Holiday rentals in Dwight

Starved Rock Retreat w/hot tub & full-fenced yard!

2-bedroom, 1-bathroom pet-friendly townhouse with fenced yard in a quiet neighborhood close to everything. Ideal for couples, yet comfortable for all travelers. Safe, private, and well-suited for remote work. Enjoy an open floor plan and a new patio with a year-round hot tub & seating area. Fully fenced yard with a 6-ft vinyl privacy fence is exclusively yours. No pet restrictions. Includes in-unit laundry and two bedrooms - one set up as an office/workout space. Peaceful and made for unwinding.

Work hard. Play harder. You deserve it.

GuestWork is a local Property Management Company and we operate nearly all of the AirBnB's in our community. We have units designed for weekend getaways, temporary housing for local displaced residents, mid-term stays for local work travelers and go to great lengths to accommodate guests in the area to visit family and friends in our perfect little town. Please feel free to complete an inquiry and tell us exactly what you are looking for and let us help align you with the perfect unit in your

Cabin Getaway

Enjoy your stay at this private, cabin retreat equipped with EV charging station, spacious rooms for everyone. This home is not childproofed, please feel free to bring your own childproofing supplies. Cook meals on your own time in the full size kitchen, or enjoy the cozy wood burning stove in the living room or in the recreational space in the lower level with pool table and full size bar for your enjoyment. Pool is open during the Summer season. There is no isolation fence please supervise.

King Bed • Luxury Boho Studio • City Chic Haven

✤City Chic 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 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

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.

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 a week long stay and receive 40% off ❤️

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.

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Charming Downtown Loft Apartment

Enjoy a stylish experience at this centrally-located downtown loft in Streator, IL. Spacious and comfortable, this two bedroom/two bathroom apartment will make you feel right at home. With an open-concept kitchen and living area, modern appliances, coffee-maker, and more, this apartment is perfect for a quick overnight trip or a longer stay. Hike at Starved Rock State Park (25 min away), walk to local restaurants, shops, and bars, or just stay in and enjoy the comforts of home.

Detached, private guest house! a ms

Come stay in our carriage house turned guest house!, the property has a swimming pool available during swimming season, which is June thru September. a separate Hot Tub and new BBQ for your private use; please indicate if you intend to use the pool during your stay, we need an hours notice to remove the cover; the hot tub is always ready to use. You will be sure to enjoy the proximity to restaurants, shopping in Ottawa, parks such as Starved Rock, and a variety of festivals.

*Charming Canal-Port Cottage* ~ No Cleaning fees~

Escape to our **Cozy Canal Port Cottage**, where nature meets relaxation. Nestled on the historic I&M Canal and minutes from downtown Morris, this charming 2-bedroom retreat offers peace, comfort, and wildlife views. Enjoy a fully equipped kitchen, grilling area, comfy beds, and a serene setting near Starved Rock and Buffalo Rock. Perfect for couples or small families to unwind, explore, and recharge. We can not wait for you to stay with us.

Lakeside Channel Hideaway – 4BR/2BA, Sleeps 10

Escape to Lakeside Channel Hideaway, a peaceful 4BR, 2BA waterfront retreat in Goose Lake Township near Morris, IL. Enjoy tranquil views, a gazebo, grill, and private fishing dock on a spacious half-acre lot. Relax indoors with modern comforts and nature all around. House rules: quiet hours 10p-8a, no parties, max 10 guests/4 cars, and renters must be 25+. Thank you for respecting our neighborhood.