Holiday rentals with a patio in Winneshiek County

Matters Schoolhouse in Decorah, Iowa

Relax in this 2 story renovated schoolhouse. Basically new build with all the charm and many historical facts of the schoolhouse. Full kitchen includes everything needed for cooking. Expandable dining table can seat 1O and open concept dining, living and kitchen. It has a king bedroom on the upper level with full bath. In the basement a queen bedroom and full bath, then a bunk area for 3 in the tv area that also includes a pullout queen sofa. Enjoy the huge deck, farmland view, and walking path.

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.

The Driftless Blue Villa ~ Hot Tub & Fireplace

Escape to luxury and relaxation. Unwind by the fireplace or indulge in a soothing soak in your private hot tub, making this peaceful haven perfect for a luxury getaway with that special someone or friends. This beautifully designed home features two cozy bedrooms with plush queen beds, a fully equipped kitchen, a patio, and a mini outdoor kitchen area. Whether you are planning a long vacation or a quick escape, this home is designed to provide an unforgettable experience for any length of stay.

The Carriage House at Walnut Hill Farm

New construction finished in Spring 2023, this well-appointed space prioritizes the comfort of every guest. The open-concept living area boasts vaulted ceilings with locally and sustainably sourced pine arches. Custom windows maximize the views of Walnut Hill Farm. There are amenities throughout, including a proprietary coffee blend. There are four private bedrooms, a chef's kitchen, indoor & outdoor dining spaces, comfortable living room seating, two and 1/2 bathrooms, and off-street parking.

Cedar Bluff Cabin

Take it easy at this unique and tranquil getaway. This log home, located on 6.5 acres, offers a few days away from the hustle of everyday life. The loft is where the master bed and bath are located. The second bedroom / bath are located on the first floor. The unfinished basement offers an area to workout on the elliptical machine and weight bench. Relax during the evening hours on the back patio, gathered around the fire pit. TV's are located in the living room, basement, and kitchen.

Walkable and Group Friendly in Decorah

Family-friendly historic home that is walkable to downtown. With 3 upstairs BRs and 3 full BAs (2 up, 1 main), The Winneshiek House sleeps 9 people in 2 king and 5 twin beds. Little ones are welcomed by a standard crib and kids will enjoy the upstairs lounge and secret reading nook. Enjoy the open living and dining areas, 3-season porch and patio with fire pit and patio heater (available seasonally). Detached garage available for a vehicle, bikes or kayaks. Grocery is 1/2 block away.

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!

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!

The Getup Getaway

Charming Downtown Apartment with Bluff Views in Historic Decorah. This inviting, spacious, upstairs apartment is located in the heart of downtown Decorah, just steps away from restaurants, coffee shops, boutiques, and entertainment. Enjoy stunning views of the Bluffs and take advantage of easy access to Decorah's scenic bike path, mountain biking trails, and hiking areas. You'll also have the convenience of two off-street parking spots, a rarity for downtown stays.

111 Northhaus

Welcome to 111 Northhaus, a vibrant retreat in the heart of historic downtown Decorah. This artfully designed second-story apartment blends mid-century charm with soulful, modern comfort. Enjoy artistic touches, cozy furnishings, and views of Water Street. It’s the perfect space to recharge, create, and reconnect. Walk to local shops, cafés, and trails—this special place is close to everything, making it easy to plan your visit.

The Store

Welcome to The Store! This place originated as a grocery store in our little town of Ossian, IA. We have given this building a fresh new facelift and turned it into a vacation home. Don't be turned away from the outside as we continue to update but embrace the charm we have built on the inside. This space was well thought out with stunning features that we are excited to share with you!

The Firefly Cabin

Take it easy at this unique and tranquil getaway. Tucked among the trees but with the convenience of being located 5 minutes from town of Decorah, there is plenty of outdoor activities such as biking and hiking close by. The cabin has a wonderful screened in front porch, patio and fire pit area, that provide plenty of spaces to relax.