
Holiday houses in Diamond
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Top-rated holiday rentals in Diamond
Guests agree: these stays are highly rated for location, cleanliness and more.

Dog Approved Country Suite
This floor of my home is all yours! Non-shared studio, non-smoking property, fully fenced back yard. Please choose my home for yourself, not just your dog; enjoy a full kitchen & appliances, 1 full size futon bed, cable (basic) tv, laundry & bath. 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.

Starved Rock Carriage House: Fence + Pet Friendly!
Enjoy a stylish experience at this centrally-located stay. Ideal for groups, this 3-bedroom, 1.5 bathroom home comes equipped with a variety of adult games, stylish wine & drink glasses, stamped concrete patio with dining space, fire pit and lounging area, unique second story deck/balcony, & lower level movie theater! I&M Canal - 1.1 miles Downtown Ottawa - 1.5 miles Buffalo Rock State Park - 3 miles Starved Rock State Park - 10 miles Matthiessen State Park - 12 miles SkyDive Chicago - 8 miles

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.

Starved Rock - Skydive Chicago - Creek View
You will have access to the entire house. Two story, 3 bedroom, 3.5 bath home features kitchen, family room, TV room, living room with electric fireplace & basement. There is an additional family room with electric fireplace in the basement. There is a large 2 car attached garage. The back yard overlooks beautiful Goose Creek. Home is 15 minute ride to Starved Rock State Park or Skydive Chicago. Set in a park like setting close to many amenities, parks, & restaurants. Abundant wildlife.

King Bed • Luxury Boho Studio • City Chic Haven
✤City Chic Haven✤ is a luxury studio in downtown Kankakee, steps from the train station, taverns, and walkable attractions. Enjoy a cozy king bed, fast Wi-Fi, free coffee/tea bar, stocked kitchen, & 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

Lyle and Taylor present-Slice of Home on the Road
Your "HOME FEEL" on the road. Beautiful, private 2 Bedroom, 1 Bath apartment. Free Wi-Fi. Cable TV with 144 channels plus HBO, SHOWTIME, Cinemax. Ample Living room seating w/50" SmartTv Netflix ready (with your account). Desk office area, King Bedroom w/TV, Queen Bedroom, and Sofa for 5th guest. Washer & Dryer incl Laundry supplies. Hair dryer, Keurig coffee maker, Kcups, flavored creamers, tea, hot chocolate. Full kitchen, microwave, toaster, blender, essential spices. Iron & ironing board.

Country Home with Outdoor Hot Tub by Starved Rock
Beautiful Country Home with private outdoor Jacuzzi Hot Tub secluded by farmland on almost 3 Acres in North Utica Huge outdoor fire pit and concrete patio too Lots of parking space enough for a boat and trailer Starved Rock, Buffalo Rock, Matthiessen State Parks and the Illinois river are close by for hiking ,fishing or kayaking Starved Rock Marina and Sky dive Chicago are close by Dining and Shopping only a few miles away in downtown Utica Ottawa or Peru A unique and tranquil getaway.

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.

Cheerful 3 Bedroom, 2.5 bath central Bradley Home
A GREAT HOME AWAY FROM HOME! Conveniently located in central Bradley's family friendly Blatt Subdivision. Home sleeps six guests. 3 bedrooms, 2 queen and 2 twin beds. 2.5 bathrooms including a tub and a walk-in shower, complete with linens, toiletries and hair dryer. Additional features include a large kitchen with cooking accessories, air fryer and some essential condiments including coffee. Fenced in yard, small patio and 2 car garage. Scan QR Code in photos for Virtual Tour.

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.

The Sunshine Spot
Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Island Time - Murals and more
Our charming and crooked, tropical-themed house🌴 is located one block from lively historic downtown Lockport. We are two blocks from train tracks, I & M Canal, and The Public Landing Restaurant. Near to Dellwood Park, Illinois State Museum, Lewis University, Joliet Junior College, Silver Cross Hospital, Chicagoland Speedway, and 30 miles southwest of Chicago. Minutes away from I-80, I-55, and I-355.🌿
Popular amenities for Diamond holiday rentals
Other great holiday rentals in Diamond

The Blue Daisy - Charming Private Studio

Yeager Inn with Hot Tub

Cabin Getaway

Chapin Cottage

Cozy Getaway Home+FREE Parking+Fast Wi/Fi+Central

Cozy and sunlit retreat in a quiet neighborhood!

Lakeside Channel Hideaway – 4BR/2BA, Sleeps 10

Route 66 Golf Course Home in Pontiac, IL
Destinations to explore
- Chicago Holiday rentals
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- Downtown Chicago Holiday rentals
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- Guaranteed Rate Field
- Matthiessen State Park
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- University of Chicago
- DuSable Black History Museum and Education Center
- Promontory Point
- National Museum of Mexican Art
- Starved Rock State Park Campground
- Frederick C. Robie House
- Cantighy Park
- Kankakee River State Park
- Illinois Institute of Technology
- Wheaton College
- The Promontory
- Chicago Premium Outlets
- The Morton Arboretum
- Harrison Park




