Holiday rentals in Highlandville

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Top-rated holiday rentals in Highlandville

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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, 122 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.

Guest favourite
A kitchen area features a wooden table with two chairs and a bottle of wine. A refrigerator and stove are visible in the background, along with light-colored cabinets. A door leads to another space, and natural light streams through nearby windows.
Guest house in Decorah
4.94 out of 5 average rating, 111 reviews

Monroe Street Cottage - Walk to Downtown & River

The Monroe Street Cottage is perfectly located within minutes of downtown Decorah, the Upper Iowa River, Pulpit Rock Brewery, the Whippy Dip, and so much more! It is the perfect retreat to slow down and relax. The cottage features a living room, kitchen, 1 bedroom with a queen bed, 1 full bathroom, washer/dryer, grill, and private outdoor space. We are excited to welcome you to the cottage; please let us know if you have any questions! Please note the cottage is located behind a house.

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
4.98 out of 5 average rating, 485 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!

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, 235 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 image shows a sandy area with a decorative bench surrounding a fire pit, positioned amid tall trees. The treehouse is visible in the background, elevated on a platform with stairs leading up from the ground.
Treehouse in Mabel
4.99 out of 5 average rating, 182 reviews

Nestling Pines Treehouse

Nestling Pines Treehouse is nestled amongst the Pine trees on a hill deep in the woods. There is designated parking for treehouse guest only. A 60 foot bridge starts your walk up the trail to the treehouse. Then a 250 foot gravel path leads you to this beautiful Treehouse. Has electricity, running hot/cold water, walk-in-shower, flushing toilet, 2 full size beds, fridge ,A/C, electric heat , ample kitchen amenities, toiletry items supplied, and housekeeping.

Guest favourite
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
4.92 out of 5 average rating, 262 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 dining area features a wood dining table surrounded by wooden chairs, set on a vibrant Persian rug. The space is complemented by a potted plant and a warm light fixture. Exposed brick walls and modern cabinetry create a cozy atmosphere in the adjoining kitchen.
Loft in Decorah
4.97 out of 5 average rating, 583 reviews

Decorah House • Bright, sunny, walk downtown!

This apartment is on the second floor of a historic brick house just five blocks from downtown Decorah. The renovated space is full of natural light, handmade furniture, and plenty of books. The space includes a full bathroom, small kitchen, table, and seating area. Pulpit Rock Brewing Co, La Rana Bistro, Impact Coffee, Oneota Food Coop, Hotel Winneshiek, Vesterheim and all of downtown is an easy walk.

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, 306 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.

Top guest favourite
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
4.91 out of 5 average rating, 164 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 out of 5 average rating, 276 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 modern cabin is situated on a grassy plot, surrounded by trees displaying autumn colors. The structure features a dark roof and a wooden door, with patio seating visible on the deck. The landscape includes gentle hills and a clear sky.
Cabin in Lanesboro
5 out of 5 average rating, 110 reviews

Trout Creek Cabin

The cabin sits in a valley on the South Fork of the Root River. Fire pit, hot tub and 2 large patios both with outdoor dining, steps away from the trout stream make this unique property a peaceful, romantic get away. A short drive from the Root River bike trail and Lanesboro making it easy to take advantage of the best historic bluff country has to offer.

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, 489 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!

Popular amenities for Highlandville holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Winneshiek County
  5. Highlandville