Vacation rentals in South Wilmington

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Top-rated vacation rentals in South Wilmington

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Top guest favorite

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

Top guest favorite

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.

Apartment in Fairbury

5 out of 5 average rating, 355 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! ❤️

Guest favorite

A fully equipped kitchen features wooden cabinetry and a black refrigerator. Appliances include a gas stove, microwave, and toaster oven. The countertop is complemented by a dishwasher. A small dining area with a wooden table and place settings is visible nearby.

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

Superhost

The kitchen area features a spacious island with seating, adorned with a 'WELCOME' sign and sunflowers. Cabinets in varying shades of grey and green line the walls. A full-size refrigerator, microwave, and stove are visible, alongside organized kitchen essentials and decorative elements.

Apartment in Marseilles

4.86 out of 5 average rating, 297 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 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

4.95 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.

Guest favorite

The dining area features a wooden table surrounded by six chairs, complemented by a spacious kitchen with modern appliances. Light streams through large windows adorned with patterned curtains, illuminating the space. Bar stools are positioned at the kitchen counter, enhancing the open layout.

Bungalow in Pontiac

4.99 out of 5 average rating, 122 reviews

Lucky 7s Bungalow w/Hot Tub

It’s your lucky day! Welcome to this charming south side bungalow. Whether you are in town visiting family or friends, working remotely, or playing tourist, the Lucky 7s is the perfect place to call home during your stay in Pontiac. Our home is designed with modern touches and your family in mind. Gather around the table playing games while the chef of your group cooks up something delicious in the fully stocked kitchen. Afterwards, unwind and enjoy the hot tub in the private backyard.

Top guest favorite

A single-story cabin is situated on a spacious lot, framed by lush greenery. The structure features a covered front porch and an attached garage, with a paved driveway leading to the entrance. Natural light shines on the surrounding yard, enhancing the serene landscape.

Farm stay in Seneca

5 out of 5 average rating, 43 reviews

Relax, unwind in the country.

Nestled through the woods and on 20 acres, welcome to the farm. Once you enter the property, not a neighbor in sight. Don’t worry we won’t make you work on the farm. Instead, sit back and enjoy the country life. Relax on the deck and watch Mother Nature at her best hours. Gather some wood and enjoy a cozy fire and catch a country sunset. Got a boat? We are 5 miles from the Illinois River public boat launch in Seneca. We are 20 miles from Downtown Ottawa and from Downtown Morris.

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

4.94 out of 5 average rating, 137 reviews

City Haven • King Bed • New Luxury Studio

Welcome to ✤City Haven✤! 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 bars, axe throwing & cafe ✶ 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 favorite

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, 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 favorite

A gathering area by the water features five comfortable chairs arranged around a rustic stone fire pit. The lush green lawn extends toward the river, with trees providing a backdrop against a sunset sky dotted with soft clouds.

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.

Top guest favorite

A cozy bedroom features an ornate wall decor above a spacious bed dressed in a patterned comforter. Soft pillows are arranged thoughtfully, and natural light streams through a large window, illuminating the warm orange walls and nearby greenery.

Guest suite in North Utica

4.98 out of 5 average rating, 178 reviews

Adorable 1 bedroom with indoor fireplace

Take a break at this peaceful oasis 5 miles from Starved Rock State Park and 4 miles from Buffalo Rock State Park. The quaint village of Utica and the unique town Ottawa are also close. Enjoy hiking, biking and activities on the Illinois River. There is also the Buffalo Range and Gun Company 2 miles away. Ottawa has great places to dine and Washington Park in downtown Ottawa has the must see Lincoln-Douglas Debate fountain and statue.

Guest favorite

An open studio layout features exposed brick walls and original tin ceilings. A cozy seating area includes a green couch and a round wooden table. A spacious bed with light green bedding is positioned against the far wall, while natural light filters through the window, complemented by dark green curtains.

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!