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Holiday houses in Herculaneum

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Top-rated holiday rentals in Herculaneum

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

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Top Guest favourite
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
4.99 out of 5 average rating, 174 reviews

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

Top Guest favourite
A comfortable seating area features a gray sofa adorned with decorative pillows, accompanied by a patterned ottoman and a light gray chair. Natural light filters through a large window, enhancing the neutral color scheme, while a colorful artwork of the city skyline is displayed above the fireplace.
Home in Fenton
4.97 out of 5 average rating, 116 reviews

The St. Louie House in Fenton w/deck & large yard!

Enjoy your stay in our St. Louis themed house. The kitchen is fully stocked with coffee bar, dishes, pots & pans. The three bedrooms, the Cardinals room, the Blues room and the Union Station room each have a queen bed with spacious closets. A large covered deck for BBQ. The full basement is set for family fun! A full sized laundry room is there for your convenience. The Arch, Stadium, Six Flags, Science Center, Zoo, Forest Part, etc are under 30 minutes. Local shopping is within minutes.

Top Guest favourite
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
4.96 out of 5 average rating, 173 reviews

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.

Top Guest favourite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale
4.92 out of 5 average rating, 261 reviews

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

Top Guest favourite
Home in Dittmer
4.96 out of 5 average rating, 636 reviews

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!

Top Guest favourite
The living area showcases exposed log walls and a warm wooden floor. A stone fireplace serves as a central feature, surrounded by comfortable seating, including floral-patterned chairs. A chandelier provides soft lighting, while a small table and lamp add functional decor adjacent to the fireplace.
Cabin in Imperial
4.97 out of 5 average rating, 379 reviews

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn — a cozy 1930s log cabin nestled among the trees just one mile from historic Kimmswick and about 25 miles from St. Louis, with easy access to major highways. Filled with rustic charm and modern comforts, the cabin is thoughtfully prepared for a relaxing and private stay. The kitchen is stocked with breakfast items to help you settle in and feel at home. Please see "Interaction with guests" section for additional details about the property and your stay

Top Guest favourite
A stylish living area features a light-colored leather sofa adorned with dark pillows, complemented by an ornate mirror above. A black coffee table rests on a decorative rug, while two open bookshelves showcase elegant decor. Double French doors lead to an adjoining space.
Home in Waterloo
4.98 out of 5 average rating, 176 reviews

The Ruby/Close to St. Louis and Waterloo Downtown

Welcome to The O'Bannon House in Waterloo, IL, where we offer the best of both worlds! The city limits of St Louis are only about 17 miles away, yet we are located within walking distance of all that the idyllic town of Waterloo offers: great restaurants, shops, and breweries. Enjoy our coffee bar, a fully-equipped kitchen, and a park-like backyard. If you have a larger group, consider booking this unit (The Ruby) and the upstairs unit (The Hugh) so you can all stay in one place!

Guest favourite
Apartment in Festus
5 out of 5 average rating, 18 reviews

Entire Festus Home | Free Parking + Fast Wi-Fi

Welcome to your renovated downtown Festus retreat on Main Street with two bedrooms and one and a half bathrooms! Savor chic décor and contemporary comforts just a short distance from neighborhood eateries, shops, and festivals all year long. This comfortable, convenient stay offers the ideal combination of charm, comfort, and walkable city living, whether you're here for a weekend, business, or just to be close to Mercy Hospital. Take advantage of everything Festus has to offer.

Top Guest favourite
Treehouse in Perryville
4.99 out of 5 average rating, 127 reviews

Modern Treehouse • Hot Tub • Private Escape

The TreeRise is a secluded luxury treehouse created for quiet moments and meaningful connection. Just 1 hour from St. Louis in Southeast Missouri and 20–35 minutes from hiking trails, wineries, and dining, this private forest retreat blends upscale comfort with nature. Thoughtfully equipped for rest, romance, and renewal, the TreeRise welcomes you to unplug, slow down, and reconnect—wrapped in trees, stillness, and intentional privacy.

Top Guest favourite
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
4.98 out of 5 average rating, 161 reviews

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.

Guest favourite
Apartment in Pevely
4.88 out of 5 average rating, 108 reviews

Pevely Getaway Near Festus & I-55 | Free Parking

Discover a tranquil retreat in Pevely, which is ideally located close to the Mississippi River, the Mastodon State Historic Site, and nearby parks. This comfortable home is ideal for families, long stays, and contractors because it's close to Festus dining options, outdoor trails, and I-55. It offers a tranquil residential setting and is only thirty minutes from downtown St. Louis and its main attractions.

Top Guest favourite
The exterior of a revitalized building is shown, featuring a white brick facade with black accents. Large windows allow natural light to pour in, while a tree in the foreground adds a touch of greenery. A storefront with the signage 'COLLECTIBLES' is visible at street level.
Loft in Festus
4.97 out of 5 average rating, 149 reviews

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 Herculaneum holiday rentals