Hillsboro Holiday Rentals

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Hillsboro holiday rentals

Exterior detail
Unique apartment in historic downtown

Apartment in Vandalia

Unique apartment in historic downtown
10.0 out of 10, Exceptional, (18)
"My colleague and I were attending a fundraiser and this was perfect for our short stay!"
United States
Leah W.
The price is HK$609
HK$975 total
includes taxes & fees
29 Dec - 30 Dec
Unique apartment in historic downtown
Iron/ironing board, free WiFi, bed sheets
Light Filled Loft on Town Square

Apartment in Carlinville

Light Filled Loft on Town Square
2.0 star property
10.0 out of 10, Exceptional, (2)
"The loft was amazing as well as the views looking out to the town square!"
United States
Gerry G.
The price is HK$1,182
HK$1,904 total
includes taxes & fees
2 Jan - 3 Jan 2026
Light Filled Loft on Town Square
Fridge, microwave, oven, stovetop
Route 66 house; Litchfield IL; Pets welcome

Holiday Home in Litchfield

Route 66 house; Litchfield IL; Pets welcome
9.8 out of 10, Exceptional, (19)
"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 HK$809
HK$1,310 total
includes taxes & fees
28 Dec - 29 Dec
Route 66 house; Litchfield IL; Pets welcome
Exterior
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

Cabin in Mulberry Grove

Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
9.6 out of 10, Exceptional, (28)
"Great little cabin to relax in while on the road :)"
United States
Ashlee S.
The price is HK$808
HK$1,590 total
includes taxes & fees
28 Dec - 29 Dec
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Property grounds
Harrison House; Litchfield, IL; Pets welcome

Holiday Home in Litchfield

Harrison House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (16)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
The price is HK$833
HK$1,344 total
includes taxes & fees
3 Jan - 4 Jan 2026
Harrison House; Litchfield, IL; Pets welcome
Private kitchen
State Street House; 3-br house; PETS WELCOME; Litchfield

Holiday Home in Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield
10.0 out of 10, Exceptional, (14)
"Great location. Wonderful owner"
United States
David E.
The price is HK$1,081
HK$1,739 total
includes taxes & fees
1 Jan - 2 Jan 2026
State Street House; 3-br house; PETS WELCOME; Litchfield
Fridge, microwave, oven, stovetop
Jackson House; Pets Welcome

Holiday Home in Litchfield

Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (20)
"The home was clean, in a central location of Litchfield, spacious, and we appreciated that the host allowed pets! would recommend this VRBO to anyone visiting the Litchfield area."
United States
Shelby B.
The price is HK$894
HK$1,401 total
includes taxes & fees
3 Jan - 4 Jan 2026
Jackson House; Pets Welcome
1 bedroom, iron/ironing board, WiFi, bed sheets
Edwards House; Litchfield, IL; Pets welcome

Holiday Home in Litchfield

Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (21)
"Perfect place to stop on road trip to Arkansas. Had everything I needed. "
United States
Jon L.
The price is HK$809
HK$1,310 total
includes taxes & fees
3 Jan - 4 Jan 2026
Edwards House; Litchfield, IL; Pets welcome
Smart TV, fireplace, table football
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

Cabin in Irving

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
10.0 out of 10, Exceptional, (5)
"This was our second time staying here and it didn't dissapoint. "
United States
Kimberly D.
The price is HK$1,944
HK$3,296 total
includes taxes & fees
15 Jan - 16 Jan 2026
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Fridge, microwave, oven, stovetop
The Carlinville Cottage

Holiday Home in Carlinville

The Carlinville Cottage
10.0 out of 10, Exceptional, (17)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
United States
Casey C.
The price is HK$1,711
HK$3,898 total
includes taxes & fees
30 Dec - 31 Dec
The Carlinville Cottage
1 bedroom, iron/ironing board, free WiFi, bed sheets
Unique loft in historic downtown

Apartment in Vandalia

Unique loft in historic downtown
10.0 out of 10, Exceptional, (23)
"Clean, quaint, and conveniently located. Perfect for a weekend retreat!"
United States
Curtis T.
The price is HK$669
HK$1,121 total
includes taxes & fees
4 Jan - 5 Jan 2026
Unique loft in historic downtown
Microwave, oven, stovetop
The Relaxing House - Quiet 2 Bedroom Home

Holiday Home in Raymond

The Relaxing House - Quiet 2 Bedroom Home
The price is HK$972
HK$1,533 total
includes taxes & fees
30 Dec - 31 Dec
The Relaxing House - Quiet 2 Bedroom Home
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

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome

10/10 Excellent
"Cozy little housw, exactly what i wanted. Hosts were easy to contact and very friwndly ans helpful."
Sylance K. 4-night trip
Posted 4 days ago
Route 66 house; Litchfield IL; Pets welcome

Find out more about Hillsboro

Search for holiday rentals in Hillsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsboro using one of the methods below:

  • View our selection of featured holiday rentals in Hillsboro
  • Use the map to find apartments and other holiday homes in the Hillsboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillsboro while they last

Look no further and take a look at our great range of rental properties in Hillsboro!

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?

The Relaxing House - Quiet 2 Bedroom Home: This holiday home rental outside of Hillsboro is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

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 Piney Creek Ravine - State Natural Area are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Patriot's Park and Greenville Country Club.

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.