Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Hillsboro

Charming Hillsboro Home < 1 Mi to Downtown!
Fridge, microwave, stovetop, dishwasher

Charming Hillsboro Home < 1 Mi to Downtown!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very charming an clean. Locate close to downtown. The host was very responsive to all my questions "
Charming Hillsboro Home < 1 Mi to Downtown!
Charming Hillsboro Home < 1 Mi to Downtown!
House (1 Bedroom) | Interior

Charming Hillsboro Home < 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much nicer then a motel room."
Charming Hillsboro Home < 1 Mi to Downtown!
Jackson House; Pets Welcome
Fridge, microwave, oven, stovetop

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (15)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is ￥17,114
￥26,813 total
includes taxes & fees
Sep 30 - Oct 1
Jackson House; Pets Welcome
Route 66 house; Litchfield IL; Pets welcome
Fridge, microwave, oven, stovetop

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (16)
"Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren."
The price is ￥15,477
￥25,077 total
includes taxes & fees
Sep 28 - Sep 29
Route 66 house; Litchfield IL; Pets welcome
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Exterior

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

9.6 out of 10, Exceptional, (25)
"This cabin is so snug and comfortable. It is expertly decorated and furnished so that you only need to bring a change of clothes and you’re set. It was good vibes only. "
The price is ￥14,845
￥29,139 total
includes taxes & fees
Sep 30 - Oct 1
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
The Carlinville Cottage
Fridge, microwave, oven, stovetop

The Carlinville Cottage

10.0 out of 10, Exceptional, (13)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is ￥32,740
￥75,072 total
includes taxes & fees
Sep 29 - Sep 30
The Carlinville Cottage
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Exterior

Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

9.6 out of 10, Exceptional, (13)
"Very relaxing fun place to stay!"
The price is ￥33,485
￥58,673 total
includes taxes & fees
Sep 28 - Sep 29
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
State Street House; 3-br house; PETS WELCOME; Litchfield
Private kitchen

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

9.8 out of 10, Exceptional, (10)
"Great house with a really great layout. Great location for accessing the parts of Litchfield we wanted to find. Super responsive host. "
The price is ￥20,686
￥32,964 total
includes taxes & fees
Sep 28 - Sep 29
State Street House; 3-br house; PETS WELCOME; Litchfield
Edwards House; Litchfield, IL; Pets welcome
1 bedroom, iron/ironing board, WiFi, bed sheets

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (21)
"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"
The price is ￥15,477
￥25,077 total
includes taxes & fees
Oct 3 - Oct 4
Edwards House; Litchfield, IL; Pets welcome
THE NEST getaways&gatherings, beach/lake sleeps 20+
Property grounds

THE NEST getaways&gatherings, beach/lake sleeps 20+

10.0 out of 10, Exceptional, (38)
"The house was wonderful and the beach a lot of fun. It was the perfect family vacation spot!"
THE NEST getaways&gatherings, beach/lake sleeps 20+
Unique apartment in historic downtown
Exterior detail

Unique apartment in historic downtown

10.0 out of 10, Exceptional, (14)
"My colleague and I were attending a fundraiser and this was perfect for our short stay!"
The price is ￥11,653
￥18,659 total
includes taxes & fees
Sep 28 - Sep 29
Unique apartment in historic downtown
Victorian Carlinville home on Rt. 66
Terrace/patio

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (10)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66
Lake House off Route 66
Exterior

Lake House off Route 66

9.0 out of 10, Wonderful, (2)
"The home itself was fantastic—clean, well-maintained, and exactly as pictured. The host was responsive and friendly, and the location right on the lake made for a relaxing stay. The only downside, and the reason I’m giving 4 stars instead of 5, is that there’s a camper in the front yard with people staying in it. This wasn’t disclosed in the listing, and it made the experience feel a bit less private and more awkward than expected. If that had been communicated up front, it would’ve helped set...
The price is ￥14,733
￥31,544 total
includes taxes & fees
Sep 29 - Sep 30
Lake House off Route 66
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock
Exterior

The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock

10.0 out of 10, Exceptional, (19)
"Plenty of private space, gathering space, eating area and food prep supplies. Lots to do as well. There was even a rainbow over the lake the last day."
The Aerie- Luxury Lakeside Getaway - Private Beach & Boatdock
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Smart TV, fireplace, foosball

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

10.0 out of 10, Exceptional, (3)
"This was our second time staying here and it didn't dissapoint. "
The price is ￥33,485
￥58,673 total
includes taxes & fees
Sep 30 - Oct 1
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Harrison House; Litchfield, IL; Pets welcome
Property grounds

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (13)
"Everything was in excellent shape and the fenced yard was great for the pups."
The price is ￥17,710
￥27,602 total
includes taxes & fees
Sep 28 - Sep 29
Harrison House; Litchfield, IL; Pets welcome
Unique loft in historic downtown
1 bedroom, iron/ironing board, free WiFi, bed sheets

Unique loft in historic downtown

10.0 out of 10, Exceptional, (19)
"Clean, quaint, and conveniently located. Perfect for a weekend retreat!"
The price is ￥11,787
￥20,378 total
includes taxes & fees
Sep 30 - Oct 1
Unique loft in historic downtown
Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
Smart TV, fireplace

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield
Chestnut House; Litchfield, IL; Pets Welcome
Fridge, microwave, oven, stovetop

Chestnut House; Litchfield, IL; Pets Welcome

9.0 out of 10, Wonderful, (7)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
Chestnut House; Litchfield, IL; Pets Welcome
The Beaumont Retreat
Fridge, microwave, oven, stovetop

The Beaumont Retreat

10.0 out of 10, Exceptional, (3)
"Place was great! "
The Beaumont Retreat
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

Quality Inn & Suites Vandalia near I-70 and Hwy 51

Quality Inn & Suites Vandalia near I-70 and Hwy 51

10/10 Excellent
"Always liked staying here. Awesome people."
Jerry 1-night trip
Posted 19 hours ago
Quality Inn & Suites Vandalia near I-70 and Hwy 51

Find out more about Hillsboro

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 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 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.