Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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Top guest favourite
The cabin's exterior showcases a blue wooden facade with a metal roof, set against a backdrop of lush greenery. A stone base supports the structure, enhancing its rustic charm. In the foreground, a grassy area is complemented by a few trees, creating a peaceful outdoor environment.
Farm stay in Decorah
4.99 out of 5 average rating, 132 reviews

Footbridge Farm Cabin

Footbridge Farm is a quiet country get-away located on 90 wooded acres, 15 miles NE of Decorah. We are close to the mouth of Canoe Creek, the Upper Iowa River and adjacent to state DNR land. The cozy owner-built cabin has an open ceiling with exposed beams and rafters giving a sense of spaciousness. Local stone was used in the exterior walls and the floor-to-ceiling fire back behind the wood-burning stove. The floors are oak and slate. Detailed craftsmanship can be found throughout the cabin.

Top guest favourite
A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.
Cabin in Westby
4.99 out of 5 average rating, 121 reviews

Nature’s Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Guest favourite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 118 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region. New workout center for all our guest to use.

Top guest favourite
The exterior of the cabin is presented, featuring a modern, blue façade complemented by large windows. A gravel path leads to a patio area with outdoor seating and a grill. Green grass surrounds the structure, enhancing its connection to the lush landscape.
Cabin in Spring Grove
4.97 out of 5 average rating, 501 reviews

Modern Country Cabin

Clear your mind at this modern, fully furnished cabin in heart of the Driftless region of MN, WI, and IA. Built in 2016, this truly unique space has everything you need for a relaxing getaway. There is plenty of space inside the cabin. The cabin contains two private rooms, one with a king size bed and the other with a queen bed. In the summer months there is also opportunity to camp, with 4 acres of luscious green space + some woodlands! Indoor fireplace, outdoor fire pit, and Traeger grill!

Guest favourite
A spacious living room features a modern fireplace with a black brick surround. Comfortable seating options include a gray sofa and colorful armchairs. A wooden coffee table sits centrally, while a large television is mounted on the wall. Light filters in through sliding glass doors, enhancing the room's inviting ambiance.
Cottage in Stoddard
4.91 out of 5 average rating, 320 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Mt. La Crosse is super close to enjoy skiing/snowboarding. Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Pets are welcome. No cleaning fee!

Top guest favourite
The exterior of The Barn Loft is shown during twilight, illuminated by soft lights. A sloped lawn leads to the timber-framed barn, which includes a deck and stairs. Nearby, a metallic silo is visible, adding to the rustic charm of the property.
Barn in Dorchester
4.99 out of 5 average rating, 165 reviews

The Barn Loft

The Barn Loft, located in NE Iowa, is just a short drive from some of the best trout fishing in this part of the state! It is a full Loft Space (1500 square feet) above this Timber Framed Barn built by Wally and Traci. Here you have access to your own rooms, kitchen, and more. Whether you're a large family, or a couple just trying to get away for a few days, The Barn Loft is perfect for you and your loved ones. There are miles of hiking trails and private streams. Ask about hunting.

Top guest favourite
The living area is spacious, featuring light wood flooring and neutral walls. A comfortable couch and chair provide seating, while a low cabinet holds a television. Natural light enters through large windows, highlighting rustic decor elements such as wall art and a wooden railing.
Home in Brownsville
4.99 out of 5 average rating, 104 reviews

*Monthly Rates Available* A cozy, rustic home.

Located just minutes from the Mississippi, this quaint home is perfect for fishermen, hunters, and families alike. Plenty of space in the driveway to park your boat, trailer, camper, etc and located just a 3 minute walk from the best pizza in town (Saxon Hall). There are 2 boat launches very close to the home - Wildcat Landing & Lawrence Lake Marina. Two blocks from the home is a public playground & pickle ball court. We are located approximately 20 minutes from LaCrosse, WI

Top guest favourite
The interior of the silo guesthouse features a circular design with wooden beams overhead. A cozy seating area includes a large sectional sofa and a stylish ottoman. Natural light enters through multiple windows, enhancing the space, while a staircase leads to a loft area.
Farm stay in Caledonia
4.99 out of 5 average rating, 106 reviews

Silo Loft Guesthouse

Our silo guesthouse provides a beautiful country retreat surrounded by hundreds of acres of woods and farm land. This working dairy farm is the perfect stay for a tranquil get away or the full dairy farm experience. If you’re looking for a CLEAN, peaceful & unique stay, this is the place for you! Recent guests say it’s the “hidden gem” of MN! Just 10-30 minutes from local coffee shops, restaurants, and many outdoor activities, this getaway has something for everyone!

Top guest favourite
The private cabin features a distinct red metal roof and a welcoming front porch with several chairs. The surrounding grassy area is complemented by trees and landscaping, providing a serene outdoor setting.
Farm stay in Spring Grove
4.95 out of 5 average rating, 110 reviews

Driftless Farm Getaway

Unplug and see the stars - Treat yourself to a low-tech escape into nature where you can relish the peace of a hardwood forest, soak in outstanding views, engage with fun farm animals and just relax. This private cabin is located on the edge of our pasture-based farm - we have 160 acres of forest, pastures, bluffs, and cliffs to explore. Just off the farm, this area is home to world-class trout fishing, the Root River State Trail, Amish shops, and so many hidden gems!

Top guest favourite
The house is situated on a gently sloping hill, surrounded by colorful flower gardens and lush greenery. A bright blue sky adds to the peaceful setting, while a wide deck is visible, offering access to outdoor relaxation.
Home in Waterville
4.99 out of 5 average rating, 155 reviews

Chimney Rock Retreat

Beautiful, Peaceful Setting to get away and unwind. Quiet and Private for a Couples Retreat, Weekend Getaway, or Family Gathering. The House is nestled among the trees, up on a lovely hill. Scenic views and walking trails through the woods. Relaxing and Private. Campfire Pit for fun outdoors on chilly evenings. Nightly Price Listed for 1-6 Guests; Groups of 7 or 8 will have additional fees. Only Registered Guests are allowed on the Property during your stay

Guest favourite
A spacious modern barn-style cabin is depicted against a clear blue sky. A well-maintained grassy area surrounds the structure, featuring multiple windows and a basketball hoop mounted on the side. Two cupolas adorn the roof, contributing to the building's distinct character.
Barn in Peterson
4.96 out of 5 average rating, 113 reviews

Big Buck Inn

Brand new heating and air unit installed in 2025! Cabin is upstairs in a modern barn. Beautiful panoramic views. Spacious 2 BR/1 BA open concept with a full kitchen. Country cottage decor combined with an avid sportsman's touch. Patio with a bonfire area & private grill. Minutes to trout streams, dining, shopping, bike trail, Lanesboro and Peterson. Enjoy the morning turkey gobbles, pheasant kackles, or the afternoon visit of a whitetail deer strolling through!

Top guest favourite
A spacious living area is highlighted by a large couch and two armchairs, set around a coffee table on a patterned rug. A television is positioned on a dark cabinet, while large windows provide ample natural light, framed by original molding.
Loft in Lanesboro
4.92 out of 5 average rating, 324 reviews

High Court Loft-the Judge's Chamber

High Court Loft is on the 3rd floor above High Court Pub on Lanesboro's historic Main Street. The large open space features a wall bed, kitchen w/1 pot induction stovetop, convection toasteroven, coffeemaker, fridge & microwave. The Loft is great for lounging or entertaining small groups. Large original windows open to a wonderful view of the lively downtown. In addition to the bed there is a queen deluxe airbed. Pets not allowed.

Popular amenities for Caledonia holiday rentals

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