Holiday rentals in Winneshiek County

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Top-rated holiday rentals in Winneshiek County

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

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Guest favourite
A restored caboose sits on a gravel base, showcasing wooden steps leading up to a porch with a railing. The evening sky displays warm sunset colors, while the surrounding landscape features open fields and sparse trees, emphasizing the tranquil rural setting.
Train in Decorah
4.85 out of 5 average rating, 506 reviews

CR Station Train Caboose

Enjoy the restoration of our charming and cozy caboose! Complete with all the amenities you'll need and more! Linens and towels, refrigerator, microwave, a double burner hot plate, dishes for cooking, barware for cocktailing, and even the original conductor's chairs to watch the sunset over the horse pasture. We also offer guided trail rides on our horses for up to 3 guests. You can book through Airbnb Experiences here: https://www.airbnb.com/experiences/6860469?viralityEntryPoint=2&s=7

Top guest favourite
A charming Craftsman-style bungalow is presented with a wraparound porch adorned with hanging plants. Lush green grass and colorful flower beds enhance the front landscaping. The inviting entry features steps leading to the porch, and a light-colored exterior complements the neighborhood surroundings.
Bungalow in Decorah
4.96 out of 5 average rating, 202 reviews

Exceptional New Listing Decorah Craftsman Bungalow

Beautiful Decorah Craftsman Bungalow updated March 2020 that comfortably sleeps 6 in 3 large bedrooms with a king-size bed in each room. Main floor BR with en-suite bathroom and 1/2 bathroom upstairs. Beautiful hardwood floors, charm and character throughout. Large modern kitchen. Central A/C and furnace. Large porch with beautiful patio and backyard. Close to downtown and all the wonderful amenities Decorah has to offer. Quiet neighborhood and perfect for a family or couples getaway.

Top guest favourite
A spacious living area is furnished with a comfortable sectional sofa and two armchairs. A flat-screen TV is mounted on a wood-paneled wall, and natural light illuminates the room through large windows. A side table and decorative plant add warmth to the space.
Home in Decorah
4.99 out of 5 average rating, 102 reviews

The Heill Heim - 3 BR 2 BA House

Welcome to the Heill Heim, your cozy retreat in Decorah, IA—nicknamed the “Mountain Town without Mountains” by Midwest Living. This updated home offers comfort and convenience. Close to Luther College, downtown, trails, and river access, it's ideal for adventurers. With 3 bedrooms and 2 bathrooms sleeping 6, plus a spacious backyard with a firepit, it's perfect for relaxation and enjoying nature. Store bikes and kayaks in the attached 2-car garage. Welcome to the Driftless Region!

Top guest favourite
A spacious outdoor area features a circular fire pit surrounded by six Adirondack chairs. The house is framed by tall trees, with large windows reflecting the natural surroundings. Steps lead to a deck above, enhancing the outdoor gathering space.
Home in Decorah
4.97 out of 5 average rating, 259 reviews

Rustic Acres Cabin & Springs

Relax and refresh at Rustic Acres Homestead & Springs. Rustic Acres was family built and is family run. This is a great place to get away and connect with family, nature, and friends. You'll get peace and quiet at Rustic Acres, but we aren't far from local attractions! We are located about two miles north of Seed Savers, three miles from Winneshiek Wildberry Winery, seven miles from Luther College, nine miles from downtown Decorah, and 13 miles from Toppling Goliath.

Top guest favourite
The exterior of a large yellow farmhouse is visible, featuring a wraparound porch with decorative white railings. Tall trees provide shade in the foreground, while blue skies and scattered clouds enhance the inviting atmosphere of the residence.
Home in Decorah
4.93 out of 5 average rating, 119 reviews

Fjord Farmhouse—Close to Luther

Fjord Farmhouse is your perfect escape: quiet, clean, and minutes from everything. We perfectly balance peace with excitement: Explore: Minutes from Toppling Goliath Brewery, Pivo Brewing, and stunning views at Pulpit Rock. Unwind: Return to a sparkling clean, quiet home with a beautiful layout, a spacious, stocked kitchen, and a classic porch swing. 1st floor offers one bedroom & full bath access. This is the easy, unforgettable getaway your group deserves.

Top guest favourite
An open layout features a queen bed with a patterned coverlet, complemented by a cozy seating area with an armchair. A wooden coffee table and a large area rug contribute to the inviting atmosphere. Natural light enters through a nearby window, enhancing the overall space.
Loft in Decorah
5.0 out of 5 average rating, 591 reviews

The Loft on Lloyd

The Loft on Lloyd is quiet and private with everything you'll need for a visit to Decorah. The space is new construction with an open floor plan. You'll want to be pretty comfortable with each other if more than 2 are staying! There is an outdoor staircase leading to the private second story entrance, endless hot water, and one off-street parking space. Located just 3 blocks from downtown it is an ideal location to take advantage of all things Decorah.

Superhost
The exterior of a two-story house is presented, featuring a sloped roof and warm wooden accents. A spacious balcony showcases ample seating and is illuminated by recessed lighting, creating a welcoming entryway. The surrounding trees hint at a serene natural setting.
Home in Decorah
4.91 out of 5 average rating, 307 reviews

Hill Top House

Located .5 miles from the Upper Iowa River, Hilltop house has the most perfect view. The house sleeps 8, but we welcome and encourage smaller groups as well. This location has 2 bathrooms, a relaxing loft and the most dreamy porch. *WARNING* When booking in the winter be aware of our driveway shown in the picture. We highly recommend 4 wheel drive. We also have a pack n play and high chair available upon request.

Top guest favourite
A welcoming entrance is highlighted by a decorative 'Welcome' sign and vibrant yellow flowers. The rustic log home stands in the background, featuring a covered deck with wooden railings, surrounded by greenery and gravel pathways.
Flat in Decorah
4.99 out of 5 average rating, 338 reviews

Berry Hill Flat

Berry Hill Flat sits perched on a bluff above Trout River Valley. Trout live in beautiful places and so do we! The Flat offers a king bed in the bedroom, full bathroom, full kitchen, living room, twin bed, and private ground floor entrance. It is the lower level of our beautiful log home nestled in the walnut trees. Minutes to Decorah, Waukon, or the trout stream in the Valley below.

Superhost
A cabin with a rustic wooden facade is set against a backdrop of colorful autumn foliage. A vibrant red tree stands prominently on the lawn, while a gravel driveway leads to the structure. Green grass surrounds the cabin, providing a natural and inviting outdoor space.
Cabin in Decorah
4.92 out of 5 average rating, 173 reviews

WHITETAIL CABIN

Decorah named most charming town in Iowa - again Decorah is one of 50 Best small towns in America. Cabin with full kitchen, bedroom with queen bed, 1 full bath, lower level has 2 futons, satellite TV, central air, extra large deck, gas grill. Less than 1 mile from Decorah's bike trail, Decorah Eagle Nest, Iowa State Fish Hatchery, 500' to snowmobile trail, fire pit with wood supplied.

Top guest favourite
A rustic cabin is set against a backdrop of lush green pastures and large trees. A herd of Icelandic sheep is seen quietly grazing, with the sun casting a warm glow over the landscape. The peaceful rural setting invites relaxation and reflection.
Guest house in Decorah
5.0 out of 5 average rating, 300 reviews

Acorn Cabin

Acorn Cabin sits perched on a lovely family farm just 3 minutes from downtown Decorah. The Cabin is a restored granary dating back to 1912 and has been crafted with love and attention to detail. Perfect for couples and small families. Enjoy this opportunity to stay on a working Icelandic Sheep farm with quiet, peaceful evenings, and glorious views of the surrounding countryside.

Top guest favourite
A large, grassy area leads to a two-story house, framed by trees on either side. The pathway is lined with a mix of gravel and grass, with farm buildings visible in the background. The sky is mostly clear, featuring soft clouds.
Home in Decorah
5.0 out of 5 average rating, 126 reviews

Silver Creek Retreat

Come enjoy some of the best parts of Northeast Iowa! This property is located close to the Upper Iowa River and a short drive to historic Decorah. Enjoy all the area has to offer while staying in a comfortable and quiet place away from home. Kayak's in the garage, gas grill and many other amenities that are sure to make your stay great!

Top guest favourite
A charming cabin is depicted with a welcoming front porch featuring rocking chairs. Lush greenery surrounds the structure, and a gravel path leads to the entrance. The roof is sloped, and several windows offer natural light, contributing to the overall inviting appearance.
Cabin in Calmar
4.99 out of 5 average rating, 272 reviews

Buffalo Lodge

Enjoy a nice quite place with a pond and wildlife to watch. Enjoy coffee or drinks on the porch overlooking the pond. Minutes from Decorah where there is a bike trail and trout stream. Has outdoor fire pit. Firewood included. Enjoy paddle boating and kayaking on the pond. 1 paddle boat and 2 kayaks are included in your stay.

Popular amenities for Winneshiek County holiday rentals