Hillsboro Vacation Rentals

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Our top choices for Hillsboro vacation rentals

Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
10.0 out of 10, Exceptional, (3 reviews)
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
United States
Norma
$304 nightly
The price is $323
Jan 19 - Jan 20
Total with taxes and fees
Tiny Houses of French Village

The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre

The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre
Bonne Terre
9.2 out of 10, Wonderful, (17 reviews)
"Really nice and enjoyable....would stay again"
United States
mark n.
$160 nightly
The price is $164
Jan 22 - Jan 23
Total with taxes and fees
The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
10.0 out of 10, Exceptional, (4 reviews)
"We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!"
United States
Zach L.
$85 nightly
The price is $86
Feb 4 - Feb 5
Total with taxes and fees
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Cute town house with fenced backyard

Cute town house with fenced backyard
Barnhart
9.6 out of 10, Exceptional, (17 reviews)
"It was a great place to stay for our needs we had our little dog with us as was there for weekend, it had a nice fenced back yard we could let her just go out didn't have to have her on leash. Was very nice inside clean well kept, beds were surprising comfortable. The host stayed in contact and answered a lot questions before we arrived which put me a ease for our trip. High recommand this place if needing to stay in the area. "
United States
Terry
$240 nightly
The price is $254
Feb 1 - Feb 2
Total with taxes and fees
Cute town house with fenced backyard

Hagood farms and trails

Hagood farms and trails
Sullivan
9.6 out of 10, Exceptional, (7 reviews)
"Nice area, the fishing was good and the place was very clean. I would stay here again and again"
United States
Brenda
$110 nightly
The price is $110
Jan 19 - Jan 20
Total with taxes and fees
Hagood farms and trails

Adorable small house - quiet & safe - 2 BR 1 Bath

Adorable small house - quiet & safe - 2 BR 1 Bath
Imperial
9.4 out of 10, Exceptional, (13 reviews)
"Great place for a short get away"
United States
andytrower U.
$181 nightly
The price is $191
Jan 19 - Jan 20
Total with taxes and fees
Adorable small house - quiet & safe - 2 BR 1 Bath

Peter Ray House

Peter Ray House
Maeystown
10.0 out of 10, Exceptional, (71 reviews)
"The house was wonderful, the town was delightful, and the people were very friendly! We can’t wait for our next trip!"
United States
Deborah
$207 nightly
The price is $219
Jan 19 - Jan 20
Total with taxes and fees
Peter Ray House

82 Acre Hobby Farm with Lincoln Log Cabin

82 Acre Hobby Farm with Lincoln Log Cabin
De Soto
10.0 out of 10, Exceptional, (41 reviews)
"The cabin was wonderful with many extras like snacks and coffee."
United States
Janna B.
$257 nightly
The price is $266
Jan 19 - Jan 20
Total with taxes and fees
82 Acre Hobby Farm with Lincoln Log Cabin

Clifford's Country Cottage

Clifford's Country Cottage
2.5 star property
Bonne Terre
10.0 out of 10, Exceptional, (24 reviews)
"Wife just loved the place"
United States
Stanley H.
$145 nightly
The price is $152
Jan 20 - Jan 21
Total with taxes and fees
Clifford's Country Cottage

Cute ranch house -quiet & safe -3 BR 1 Bath

Cute ranch house -quiet & safe -3 BR 1 Bath
Imperial
9.8 out of 10, Exceptional, (22 reviews)
"The home was very clean, beds were comfortable, and overall a very nice stay."
United States
Michaela H.
$203 nightly
The price is $216
Jan 21 - Jan 22
Total with taxes and fees
Cute ranch house -quiet & safe -3 BR 1 Bath

Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (28 reviews)
"Very enjoyable stay!"
United States
Matt and Mary S.
$237 nightly
The price is $251
Jan 19 - Jan 20
Total with taxes and fees
Homestead Hideaway + Hot Tub

Villa in Eureka 1- mile to Hidden Valley & Six Flags

Villa in Eureka 1- mile to Hidden Valley & Six Flags
Eureka
9.0 out of 10, Wonderful, (69 reviews)
"Comfortable and cute :-) Very accurate description and we had a great time! "
United States
Kayla C.
$254 nightly
The price is $268
Jan 19 - Jan 20
Total with taxes and fees
Villa in Eureka 1- mile to Hidden Valley & Six Flags

Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill

Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill
2.0 star property
Byrnes Mill
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay. Huge fenced in backyard for dogs to run around. Host was real helpful with any questions we had"
United States
Michael A.
$286 nightly
The price is $298
Jan 20 - Jan 21
Total with taxes and fees
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill

Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath
High Ridge
9.4 out of 10, Exceptional, (30 reviews)
"Very nice house , hosts were very helpful If i needed to stay again in this area i would definitely stay here "
United States
Debbie B.
$327 nightly
The price is $347
Jan 19 - Jan 20
Total with taxes and fees
Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

New Charming 2-bedroom cottage with Patio in Downtown Waterloo

New Charming 2-bedroom cottage with Patio in Downtown Waterloo
Waterloo
$330 nightly
The price is $350
Jan 19 - Jan 20
Total with taxes and fees
New Charming 2-bedroom cottage with Patio in Downtown Waterloo

NEW! Speakeasy Cottage

NEW! Speakeasy Cottage
2.0 star property
Waterloo
$325 nightly
The price is $344
Jan 19 - Jan 20
Total with taxes and fees
NEW! Speakeasy Cottage

In the Country a Beautiful 2-bedroom house with its own private lake

In the Country a Beautiful 2-bedroom house with its own private lake
Waterloo
10.0 out of 10, Exceptional, (8 reviews)
"Do yourself a favor and book this property. We have booked many properties all over Illinois and Missouri and this place just jumped to the top of our list. The property is so relaxing in countless ways. Very secluded, yet restaurants and everything you need are just 15 minutes away in Waterloo."
United States
Jeff
$238 nightly
The price is $252
Jan 20 - Jan 21
Total with taxes and fees
In the Country a Beautiful 2-bedroom house with its own private lake

Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
9.0 out of 10, Wonderful, (28 reviews)
"We had a great time. We will definately be back! "
United States
Shayla Y.
$179 nightly
The price is $202
Jan 19 - Jan 20
Total with taxes and fees
Kid and pet friendly 2 nd floor duplex

Firepit, Rooftop deck, Games & Bridal Suite and right next to The Coffee Girl

Firepit, Rooftop deck, Games & Bridal Suite and right next to The Coffee Girl
2.0 star property
Waterloo
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful stay! Loved your place!!!"
United States
Sandy G.
$379 nightly
The price is $402
Jan 19 - Jan 20
Total with taxes and fees
Firepit, Rooftop deck, Games & Bridal Suite and right next to The Coffee Girl

Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi

Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Pevely
9.8 out of 10, Exceptional, (7 reviews)
"Stay was nice quite and good location for us"
United States
James S.
$271 nightly
The price is $271
Jan 19 - Jan 20
Total with taxes and fees
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
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

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 $152 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.

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, we have vacation rentals close to top sights in Hillsboro, or you can select a secluded option if you're looking for a relaxing stay. Hillsboro is known for its parks and monuments.

What are some of the best vacation rentals in Hillsboro?

Cottage of Castlewood: This vacation home rental near Hillsboro is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and an arcade game room.

What’s there to see and do in Hillsboro?

Big River and Lindwell Lake are a couple of lovely local spots to get outside and enjoy nature. Villa Antonio Winery and Sandy Creek Covered Bridge State Historic Site are other places to visit while you're in town.

What’s a vacation rental in Hillsboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Hillsboro. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.