Holiday houses in Wilmington

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Top-rated holiday rentals in Wilmington

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Top Guest favourite

Home in Lockport

4.96 out of 5 average rating, 151 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

Top Guest favourite

Apartment in Bourbonnais

4.97 out of 5 average rating, 34 reviews

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

Guest favourite

Apartment in Bourbonnais

4.9 out of 5 average rating, 374 reviews

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

Guest favourite

Apartment in Marseilles

4.86 out of 5 average rating, 298 reviews

Dog Approved Country Suite

This floor of my home is all yours! Non-shared, non-smoking studio, fully fenced back yard. Please choose my home for yourself, not just your dog; enjoy a full kitchen & appliances, 1 full size futon bed, basic tv, laundry & bath w/free parking. It’s peaceful living on a septic w/well water. Welcome to the country! Clean yes, but lived in & loved. Limited WiFi-no streaming. Weekly & monthly discounts. Approx 5 miles to I80 & 21 miles to Starved Rock. LOOK AT A MAP I can’t change my location.

Guest favourite

Apartment in Chebanse

4.95 out of 5 average rating, 652 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.

Superhost

Home in Morris

5 out of 5 average rating, 3 reviews

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

Guest favourite

Apartment in Kankakee

4.94 out of 5 average rating, 147 reviews

City Chic Haven • King Bed • New Luxury Studio

✤City Chic Haven✤ is 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 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

Cottage in Wilmington

4.92 out of 5 average rating, 163 reviews

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.

Top Guest favourite

Home in Wilmington

4.97 out of 5 average rating, 71 reviews

Waterfront dog friendly 3 bedroom home w/game room

Eagle’s Hideaway is a secluded waterfront getaway just an hour outside of Chicago, a mile from historic Route 66. Open concept, 3 bedroom home with incredible views of the Kanakee River. Fully stocked kitchen, full bathroom and laundry room with large capacity washer and dryer. The home has laminate and stone flooring and is designed so your dog can be included in your getaway in a worry free, comfortable environment. High speed internet.

Guest favourite

Apartment in Kankakee

4.88 out of 5 average rating, 65 reviews

Boho - Chic Retreat #3

Welcome to your Boho Chic Retreat in Kankakee! This cozy studio features charming exposed brick walls and original tin ceilings, blending vintage character with modern amenities. Enjoy a fully equipped, modern kitchen and a luxurious walk-in shower. Located within walking distance to restaurants, coffee shops, bars, and entertainment, you'll have everything you need at your fingertips. Book now for a unique and stylish stay!

Top Guest favourite

Home in Manteno

5 out of 5 average rating, 40 reviews

Watertower Villa 2

Your family will be close to everything when you stay at Watertower Villa 2. ✶ 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 *2 Bedroom; 1 Queen 1 twin bunk bed *Spacious fully equipped kitchen with Keurig coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

Top Guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 462 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.