Holiday houses in Diamond

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Top-rated holiday rentals in Diamond

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Top Guest favourite

Home in Coal City

5 out of 5 average rating, 22 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

Home in Lockport

4.96 out of 5 average rating, 137 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

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 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

Guest favourite

Apartment in Bourbonnais

4.9 out of 5 average rating, 361 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 favourite

Apartment in Chebanse

4.96 out of 5 average rating, 616 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 favourite

Guest suite in Geneva

4.99 out of 5 average rating, 659 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.

Top Guest favourite

Home in Bourbonnais

4.94 out of 5 average rating, 308 reviews

3 Bedroom home w/two king beds close to O.N.U.

You will love this cozy three-bedroom home which has a beautiful fenced-in backyard for your enjoyment. The kitchen has everything you should need to make a home cooked meal. You will love the two super comfy KING Size beds & one with a super comfy queen bed. We also supply a deluxe queen size air bed with extra bed linens You will enjoy a 65 inch Smart TV in the living room and a 55" smart TV's in the master and guest bedrooms. For outside enjoyment we supply bikes for children & adults.

Top Guest favourite

Apartment in Aurora

4.99 out of 5 average rating, 156 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 favourite

Apartment in Kankakee

4.95 out of 5 average rating, 128 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

Apartment in Ottawa

4.95 out of 5 average rating, 365 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.

Top Guest favourite

Home in Wilmington

5 out of 5 average rating, 115 reviews

Get Your Kicks at Our Refuge on Route 66

Find all the comforts of home when you have to be away. Our recently renovated and fully furnished home is located on Historic Route 66. Just blocks from "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.

Guest favourite

Tiny home in Morris

4.91 out of 5 average rating, 11 reviews

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

Cozy1bed w/ lg private fenced yard, Short to Long-term. Outage Friendly. Full W/ D Pet friendly. Full kitchen right off the living room, full bath , the laundry room and the bedroom has a full size bed/ sofa bed pulls out to a double. This property is RV friendly with 30/50 AMP & is located minutes to Loves Truck Stop. RV spot will not be booked if house is booked. If you have any questions, please reach out. Thank you

Top Guest favourite

Home in Manteno

4.98 out of 5 average rating, 182 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

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Other great holiday rentals in Diamond

Guest favourite

Private room in Peotone

4.81 out of 5 average rating, 68 reviews

Grey Bedroom w/shared bathroom

MathewRating, 5 stars4 months ago

nice place to stay. peaceful neighborhood

Guest favourite

Private room in Richton Park

4.85 out of 5 average rating, 241 reviews

Urbal retreat

RobertRating, 5 stars2 weeks ago

The host was great, we loved the cozy room and amenities. The shower was very clean and nice. Great spot for if you’re just passing through.

Top Guest favourite

Private room in Shorewood

4.88 out of 5 average rating, 276 reviews

Tranquil room with nature view in a safe neighbood

MariaRating, 5 stars1 month ago

Kelly was very friendly, caring, and helpful. The room and the house were very clean and beautiful! While I was waiting for the tow service to help with my flat tire, Kelly kindly invited me for a walk in the morning. She recommended a place where she had received help before. We shared about our lives and even prayed together. It was a beautiful experience. Highly recommend!

Guest favourite

Private room in Manteno

4.84 out of 5 average rating, 51 reviews

Sears 1921 Castleton wkly /monthly rates available

AndreaRating, 5 stars2 months ago

Sure! Here's a polished 5-star Airbnb review you can use: --- **5 stars** Absolutely loved my stay! The place is cute, cozy, and super comfortable—exactly what I was hoping for. The vintage art and overall style of the space really gave it a unique charm I instantly fell in love with. The host was incredibly friendly, approachable, and so easy to get along with. I felt welcome and at home from the moment I arrived. Highly recommend and would definitely stay again!

Guest favourite

Private room in Woodridge

4.86 out of 5 average rating, 499 reviews

Private floor with Bedroom, bathroom, living rm

NecoleRating, 5 stars1 week ago

Taylor's place was very nice; she really thought of everything. Everything you could need was there; Taylor makes you feel right at home. The neighborhood is nice and you're close to a number of things. Oh and the shower pressure was great!