
Vacation rentals in Hillsboro
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Top-rated vacation rentals in Hillsboro
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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!

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

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.

Serenity Valley (No Cleaning Fee- No pets please)
Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional inflatable queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, DishNetwork, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

2BR House with Hot Tub near Washington State Park!
This newly remodeled 2 bedroom house is an ideal choice for guests looking to explore the beauty of Bonne Terre, attend weddings and local events, or visit Fyre Lake Winery, which is only a mile away. You'll find two comfortable bedrooms - one with a king-size bed and the other with a full-size bed - providing a peaceful retreat after a day of adventure. Additionally, Bonne Terre Mines are conveniently located just 16 minutes away, making it a perfect spot to stay while exploring the area.

FUNKS INN-no extra guest fees 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.

Honeymoon Suite at Camp Skullbone In The Woods
Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Couples Retreat in the Trees + Hot tub
The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

Shagbark Hickory Cottage (Hot tub & Sauna)
Take it easy at this unique and tranquil getaway. Enjoy a detox in our handcrafted 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.

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 at the same time being just a 7 minute drive from downtown Eureka with its many delicious restaurants and adorable boutiques. Six Flags is a brief 10 minute drive, and Purina Farms is 15. We have ample parking for multiple vehicles and a completely fenced in yard great for 4 legged friends.

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.

The Loft at 12A
An open and updated space with natural light and 10 foot ceilings! This fresh and clean space is conveniently located on a quite corner of Main Street. Walking distance from eateries and cocktail hours. For your convenience The loft is fully equipped with WiFi and A smart station. If you’re in town for business, you’ve found the perfect spot!
Popular amenities for Hillsboro vacation rentals
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- Busch Stadium
- Six Flags St. Louis
- Central West End
- Saint Louis Zoo
- Enterprise Center
- City Museum
- Missouri Botanical Garden
- St. Louis Aquarium at Union Station
- Meramec State Park
- Castlewood State Park
- Hidden Valley Ski Resort
- Cathedral Basilica of Saint Louis
- Norwood Hills Country Club
- Saint Louis Science Center
- Adventure Valley Zipline Tours and Paintball Park
- Bellerive Country Club
- Missouri History Museum
- Old Warson Country Club
- Boone Valley Golf Club
- Noboleis Vineyards
- Mount Pleasant Estates
- LaChance Vineyards
- St. Louis Country Club