
Vacation rentals in Essex
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Essex
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Country Home with Outdoor Hot Tub by Starved Rock
Beautiful Country Home with private outdoor Jacuzzi Hot Tub secluded by farmland on almost 3 Acres in North Utica Huge outdoor fire pit and concrete patio too Lots of parking space enough for a boat and trailer Starved Rock, Buffalo Rock, Matthiessen State Parks and the Illinois river are close by for hiking ,fishing or kayaking Starved Rock Marina and Sky dive Chicago are close by Dining and Shopping only a few miles away in downtown Utica Ottawa or Peru A unique and tranquil getaway.

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 ❤️

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"! *Note: Pricing is based on "Double Occupancy". Extra charges per person apply after 2 guests. Can accommodate up to 6 guests. 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"!

Manteno Luxury Comfy Cozy home with- 2 king beds!
6 minutes from I-57 expressway. Nestled in a cul-de-sac, this open concept 2 bedroom 2 bath townhome! There is a fireplace, dining room and convenient patio with sliding glass doors that lead to the outdoor patio The home is comes with wood floors & stainless steel appliances in the kitchen. Kitchen is fully stocked for cooking. Bedrooms have a 55" Smart TV for your enjoyment! The living room has a 65" Smart TV . We also have a queen size electric airbed with extra pillows & linens.

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.

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.

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!

Boho Haven • 2 King Beds • Washer/Dryer • Trails
✤Boho Haven✤ is a cozy, boho inspired 2BR first floor apartment with fast Wi-Fi, 2 king beds, full kitchen, and a private entrance. It’s perfect for couples, families, or business travelers visiting Kankakee. Quiet area close to shops, restaurants, trails, the river and top spots: ✶ 1.7 Miles to Olivet Nazarene University ✶ 1.3 Miles to Riverside Medical Center ✶ 1.2 Miles to Perry Farm Park ✶ 55 Miles to Midway Airport
Popular amenities for Essex vacation rentals
Other great vacation rentals in Essex

The Blue Daisy - Charming Private Studio

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

Deer Ridge - A peaceful 10 Acre wooded Retreat

Fox River House

Downtown Wilmington Studio Route 66

Small But Mighty Comfy

Patriotic Cottage on the Hill

Cozy Willow Inn
Destinations to explore
- Chicago Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Louisville Vacation rentals
- Southern Indiana Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Cincinnati Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals





