Vacation rentals in Highlandville

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.

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!

Little Red School House

The Little Red Schoolhouse is located in a remote and serene area of Allamakee County. It is steps away from one of Iowa’s natural trout streams Patterson Creek, the recreational playground of the Upper Iowa River, and over 1,000 acres of wild prairie and woodlands managed by the Iowa Natural Heritage Foundation. The Little Red Schoolhouse is surrounded by natural beauty and can provide a quiet refuge free from all distractions. We are excited for your stay!

River run Tiny house w/ hot tub

This cute and modern 340 sqft tiny house is an unique Airbnb experience . With all custom work inside and out it’s a must see ! Located on the beautiful Upper Iowa river in dorchester Iowa . For a romantic couples getaway , fishing trip or small family retreat, it will make your trip a special one . It features 2 open loft bedrooms ( one on each side ) 1 room with a queen bed and the other with 2 single beds. Downstairs futon can sleep 1 more adult or 2 children .

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.

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.

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.

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.

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.