Holiday houses in Essex

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Top-rated holiday rentals in Essex

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Top Guest favourite

The hot tub is illuminated with soft lights, offering a serene setting against the backdrop of a colorful sunset. Cozy seating surrounds the tub, while a nearby tree adds a touch of decor, creating a relaxing outdoor experience.

Townhouse in Ottawa

4.98 out of 5 average rating, 267 reviews

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.

Guest favourite

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

4.93 out of 5 average rating, 175 reviews

King Bed • Luxury Boho Studio • City Haven

✤City 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/cocoa 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

Superhost

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, 168 reviews

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.

Guest favourite

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

4.94 out of 5 average rating, 709 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 favourite

A well-equipped kitchen is displayed, featuring wooden cabinets and countertops with essential appliances, including a microwave and coffee maker. A dining table with four chairs is positioned centrally, complemented by a decorative plant in the center. Ample natural and overhead lighting is present.

Apartment in Bourbonnais

4.93 out of 5 average rating, 312 reviews

Lyle and Taylor present-Slice of Home on the Road

Your "HOME FEEL" on the road. 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.

Top Guest favourite

An outdoor Jacuzzi hot tub is positioned on a concrete patio, surrounded by expansive farmland. Soft lighting enhances the tranquil atmosphere, while a small table with chairs is nearby. Scenic views of the landscape are visible, contributing to a peaceful setting.

Home in North Utica

4.91 out of 5 average rating, 137 reviews

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.

Top Guest favourite

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, 418 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 a week long stay and receive 40% off ❤️

Guest favourite

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

4.96 out of 5 average rating, 171 reviews

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"!

Top Guest favourite

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

4.98 out of 5 average rating, 245 reviews

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.

Top Guest favourite

A single-story home features a welcoming front porch with seating, surrounded by a well-maintained lawn. The exterior displays a mix of brick and light-colored siding, complemented by neatly arranged shrubs and seasonal decorations. A spacious driveway leads to a single-car garage.

Home in Bradley

4.89 out of 5 average rating, 105 reviews

Cheerful 3 Bedroom, 2.5 bath central Bradley Home

A GREAT HOME AWAY FROM HOME! Conveniently located in central Bradley's family friendly Blatt Subdivision. Home sleeps six guests. 3 bedrooms, 2 queen and 2 twin beds. 2.5 bathrooms including a tub and a walk-in shower, complete with linens, toiletries and hair dryer. Additional features include a large kitchen with cooking accessories, air fryer and some essential condiments including coffee. Fenced in yard, small patio and 2 car garage. Scan QR Code in photos for Virtual Tour.

Top Guest favourite

A charming two-story carriage house features a vibrant purple exterior. Sturdy wooden steps lead to a porch, and a welcoming sign hangs near the entrance. Surrounding greenery adds a natural touch, while the driveway accommodates parking near the garage underneath.

Apartment in Ottawa

4.95 out of 5 average rating, 422 reviews

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.

Guest favourite

A brick ranch-style home is presented with a well-maintained front yard featuring manicured shrubs. The property includes a concrete driveway and subtle landscaping, framed by tall trees and clear blue skies, enhancing the welcoming appearance of the residence.

Home in Bourbonnais

4.93 out of 5 average rating, 300 reviews

King-size bed with fenced in backyard!

6 minutes away from I-57 You will love this three-bedroom home There is a 65 inch Smart TV in the living room and smart tv's in the bedrooms. You will enjoy a great night sleep in the king size bed in the master bedroom with king size hotel pillows. There are queen size beds with comfy pillows in the two other bedrooms. The kitchen comes fully stocked for all your cooking & eating needs. You will enjoy the fully fenced in backyard along with bikes for children and adults.