Holiday houses in St. Olaf

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Top-rated holiday rentals in St. Olaf

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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, 129 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.

Superhost
A secluded cabin is prominently featured, constructed of natural logs and showcasing a spacious covered porch. The structure is complemented by large windows, and a hot tub is visible on the deck. The surrounding landscape consists of lush grassy areas and wooded terrain.
Cabin in Wauzeka
4.8 out of 5 average rating, 450 reviews

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub

Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $30 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.

Top Guest favourite
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, 333 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 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
4.86 out of 5 average rating, 267 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.

Top Guest favourite
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, 205 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 favourite
An open interior space features a spacious bed with neutral bedding and a cozy throw. A modern kitchenette, equipped with essential appliances, is visible. A jetted tub sits beside a decorative wall, while large windows offer views of the water and bring in natural light.
Place to stay in East Dubuque
4.96 out of 5 average rating, 298 reviews

Custom Floating Suite-HOT TUB!

Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Top Guest favourite
The vibrant red home features multiple large windows, allowing natural light to enhance the interior spaces. A spacious deck extends from the house, bordered by trees and rocky terrain, creating a picturesque setting amidst the lush surroundings.
Home in McGregor
5 out of 5 average rating, 104 reviews

#StayBluffside: Mississippi River Oasis-> McGregor

The Bluffside Retreat is an ideal location for the adventure seekers who want a unique and private experience that is still close to all the action. The home is situated alongside the bluff on a private & partially wooded lot within walking distance of the Mississippi River, historic downtown McGregor and a Pikes Peak State Park TrailHead. It is a charming “home away from home” that has all the amenities for a memorable vacation stay.

Guest favourite
Home in McGregor
4.92 out of 5 average rating, 143 reviews

Modern & Spacious Mississippi River Retreat

Our home is a historic treasure with modern charm that is perfect for large families and groups of friends who are traveling to the Driftless Region of Northeast Iowa. We are half a mile from the Mississippi River nestled between the beautiful bluffs that frame historic McGregor. Just steps from bustling Main Street, you will find a wonderful selection of local food, beer & wine, home goods, antiques and live music and entertainment.

Top Guest favourite
The exterior of the 1884 Red Brick Cottage is shown, featuring a classic brick facade and a welcoming front porch with a screened area. Lush green lawns surround the property, with a driveway leading to the house. Scenic hills are visible in the background.
Home in Marquette
4.96 out of 5 average rating, 200 reviews

1884 Red Brick Cottage

Step back in time to a quiet small town in Iowa, nestled within the hills of the driftless area. Time seems to stand still while you're here. The 1884 Red Brick Cottage offers 3+ Bedrooms in a peaceful neighborhood, close to riverfront activities, casino and downtown Marquette. Spacious backyard and sideyard, house is fully furnished and includes a firepit and gas grill for evening outdoor activities.

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, 327 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
The kitchen features modern appliances and a spacious island with seating for several guests. Light wood cabinetry complements the kitchen's decor. A dining area with a wooden table and chairs is visible in the background, illuminated by natural light from nearby windows.
Home in Monona
4.98 out of 5 average rating, 128 reviews

Driftless Manor Getaway

The Driftless Manor Getaway is a perfect location for you and your friends or family to stay! The Driftless area has many activites such as antiquing, biking, boating, fishing, gambling, hiking, hunting, shopping, and winery/brewery hopping! Come explore the area to see what adventures you can find while staying in a roomy, relaxing space!

Popular amenities for St. Olaf holiday rentals

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