Vacation rentals in Hillsboro

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Top-rated vacation rentals in Hillsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Pacific

4.96 out of 5 average rating, 156 reviews

Route 66 railroad shanty, a cozy artsy small space

This 536 s.f. house, believed to have once been a sleeping shanty for railroad crews switching shifts for the night. Fully renovated and updated in 2021 by a local artist, you will find custom metal art throughout, granite countertops and a very warm cabin feel featuring a kitchen and bathroom finished with locally sourced Missouri dark red cedar, 10 minutes from six flags, Purina farms 15 min from hidden valley and 45 min from downtown this place is in a great location and will not disappoint!

Feb 8 – 15

$89 per night
Guest favorite

Cottage in Eureka

4.92 out of 5 average rating, 234 reviews

Beautiful Cottage on Large Private Lot

This lovely rural cottage is nestled back in the woods on its very own private acre of land. It offers guests a beautiful getaway experience while walking the property or hanging out on the large covered front porch; while at the same time being just a 7 minute drive from downtown Eureka with its many delicious restaurants and adorable boutiques. If Six Flags is your goal you can enjoy the hustle bustle of the amusement park during the day and relax after a 15 minute drive back to the cottage.

Oct 19 – 26

$123 per night
Guest favorite

Cabin in Bourbon

4.92 out of 5 average rating, 356 reviews

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

Apr 10 – 17

$68 per night

Popular amenities for Hillsboro vacation rentals

Other great vacation rentals in Hillsboro

Guest favorite

Home in Millstadt

4.93 out of 5 average rating, 223 reviews

Deluxe Barndominium | King bed + Pkg

Jun 9 – 16

$112 per night
Guest favorite

Home in Belleville

4.99 out of 5 average rating, 142 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

May 26 – Jun 2

$102 per night
Guest favorite

Cabin in Hillsboro

4.92 out of 5 average rating, 85 reviews

The Shagbark Hickory (Pool, Hot Tub, & Sauna)

Nov 1 – 8

$107 per night
Guest favorite

Cottage in Festus

4.96 out of 5 average rating, 46 reviews

Creek View Cottage at Happy Camp

Jan 26 – Feb 2

$172 per night
Guest favorite

Loft in Festus

4.96 out of 5 average rating, 96 reviews

The Loft at 12A

Oct 9 – 16

$150 per night
Superhost

Townhouse in Barnhart

4.81 out of 5 average rating, 32 reviews

Cute town house -3 Queen beds

Aug 28 – Sep 4

$104 per night
Guest favorite

Cabin in Festus

4.98 out of 5 average rating, 45 reviews

Relaxing Log Cabin Getaway on 20 Acres

Jul 18 – 25

$515 per night
Guest favorite

Home in Bloomsdale

4.95 out of 5 average rating, 96 reviews

Hop off the highway, Relax!

Jul 25 – Aug 1

$89 per night
Guest favorite

Camper/RV in Catawissa

4.92 out of 5 average rating, 37 reviews

Winery Adjacent RV on large farm

Jul 29 – Aug 5

$85 per night
Guest favorite

Cabin in De Soto

4.81 out of 5 average rating, 27 reviews

Working Farm with 2 bedroom Log Cabin.

Aug 17 – 24

$120 per night
Guest favorite

Farm stay in Bloomsdale

4.89 out of 5 average rating, 36 reviews

Cheerful 2 bedroom Farmhouse in Bloomsdale

Jan 4 – 11

$90 per night
Guest favorite

Home in Arnold

4.96 out of 5 average rating, 79 reviews

Mamaw's House

Mar 9 – 16

$96 per night

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