Hillsboro Vacation Rentals

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Our top choices for Hillsboro vacation rentals

Unique apartment in historic downtown

Unique apartment in historic downtown
Vandalia
10.0 out of 10, Exceptional, (18 reviews)
"Nice location and plenty of restaurants and things to do nearby."
United States
Teresa C.
The price is CA $107
CA $172 total
includes taxes & fees
Feb 8 - Feb 9
Unique apartment in historic downtown

The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (1 review)
"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 CA $171
CA $271 total
includes taxes & fees
Feb 8 - Feb 9
The Relaxing House - Quiet 2 Bedroom Home

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (17 reviews)
"Cozy house, great amenities, and the hosts responded to questions quickly. Definitely will be staying again!"
United States
Jennifer G.
The price is CA $159
CA $257 total
includes taxes & fees
Feb 17 - Feb 18
Harrison House; Litchfield, IL; Pets welcome

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
10.0 out of 10, Exceptional, (14 reviews)
"Great location. Wonderful owner"
United States
David E.
The price is CA $217
CA $345 total
includes taxes & fees
Feb 9 - Feb 10
State Street House; 3-br house; PETS WELCOME; Litchfield

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
9.6 out of 10, Exceptional, (28 reviews)
"Nice and private we will stay there again "
United States
Jeffrey M.
The price is CA $148
CA $284 total
includes taxes & fees
Feb 8 - Feb 9
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (19 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 CA $149
CA $238 total
includes taxes & fees
Feb 17 - Feb 18
Route 66 house; Litchfield IL; Pets welcome

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Irving
10.0 out of 10, Exceptional, (6 reviews)
"This was our second time staying here and it didn't dissapoint. "
United States
Kimberly D.
The price is CA $308
CA $536 total
includes taxes & fees
Feb 8 - Feb 9
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (4 reviews)
"The loft was very clean and so nicely decorated. We had a wonderful relaxing weekend and would definitely stay there again. "
United States
Nicole S.
The price is CA $260
CA $396 total
includes taxes & fees
Feb 8 - Feb 9
Light Filled Loft on Town Square

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was perfect and convenient. We will definitely be back. Thank you!"
United States
Gary D.
The price is CA $301
CA $687 total
includes taxes & fees
Feb 8 - Feb 9
The Carlinville Cottage

Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay"
United States
Adam M.
The price is CA $434
CA $770 total
includes taxes & fees
Feb 22 - Feb 23
Grand Victorian Carlinville home on Rt. 66.

Unique loft in historic downtown

Unique loft in historic downtown
Vandalia
10.0 out of 10, Exceptional, (23 reviews)
"Clean, quaint, and conveniently located. Perfect for a weekend retreat!"
United States
Curtis T.
The price is CA $118
CA $197 total
includes taxes & fees
Feb 22 - Feb 23
Unique loft in historic downtown
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, we give you a choice of vacation rentals close to well known attractions in Hillsboro, or you can go with a more remote option if you're looking for a relaxing stay.

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

Jackson House; Pets Welcome: This vacation home rental outside of Hillsboro is located on a lake and has a patio, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Hillsboro?

With 3 Expedia vacation rentals, you're sure 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 larger area, you’ll find Litchfield Museum and Route 66 Welcome Center and Greenville Country Club.

What are vacation rentals like in Hillsboro?

Vacation rentals are privately owned properties you can reserve for several days or longer in Hillsboro. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.