A white fence, a sign, and a building in a rural landscape.

Hillsboro Holiday Rentals

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Our top choices for Hillsboro holiday rentals

1. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (28 reviews)
"Very cozy, cute house!"
United States
Star
The price is NZ$322
includes taxes & fees
21 Sept - 22 Sept
Edwards House; Litchfield, IL; Pets welcome

2. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is NZ$348
includes taxes & fees
21 Sept - 22 Sept
Harrison House; Litchfield, IL; Pets welcome

3. State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, Exceptional, (19 reviews)
"Great place in a quiet charming town."
United States
William
The price is NZ$493
includes taxes & fees
21 Sept - 22 Sept
State Street House; 3-br house; PETS WELCOME; Litchfield

4. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (23 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is NZ$326
includes taxes & fees
5 Oct - 6 Oct
Route 66 house; Litchfield IL; Pets welcome

5. The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (2 reviews)
"This brand new home was perfect for our holiday vacation. Kristin and Terry were wonderful hosts, and there were many lovely personal touches throughout the home. The space was comfortable and we had everything we needed during our stay. Check-in was easy and the entire experience was stress free. We highly recommend this property! "
United States
Janelle P.
The price is NZ$344
includes taxes & fees
21 Sept - 22 Sept
The Relaxing House - Quiet 2 Bedroom Home

6. Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Mulberry Grove
9.8 out of 10, Exceptional, (35 reviews)
"Went to visit kids who live in the area. Normally we get a hotel but decided to try doing something different. This was so much better than hotels and plan to go back next time we are down."
United States
Julie
The price is NZ$352
includes taxes & fees
28 Sept - 29 Sept
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

7. Unique loft in historic downtown

Unique loft in historic downtown
Vandalia
9.8 out of 10, Exceptional, (26 reviews)
"Excellent place to stay, have stayed multiple times."
United States
Derek L.
The price is NZ$239
includes taxes & fees
21 Sept - 22 Sept
Unique loft in historic downtown

8. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
The price is NZ$872
includes taxes & fees
21 Sept - 22 Sept
The Carlinville Cottage

9. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Carlinville
10.0 out of 10, Exceptional, (14 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is NZ$565
includes taxes & fees
21 Sept - 22 Sept
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

10. Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Adam M.
The price is NZ$995
includes taxes & fees
22 Sept - 23 Sept
Grand Victorian Carlinville home on Rt. 66.
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 Hillsboro Hotel Reviews

Find out more about Hillsboro

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hillsboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hillsboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hillsboro. Seeing all the best attractions is bound to make you fall in love with Hillsboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hillsboro short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Hillsboro?

Yes, there are holiday rentals close to the most popular sights in Hillsboro, 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 Hillsboro has to offer?

Charming Hillsboro Home < 1 Mi to Downtown!: This highly rated holiday home rental in Hillsboro offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Another good choice for your trip to Hillsboro is 6-Acre Lake Estate: Boat Dock, Pool, Hot Tub, Pond.

How many holiday rentals will I find in Hillsboro?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Hillsboro stay.

What can I see and do in Hillsboro?

While you're exploring the area, Lake Lou Yeager and Lake Ka-Ho are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Litchfield Museum and Route 66 Welcome Center and Raymond Shoal Creek Golf Course.

What are holiday rentals like in Hillsboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hillsboro. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.