Vacation rentals in Winneshiek County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winneshiek County

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

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Top guest favorite

The charming exterior of the house is framed by colorful autumn leaves. A well-defined walkway leads to the entrance, while the vibrant sky features shades of orange and pink. The house displays white siding with contrasting dark trim, creating a welcoming appearance.

Home in Decorah

Larch House

Larch House is a renovated 1869 house maintaining old world charm while providing modern conveniences. Walking distance to downtown Decorah shops, restaurants, groceries, brewery. 2 queen bedrooms, full bath with separate shower, laundry facilities upstairs. Full kitchen, open dining, cozy living room, guest bath, 3 season enclosed porch downstairs. Workspace in office/study or enclosed porch. Close to Phelps & Palisades Park for walking, hiking, biking. Largest European Larch tree in Iowa.

4.99 out of 5 average rating, 135 reviews

Top guest favorite

A cozy bedroom is presented with a spacious bed featuring a metal headboard. Natural light filters through two windows, enhancing the rustic log walls. A wooden chair is situated in the corner, adding functionality to the space.

Home in Decorah

Glenwood Getaway

1860's log cabin, remodeled into a modern house. Located 8 miles east of Decorah on 5 acres of woods. Cell service is weak (Verizon, US Cell) or not available (others). WiFi is available. TV with local BluRay/DVD/VHS only - No TV channel service. Come here to get away. The last mile to the house is a gravel road. Main entry is on the 1st (lowest) floor. One bedroom on the 2nd floor. Two bedrooms on the 3rd floor. There is one bathroom on each floor. Stairs to the 3rd floor are steep.

4.97 out of 5 average rating, 180 reviews

Guest favorite

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

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

4.85 out of 5 average rating, 509 reviews

Top guest favorite

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

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.

4.96 out of 5 average rating, 203 reviews

Top guest favorite

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

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!

4.99 out of 5 average rating, 106 reviews

Top guest favorite

A spacious living area features a comfortable seating arrangement with a television and a stylish wooden dining table that accommodates multiple guests. Natural light enters through a large window, illuminating the light-colored flooring and neutral walls.

Home in Decorah

Hillcrest Pines

Entire 3 bedroom near Trout run trail w/EV charger Peaceful 3 bedroom 2 bath home is perfect for big families or multiple families traveling together. The home is a raised ranch which features a lower level living area with a king bedroom and a pull out queen couch in the family room. Upstairs features large living room, kitchen, two bedrooms with Queen beds and queen pullout couch. The home is located less than .25 miles from the trail head for the Trout Run Trail!

4.94 out of 5 average rating, 112 reviews

Top guest favorite

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

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.

4.93 out of 5 average rating, 124 reviews

Guest favorite

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

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.

4.91 out of 5 average rating, 313 reviews

Top guest favorite

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

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.

4.92 out of 5 average rating, 178 reviews

Top guest favorite

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.

Guesthouse in Decorah

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.

5.0 out of 5 average rating, 305 reviews

Top guest favorite

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

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!

5.0 out of 5 average rating, 127 reviews

Top guest favorite

Cabin in Calmar

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.

4.99 out of 5 average rating, 277 reviews