Holiday rentals in South Wilmington

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Top-rated holiday rentals in South 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, 26 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 serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Flat in Fairbury
5 out of 5 average rating, 378 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home! ❤️

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.
Flat in Chebanse
4.95 out of 5 average rating, 670 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.

Top guest favourite
The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.
Private room in Geneva
4.99 out of 5 average rating, 700 reviews

Room within a Cozy Cottage

Private room in cozy basement. Bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, electric kettle and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go. Not staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the Airbnb area. By "shared space" it is the host rarely passing through living room when noone is there for laudary.

Guest favourite
The living area features two comfortable sofas in a warm tan hue, complemented by a coffee table at the center. A decorative rug with autumnal patterns is underfoot. Natural light is provided through a window, and a mirror reflects elements of the inviting space.
Flat in Bradley
4.95 out of 5 average rating, 39 reviews

Cozy apartment, free parking

Keep it warm and cozy at this peaceful and centrally-located place. Newly remodeled 1st-floor apartment includes new furniture and appliances. It is centrally located in the Bradley-Bourbonnais area, with a short walk to local restaurants, a short drive to shops , and a 2-minute drive to Olivet Nazarene University. Includes free wifi, Netflix, and free parking on the driveway for up to 3 cars. Relax with your favorite movies or TV show with the 75-inch TV and two comfortable recliner sofas.

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
4.8 out of 5 average rating, 5 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 bright kitchen is furnished with white cabinetry and a light-colored countertop. Modern appliances, including a microwave and an oven, are positioned for convenience. Natural light enters through the window, complemented by decorative elements on the wall and counter for a welcoming touch.
Home in Ottawa
4.93 out of 5 average rating, 174 reviews

"You're invited" Suitcase Required

The whole group will enjoy easy access to everything from this centrally located place. Head to our many state parks, take a boat ride down the Illinois River, be adventurous and skydive at Skydive Chicago and the list goes on. This two-bedroom 1 bath house welcomes you with all the amenities to feel right at home. Sleeps 3 adults comfortably. (1-Queen Bed and 1 full size bed) It has a fully stocked kitchen. washer/dryer and outdoor seating/dining.

Top guest favourite
An outdoor space features a hot tub and a fire pit surrounded by six comfortable chairs. A grill is positioned on a patio, with lush green fields visible in the background, creating an inviting setting for relaxation and gatherings.
Cabin in Martinton
5 out of 5 average rating, 22 reviews

Cozy Cabin on the farm, with hot tub & fire pit!

Tucked away behind our quiet hobby farm, this cozy cabin is the perfect fall and holiday escape. Surrounded by fields and peaceful views, enjoy your own private yard, hot tub, fire pit, and patio—ideal for crisp mornings and evenings and beautiful clear starry skies. Sleeps six with all the comforts of home and modern amenities. Just 15 minutes from town, yet feels a world away. Please note: No pets are allowed, except fully trained ADA service dogs.

Guest favourite
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
5 out of 5 average rating, 7 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 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.
Flat in Kankakee
4.95 out of 5 average rating, 110 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.
Flat 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.

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.
Flat in Wilmington
4.88 out of 5 average rating, 85 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!

Popular amenities for South Wilmington holiday rentals