Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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

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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
4.96 out of 5 average rating, 89 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
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, 465 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.

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, 109 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
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
4.96 out of 5 average rating, 138 reviews

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

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

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, 102 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
The exterior of Stone House Cottage is displayed, featuring unique stone walls and large windows. A decorative star motif hangs near the entrance, while American flags are positioned on either side. A landscaped area with small shrubs enhances the inviting front yard.
Bungalow in Bonne Terre
5 out of 5 average rating, 19 reviews

Stone House Cottage 1 Queen Bed / 1 Murphy Double

This unique cottage has a style all its own. Our stone cottage was built in 1899 and was part of the mining company that put Bonne Terre on the map. You will find yourself nestled in the heart of Bonne Terre, close to many parks, lakes, wineries and wedding venues in the Parkland. Stay with us while visiting family or school reunions! Visit the local library or Space Museum. Stone House Cottage has everything you need to make your stay in Bonne Terre the perfect little get away!

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
5 out of 5 average rating, 122 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
Treehouse in Perryville
5 out of 5 average rating, 662 reviews

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.

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, 55 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.

Superhost
A fire pit area is situated on a sandy patch, featuring logs arranged as seating and rocks surrounding the pit. The backdrop showcases a sunset over the distant hills, with trees and open fields framing the serene scene.
Home in Ironton
4.85 out of 5 average rating, 264 reviews

Mountain Cabin, Wow Views, King Bed, Hiking+

This serene countryside location is all yours to enjoy the beauty of the Missouri Ozarks with stunning views of the mountains. This fully equipped home offers plenty of room, great decks for grilling and relaxing, bon fire pit, and 8 private acres to explore and hike, located right next to Taum Sauk, and just a few miles to trails, Elephant Rock St. Prk, Johnson Shut-Ins, and local rivers and streams to swim and hike as well as ATV trails! Relax, unwind, and take in the view.

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
4.92 out of 5 average rating, 192 reviews

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.

Guest favourite
An inviting interior view displays a cozy sleeping area featuring a quilted bedspread. A wood cabinet and a TV are visible, alongside a small dining set. An air conditioning unit provides comfort, while a coffee maker is positioned on a nearby shelf.
Tiny home in Salem
4.92 out of 5 average rating, 196 reviews

Delightful 1 bedroom peaceful tiny house

You won’t forget the peaceful surroundings of this rustic destination. Your stay with us is sure to bring you back to simplicity of life while comfortably cozy and relaxed . While TV and WiFi are available , you will find yourself content with viewing the activities of the surroundings and serene atmosphere. Just minutes away you’ll find exciting selections of activities , excellent dining , and friendly small businesses with a wide selection of interest .

Popular amenities for Caledonia holiday rentals

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