Vacation rentals in Hillsboro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Hillsboro

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

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Guest favorite

A single-story home is set on a green lawn, featuring a light brown exterior and a neatly maintained pathway leading to the front door. Windows with red and white accents provide a welcoming touch, while trees line the background, offering a sense of privacy.

Home in Bloomsdale

Hop off the highway, Relax!

Relax with the whole family at this peaceful place to stay. We are located only 4 miles off of highway 55! There are two bedrooms and two COMFY couches if you have more than 4 staying the night! This is located on a secluded road with two other homes occupied nearby by with quite, but very friendly, residents. This home is 25 minutes away from the historical town of Ste Genevieve, take a look! The host is will be able to assist you almost immediately, whether it be over the app or in person!

4.91 out of 5 average rating, 290 reviews

Guest favorite

The exterior of the Pacific Palace showcases a unique wooden design with ornate decorations. Brightly colored adirondack chairs invite relaxation on the porch, while a stone pathway leads to the front door beneath a gabled awning. Lush greenery frames the playful architecture.

Home in Pacific

Pacific Palace, super unique!

The Pacific Palace is unlike any other Airbnb! Located in the heart of downtown Pacific, Missouri - only 2 minutes from Highway 44 and 10 minutes from Purina. This house is an incredible one of a kind treasure with lots of unique features including: outdoor gazebo, fish pond, all original cedar interior design, two second story balconies, two large bat tubs (one located in the main bedroom) and so much more!!! Private parking and a gate for added privacy. Just minutes from Six Flags. Book today

4.92 out of 5 average rating, 250 reviews

Top guest favorite

A winding gravel path leads through a well-maintained garden, featuring a variety of shrubs and plants in green hues. A cozy log cabin with a metal roof is visible, accompanied by a larger structure to the right. White fencing encloses the lush greenery beyond.

Cabin in Pacific

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

4.99 out of 5 average rating, 181 reviews

Guest favorite

A rustic cabin, constructed with logs, is set in a grassy area, surrounded by trees. The front porch features steps leading to the entrance. A large outbuilding is visible to the left, while a fenced area adds to the ranch's charm.

Cabin in Bonne Terre

Hand Built Log Cabin

This cabin was completed in 1940 by previous owner's grandmother with only the help of her horses. The wood was cut from the property. Originally it had no electric or plumbing, we updated it more in 2021 keeping as much original as possible. Rustic cabin has 2 bedrooms, 1 bathroom with walk-in shower only, washer and dryer, full eat in kitchen and living room. On site you can relax watching horses, mini horses, goats, chickens & ducks as well as wild life. You can feed and pet the 🐐 goats.

4.85 out of 5 average rating, 186 reviews

Top guest favorite

The historic stone farmhouse features a traditional design with multiple windows and a pitched roof. The exterior is complemented by grassy areas and a pathway leading to the front porch. Surrounding trees provide a natural backdrop, enhancing the rural setting.

Farm stay in Bloomsdale

FUNKS INN no extra guest fee or cleaning fee

This house was built in 1870, it is a stone structure and was used as a family farm home. It has been remodeled for its use today. It is historically correct, which includes antiques of the time. Post Civil War era, furniture including the beds of this period. Another interesting aspect, is that the floors are all original. Mattresses, blankets pillows, bedding and towels are all new. The wine cellar that we have added, made on location. I always leave some out for guests. No fee.

4.96 out of 5 average rating, 174 reviews

Top guest favorite

A charming log cabin stands surrounded by lush green trees, set within a spacious lawn. The structure includes a welcoming porch and multiple windows allowing natural light. The roof is gently sloped, and a mix of log and wooden siding adds to its rustic appeal.

Cabin in Festus

Relaxing Log Cabin Getaway on 20 Acres

Stunning 1800s log cabin located 40 minutes from St. Louis. This is the perfect holiday for groups who love a private outdoor setting. The house includes three family areas, WiFi, and a high-end kitchen. Outside, find a fire-pit, scenic porches for relaxing, and a kids playhouse. The Rec Room above the garage features a theater area, ping pong, pop-a-shot, and foosball. The property is 20 acres and offers fields for playing games, hiking trails for walking, and a creek for exploring.

4.99 out of 5 average rating, 86 reviews

Top guest favorite

The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.

Treehouse in Perryville

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

5.0 out of 5 average rating, 721 reviews

Superhost

A serene view of a micro cabin is presented against a vibrant sunset sky, displaying shades of orange and pink. The cabin is illuminated softly from within, surrounded by trees and a grassy area leading to a rustic fence.

Farm stay in Hillsboro

Shagbark Hickory Tiny Home (Hot Tub & Sauna)

Take it easy at this unique and tranquil getaway. Enjoy a detox in our handcrafted wood fired sauna, or take a soak in the hot tub under the stars! Full kitchen, bathR w/claw foot, & screened in porch. It’s very private, with land to explore. Take a stroll to the pond or creek where you will see a little piece of history, or possibly enjoy a visit from our sweet cows. Close to La Chance winery, Desoto town, Big River access points, valley view glades, & Washington state park.

4.91 out of 5 average rating, 224 reviews

Guest favorite

Cabin in Dittmer

Bunkhouse 1 at Camp Skullbone In The Woods

The perfect setting for a family getaway, couples retreat, or girls' weekend. One level bunkhouse offering 1200sq ft of living that includes 3 bedrooms/2 bathrooms. Master with queen size bed has its own luxury private deck. The two additional bedrooms are located opposite ends with a full bathroom that can be accessed the hall for guest convenience. When the sun falls below the skyline, pour your favorite beverage and enjoy the stars on the deck with the gas firepit.

4.95 out of 5 average rating, 110 reviews

Guest favorite

The secluded treehouse is elevated among trees, featuring a wooden exterior with a pitched roof. A set of stairs leading to the entrance is visible. Surrounding foliage creates a natural and serene environment, while sunlight filters through the leaves.

Treehouse in Dittmer

The Den at Dittmer Hollow

Newly Updated** Enjoy the lovely setting of this romantic spot in nature, with a semi-primitive, modern cozy secluded treehouse in the woods! Explore 10 acres or wind down on the deck before relaxing in the *NEW* hot tub. The cabin inside has a very minimalistic design featuring on the first floor an electric fireplace, air conditioner, table, refrigerator, leather futon couch, kitchenette with a hand crank water pump sink, axe throwing and porta-potty bathroom.

4.84 out of 5 average rating, 194 reviews

Top guest favorite

The rock cottage is set amidst trees and autumn foliage, featuring large windows that glow warmly in the evening light. A chimney rises from the side, and natural vines adorn the exterior, blending the structure with its serene surroundings.

Cottage in De Soto

Rock House Retreat

Unplug and enjoy a slower pace of life at this picturesque rock cottage. The 1920’s former hunting lodge was built from stone sourced from the property, and is as charming as ever. Enjoy an early morning stroll on one of the many hiking trails, or just relax on the porch while sipping coffee. There are many great hiking opportunities within a short drive, however, once you get settled in you may not find a reason to leave.

4.98 out of 5 average rating, 164 reviews

Superhost

The exterior of the ranch-style home is shown, featuring a light-colored facade with a welcoming entryway. Driveway space for two vehicles is visible, along with a well-kept grassy area and shrubs providing a natural border. Tall trees are seen in the background.

Home in Barnhart

3 Bedroom Ranch with Deck in a Quiet Neighborhood

• Ranch style w/ 1025 square feet • Subdivision neighborhood w/ grassy common ground areas • Driveway parking for 2 vehicles • Safe neighborhood • 52" TV w/ Roku streaming stick • A baby gate at the top of the steps to the basement laundry room • Deck and backyard • Close to Hwy 55, about a 30 minute drive from Down Town St. Louis. • Near Historic Kimmswick (quaint shops & resturants), and Mastodon State Park

4.9 out of 5 average rating, 381 reviews