Diamond Vacation Rentals from CA $315: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals that Diamond has to offer?

12,000 SF Mansion w/Pool & Lakeview : This vacation home rental outside of Diamond is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a pool table.

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Our top choices for Diamond vacation rentals

A modern kitchen with white cabinets, a granite countertop, and a dining area with a wooden table and white chairs.

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

Wilmington

Denise S.

CA $440 total

includes taxes & fees

Sep 8 - Sep 9

A living room with a sofa, a glass coffee table, a bookshelf, and a door leading to another room.

2. Cozy Cottage Just 5min→Historic Route 66

Wilmington

Lucia H.

CA $333 total

includes taxes & fees

Sep 23 - Sep 24

An aerial view of a residential area with a central house featuring a sloped roof, surrounded by trees and a small body of water.

3. Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10

Morris

Anonymous traveller

CA $583 total

includes taxes & fees

Sep 8 - Sep 9

A wooden deck with two black chairs and a river in the background.

4. Cozy 1-bedroom Bambi Airstream on a 56 acre farm with stream and woods.

Morris

Stephanie C.

CA $315 total

includes taxes & fees

Sep 1 - Sep 2

A living room with a fireplace, a television, a ceiling fan, and a patterned rug.

5. Verbena Executive Cottage

Morris

Kim A.

CA $376 total

includes taxes & fees

Sep 3 - Sep 4

A modern kitchen with stainless steel appliances, white cabinetry, and a central island.

6. Quiet 2 Bedroom Escape Steps from Downtown Joliet

Joliet

Alicia H.

CA $422 total

includes taxes & fees

Aug 31 - Sep 1

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

7. 4 bedroom country house in Morris

Morris

Frank G.

CA $618 total

includes taxes & fees

Aug 30 - Aug 31

A modern kitchen with stainless steel appliances, white cabinetry, a gas stove, and a window with plants.

8. Historic HideawayKing BedRemodeled* fast Wi-Fi

Joliet

Unspecified U.

CA $444 total

includes taxes & fees

Aug 31 - Sep 1

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Top Diamond Hotel Reviews

Red Roof Inn Chicago - Joliet

8/10 Good

"It was fine. Nothing special. But a good bed and clean. No extras, at all. It was fine for one night. For the price."

Holiday Inn & Suites - Joliet Southwest by IHG

10/10 Excellent

"Overall, our stay was pretty great! My only complaint was that the pool area was in dire need of being cleaned. We didn't go in until 9:30 PM, which was definitely close to closing time, so I will attribute the poor conditions to it just being the end of the day, but it was still off putting. Also, the chemical mixture in the spa did not seem right. The water had a very strange smell to it. Not your typical spa smell. And while I didn't get into the pool, I did notice that the water was very cloudy. We did have dinner in the restaurant and the food was delicious. The price was great, it was taco Tuesday night. The rooms were exceptional. The bathroom was very clean and spacious. The beds were soft and comfortable, and the pillows were also very comfortable. I got a really good night sleep. I was not awakened by any noises in the night. All in all, we would definitely stay there again, although probably not for the pool...."

Find out more about Diamond

Everything you need to know about Diamond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Diamond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Diamond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Diamond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Diamond. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Diamond vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Diamond vacation rentals we have selected for you start as low as CA $315 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Diamond rentals

At Expedia, we put the best Diamond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Diamond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Diamond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Diamond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Diamond?

Yes, you can find vacation rentals near popular sights in Diamond, or you can select a more remote option if you're looking for relaxation.

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

12,000 SF Mansion w/Pool & Lakeview: This vacation home rental outside of Diamond is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a pool table.

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 larger area, you’ll find Grundy County Speedway and Kankakee River State Park.

What’s a vacation rental in Diamond like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Diamond. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Diamond vacation rentals

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

2. Cozy Cottage Just 5min→Historic Route 66

3. Lakeside Channel Hideaway – 4BR/2BA on Goose Lake, Sleeps 10