Holiday houses in Caledonia

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Top-rated holiday rentals in Caledonia

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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
4.93 out of 5 average rating, 107 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!

Top Guest favourite
A modern rustic cabin is depicted, featuring a sloped roof and warm wood accents. A covered porch extends across the front, showcasing seating areas. Lush greenery surrounds the property, with a clear path leading to the entrance, complemented by autumn foliage in the background.
Cabin in Bonne Terre
5 out of 5 average rating, 27 reviews

Lone Pine Cabin ~ rustic, modern, luxury, private

Nature surrounds at this new modern rustic cabin situated in the woods just outside of Bonne Terre, Missouri. Featuring a king bed on the main floor and queen bed in the loft, both with luxury bedding and all the comforts. Prepare meals in the full kitchen. Relax in the soaking tub or step in shower. Gas fireplace adds a romantic ambiance. Sit on the porch & admire the views, especially the sunrises, overlooking the pond with water fountain. Fire pit and walking trails. Catch & release fishing.

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, 88 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.

Guest favourite
Home in Cadet
4.98 out of 5 average rating, 199 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 lakeside view showcases calm waters reflecting morning light. The home’s exterior features gray siding and white shutters. A grassy lawn is observed, bordered by a large tree. The scene captures the peaceful surroundings, inviting guests to experience the tranquil setting.
Home in Fredericktown
4.93 out of 5 average rating, 147 reviews

The GooseNest • HOT TUB • Lake View

Enjoy a comfortable stay at this unique lakeside retreat. This home offers two bedrooms and one bathroom. Start your day with coffee and a view of the lake. You’ll stay a short drive from several surrounding conservation sites. Bring your fishing pole and kayak! End your day relaxing by the fire pit and watching the sunset on the lake. We now offer event rentals for elopements, small wedding receptions, and small family reunions up to 18 people for an additional fee (message for details).

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, 153 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 spacious sleeping area is showcased with a textured blanket draping over the bed. In the background, cozy seating includes two armchairs positioned near a small table, with a decorative shelving unit filled with books. Large windows enhance natural light throughout the space.
Treehouse in Perryville
4.95 out of 5 average rating, 190 reviews

Rustic reTREEt Treehouse Getaway

This treehouse features a gorgeous floor-to-ceiling stone indoor/outdoor fireplace, vaulted ceiling, and many large windows which provide natural light and beautiful views. The interior design fuses natural elements of wood and stone, with a more refined and polished urban country look. A partition wall creates intimate spaces w/in this large (950 sq.ft.) open floor plan. Highlights: king size bed, corner claw tub, rainfall shower, reading area, 65" TV, large deck,BBQ grill and WIFI.

Top Guest favourite
Cabin in Bismarck
4.98 out of 5 average rating, 63 reviews

248 Avalon Ranch Rd Cabin A

You’ll treasure your time at this beautiful, peaceful place. A cabin on a lake with beach access and acres of property to explore. Enjoy the use of the canoe and kayaks. The lake is stocked with catfish, bass, bluegill and crappie for catch and release fishing. Spend time relaxing in the hot tub or around the fire pit during your stay with us. There are many state parks nearby to visit, and we are central to historic destinations in the area such as Caledonia and Ste. Genevieve.

Top Guest favourite
A serene lakeside view is presented, framed by tall trees casting shadows on the green grass. A flower planter adds a touch of color near the water's edge, with calm waters reflecting the surrounding nature and hills in the distance.
Cottage in Bonne Terre
5 out of 5 average rating, 115 reviews

2-bedroom cottage with a gorgeous lake view.

Come make memories at The Lake House. Whether it’s a getaway with the family, romantic weekend, or time with friends. You’ll be sure to enjoy this 2-bedroom, 1-bathroom cottage that accommodates up to 6 guests, a fully equipped Kitchen for all your cooking needs, coffee bar, and a Washer and dryer on site for guest use. Relax on the patio around the fire or enjoy the view of the lake while grilling. Located right next to Lakeview Park and not far from the Bonne Terre Mines.

Guest favourite
Cabin in Ironton
4.96 out of 5 average rating, 25 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.

Top Guest favourite
The exterior of a bungalow showcases a welcoming front porch adorned with string lights. A vintage bicycle is parked on the pathway, with greenery framing the entrance. The house features a distinct two-tone siding and a stone chimney, enhancing the quaint appeal.
Bungalow in Ironton
4.97 out of 5 average rating, 150 reviews

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

Classic Craftsman meets modern comfort at the Ironton Bungalow. This charming 2 bed, 1 bath home blends timeless character with thoughtful updates in a quiet Arcadia Valley neighborhood. Enjoy cozy interiors, a fully equipped kitchen, fast Wi-Fi, and a highlight front porch perfect for morning coffee or evening unwinding. Just minutes from Shepherd Mountain Bike Park, hiking, and downtown Ironton—an ideal home base for adventure or relaxation.

Top Guest favourite
Treehouse in Perryville
4.99 out of 5 average rating, 120 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.

Popular amenities for Caledonia holiday rentals

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