Vacation rentals in Dorchester

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Top-rated vacation rentals in Dorchester

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Top guest favorite
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, 124 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.

Top guest favorite
A grassy area leads to a wooden deck surrounded by lush greenery and wildflowers under a clear blue sky. The trees and underbrush create a natural backdrop, enhancing the peaceful outdoor setting.
Tiny home in Viroqua
4.99 out of 5 average rating, 175 reviews

Little House on the Pretty! Tiny Home in Woods

Little House on the Pretty(LHP) is part of Sittin Pretty Farm. LHP is tucked into the woods giving a place to retreat and restore. The home is finely crafted embodying a simple elegance and character of the Driftless locale. Once inside, a sense of marvel and serenity are sure make heartfelt memories. We are six miles from Viroqua and nestled among Amish Paradise with several neighboring Amish farms. In season the Amish have roadside vegetable stands where you can purchase veggies and pie!

Top guest favorite
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, 487 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!

Superhost
A spacious living room features a modern fireplace with a black brick surround. Comfortable seating options include a gray sofa and colorful armchairs. A wooden coffee table sits centrally, while a large television is mounted on the wall. Light filters in through sliding glass doors, enhancing the room's inviting ambiance.
Cottage in Stoddard
4.91 out of 5 average rating, 299 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Mt. La Crosse is super close to enjoy skiing/snowboarding. 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Pets are welcome. No cleaning fee!

Top guest favorite
The exterior of The Barn Loft is shown during twilight, illuminated by soft lights. A sloped lawn leads to the timber-framed barn, which includes a deck and stairs. Nearby, a metallic silo is visible, adding to the rustic charm of the property.
Barn in Dorchester
4.99 out of 5 average rating, 165 reviews

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.

Top guest favorite
The interior of the silo guesthouse features a circular design with wooden beams overhead. A cozy seating area includes a large sectional sofa and a stylish ottoman. Natural light enters through multiple windows, enhancing the space, while a staircase leads to a loft area.
Farm stay in Caledonia
4.99 out of 5 average rating, 102 reviews

Silo Loft Guesthouse

Our silo guesthouse provides a beautiful country retreat surrounded by hundreds of acres of woods and farm land. This working dairy farm is the perfect stay for a tranquil get away or the full dairy farm experience. If you’re looking for a CLEAN, peaceful & unique stay, this is the place for you! Recent guests say it’s the “hidden gem” of MN! Just 10-30 minutes from local coffee shops, restaurants, and many outdoor activities, this getaway has something for everyone!

Guest favorite
The private cabin features a distinct red metal roof and a welcoming front porch with several chairs. The surrounding grassy area is complemented by trees and landscaping, providing a serene outdoor setting.
Farm stay in Spring Grove
4.94 out of 5 average rating, 109 reviews

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!

Top guest favorite
A custom-built log home is surrounded by lush green grass and gently rolling hills. The exterior features a rich red hue, complemented by large windows that offer views of the natural landscape. The structure displays a well-maintained roof and a welcoming entrance.
Home in Dorchester
4.99 out of 5 average rating, 128 reviews

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.

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
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 favorite
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, 585 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 favorite
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.
Apartment in Decorah
4.99 out of 5 average rating, 308 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 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
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.

Popular amenities for Dorchester vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Allamakee County
  5. Dorchester