Hillsboro Vacation Rentals

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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, (16)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
$171 nightly
The price is $181
Oct 4 - Oct 5
Total with taxes and fees
Jackson House; 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!

9.8 out of 10, Exceptional, (26)
"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. "
$175 nightly
The price is $185
Oct 4 - Oct 5
Total with taxes and fees
Tiny Cabin in the Woods - Firepit - just off I-70 - Pets Welcome!
Route 66 house; Litchfield IL; Pets welcome
Fridge, microwave, oven, stovetop

Route 66 house; Litchfield IL; Pets welcome

9.8 out of 10, Exceptional, (17)
"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."
$159 nightly
The price is $169
Oct 4 - Oct 5
Total with taxes and fees
Route 66 house; Litchfield IL; Pets welcome
State Street House; 3-br house; PETS WELCOME; Litchfield
Private kitchen

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

10.0 out of 10, Exceptional, (11)
"Great house with a really great layout. Great location for accessing the parts of Litchfield we wanted to find. Super responsive host. "
$209 nightly
The price is $222
Oct 3 - Oct 4
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield
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!"
$372 nightly
The price is $394
Oct 4 - Oct 5
Total with taxes and fees
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
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!"
$159 nightly
The price is $169
Oct 3 - Oct 4
Total with taxes and fees
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!"
$118 nightly
The price is $125
Oct 5 - Oct 6
Total with taxes and fees
Unique apartment in historic downtown
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
The Carlinville Cottage
Fridge, microwave, oven, stovetop

The Carlinville Cottage

10.0 out of 10, Exceptional, (14)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
$490 nightly
The price is $504
Oct 6 - Oct 7
Total with taxes and fees
The Carlinville Cottage
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. "
$372 nightly
The price is $394
Oct 7 - Oct 8
Total with taxes and fees
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
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...
$204 nightly
The price is $216
Oct 4 - Oct 5
Total with taxes and fees
Lake House off Route 66
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
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."
$175 nightly
The price is $185
Oct 19 - Oct 20
Total with taxes and fees
Harrison 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
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
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!"
$129 nightly
The price is $137
Oct 8 - Oct 9
Total with taxes and fees
Unique loft in historic downtown
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
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
"Wonderful staff "
Elijah 3-night trip
Posted 2 days ago
Quality Inn & Suites Vandalia near I-70 and Hwy 51

Find out more about Hillsboro

Find out more about Hillsboro

Everything you need to know about Hillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.