Holiday houses in Essex

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Top-rated holiday rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Fairbury
5 out of 5 average rating, 364 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 now and discover your home away from home! ❤️

Guest favourite
Apartment in Bourbonnais
4.9 out of 5 average rating, 382 reviews

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

Top Guest favourite
Home in Manteno
4.95 out of 5 average rating, 249 reviews

Manteno Luxury Comfy Cozy home with- 2 king beds!

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 newly remodeled with wood floors and new stainless steel appliances in the kitchen. Each bedroom has a large smart TV for your enjoyment! The living room has a 65 in smart TV and there is also an under the counter TV in the kitchen. We also have a queen size electric airbed with extra pillows & linens.

Top Guest favourite
Apartment in Chebanse
4.95 out of 5 average rating, 660 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
Apartment in Kankakee
4.94 out of 5 average rating, 152 reviews

City Chic Haven • King Bed • New Luxury Studio

✤City Chic Haven✤ is a brand-new luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a king bed, fast Wi-Fi, stocked kitchen, and 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

Guest favourite
Cottage in Wilmington
4.92 out of 5 average rating, 164 reviews

Get Your Kicks in Our Cozy Cottage Near Route 66

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

Top Guest favourite
Home in Ottawa
4.93 out of 5 average rating, 163 reviews

"You're invited" Suitcase Required

The whole group will enjoy easy access to everything from this centrally located place. Head to our many state parks, take a boat ride down the Illinois River, be adventurous and skydive at Skydive Chicago and the list goes on. This two-bedroom 1 bath house welcomes you with all the amenities to feel right at home. Sleeps 3 adults comfortably. (1-Queen Bed and 1 full size bed) It has a fully stocked kitchen. washer/dryer and outdoor seating/dining.

Top Guest favourite
Home in Wilmington
4.97 out of 5 average rating, 72 reviews

Waterfront dog friendly 3 bedroom home w/game room

Eagle’s Hideaway is a secluded waterfront getaway just an hour outside of Chicago, a mile from historic Route 66. Open concept, 3 bedroom home with incredible views of the Kanakee River. Fully stocked kitchen, full bathroom and laundry room with large capacity washer and dryer. The home has laminate and stone flooring and is designed so your dog can be included in your getaway in a worry free, comfortable environment. High speed internet.

Guest favourite
Apartment in Kankakee
4.86 out of 5 average rating, 74 reviews

Boho - Chic Retreat #3

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!

Top Guest favourite
Home in Manteno
4.98 out of 5 average rating, 202 reviews

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

Guest favourite
Home in Bourbonnais
4.95 out of 5 average rating, 20 reviews

Peony Place, minutes from Olivet

Welcome to Peony Place, your charming oasis just minutes away local attractions, dining, and Olivet University! This lovely 2-bedroom, 1-bath home offers a perfect blend of comfort and convenience, making it an ideal retreat for families, friends, or solo travelers. Step inside to discover a beautifully decorated space that radiates warmth and tranquility. With all the amenities you need to feel right at home!

Guest favourite
Apartment in Wilmington
4.91 out of 5 average rating, 82 reviews

Downtown Modern Studio by Route 66

Located right in downtown Wilmington, our Studio66 is walking distance to great food and nightlife/bars, as well as the beautiful Kankakee river. No matter if you're traveling Route 66, visiting family in town, or staying locally for work, Studio66 is a fun and convenient place to stay. You'll feel right at home right off "The Mother Road" staying at our spacious studio!

Popular amenities for Essex holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Kankakee County
  5. Essex