Vacation rentals in St. Olaf

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Top-rated vacation rentals in St. Olaf

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Top guest favorite

A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.

Cabin in Gays Mills

4.98 out of 5 average rating, 346 reviews

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Top guest favorite

A serene view of a tranquil pond reflects a cozy cabin surrounded by greenery. Soft grasses frame the foreground, while the sky showcases gentle clouds. The cabin features a covered porch, enhancing the peaceful ambiance of the quiet country location.

Cabin in Durango

4.99 out of 5 average rating, 317 reviews

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Top guest favorite

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, 114 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.

Guest favorite

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, 149 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 so all you need are your food, drinks and ingredients. Full 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).

Top guest favorite

The exterior of the grain bin is depicted, showcasing a round metal structure with a weathered roof. Two bright yellow Adirondack chairs are positioned in front, creating a cozy seating area. A grassy area and distant fields are visible, enhancing the rural setting.

Barn in Fayette

4.92 out of 5 average rating, 151 reviews

Authentic Grain Bin in the middle of a corn field!

Authentic 19' grain bin has a loft with 2 full-size beds, comfy living space with heat & A/C, bathroom with 3'x5' shower, kitchenette, vaulted ceiling. WiFi available but you’re basically inside a tin can in a cornfield so reception is NOT GREAT (hence NO TV.) A gas grill, picnic table & 4 Adirondack chairs surround your fire pit. All on the grounds of a winery & vineyard surrounded by 300 acres of corn! Volga Lake State Rec Area adjacent w/a lake for paddling, fishing, & miles of trails.

Guest favorite

A tranquil pond reflects a vibrant sky filled with fluffy clouds, bordered by lush greenery. A small, light-colored building is nestled at the water's edge, enhancing the serene setting.

Tiny home in Monona

4.94 out of 5 average rating, 203 reviews

Creekside-water and nature lovers paradise

Is this Heaven? Maybe. Are you looking for a fun getaway for yourself, family, or friends? Well, look no further. Our place is ready for you to make lifelong memories. Create and tell stories while sitting under the stars next to the crackling campfire. Do your morning yoga by the babbling stream. Hike the trails. Soak up the sun on the sandy beach while listening to the waterfall. Laugh and splash your kiddos in our pond. Beach chairs, sand toys, floaties, kayaks, and more.

Top guest favorite

A lush green landscape rises just beyond a calm river, with a small collection of buildings visible along the shore. The architecture varies, featuring both traditional and modern designs, under a sky filled with fluffy clouds.

Apartment in Clayton

4.94 out of 5 average rating, 158 reviews

Cozy Apartment Steps from the Mighty Mississippi

Disconnect from the daily grind and enjoy a getaway in this welcoming one bedroom apartment, steps away from the Mighty Mississippi. Located in Clayton, Iowa, Located within walking distance of two delicious restaurants and a boat launch., and only 1/2 hour from the Casino Queen, local wineries, Pikes Peak State Park, as well as the historic communities of Elkader, IA and Prairie Du Chien, WI. Need more space? I also offer a two bedroom apartment: www. airbnb. com/rooms/43979345

Guest favorite

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

4.84 out of 5 average rating, 245 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If your looking for peace, quiet, and beautiful sunsets this is your place. Only 20 minutes from Wyalusing state park, The Effigy Mounds (sacred Indian Burial Grounds) Pikes Peak 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.

Guest favorite

The spacious living area features large arched windows allowing natural light to fill the room. A comfortable seating arrangement includes a dark sofa and armchairs, centered around a glass coffee table. Decorative elements include a wooden storage unit with a TV, plants, and tasteful lighting.

Apartment in Elkader

4.92 out of 5 average rating, 83 reviews

The Jude

Loft-like 1 BR/1 BA 2nd floor apt. located in historic Elkader, IA. This 1901 building has many neat architectural features including high ceilings, arched windows overlooking Main St. and wood floors. Large combo living and dining area, and full kitchen. BR has queen bed; also 1 twin air mattresse avail. upon request. Bumper pool table. Free parking. Fantastic DOWNTOWN location close to everything! Enjoy the Turkey River and beautiful Clayton County!!!

Guest favorite

A rustic log cabin features a sloped roof with green trim, set in a natural outdoor environment. A covered porch provides seating options, and flower pots add color. A spacious gravel area is available in front, bordered by a wooden fence.

Cabin in McGregor

4.88 out of 5 average rating, 104 reviews

The Railway Lodge 134 Beulah Lane Mcgregor IA

Welcome to our neck of the woods. Right across the road from Spook Cave sits a nice peaceful cabin with spacious outdoor area. Enjoy a nice fire or simply relax underneath the covered porch with a pond view. We are located near a train track so don’t be alarmed if one goes by. It actually is pretty neat to see in the dark as your sitting by the fire. We hope you enjoy your stay as much as we love it. Feel free to ask any questions. Nathan, Genna Welch

Superhost

A rustic log cabin is showcased, featuring a sloped roof with a gabled dormer. The exterior is accented by natural wood logs and a stone foundation. A grassy area surrounds the cabin, with trees visible in the background, creating a serene, natural setting.

Cabin in Harpers Ferry

4.79 out of 5 average rating, 146 reviews

Andy Mountain Cabin #3

Whether you are….. Camping, Gathering with family or friends, Hunting the Yellow River State Forest, Fishing and Boating on the Mississippi River or Snowmobiling ……Andy Mountain Cabins is the perfect Home Base for intimate or large groups. Andy Mountain Cabins, LLC is the prime log cabin choice for lodging or motels in Northeast Iowa, Allamakee County, Harpers Ferry Ia, Prairie du Chien WI or McGregor Iowa.

Top guest favorite

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

4.97 out of 5 average rating, 313 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.