Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Hillsboro vacation rentals

2 bedrooms, WiFi, bed sheets
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

The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre
Bonne Terre
9.2 out of 10, Wonderful, (17)
"Really nice and enjoyable....would stay again"
United States
mark n.
The price is ￥7,019
￥25,587 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Lux- Cozy 2-bedroom apartment with AC and WiFi in enjoyable Bonne Terre
Exterior
Hagood farms and trails

Hagood farms and trails

Hagood farms and trails
Sullivan
9.6 out of 10, Exceptional, (7)
"Nice area, the fishing was good and the place was very clean. I would stay here again and again"
United States
Brenda
The price is ￥11,698
￥17,157 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hagood farms and trails
Fridge, microwave
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

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)
"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.
The price is ￥9,358
￥15,191 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Interior
Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues

Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues
2.0 star property
Ballwin
7.8 out of 10, Good, (23)
"Rooms were clean and everything we needed for our stay."
United States
Keith K.
The price is ￥11,698
￥22,616 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues
Fridge, microwave, oven, stovetop
Adorable small house - quiet & safe - 2 BR 1 Bath

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)
"Great place for a short get away"
United States
andytrower U.
The price is ￥14,583
￥29,854 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Adorable small house - quiet & safe - 2 BR 1 Bath
Dining
Cute town house with fenced backyard

Cute town house with fenced backyard

Cute town house with fenced backyard
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
The price is ￥15,098
￥40,027 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cute town house with fenced backyard
Fridge, microwave, oven, stovetop
Cute ranch house -quiet & safe -3 BR 1 Bath

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)
"Check in was interesting but owner communicated very well. Overall, it was what we needed for our trip. "
United States
Patrick W.
The price is ￥16,127
￥33,187 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Cute ranch house -quiet & safe -3 BR 1 Bath
House | Living area
Tiny Houses of French Village

Tiny Houses of French Village

Tiny Houses of French Village
2.5 star property
French Village
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
Tiny Houses of French Village
Fridge, microwave, oven, stovetop
82 Acre Hobby Farm with Lincoln Log Cabin

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)
"Had a great stay enjoyed the beds, porches and the chickens. Great mornings listening to the birds. "
United States
posata c.
The price is ￥22,226
￥41,532 total
includes taxes & fees
Jan 3 - Jan 4, 2026
82 Acre Hobby Farm with Lincoln Log Cabin
Exterior
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

In the Country a Beautiful 2-bedroom house with its own private lake
Waterloo
10.0 out of 10, Exceptional, (8)
"This property is absolutely breathtaking for a regular stay or an event. I stayed for a few days and also my son's wedding and reception was on the property. From the moment I pulled into the driveway I was was ecstatic over the beautiful home, the lake, nature and the shed. The home was very clean, decorated beautiful and very cozy. The bed was very comfortable and the shower pressure was perfect. Communication with the owner was easy and they were both so accommodating with answers to all of...
United States
Crystal C.
The price is ￥24,565
￥39,257 total
includes taxes & fees
Jan 1 - Jan 2, 2026
In the Country a Beautiful 2-bedroom house with its own private lake
Property grounds
Peter Ray House

Peter Ray House

Peter Ray House
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
The price is ￥21,056
￥35,042 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Peter Ray House
Fridge, microwave, oven, stovetop
Clifford's Country Cottage

Clifford's Country Cottage

Clifford's Country Cottage
2.5 star property
Bonne Terre
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.
The price is ￥19,496
￥23,768 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Clifford's Country Cottage
Private kitchen
Charming Cabin with screened in porch

Charming Cabin with screened in porch

Charming Cabin with screened in porch
2.0 star property
Grubville
9.4 out of 10, Exceptional, (3)
"Excellent service beautiful place"
United States
Beth S.
The price is ￥42,112
￥68,031 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Charming Cabin with screened in porch
Exterior
Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms

Pet and kid friendly duplex with 2 bedrooms
Pacific
9.6 out of 10, Exceptional, (47)
"Such a charming house. Very clean with great amenities. "
United States
Darla M.
The price is ￥22,304
￥28,652 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pet and kid friendly duplex with 2 bedrooms
Property grounds
Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex

Kid and pet friendly 2 nd floor duplex
Pacific
9.0 out of 10, Wonderful, (28)
"We had a great time. We will definately be back! "
United States
Shayla Y.
The price is ￥24,877
￥32,490 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kid and pet friendly 2 nd floor duplex
Fridge, microwave, oven, stovetop
Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (14)
"Great stay. Location was perfect and quiet. Gracious Host. Would stay again!!!!"
United States
Gerald B.
The price is ￥27,295
￥38,993 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Spacious, cozy home in Saint Louis
Fridge, microwave, oven, stovetop
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

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, (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.
The price is ￥23,396
￥46,480 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill
Property grounds
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi

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)
"Stay was nice quite and good location for us"
United States
James S.
The price is ￥37,433
￥42,268 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy Serene home off 55 Queen Bed Smart TVs Wi-Fi
Outdoor spa tub
Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub

Homestead Hideaway + Hot Tub
Fults
10.0 out of 10, Exceptional, (28)
"Very enjoyable stay!"
United States
Matt and Mary S.
The price is ￥21,056
￥39,175 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Homestead Hideaway + Hot Tub
Fridge, microwave, oven, stovetop
Villa in Eureka 1- mile to Hidden Valley & Six Flags

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)
"Comfortable and cute :-) Very accurate description and we had a great time! "
United States
Kayla C.
The price is ￥23,396
￥41,779 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Villa in Eureka 1- mile to Hidden Valley & Six Flags
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

River City Casino & Hotel

River City Casino & Hotel

10/10 Excellent
"Very clean rooms and building. Was very impressed. We're only there for a night while driving through but was a great place to stay the night and the price was unbeatable. "
Daniel 1-night trip
Posted 2 days ago
River City Casino & Hotel

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:

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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 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?

Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.: This vacation home near Hillsboro is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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.