Holiday houses in Essex

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.

Location · Value · Laundry

Get Your Kicks in Our Cozy Cottage Near Route 66

Enjoy the comforts of home when you have to be away. Our fully furnished cottage is located 4 miles from Rt 53 / Historic Rt 66 & 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 / Chicagoland Speedway. ✧ 7 miles to easily access I55 for a quick ride into Chicago.

Location · Family · Hospitality

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

Location · Value · Condition

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.

Location · Family · Sleep quality

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 ❤️

Value · Location · Laundry

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.

Value · Family · Cleanliness

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.

Family · Location · Cleanliness

Cozy Riverfront Cottage With Hot Tub

Unwind at this 3-acre wooded riverfront retreat designed for peace, comfort, and warmth. Watch deer roam, birds sing, and geese glide along the water. Enjoy stunning river views, a private hot tub, fishing gear, fire pit, 2 decks with dining table, wicker chairs & gas grill, nature paths, and nearby state parks. Inside, relax with cozy beds, fresh white linens, plush blankets, robes, slippers, games and an electric fireplace. WiFi is available, but nature is the true connection here!

Location · Family · Cleanliness

Ground Floor Downtown Wilmington Studio Route 66

Located in downtown Wilmington, IL, Studio 66 is within walking distance to restaurants, bars, and the scenic Kankakee River. Whether you’re traveling Route 66, visiting family, or here for work, this spacious studio offers a convenient place to stay right off the historic “Mother Road.” Need an extra bed? We have an optional 31" x 75" rollaway cot (ideal for a child/single adult). It is kept locked away to maximize space for couples; see 'Other things to note' to request access.

Location · Family · Decor

Lyle and Taylor present- The Comfort is Amazing!!

Beautiful, private 2 Bedroom, 1 Bath apartment. Free Wi-Fi. Cable TV with 144 channels plus HBO, SHOWTIME, Cinemax. Ample Living room seating w/50" SmartTv Netflix ready (with your account). Desk office area, King Bedroom w/TV, Queen Bedroom, and Sofa for 5th guest. Washer & Dryer incl Laundry supplies. Hair dryer, Keurig coffee maker, Kcups, flavored creamers, tea, hot chocolate. Full kitchen, microwave, toaster, blender, essential spices. Iron & ironing board.

Location · Value · Outdoor spaces

Cozy Cabin w/ Hot Tub • Fire Pit • Private Getaway

Escape to the countryside this spring and summer at our cozy cabin tucked behind our quiet hobby farm. Sip your morning coffee on the patio, soak in the hot tub at sunset, and unwind by the fire pit under wide open skies. With peaceful field views and a private yard, it’s the perfect place to relax and recharge. Sleeps six with all the comforts of home, just 15 minutes from town, yet worlds away. No pets allowed, except fully trained ADA service dogs.

Location · Value · Kitchen

*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.

Family · Value · Walkability