Holiday houses in Ossian

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Top-rated holiday rentals in Ossian

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Guest favourite
A two-story, blue exterior villa is showcased under the evening sky. Large windows reflect the light, highlighting the charming architecture. A cozy outdoor patio is visible, featuring a lighted pergola and comfortable seating, creating an inviting space for relaxation.
Home in Decorah
4.97 out of 5 average rating, 62 reviews

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.

Top Guest favourite
A rustic barn exterior is displayed, featuring weathered red wood and a metal roof. A covered porch with white rocking chairs invites relaxation, while lush green grass surrounds the structure. Tall trees provide a natural backdrop against a blue sky dotted with clouds.
Farm stay in Postville
5 out of 5 average rating, 104 reviews

Tranquility & Vistas on the Farm in the Guest Barn

When you arrive at our 16 acre farmstead and enter the Guest Barn, you'll notice the construction materials which were salvaged from a nearby barn and corncrib. The timbers from these buildings were torn down, moved to our farm and rebuilt into a smaller “new” barn. It truly represents a real farm experience you can feel. While here, you'll slow down and enjoy the tranquility. Walk around the farm, make friends with a cow, watch barn kitties play, while gazing across the vast farm vistas.

Guest favourite
The exterior of a red barn-style building is presented, featuring a sloped roof and multiple windows. A large deck extends from the second floor, with a stairway leading down to the ground level. The surrounding area is open, partially covered in snow.
Home in Ossian
4.91 out of 5 average rating, 44 reviews

Enjoy your stay at the "Owl's Nest" Updated Barn

Make some fun memories happen at this unique and family-friendly place. Historic family barn turned into a unique get-away. Right on the edge of town down Hall St. See the sights of NE Iowa Breweries-Pivos,Toppling Goliath minutes drive. Hike, kayak, fish the Upper Iowa River. The living access is on the second floor up the steps or use the ramp which is Handicap accessible. Have an Outdoor Wedding, rent a tent. plenty of lawn space. Have a reunion, grooms dinner, etc. Bring your dog!

Guest favourite
A restored caboose sits on a gravel base, showcasing wooden steps leading up to a porch with a railing. The evening sky displays warm sunset colors, while the surrounding landscape features open fields and sparse trees, emphasizing the tranquil rural setting.
Train in Decorah
4.85 out of 5 average rating, 498 reviews

CR Station Train Caboose

Enjoy the restoration of our charming and cozy caboose! Complete with all the amenities you'll need and more! Linens and towels, refrigerator, microwave, a double burner hot plate, dishes for cooking, barware for cocktailing, and even the original conductor's chairs to watch the sunset over the horse pasture. We also offer guided trail rides on our horses for up to 3 guests. You can book through Airbnb Experiences here: https://www.airbnb.com/experiences/6860469?viralityEntryPoint=2&s=7

Top Guest favourite
The exterior of a historic brick building is showcased, featuring prominent arched windows and a decorative sign reading 'Farmers Savings Bank.' A small staircase leads to a welcoming entrance, with well-kept landscaping visible to the side.
Holiday home in Postville
4.93 out of 5 average rating, 117 reviews

The Night Deposit

Deposit yourself! Bank built in 1917, just 10 minutes on blacktop from Toppling Goliath Brewery. Located in Frankville Iowa and just a few miles up the hill from the Yellow River. Queen bed in one bedroom, and a futon in the main space. Full kitchen stocked with pancake mix and sausages. City Park is four blocks away or Nintendo 64, electric guitar and keyboard, or board games for rainy days. Also feel free to play whatever music you find, just return it. Large backyard and hammock.

Top Guest favourite
A two-unit cabin structure is visible, featuring a covered porch with wooden railings. Each unit is adorned with two windows and a front door. Lush greenery surrounds the building, and a gravel path leads to the entrance, ensuring easy access from the yard.
Cabin in Fayette
4.93 out of 5 average rating, 108 reviews

Cushion Cabins East

Very private, secluded and relaxing spot within 30 yards of walking or biking trail. Enjoy wildlife, plenty of deer and eagles to watch off the large open front porch. Fire pits for each cabin with firewood provided. Grill provided in front yard. Two private bedrooms with a queen bed in each. Kitchen included microwave, 2-burner stove and full size refrigerator. Coffee make and toaster also provided. River for canoeing and kayaking within walking distance.

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, 141 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.

Guest favourite
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, 290 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 favourite
Loft in Decorah
4.97 out of 5 average rating, 633 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
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, 325 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 favourite
The living area displays a spacious layout with two large brown couches facing each other. A modern fireplace is centered on the exposed brick wall, complemented by an entertainment system above. Warm lighting highlights the room's high ceiling and wooden accents.
Home in Ossian
4.98 out of 5 average rating, 60 reviews

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!

Top Guest favourite
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
4.92 out of 5 average rating, 167 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 Ossian holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Winneshiek County
  5. Ossian