Holiday houses in Wilmington

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Top-rated holiday rentals in Wilmington

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Top Guest favourite

A spacious living area features a light gray sectional sofa arranged in a circular layout. A round wooden coffee table sits at the center, accompanied by a small potted plant. The walls are adorned with framed pictures, and a large clock adds character to the space.

Home in Coal City

5 out of 5 average rating, 27 reviews

Home in Coal City near I-55

Don't worry about a thing in this fully furnished family home with room for everyone! Minutes from Interstate 55 and downtown Coal City, this 4 bedroom, 3 bathroom home with fully finished basement and fenced in back yard is perfect for your home away from home. Enjoy this open concept home while kids play in the family room and you cook dinner in the adjacent kitchen. Spread out in the backyard, relax in the basement, or use the dining room as a workspace-this home provides so much versatility!

Top 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, 677 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

4.83 out of 5 average rating, 6 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

An open-concept living space is shown, featuring a circular wooden dining table set for a meal. Comfortable seating arrangements include cozy chairs and a sofa. Natural light floods the room through large windows, enhancing the inviting atmosphere.

Home in Minooka

5 out of 5 average rating, 16 reviews

Family&Pet Friendly-No Stairs-Kingbeds-Peaceful.

Modern home, King beds, Fenced yard, No Stairs, Stocked kitchen, Family and Pet Friendly Retreat. Pet must be noted on guest screen ★ King bed + ensuite ★ open concept kitchens ★ 3 large Smart TVs ★ Dedicated Office Space+Desk + Monitor ★ 2 Door Garage LOCATION **** LOCATION***LOCATION ★ Rock Run Collection - 10 minutes ★Starved Rock State Park - 1 hour Located within 15-20 minutes of: ★Haley Mansion ★Joliet Junior College ★Harrah’s Casino ★Downtown Plainfield ★Rialto Square Theater

Top Guest favourite

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

4.96 out of 5 average rating, 157 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! *Note: Pricing is based on "Double Occupancy". Extra charges per person apply after 2 guests. Can accommodate up to 6 guests. Family & Business Friendly. 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. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"!

Guest favourite

A spacious bedroom features a modern black metal bed with crisp white linens and decorative pillows. Soft, neutral colors enhance the space, complemented by a large mirror and a small desk. Natural light enters through a window covered with light curtains, creating a calm atmosphere.

Apartment in Lockport

4.95 out of 5 average rating, 22 reviews

Bright Lockport Farmhouse: King Bed + Yard View

Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

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, 164 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

A cozy bedroom showcases exposed brick walls and tin ceilings. A spacious bed dressed in soft linens and decorative pillows rests against the wall. Bright yellow curtains frame two windows, infusing the space with natural light, while a small desk is positioned nearby.

Apartment in Kankakee

4.95 out of 5 average rating, 111 reviews

Boho-Chic Retreat #4

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!

Guest favourite

A cozy living area features a comfortable couch, a lounge chair, and a round dining table. The full kitchen is equipped with modern appliances, including a refrigerator and oven. Soft lighting from a nearby lamp creates a welcoming environment. A neutral rug enhances the room's warmth.

Apartment in Morris

4.91 out of 5 average rating, 11 reviews

Cozy Loft Apartment

Experience a peaceful and cozy loft apartment that has everything you need for a weekend getaway or an extended stay. This studio apartment in a historic building has lots of amenities packed into an efficient space. Free street parking is available. The unit is only a five-minute walk to picturesque downtown Morris, where you'll find plenty of dining and shopping options. Morris is near multiple communities for an easy commute.

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, 214 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

Guest suite in Joliet

4.95 out of 5 average rating, 43 reviews

Home Sweet Home

Quiet, Fully Finished Basement Apartment—Ideal for Business Travel - 2 bedrooms with full-size beds & 32" smart TVs - Living room with 55" smart TV (Hulu/Netflix) - Full kitchen for meal prep or extended stays - Bathroom with soaker tub & shower - Private back patio & front porch - No guests under 16 - Quiet hours & respectful use of shared spaces - Home uses well/septic—do not flush hygiene products

Top Guest favourite

A tranquil lake scene is depicted, featuring autumnal trees reflecting vibrant hues of yellow, orange, and red in still water. The grassy shoreline enhances the serene environment, while neighboring greenery contributes to the picturesque landscape.

Guest suite in Naperville

4.96 out of 5 average rating, 481 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.