Vacation rentals in Wilmington

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Top-rated vacation rentals in Wilmington

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Top guest favorite
Home in Wilmington
5 out of 5 average rating, 8 reviews

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.

Guest favorite
The bedroom features a spacious bed adorned with a white quilt and red accent pillows. Soft lighting is provided by lamps on either side of the bed. A decorative wall art piece and a potted plant complete the modern decor against a dark grey accent wall.
Apartment in Kankakee
4.93 out of 5 average rating, 183 reviews

King Bed • Luxury Boho Studio • City Haven

✤City 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/cocoa 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

Top guest favorite
Cabin in Custer Park
4.94 out of 5 average rating, 16 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 favorite
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, 719 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 favorite
Home in Morris
4.88 out of 5 average rating, 33 reviews

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

Small and cozy, everything you need is 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. We ask that you please disclose in the reservation if you are bringing a pet. There are 2 beds with a maximum of three people allowed. You can park right next to the house. Very close to town. This house sits on the alley.

Guest favorite
Home in Mazon
4.87 out of 5 average rating, 15 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 favorite
A welcoming open concept living space is portrayed, featuring a comfortable sofa with decorative pillows. A dining area with a table for six sits adjacent to a kitchen with modern appliances. A functioning fireplace adds charm, while a large TV is mounted on the wall.
Home in Manteno
4.94 out of 5 average rating, 280 reviews

Manteno Luxury Comfy Cozy home with- 2 king beds!

6 minutes from I-57 expressway. 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 comes with wood floors & stainless steel appliances in the kitchen. Kitchen is fully stocked for cooking. Bedrooms have a 55" Smart TV for your enjoyment! The living room has a 65" Smart TV . We also have a queen size electric airbed with extra pillows & linens.

Top guest favorite
Home in Bourbonnais
5 out of 5 average rating, 9 reviews

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!

Top guest favorite
Apartment in Wilmington
4.9 out of 5 average rating, 115 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 favorite
Home in Morris
4.95 out of 5 average rating, 38 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.

Guest favorite
A living area features a large area rug with intricate patterns, complementing the neutral wall colors. A television sits on a low stand, and two teal chairs are positioned near a small side table. A mirror reflects the room, while a plant adds a touch of greenery.
Home in Wilmington
4.94 out of 5 average rating, 17 reviews

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.

Guest favorite
Home in Godley
4.81 out of 5 average rating, 16 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 vacation rentals

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