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

1. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (27 reviews)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
The price is CA $164
CA $254 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $160
CA $257 total
includes taxes & fees
Sep 6 - Sep 7
Harrison House; Litchfield, IL; Pets welcome

3. 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 $172
CA $271 total
includes taxes & fees
Aug 25 - Aug 26
The Relaxing House - Quiet 2 Bedroom Home

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.4 out of 10, Exceptional, (15 reviews)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is CA $219
CA $346 total
includes taxes & fees
Aug 30 - Aug 31
State Street House; 3-br house; PETS WELCOME; Litchfield

5. 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 CA $140
CA $274 total
includes taxes & fees
Sep 15 - Sep 16
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!

6. 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 CA $107
CA $186 total
includes taxes & fees
Aug 30 - Aug 31
Unique loft in historic downtown

7. 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 CA $310
CA $456 total
includes taxes & fees
Aug 25 - Aug 26
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

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 CA $303
CA $691 total
includes taxes & fees
Sep 15 - Sep 16
The Carlinville Cottage

9. 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 $387
CA $716 total
includes taxes & fees
Sep 1 - Sep 2
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 Madison Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Patriot's Park and The Winery at Shale Lake.

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.