Vacation rentals in Caledonia

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Top-rated vacation rentals in Caledonia

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Top guest favorite
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, 146 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 favorite
A rustic cabin exterior is depicted with wooden accents and a stone chimney. The porch features steps leading to a scenic view of the Mississippi River and rolling hills, framed by trees under a clear blue sky.
Cabin in Ferryville
4.99 out of 5 average rating, 101 reviews

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub

In the heart of the Driftless, atop the Mississippi , enjoy the tranquility of a centuries-old Appalachian cabin. Relax on the deck & take in dramatic sunsets, soaring eagles & glistening stars. Soak in the hot tub & gaze at the majestic Mississippi. Host unforgettable dinners in the screened deck & share stories by the fireplace. Only 30 mins from Viroqua & Prairie du Chien, experience the natural beauty of the driftless region - hiking, fishing, hunting, biking - whatever inspires you.

Guest favorite
A kitchen area features a black countertop with two wooden stools. Shelves above hold dishes and glasses. A microwave and coffee maker are visible, along with a refrigerator. The space is illuminated by natural light, highlighting the wood flooring and country-style decor.
Apartment in Caledonia
4.96 out of 5 average rating, 23 reviews

Small Town Vibe

This 3-apartment property can accommodate 4-12 guests. This apartment shares a commons area with: Apartment in Caledonia - Warm & Cozy (2 TVs, sitting area and fireplace. Please be courteous), down the hall from: Apartment in Caledonia - Small town cozy getaway. Enjoy easy access to everything from this centrally located upstairs apartment. Walking distance to the bakery, restaurants, bars, antique stores, gift shops, art gallery, coffee shop, CBD shop & more. 1 mile drive to the golf course.

Top guest favorite
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, 529 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 favorite
A charming two-story farmhouse features a large deck that extends from the side, offering views of the surrounding valley. The exterior showcases a combination of white and red siding, complemented by a sloping roof and a chimney. Lush green grass surrounds the property, bordered by natural landscape.
Home in Caledonia
4.77 out of 5 average rating, 90 reviews

Scenic View Farmhouse by Crick!

Come stay in a cozy house set in the beautiful Winnebago Valley in Southeast Minnesota. This secluded location has a breath-taking view of the surrounding valley bluffs and provides access to the Winnebago Crick which offers the availability to fish/swim/hike. Wake up to the beautiful valley view by relaxing on the large deck that overlooks the scenic surroundings. Located 10 miles outside of Caledonia, a 30 min drive to La Crosse, WI, a 20 min drive to the scenic River town Lansing, IA.

Top guest favorite
Guest suite in Coon Valley
4.98 out of 5 average rating, 136 reviews

LogStudio by LaCrosse: Shrine, Ski/Fish/Hike/Relax

Charmed by a comfy, welcoming space? Awed by the beauty of surrounding woods? Looking for things to do nearby? We have it all. Relax in peace, privacy and nature before venturing out to experience the Driftless Region. We are only minutes from visiting the Shrine of Our Lady of Guadalupe, skiing at Mt La Crosse, fishing the Mississippi, hiking the bluffs, checking out Amish goods, and exploring close by cities and towns such as La Crosse, Stoddard, Coon Valley, Westby, Viroqua and others.

Guest favorite
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
4.92 out of 5 average rating, 354 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!

Guest favorite
A vibrant sunset casts shades of pink and purple over calm waters, with silhouettes of hills in the background. A group of people is gathered on a wooden dock, with a boat covered in a tarpaulin nearby. Trees frame the scene, adding to the natural beauty.
Cottage in La Crosse
4.87 out of 5 average rating, 390 reviews

Sunsets on the Edge

My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for two people or a solo adventurer.Full list of amenities available, but worth noting here that coffee isn't provided. There is a drip coffee maker, also kpods use.

Top guest favorite
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, 112 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 favorite
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, 125 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!

Guest favorite
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
4.93 out of 5 average rating, 120 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 favorite
Home in Spring Grove
5.0 out of 5 average rating, 31 reviews

Annie's Place

Enjoy a unique and tranquil getaway in the driftless area of Minnesota in this cute little "kit house" that was built in the 1930's. Area attractions include RockFilter Distillery, Fat Pats BBQ & Brewery, Hidden Springs Peony Farm, Heart Rock Coffee, Bluff Country Artists Gallery, Spring Grove Cinema, Giants of the Earth Heritage Center, an aquatic pool, recreation park; birding/walk trail. Just a half hour to Decorah, Iowa and forty minutes to LaCrosse, Wisconsin.

Popular amenities for Caledonia vacation rentals