Holiday rentals in Dorchester

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!

The Barn Loft

The Barn Loft, located in NE Iowa, is just a short drive from some of the best trout fishing in this part of the state! It is a full Loft Space (1500 square feet) above this Timber Framed Barn built by Wally and Traci. Here you have access to your own rooms, kitchen, and more. Whether you're a large family, or a couple just trying to get away for a few days, The Barn Loft is perfect for you and your loved ones. There are miles of hiking trails and private streams. Ask about hunting.

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!

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!

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 .

Prairie Song Farm - Trout fish, hike, unwind!

Custom built log home, gourmet kitchen, greatroom, fireplace, laundry. Master suite; screened porch. Guest bedroom adjoins full bath. Upper level: Shower bath, 3 beds. Tents available. Fire ring. Opportunity to see eagles, deer, birds, wildlife, flowers & oak savannah. Hiking trails thru-out 98 acres. Note: Special guest fishing rates offered - see below. Fishing not allowed October 1st thru mid-February in order to protect the spawning process.

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.