Holiday houses in St. Olaf

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Top-rated holiday rentals in St. Olaf

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stone cottage is seen set amidst lush greenery, featuring a sloped metal roof and large front windows. The entrance is framed by a covered porch with wooden beams and a stone facade. A serene lake can be glimpsed in the background.
Cottage in Elkader
5 out of 5 average rating, 24 reviews

Deer Run Cottage

Beautiful stone cottage located within a private resort. Open the door to a stunning lake view and relax in your home away from home. This cottage features a full kitchen, 3 queen beds, pull out couch, flat screen Roku tv's, breakfast nook, outdoor seating, and a large indoor gas fireplace. You will be within walking distance to historic Elkader, and a half hour drive away from the Mississippi River, Effigy Mounds, Pikes Peak and so much more! Additional Lodge Rental Available for private party!

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, 163 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 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, 119 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
An inviting corner of the loft offers large windows allowing ample natural light. A gentle green plant sits beside a white chair, and a comfortably draped blanket rests on a low pullout ottoman, contributing to the serene atmosphere.
Farm stay in Saint Olaf
5 out of 5 average rating, 70 reviews

Bright & Breezy Grain Bin Getaway at Wold Farm

You'll love this unique and romantic escape. Five miles down a gravel road, surrounded by the hum of nature, fields of prairie, and sunshine, you’ll find Wold Farm. We've renovated one of our vintage grain bins into a light-filled cabin on the prairie. One mile from the Turkey River, enjoy fishing or floating. Shop boutiques and local art in nearby Elkader. Stop at the famous St Olaf Tavern. Or just relax and soak in the quiet. Perfect for couples, a friend retreat, or solo adventure!

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, 207 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
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
4.93 out of 5 average rating, 167 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

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
4.92 out of 5 average rating, 106 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 historic cottage exterior is shown, featuring a gray façade with white trim around arched windows. A set of steps leads up to the front door, bordered by manicured grass and small trees. The property is set in a peaceful neighborhood.
Cottage in Elgin
4.94 out of 5 average rating, 101 reviews

Cottage on Main

This 1870’s historic cottage has been updated with a modern flare! Centrally located to restaurant’s, gas stations, a grocery store and bike path. With the Turkey River literally in your back yard the recreational possibilities are endless from fishing, floating, kayaking or hiking! We also have several ATV/UTV trails around the area. We offer private off street parking and a private fenced patio! Come stay with us in beautiful NEIA!

Guest favourite
Home in McGregor
4.92 out of 5 average rating, 146 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
Home in Marquette
4.96 out of 5 average rating, 201 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
Cabin in Harpers Ferry
4.97 out of 5 average rating, 336 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, 130 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