Vacation rentals in St. Olaf

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Top-rated vacation rentals in St. Olaf

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

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Top guest favorite
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, 26 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!

Top guest favorite
A rustic cabin exterior is depicted with wooden accents and a stone chimney. The porch features steps leading to a scenic view of the Mississippi River and rolling hills, framed by trees under a clear blue sky.
Cabin in Ferryville
4.99 out of 5 average rating, 99 reviews

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub

In the heart of the Driftless, atop the Mississippi , enjoy the tranquility of a centuries-old Appalachian cabin. Relax on the deck & take in dramatic sunsets, soaring eagles & glistening stars. Soak in the hot tub & gaze at the majestic Mississippi. Host unforgettable dinners in the screened deck & share stories by the fireplace. Only 30 mins from Viroqua & Prairie du Chien, experience the natural beauty of the driftless region - hiking, fishing, hunting, biking - whatever inspires you.

Top guest favorite
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, 114 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 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
4.93 out of 5 average rating, 123 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 favorite
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, 75 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 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, 218 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, 176 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 single-story cabin building is set amidst greenery, featuring a series of covered porches with wooden railings. Each unit has large windows, allowing natural light to fill the rooms. A paved walkway leads to the entrance, surrounded by a well-kept lawn and gravel driveway.
Apartment in Fayette
4.94 out of 5 average rating, 119 reviews

Cushions Cabins West

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 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
4.91 out of 5 average rating, 101 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!!!

Top guest favorite
The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.
Cottage in Woodman
5 out of 5 average rating, 131 reviews

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.

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, 356 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 favorite
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, 136 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 vacation rentals