Vacation rentals in St. Olaf

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Top-rated vacation rentals in St. Olaf

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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, 117 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.

Guest favourite
A quaint blue house is shown from the side, surrounded by lush green grass. A wooden fence partially outlines the property, with a few flowering plants positioned along the edge. Clear skies and sunlight illuminate the exterior, highlighting its welcoming presence.
Home in Prairie du Chien
4.98 out of 5 average rating, 157 reviews

Ohio Street Retreat- hot tub, massage chair, pool

After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

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, 100 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.

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, 262 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
A two-story light blue house features an inviting front porch with two chairs and potted plants. The entrance is decorated with a wreath, and a welcoming sign is positioned nearby. Lush green grass surrounds the property, complemented by various shrubbery.
Guest suite in Elkader
4.92 out of 5 average rating, 118 reviews

The Bridge View Studio

Perfect getaway and a perfect location to get to know Elkader with it’s coffee shops, antique mall, shops, opera house and beautiful Turkey River. Property was homesteaded in 1841 and sits directly across from the courthouse and looks over the famous Keystone Bridge and downtown. Come stay awhile. ***NOTE: Because we are located across from the court house the clock tower bells can be heard from our location. Main part of the house is our residence, Airb&b has separate entrance on the side.

Superhost
A single-story farmhouse is set against a backdrop of greenery, showcasing a combination of stone and wooden exterior. The well-maintained lawn is complemented by surrounding trees, with a pathway leading towards the entrance. A spacious deck is visible to the side, enhancing the outdoor appeal.
Farm stay in Wauzeka
4.81 out of 5 average rating, 311 reviews

Larsen Farm Secluded Farmhouse with Hotub

Secluded farmhouse with glass hot tub room 600 acres of private trails to hike and explore the cave. Bring your UTV and ride the trails for $30 per driver and $10 per passenger or rent a UTV for $300. Close to trout fishing stream or Mississippi for fishing. Approx 15 miles from Prairie Du Chein, close to canoeing for the Kickapoo, Wisconsin river. Has a gas & charcoal grill, pool table, firepit, Smart TV. Private trails closed Oct 15th thru mid Feb There is Access to public UTV trails.

Top guest favourite
The exterior of the house is visible, surrounded by trees and greenery. A brick patio area with seating is shown, providing a welcoming space for relaxation. Morning light casts a warm glow across the lawn, enhancing the tranquil outdoor setting.
Apartment in Decorah
4.88 out of 5 average rating, 144 reviews

Decorah Valley Home with a View (Apartment 1)

Welcome to the Oneota Vista, a private apartment on the second floor of our house with beautiful views of the Oneota valley. Our home is located on the Trout Run bike trail (an 11-mile paved loop which winds through Decorah). It is a mile walk to downtown Decorah, and less than 2 miles from Luther College. This cozy apartment is the perfect place to relax and unwind after a long day of exploring, canoeing, hiking, biking, fishing, shopping, and checking out the local breweries.

Top guest favourite
A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.
Home in Dubuque
5 out of 5 average rating, 199 reviews

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Top guest favourite
The exterior of a single-story home is shown, featuring a gray facade and a pitched roof. A garage is visible on the right side, with a small path leading to the front door. Chairs are arranged on the porch, inviting a relaxed atmosphere.
Home in Lamont
4.97 out of 5 average rating, 290 reviews

Cozy, private home located in small town

Private home located in small, friendly town. Stay a night, a week or longer. This cozy home is perfect for the entire family. While in the area for a get away or any special event, make this your lodging choice. Plenty of private parking, garage, heated floors, large front porch and a back patio and firepit makes this a perfect, private lodging choice. House is fully furnished. Close to Backbone State Park and Field of Dreams.

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, 311 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
A contemporary cabin is set on a lush green lawn, featuring a spacious front porch with a wooden railing. Large windows allow natural light to flood the interior, while trees and open space create a peaceful country setting.
Cabin in Harpers Ferry
4.98 out of 5 average rating, 321 reviews

Yellow River Getaway

2 Bedroom cabin with Queen Beds and Queen Sofa sleeper with comfortable mattress if you want to pitch a tent in the yard feel free. Large open living area. with firepit. 170 acres of private property with cell phone service. Nestled in the country on a dead end road. One mile from trout fishing, hunting, hiking, horseback riding and 8500 acres of Yellow River State Forest.

Top guest favourite
A charming bungalow with a black and white exterior stands peacefully on a tree-lined street. The inviting front porch, complemented by large windows, faces a well-maintained lawn. Nearby trees provide shade, while a sidewalk leads to the entrance, creating a welcoming approach.
Bungalow in Prairie du Chien
4.95 out of 5 average rating, 134 reviews

Prairie Street Bungalow steps from Blackhawk Ave

Experience the century old charm of our refinished bungalow and soak in all the outdoor opportunities of the Driftless Region. The Prairie Street Bungalow is located steps from the mighty Mississippi and just two blocks from the historic Blackhawk Avenue.

Popular amenities for St. Olaf vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Clayton County
  5. St. Olaf