Diamond Holiday Rentals

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Holiday Rentals in Diamond

Cozy two bedroom home by historic Rt. 66, pet friendy too!

9.2 out of 10, Wonderful, (13)
"Simple to access, perfect spot right in town, went perfectly! Highly recommend."
The price is NZ$354
includes taxes & fees
23 July - 24 July
Cozy two bedroom home by historic Rt. 66, pet friendy too!

Stay on Pure Pleasure.

2.0 star property
10.0 out of 10, Exceptional, (9)
"We stayed with kids and everyone loved it. Husband had a blast fishing the area and the kids loved the sunshine. We'll be back for sure!"
The price is NZ$275
includes taxes & fees
23 July - 24 July
Stay on Pure Pleasure.

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

10.0 out of 10, Exceptional, (36)
"Good size plenty of sleep space nice location"
The price is NZ$640
includes taxes & fees
4 Aug - 5 Aug
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

9.6 out of 10, Exceptional, (8)
"Our trip was fantastic. We had a few questions when we checked in and Dean/Team were very helpful and informative. We spent the majority of our time in the theater and it was all you could ask for. We plan on making this our annual house for our yearly guys weekend. "
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

Modern Home in Trendy Neighborhood 40 from Downtown Chicago

9.6 out of 10, Exceptional, (13)
"This home was exactly as described and in the photos. We found it clean and comfortable. Lots of space and room for our family."
Modern Home in Trendy Neighborhood 40 from Downtown Chicago

The Belltower Haven - Family Friendly/Fast WiFi/Overlooks Historic District

9.8 out of 10, Exceptional, (26)
"Easy to find, good parking for up to two cars, adequately furnished, modern, close to restaurants and shopping. Have enjoyed staying here! multiple"
The price is NZ$407
includes taxes & fees
27 July - 28 July
The Belltower Haven - Family Friendly/Fast WiFi/Overlooks Historic District

Cozy 3-bedroom home on the waterfront, dog friendly!

10.0 out of 10, Exceptional, (30)
"We came to visit family for the first time. We wanted to be able to see the city but not stay in the city. This was just right. Our dog also had a great time at the property. "
Cozy 3-bedroom home on the waterfront, dog friendly!

Renovated luxury villa with 7 bedrooms 5 bathrooms. Located on 40 acres of land.

9.6 out of 10, Exceptional, (20)
"Such a unique home in a great location. Perfect for a weekend retreat!"
Renovated luxury villa with 7 bedrooms 5 bathrooms. Located on 40 acres of land.

The Historic Hideaway - King Bed/Spacious/Family-Friendly/FREE Parking/Fast WiFi

9.8 out of 10, Exceptional, (30)
"We had a great few days close to all of our friends for Thanksgiving. Spent a lot of time in Joliet and Chicago. Best of both worlds "
The price is NZ$441
includes taxes & fees
23 July - 24 July
The Historic Hideaway - King Bed/Spacious/Family-Friendly/FREE Parking/Fast WiFi

Modern Ranch home, Pet Friendly, No Stairs. Near Rock Run Casino, Restaurants

The price is NZ$953
includes taxes & fees
21 Aug - 22 Aug
Modern Ranch home, Pet Friendly, No Stairs. Near Rock Run Casino, Restaurants

2 Mi to Dtwn: Spacious Apartment in Joliet

10.0 out of 10, Exceptional, (1)
"The home owner was one of the kindest people we met. We love the house and we plan on renting the same house next year cause we have to come back up for a wedding."
2 Mi to Dtwn: Spacious Apartment in Joliet

Pool Table and Fireplace by LCP Collection

10.0 out of 10, Exceptional, (2)
"Very nice home. Host was very responsive!!"
The price is NZ$1,125
includes taxes & fees
3 Aug - 4 Aug
Pool Table and Fireplace by LCP Collection

Rural Seneca House w/ Yard Near I-80

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excelente me gustó muchísimo la recomiendo 💯 está espaciosa y lo principal segura y muy tranquilo la volveria a rentar muchas gracias."
Rural Seneca House w/ Yard Near I-80

Basement Lounge & Games | LCP Collection

2.0 star property
8.0 out of 10, Very good, (1)
"The place is very quaint but a bit tight for our group. For example, you could not open the basement door and the back door at the same time. This made unpacking and reloading a challenge. The downstairs "lounge" was somewhat finished with painted walls floor and overhead. Very low ceilings down there as well. My 6'4" husband banged his head more than a few times. Not sure the basement bath and bedroom addition would considered code as there was no egress from the basement. But our stay was...
The price is NZ$940
includes taxes & fees
23 July - 24 July
Basement Lounge & Games | LCP Collection

Cozy Cottage Just 5min→Historic Route 66

9.4 out of 10, Exceptional, (9)
"Stayed here to visit family! Nice place to be and quiet."
The price is NZ$415
includes taxes & fees
20 Aug - 21 Aug
Cozy Cottage Just 5min→Historic Route 66

Yellow house near the railroad tracks in Coal City

10.0 out of 10, Exceptional, (2)
"We needed a place in Coal City and this was perfect. Place was clean and comfortable."
Yellow house near the railroad tracks in Coal City

3 Bedroom Family Friendly Haven

3 Bedroom Family Friendly Haven

Rural Seneca House w/ Yard Near I-80

8.6 out of 10, Excellent, (4)
"Worked exactly for what we needed."
Rural Seneca House w/ Yard Near I-80

Beautiful Peaceful 3 Bedroom Home in Plainfield

8.6 out of 10, Excellent, (7)
"The house is a beautiful home! Everything was as we needed!"
Beautiful Peaceful 3 Bedroom Home in Plainfield

2 Mi to Dtwn: Spacious Apartment in Joliet

3.5 star property
2 Mi to Dtwn: Spacious Apartment in Joliet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Diamond Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Diamond?

Yes, there are holiday rentals close to the most popular sights in Diamond, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Diamond has to offer?

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House: This holiday home rental outside of Diamond offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Diamond?

While exploring the area, visit family-friendly sights like Richard Petty Driving Experience, or get outside and enjoy nature at Midewin National Tallgrass Prairie. In the wider area, you’ll find Grundy County Speedway and Kankakee River State Park.

What’s a holiday rental in Diamond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Diamond. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.