Holiday houses in Wilmington

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Top-rated holiday rentals in Wilmington

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Guest favourite

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

4.95 out of 5 average rating, 157 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 favourite

Apartment in Bourbonnais

4.98 out of 5 average rating, 54 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

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

4.95 out of 5 average rating, 685 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

A bright bedroom features a spacious bed dressed in a soft blue striped coverlet. Natural light enters through two windows adorned with blinds. A small nightstand with a lamp sits beside the bed, and a closet with sliding doors is visible in the background.

Home in Mazon

4.89 out of 5 average rating, 9 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.

Guest favourite

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

4.93 out of 5 average rating, 261 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 favourite

The living room is well-lit by sunlight streaming through three large windows, accentuating a comfortable brown sofa and a stylish armchair. A wooden coffee table and a small dining table with two chairs offer ample seating. Unique artwork and decorative items add character to the space.

Apartment in Noble Square

4.97 out of 5 average rating, 580 reviews

Fully Furnished Apartment Wicker Park Free Parking

Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

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, 165 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.

Guest favourite

An inviting living room is presented with a comfortable sofa and an armchair, accented by decorative elements on the walls. A wooden TV stand holds a television, while natural light enters through a front door and large windows, enhancing the cozy atmosphere.

Home in Wilmington

4.91 out of 5 average rating, 104 reviews

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.

Guest favourite

The living area features a comfortable sofa with decorative pillows, a coffee table, and a cozy armchair. A wall-mounted TV is present alongside two large windows covered with sheer curtains, allowing natural light to brighten the neutral-toned walls and patterned rug.

Tiny home in Morris

4.89 out of 5 average rating, 19 reviews

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

Cozy1bed w/ lg private fenced yard, Short to Long-term. Outage Friendly. Full W/ D Pet friendly. Full kitchen right off the living room, full bath , the laundry room and the bedroom has a full size bed/ sofa bed pulls out to a double. This property is RV friendly with 30/50 AMP & is located minutes to Loves Truck Stop. RV spot will not be booked if house is booked. If you have any questions, please reach out. Thank you

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

4.98 out of 5 average rating, 223 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

Top Guest favourite

A functional kitchen area features wooden cabinetry and modern appliances. Ample countertop space is complemented by tile flooring. A small dining table with chairs is positioned near a window, allowing natural light to illuminate the space. A doorway leads to a cozy bedroom.

Guest suite in Oswego

4.96 out of 5 average rating, 74 reviews

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Guest favourite

The spacious studio features an open floor plan, highlighted by a comfortable bed with plaid bedding and a vibrant area rug. A kitchen with modern appliances is visible to one side, while a cozy seating area includes a coffee table and soft couch. Wall art adds a touch of character.

Apartment in Wilmington

4.89 out of 5 average rating, 90 reviews

Downtown Modern Studio by Route 66

Located right in downtown Wilmington, our Studio 66 is walking distance to great food and nightlife/bars, as well as the beautiful Kankakee river. No matter if you're traveling Route 66, visiting family in town, or staying locally for work, Studio 66 is a fun and convenient place to stay. You'll feel right at home right off "The Mother Road" staying at our spacious studio!