4.94 out of 5 average rating, 722 reviews

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.

Guest favourite
Apartment in Kankakee
4.95 out of 5 average rating, 202 reviews

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

Guest favourite
A well-equipped kitchen is displayed, featuring wooden cabinets and countertops with essential appliances, including a microwave and coffee maker. A dining table with four chairs is positioned centrally, complemented by a decorative plant in the center. Ample natural and overhead lighting is present.
Apartment in Bourbonnais
4.93 out of 5 average rating, 327 reviews

Lyle and Taylor present-Slice of Home on the Road

Your "HOME FEEL" on the road. Beautiful, private 2 Bedroom, 1 Bath apartment. Free Wi-Fi. Cable TV with 144 channels plus HBO, SHOWTIME, Cinemax. Ample Living room seating w/50" SmartTv Netflix ready (with your account). Desk office area, King Bedroom w/TV, Queen Bedroom, and Sofa for 5th guest. Washer & Dryer incl Laundry supplies. Hair dryer, Keurig coffee maker, Kcups, flavored creamers, tea, hot chocolate. Full kitchen, microwave, toaster, blender, essential spices. Iron & ironing board.

Guest favourite
Home in Mazon
4.88 out of 5 average rating, 16 reviews

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.

Top Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 276 reviews

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.

Top Guest favourite
Apartment in Wilmington
4.91 out of 5 average rating, 119 reviews

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.

Top Guest favourite
Home in Morris
4.95 out of 5 average rating, 41 reviews

*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.

Top Guest favourite
Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.
Home in Manteno
4.97 out of 5 average rating, 262 reviews

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

Guest favourite
Home in Godley
4.84 out of 5 average rating, 19 reviews

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