Holiday rentals 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.

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.

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

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.

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 ❤️

Private Riverfront Oasis Guest Studio

Welcome to your private river front retreat! This spacious, fully equipped, private studio guest suite is tucked away on the beautiful Kankakee River (with a view!). Located less than 5 miles from I-57, this hidden gem offers convenience of location as well as peaceful beauty. Relax on the porch, take a dip in the river or chill in the hot tub to pass the time. The guest suite is attached to the main house but boasts its own private keypad entry and a completely private stay.

The Loft at Virgie

You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.

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.

Cheerful 2 bedroom home near Rt. 66

Soak up the hometown charm with a relaxing and tranquil stay in historic Wilmington near the Kankakee River. You won't be living in a van down on the river during this stay. You'll enjoy a warm, cozy home that's near shopping, flavorful restaurants and picturesque sunsets on the Kankakee River. This two bedroom home can accommodate up to six people. The kitchen and living room feature an open concept for more intimate or a night with close friends.

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"! 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"! Can accommodate up to 6 guests.