Holiday houses in Caledonia

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Top-rated holiday rentals in Caledonia

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Top Guest favourite
The loft bedroom features a king-sized bed dressed in dark bedding and a textured throw blanket. Bedside tables with lamps flank the bed, and a decorative wall sign above adds a personal touch. A woven area rug is placed underneath, enhancing the cozy atmosphere.
Barn in Caledonia
4.94 out of 5 average rating, 100 reviews

The Loft+Silo+Hallmark movie town+Cozy+State Parks

Plan a memorable stay in an unforgettable location at our creek side silo that was once used on a farm in Arkansas to store grains and crops. This quiet, peaceful country setting is all within a short driving distance of state parks, hiking/biking trails, and historic Caledonia which offers quaint shops and fun events. Sunset at the Silos lives up to its name with views of sunsets, pastures of cattle, and if you're lucky deer! The silo may be just 24 feet across, but everything you need is here!

Guest favourite
The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.
Cabin in Bourbon
4.93 out of 5 average rating, 470 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.

Top Guest favourite
An aerial view captures the carriage house with a spacious deck and an umbrella-covered table, complemented by decorative shrubs lining the property. The driveway accommodates multiple vehicles, while a flag adds a touch of charm to the inviting exterior.
Home in Farmington
4.97 out of 5 average rating, 113 reviews

Columbia Street Carriage House

Located in historic downtown Farmington, minutes away from restaurants, wineries, shops, and parks. Our newly renovated carriage house has much to offer! Our 2+ acre yard is fully fenced with a gated entrance offering privacy, a fire pit, covered patio, and large deck. The city park is located next door with a private acces gate offering basketball courts, pickle ball, tennis, swing sets, pavilions and playgrounds. Come enjoy a relaxing weekend or stay a week exploring the area attractions.

Top Guest favourite
A serene bedroom showcases a spacious bed layered with soft linens and decorative pillows. Two bedside lamps provide warm illumination, complemented by artwork depicting mountains on the wall. Natural light filters through a set of large windows, framed by dark curtains, enhancing the calm atmosphere.
Bungalow in Ironton
4.98 out of 5 average rating, 51 reviews

Main Street Retreat, walk to downtown Ironton

Welcome to Mainstreet Retreat, this two bedroom bungalow is nestled a few blocks from the town square of Ironton. There are several shops and restaurants in close proximity, the home features a covered front porch to enjoy mountain views, the bathroom has recently been updated! This home has a patio in the back, with a stainless steel firepit, off street parking, the property is only a short drive away from several of the state parks around the area, Elephant Rocks being about 5 minutes away!

Top Guest favourite
A beautifully restored stone castle sits amidst a backdrop of autumn foliage. The structure features tall windows and a distinctive tower, with greenery surrounding the gently sloping lawn that leads to a set of stone steps.
Castle in Ironton
4.99 out of 5 average rating, 81 reviews

Historic Goulding Castle circa 1846

***Please do not send any messages asking about weddings or events*** Amazingly restored Castle built by TR Goulding in the 1800’s. This unique and majestic property sits on 9 acres of Shepherd Mountain and connects to over 600 acres of hiking and biking trails on Shepherd Mountain. Enjoy beautiful views and a forest setting while still being minutes from restaurants and town. The property boasts priceless statuary, a rebuilt grotto, beautiful interior and the most peaceful grounds to enjoy.

Top Guest favourite
A circular yurt is situated on a green lawn, featuring a wooden wraparound deck and a shaded area with a blue canopy. A stone fire pit is visible next to a picnic table and two adirondack chairs. Lush trees are seen in the background.
Yurt in Salem
4.97 out of 5 average rating, 187 reviews

Entire private Glamping Yurt next to forest

Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

Top Guest favourite
A newly remodeled house is shown with a welcoming porch featuring a swing and comfortable seating. The exterior is surrounded by a grassy area and trees, creating a natural setting. A black grill is positioned on the patio, ready for outdoor gatherings.
Home in Cadet
4.98 out of 5 average rating, 183 reviews

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.

Guest favourite
A 20-foot yurt is situated among bare trees, surrounded by nature. A spacious wrap-around deck enhances outdoor living. The structure features a circular design with a clear dome top and a single door visible. Nearby, a separate area can be seen, possibly for cooking or relaxation.
Yurt in Fredericktown
4.91 out of 5 average rating, 103 reviews

St Francis River: The Blue Yurt and Hot Tub

Let your adventure begin inside the tranquil experience of this 20 ft yurt. Don't let the space fool you, the uniquely curved walls give ample space for a romantic getaway or a relaxing time with friends. The clear dome top provides a magical viewing experience from the queen size bed. The yurt is nestled in the heart of the Ozark Mountains. The expansive, romantically lighted, wrap-around deck provides a panoramic view of the St. Francis River where you can immerse yourself in the hot tub.

Top Guest favourite
A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.
Cabin in Leasburg
4.99 out of 5 average rating, 130 reviews

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Top Guest favourite
A cabin constructed of wood and metal is situated among tall trees. A covered porch extends from the front, featuring a round window and several outdoor chairs. The gravel pathway leads to the entrance, surrounded by natural foliage and a peaceful woodland setting.
Cabin in Ironton
5 out of 5 average rating, 62 reviews

The Sawmill Cabin

Welcome to your cozy spring fed creekside cabin, nestled in the woods for those nature lovers seeking a peaceful getaway. A touch of nature with a modern design. Grab your lawn chair and head down to the creek on a hot summer day or lounge in a hammock listening to the running water. 10 min from Elephant Rocks State Park 20 min from Taum Sauk Mountain - Highest Natural Point in Missouri 20 min from Johnson’s Shut Ins Time to unplug. Phone service is limited on the property.

Guest favourite
Cabin in Ironton
5 out of 5 average rating, 6 reviews

The Tiegen Rae: cozy mountain cabin w/ huge views

Take it easy at this unique and tranquil getaway. "The Tiegen" is a beautiful A-frame cabin sitting on 20 acres at the top of Anderson Mountain. Imagine drinking your morning coffee sitting in a rocking chair and enjoying the breathtaking view of the Mark Twain National Forest. Or picture lighting an evening fire to enjoy the sounds of the woods with your favorite drink. This cabin will not disappoint and boasts full amenities to go along with your glamping adventure.

Guest favourite
A well-equipped kitchen features white cabinetry and a spacious countertop. Natural light is provided by multiple windows, while appliances include a dishwasher and coffee maker. A blend of modern design and functionality is evident in the arrangement of utensils and decorative plants.
Home in Park Hills
5 out of 5 average rating, 21 reviews

The Sweet Caroline

Welcome to your perfect home away from home this inviting three bedroom one bath home is designed for comfort and convenience-ideal for families, business travelers or a weekend get away. Fully equipped kitchen and laundry room, nice fenced in backyard. There is a park across the street with walking trails, basketball court and pickle ball court, so there is a basketball and pickle ball equipment in the house for you to take and enjoy at the park.

Popular amenities for Caledonia holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Washington County
  5. Caledonia