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, 21 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!

Guest favorite

An organized linen closet is visible, featuring neatly folded white towels on the top shelf. A woven basket holds additional linens, while a fabric bin at the bottom contains smaller items, all set against a neutral background.

Apartment in Bourbonnais

4.9 out of 5 average rating, 354 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

Guest favorite

Apartment in Chebanse

4.96 out of 5 average rating, 606 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.

Top guest favorite

A decorative black bench sits in front of an elegant arched window. The large window features multiple panes, reflecting delicate drapery inside. Climbing vines gracefully trail up the exterior wall, with sophisticated light fixtures flanking the window, contributing to the building's character.

Apartment in Fairbury

5 out of 5 average rating, 337 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!

Top guest favorite

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

4.99 out of 5 average rating, 656 reviews

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Guest favorite

A one-story home is featured with a spacious, well-maintained exterior. The two-car garage is visible with a wide driveway extending to the front entry. Lush green grass surrounds the front of the house, complemented by trees providing shade.

Home in Manteno

4.96 out of 5 average rating, 256 reviews

King-size beds ! All the luxeries of home!

You will love this 3-bedroom 2 full bathroom home which has everything you will need for an enjoyable stay. In the living room there is a 65in Smart TV for your enjoyment. In the Mater & 2nd bedrooms you will enjoy super comfy King size beds with king size hotel pillows & 55" smart tv's. In the 3rd bedroom is a super comfy queen size bed with comfy pillows & a 55" smart tv. For outdoor we supply bikes for children & adults along with patio table & chairs with outdoor grill with charcoal

Top guest favorite

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

4.99 out of 5 average rating, 149 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.

Guest favorite

A modern kitchen area showcases dark cabinetry and granite countertops, complemented by stylish pendant lighting. The space includes a breakfast bar with seating for three and is equipped with stainless steel appliances. An inviting living area with a comfortable sofa is visible in the background.

Apartment in Kankakee

4.94 out of 5 average rating, 126 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 favorite

A clean and welcoming bathroom features a white toilet adorned with a friendly smiley face design. A roll of tissue is conveniently placed on top, and a small rug is positioned on the wooden floor. Personal care items are neatly organized nearby.

Apartment in Ottawa

4.94 out of 5 average rating, 357 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

Guest suite in Joliet

4.95 out of 5 average rating, 20 reviews

Home Sweet Home

A fully finished basement which is where you will reside. Wonderful piece of home and serenity. A small but large enough for two-four people to enjoy. There is a full size bed in the main bedroom and pocket doors that close off the Murphy bed located as a second bedroom. Full size kitchen for your use, outside patio in back and front porch for your use. House is on well and septic system. Please NO PERSONAL PRODUCTS. This place is not set up for children.

Guest favorite

A kitchen cabinet is neatly organized with various condiments, canned goods, and packaged items. Shelves contain a mix of spices, sauces, soups, and snacks, ensuring essential supplies are readily available for meal preparation.

Home in Wilmington

4.91 out of 5 average rating, 90 reviews

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.

Top guest favorite

Home in Wilmington

4.97 out of 5 average rating, 62 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.