Holiday houses in Diamond

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Top-rated holiday rentals in Diamond

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Top Guest favourite
A well-lit sleeping area features a cozy bed with soft linens and decorative pillows. Natural light filters through two windows, complemented by light-colored curtains. A wooden bench and a small desk enhance the space, while a stylish area rug adds warmth to the hardwood floor.
Apartment in Lockport
4.97 out of 5 average rating, 88 reviews

Sunny Lockport Farmhouse: Studio + Full Kitchen

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Top Guest favourite
A spacious living area features a light gray sectional sofa arranged in a circular layout. A round wooden coffee table sits at the center, accompanied by a small potted plant. The walls are adorned with framed pictures, and a large clock adds character to the space.
Home in Coal City
5 out of 5 average rating, 25 reviews

Home in Coal City near I-55

Don't worry about a thing in this fully furnished family home with room for everyone! Minutes from Interstate 55 and downtown Coal City, this 4 bedroom, 3 bathroom home with fully finished basement and fenced in back yard is perfect for your home away from home. Enjoy this open concept home while kids play in the family room and you cook dinner in the adjacent kitchen. Spread out in the backyard, relax in the basement, or use the dining room as a workspace-this home provides so much versatility!

Top Guest favourite
The exterior of the vintage Lockport Hideaway guest house is shown, featuring light blue siding and a gabled roof. Two red doors welcome guests under a front porch. Lush greenery leads to the entrance, contributing to a charming façade that reflects the property's historic character.
Home in Lockport
5 out of 5 average rating, 51 reviews

Private Hideaway ~ Vintage House Apartment

OMG! A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage house apartment utilizing ONE (1) bdrm "Room # 16" (one queen bed for up to 2 guests) is all your own space. Flat is NOT shared with other guests/host. Family & Business Friendly. Includes private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"

Superhost
A bright bedroom features a spacious bed dressed in a soft blue striped coverlet. Natural light enters through two windows adorned with blinds. A small nightstand with a lamp sits beside the bed, and a closet with sliding doors is visible in the background.
Home in Mazon
4.75 out of 5 average rating, 4 reviews

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.

Guest favourite
An open-concept living space is shown, featuring a circular wooden dining table set for a meal. Comfortable seating arrangements include cozy chairs and a sofa. Natural light floods the room through large windows, enhancing the inviting atmosphere.
Home in Minooka
5 out of 5 average rating, 11 reviews

Family & Pet Friendly, No Stairs,10min to Rock Run

Modern, Ranch style home, No Stairs Retreat, Near New Joliet Hollywood Casino (Rock Run Collection) and Plainfield. Pet Friendly. ★ King bed + ensuite ★ open concept kitchens ★ 3 large Smart TVs ★ Dedicated Office Space+Desk + Monitor ★ 2 Door Garage LOCATION **** LOCATION***LOCATION ★ Rock Run Collection - 10 minutes ★Starved Rock State Park - 1 hour Located within 15-20 minutes of: ★Haley Mansion ★Joliet Junior College ★Harrah’s Casino ★Downtown Plainfield ★Rialto Square Theater

Guest favourite
A comfortable living area features a large smart TV mounted on the wall, providing a focal point for entertainment. Two inviting armchairs are positioned near a light-colored couch, and a ceiling fan offers overhead circulation. A small coffee table rests on a patterned area rug.
Home in Bourbonnais
4.95 out of 5 average rating, 349 reviews

Bourbonnais/ Sweet home a short walk to O.N.U.

You will love this 2 bedroom home with 3 large smart TV's, one 65" in the living room and a 55" smart TV in each bedroom. The master bedroom has a super comfy king size bed with king size hotel pillows and the second bedroom has a super comfy queen bed. The kitchen is complete with all the cooking & eating utensils that you need during your stay. There is a Keurig coffee pot with complimentary coffee & cream & sugars. There also a drip coffee maker with filters that we supply.

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, 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
A bright kitchen is furnished with white cabinetry and a light-colored countertop. Modern appliances, including a microwave and an oven, are positioned for convenience. Natural light enters through the window, complemented by decorative elements on the wall and counter for a welcoming touch.
Home in Ottawa
4.93 out of 5 average rating, 168 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
An outdoor space features a hot tub and a fire pit surrounded by six comfortable chairs. A grill is positioned on a patio, with lush green fields visible in the background, creating an inviting setting for relaxation and gatherings.
Cabin in Martinton
5 out of 5 average rating, 19 reviews

Cozy Cabin on the farm, with hot tub & fire pit!

Tucked away behind our quiet hobby farm, this cozy cabin is the perfect fall and holiday escape. Surrounded by fields and peaceful views, enjoy your own private yard, hot tub, fire pit, and patio—ideal for crisp mornings and evenings and beautiful clear starry skies. Sleeps six with all the comforts of home and modern amenities. Just 15 minutes from town, yet feels a world away. Please note: No pets are allowed, except fully trained ADA service dogs.

Guest favourite
A cozy bedroom showcases exposed brick walls and tin ceilings. A spacious bed dressed in soft linens and decorative pillows rests against the wall. Bright yellow curtains frame two windows, infusing the space with natural light, while a small desk is positioned nearby.
Apartment in Kankakee
4.95 out of 5 average rating, 107 reviews

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!

Guest favourite
The spacious studio features an open floor plan, highlighted by a comfortable bed with plaid bedding and a vibrant area rug. A kitchen with modern appliances is visible to one side, while a cozy seating area includes a coffee table and soft couch. Wall art adds a touch of character.
Apartment in Wilmington
4.88 out of 5 average rating, 85 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!

Guest favourite
A spacious living area is highlighted by a sectional sofa and a coffee table, featuring large windows that bring in natural light. The open design allows for a view of the kitchen, equipped with modern appliances. Textured accents and artwork add a touch of style.
Home in Custer Park
4.93 out of 5 average rating, 114 reviews

Modern River Cabin

Kick back and relax in this calm, stylish space that we call the Modern River Cabin. Located waterfront on the Kankakee River with a small private loading dock perfect for bringing your kayaks, John boats or yourself down to the river. Waking up earlier enough to see the sun rise will give you a view like no other.

Popular amenities for Diamond holiday rentals

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