Hillsboro Vacation Rentals

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Dec 3 - Dec 4
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Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Hillsboro

2 bedrooms, WiFi, bed sheets
The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre

Apartment in Bonne Terre

9.2 out of 10, Wonderful, (17)
"Really nice and enjoyable....would stay again"
United States
mark n.
$160 nightly
The price is $164
Dec 7 - Dec 8
Total with taxes and fees
The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre
House | Living area
Tiny Houses of French Village

Vacation Home in French Village

2.5 star property
10.0 out of 10, Exceptional, (3)
"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
Dec 8 - Dec 9
Total with taxes and fees
Tiny Houses of French Village
Fridge, microwave
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Vacation Home in Imperial

10.0 out of 10, Exceptional, (4)
"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.
$89 nightly
The price is $91
Dec 10 - Dec 11
Total with taxes and fees
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Fridge, microwave, oven, stovetop
Adorable small house - quiet & safe - 2 BR 1 Bath

Vacation Home in Imperial

9.4 out of 10, Exceptional, (13)
"Great place for a short get away"
United States
andytrower U.
$187 nightly
The price is $198
Dec 5 - Dec 6
Total with taxes and fees
Adorable small house - quiet & safe - 2 BR 1 Bath
Property grounds
Peter Ray House

Vacation Home in Maeystown

10.0 out of 10, Exceptional, (70)
"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
$211 nightly
The price is $224
Dec 5 - Dec 6
Total with taxes and fees
Peter Ray House
Exterior
Hagood farms and trails

Camping in Sullivan

9.6 out of 10, Exceptional, (7)
"I cannot say enough good things about this property. If quiet and beauty is what you are looking for it's here. Its about 15-20 minutes either way. There is a road next to it but we didn't see a lot of traffic. We unfortunately got rained out and had to leave early so didn't get to emjoy it more. Heidi waa very helpful and understanding about this and even though she was at a family function she took the time to answer my questions. Very sweet and friendly lady. We are already planning a trip...
United States
kelly
$110 nightly
The price is $110
Dec 5 - Dec 6
Total with taxes and fees
Hagood farms and trails
Fridge, microwave, oven, stovetop
82 Acre Hobby Farm with Lincoln Log Cabin

Cabin in De Soto

10.0 out of 10, Exceptional, (40)
"Had a great stay enjoyed the beds, porches and the chickens. Great mornings listening to the birds. "
United States
posata c.
$257 nightly
The price is $266
Dec 7 - Dec 8
Total with taxes and fees
82 Acre Hobby Farm with Lincoln Log Cabin
Fridge, microwave, oven, stovetop
Spacious, cozy home in Saint Louis

Vacation Home in St. Louis

10.0 out of 10, Exceptional, (13)
"House was in a quiet, peaceful neighborhood. Was very clean and comfortable. Would definitely stay there again. "
United States
Lyneatte A.
$254 nightly
The price is $254
Dec 7 - Dec 8
Total with taxes and fees
Spacious, cozy home in Saint Louis
Fridge, microwave, oven, stovetop
Clifford's Country Cottage

Vacation Home in Bonne Terre

2.5 star property
10.0 out of 10, Exceptional, (24)
"We have been there three times and it was just as peaceful, clean and exactly what we needed. "
United States
Kimber L.
$145 nightly
The price is $152
Dec 6 - Dec 7
Total with taxes and fees
Clifford's Country Cottage
Dining
Cute town house with fenced backyard

Vacation Home in Barnhart

9.6 out of 10, Exceptional, (17)
"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
$275 nightly
The price is $292
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cute town house with fenced backyard
Outdoor spa tub
Homestead Hideaway + Hot Tub

Vacation Home in Fults

10.0 out of 10, Exceptional, (28)
"Very enjoyable stay!"
United States
Matt and Mary S.
$232 nightly
The price is $246
Dec 9 - Dec 10
Total with taxes and fees
Homestead Hideaway + Hot Tub
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill

Vacation Home in Byrnes Mill

2.0 star property
10.0 out of 10, Exceptional, (11)
"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.
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill
Fridge, microwave, oven, stovetop
New Charming 2-bedroom cottage with Patio in Waterloo

Cottage in Waterloo

$329 nightly
The price is $349
Dec 7 - Dec 8
Total with taxes and fees
New Charming 2-bedroom cottage with Patio in Waterloo
Fridge, microwave, oven, stovetop
Cute ranch house -quiet & safe -3 BR 1 Bath

Vacation Home in Imperial

9.8 out of 10, Exceptional, (22)
"Check in was interesting but owner communicated very well. Overall, it was what we needed for our trip. "
United States
Patrick W.
$234 nightly
The price is $248
Dec 7 - Dec 8
Total with taxes and fees
Cute ranch house -quiet & safe -3 BR 1 Bath
Dining
Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.

Vacation Home in Bloomsdale

10.0 out of 10, Exceptional, (6)
"What a beautiful fun stay that was a nice quick getaway for us! Everything was perfect from booking, to arrival, to overall stay, we had the best time! "
United States
Blake H.
$245 nightly
The price is $261
Dec 16 - Dec 17
Total with taxes and fees
Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.
Fridge, microwave, oven, stovetop
Villa in Eureka 1- mile to Hidden Valley & Six Flags

Villa in Eureka

8.8 out of 10, Excellent, (67)
"Comfortable and cute :-) Very accurate description and we had a great time! "
United States
Kayla C.
$254 nightly
The price is $268
Dec 7 - Dec 8
Total with taxes and fees
Villa in Eureka 1- mile to Hidden Valley & Six Flags
Exterior
Pet and kid friendly duplex with 2 bedrooms

Vacation Home in Pacific

9.6 out of 10, Exceptional, (47)
"Such a charming house. Very clean with great amenities. "
United States
Darla M.
$170 nightly
The price is $191
Dec 7 - Dec 8
Total with taxes and fees
Pet and kid friendly duplex with 2 bedrooms
Interior
Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

Vacation Home in High Ridge

9.4 out of 10, Exceptional, (28)
"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.
$326 nightly
The price is $347
Dec 16 - Dec 17
Total with taxes and fees
Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath
Property grounds
Kid and pet friendly 2 nd floor duplex

Vacation Home in Pacific

9.0 out of 10, Wonderful, (28)
"We had a great time. We will definately be back! "
United States
Shayla Y.
$187 nightly
The price is $211
Dec 5 - Dec 6
Total with taxes and fees
Kid and pet friendly 2 nd floor duplex
Exterior
In the Country a Beautiful 2-bedroom house with its own private lake

Vacation Home in Waterloo

10.0 out of 10, Exceptional, (7)
$238 nightly
The price is $252
Dec 8 - Dec 9
Total with taxes and fees
In the Country a Beautiful 2-bedroom house with its own private lake
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

The Principal Hotel

The Principal Hotel

10/10 Excellent
"Good staff, easy check in, very comfortable and safe."
Kenneth 2-night trip
Posted 2 days ago
The Principal Hotel

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 $191 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

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?

In the Country a Beautiful 2-bedroom house with its own private lake: This vacation home near Hillsboro has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Hillsboro?

Big River and Cole 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.