Holiday houses in Dorchester

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Top-rated holiday rentals in Dorchester

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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, 129 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 favourite
A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.
Cabin in Westby
4.99 out of 5 average rating, 114 reviews

Nature’s Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Top Guest favourite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 110 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region. New workout center for all our guest to use.

Top Guest favourite
Cottage in Rushford
4.97 out of 5 average rating, 233 reviews

Relax, Recharge and Reconnect at The Hiding Place!

Nestled in the beautiful bluff country of SE Mn. THE HIDING PLACE is the perfect cozy retreat when you want to relax, reconnect & recharge! This private cottage sits on a 43 acre property, has a King sz. bed, fireplace, kitchenette, large deck, fire pit and more! Enjoy the onsite wooded hiking trails, golf across the highway at Ferndale Golf Club, enjoy the SE Mn. biking trail or tube/canoe/kayak the Root River- both only 2 miles away. Snowmobilers-jump right on the trail from the property!

Top Guest favourite
A serene view of the Mighty Mississippi River is captured during sunset. Soft hues of orange and purple fill the sky, while the landscape is framed by lush green trees and gentle mists rising from the water, creating a tranquil atmosphere.
Home in Lynxville
4.85 out of 5 average rating, 257 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

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, 494 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, 309 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! 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Mt. La Crosse is super close to enjoy skiing/snowboarding. Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Pets are welcome. No cleaning fee!

Top Guest favourite
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 favourite
An open layout features a queen bed with a patterned coverlet, complemented by a cozy seating area with an armchair. A wooden coffee table and a large area rug contribute to the inviting atmosphere. Natural light enters through a nearby window, enhancing the overall space.
Loft in Decorah
5 out of 5 average rating, 552 reviews

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.

Top Guest favourite
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.

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, 601 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
An overhead view displays a spacious living area with a light wood dining table surrounded by four chairs. A comfortable gray sofa, accented with cushions, faces a wood stove. Natural light floods the room, highlighting the warm wood beams and various indoor plants.
Guesthouse in Viroqua
4.98 out of 5 average rating, 198 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

Popular amenities for Dorchester holiday rentals

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