Vacation rentals in Diamond

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Top-rated vacation rentals in Diamond

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Top guest favorite

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 favorite

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, 363 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 favorite

A fully equipped kitchen features wooden cabinetry and a black refrigerator. Appliances include a gas stove, microwave, and toaster oven. The countertop is complemented by a dishwasher. A small dining area with a wooden table and place settings is visible nearby.

Apartment in Bourbonnais

4.9 out of 5 average rating, 380 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 favorite

A welcoming open concept living space is portrayed, featuring a comfortable sofa with decorative pillows. A dining area with a table for six sits adjacent to a kitchen with modern appliances. A functioning fireplace adds charm, while a large TV is mounted on the wall.

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.

Guest favorite

The kitchen area features a spacious island with seating, adorned with a 'WELCOME' sign and sunflowers. Cabinets in varying shades of grey and green line the walls. A full-size refrigerator, microwave, and stove are visible, alongside organized kitchen essentials and decorative elements.

Apartment in Marseilles

4.86 out of 5 average rating, 307 reviews

Dog Approved Country Suite

This floor of my home is all yours! Non-shared, non-smoking studio, fully fenced back yard. Please choose my home for yourself, not just your dog; enjoy a full kitchen & appliances, 1 full size futon bed, basic tv, laundry & bath w/free parking. It’s peaceful living on a septic w/well water. Welcome to the country! Clean yes, but lived in & loved. Limited WiFi-no streaming. Weekly & monthly discounts. Approx 5 miles to I80 & 21 miles to Starved Rock. LOOK AT A MAP I can’t change my location.

Guest favorite

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

4.95 out of 5 average rating, 657 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 favorite

The sleeping area showcases a spacious bed adorned with a white quilt and decorative pillows. Two bedside tables with lamps flank the bed, while textured artwork decorates the wall above. A blanket with geometric patterns is casually draped over the corner, enhancing the room's calming aesthetics.

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

Top guest favorite

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, 389 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 favorite

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 favorite

A gathering area by the water features five comfortable chairs arranged around a rustic stone fire pit. The lush green lawn extends toward the river, with trees providing a backdrop against a sunset sky dotted with soft clouds.

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 favorite

An open studio layout features exposed brick walls and original tin ceilings. A cozy seating area includes a green couch and a round wooden table. A spacious bed with light green bedding is positioned against the far wall, while natural light filters through the window, complemented by dark green curtains.

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!

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Apartment in Ottawa

4.88 out of 5 average rating, 258 reviews

Gateway to Starved Rock 1 Bedroom Apartment

Cozy 1 Bedroom private 2ND FLOOR apartment in Ottawa, IL. (Apartment located above our clothing boutique) Sleeps 4 (1 Queen Bed & Sleeper Sofa in Living Rm) Welcome to Ottawa, the scenic gateway to Starved Rock State Park, Matthiessen State Park, Skydive Chicago and much much more. Enjoy the Ottawa's restaurants, brewery, historic park and quaint shops. Short Scenic drive to Starved Rock and other local state parks.