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

Hillsboro Vacation Rentals

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Our top choices for Hillsboro vacation rentals

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, (31 reviews)
"Nice and private we will stay there again "
United States
Jeffrey M.
The price is CA $158
CA $299 total
includes taxes & fees
Jul 21 - Jul 22
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

Unique apartment in historic downtown

Unique apartment in historic downtown
Vandalia
9.8 out of 10, Exceptional, (24 reviews)
"Nice location and plenty of restaurants and things to do nearby."
United States
Teresa C.
The price is CA $111
CA $178 total
includes taxes & fees
Jul 15 - Jul 16
Unique apartment in historic downtown

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
Route 66 house; Litchfield IL; Pets welcome

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 CA $183
CA $285 total
includes taxes & fees
Aug 3 - Aug 4
Harrison 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, (7 reviews)
"Lovely setting, very relaxing."
United States
Katie H.
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, (13 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is CA $319
CA $470 total
includes taxes & fees
Jul 26 - Jul 27
Light Filled Loft on Town Square

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)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is CA $225
CA $356 total
includes taxes & fees
Jul 21 - Jul 22
State Street House; 3-br house; PETS WELCOME; Litchfield

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 $177
CA $279 total
includes taxes & fees
Aug 2 - Aug 3
The Relaxing House - Quiet 2 Bedroom Home

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (20 reviews)
"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 CA $312
CA $707 total
includes taxes & fees
Aug 7 - Aug 8
The Carlinville Cottage

Unique loft in historic downtown

Unique loft in historic downtown
Vandalia
9.8 out of 10, Exceptional, (25 reviews)
"Very clean and well appointed. Met our needs. Great location. Great value."
United States
Joseph E.
The price is CA $122
CA $204 total
includes taxes & fees
Jul 26 - Jul 27
Unique loft in historic downtown

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 CA $398
CA $737 total
includes taxes & fees
Jul 27 - Jul 28
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 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?

Charming Hillsboro Home < 1 Mi to Downtown!: This Hillsboro vacation home rental 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.

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 Walton Park 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 Timber Lakes Golf Course.

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.