Vacation rentals in St. Olaf

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Top-rated vacation rentals in St. Olaf

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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

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.

4.99 out of 5 average rating, 103 reviews

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

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.

4.79 out of 5 average rating, 470 reviews

Top guest favorite

A welcoming exterior of a single-story house is showcased, featuring a subtle brick facade and a gabled roof. An American flag is prominently displayed at the entrance. Lush greenery surrounds the steps leading to the front door, providing a well-maintained appearance.

Home in Prairie du Chien

The Bunk House

Book your stay with The Bunk House! Great for large groups, cozy weekends or family getaways. Features include free WiFi, TV/DVD player/DVDs and board games available, fully furnished kitchen, bathrooms, extra makeup stations and free laundry. The Bunk House is conveniently located within walking distance of beautiful downtown Prairie Du Chien~Great bars, restaurants, shopping, farmers/flea markets, water fun, historical sites and so much more. I’d love to help make your stay a memorable one!

4.93 out of 5 average rating, 187 reviews

Top guest favorite

The Victorian home features a charming architectural design with a turret and expansive wrap-around porch. Large windows are adorned with decorative trim and flower boxes, surrounded by neatly landscaped gardens and lush greenery.

Home in McGregor

McGregor Manor Victorian Getaway

Welcome to our beautiful Victorian home located in the quaint town of McGregor, Iowa. Our 2,800 sq. ft. home was built during McGregor's early years as a Mississippi River boom town. Attractions include antiquing, biking, fishing, hunting, hiking and boating! We're a short drive from Pike's Peak, Effigy Mounds and Prairie du Chien. All four bedrooms on the 2nd floor of the home include a private bath, providing comfort and privacy for each member of your group. Fully furnished and decorated.

4.94 out of 5 average rating, 243 reviews

Top guest favorite

The exterior of a two-story house is presented, featuring a red metal roof and beige siding. A welcoming front porch with steps is visible. Surrounding trees and an expansive lawn provide a sense of space, with a pathway leading away from the home.

Home in Elgin

The EJ House 4 Bedroom 1 1/2 Bath

The EJ house was built in 1905 with the original woodwork, stain glass windows and front door. The house is a little over 1600 sqft of living space. The house has 4 bedrooms with three queen beds and one full size bed. Guests will find it to be surprisingly spacious and a comfortable place to work, play or relax. There is a full-size washer and dryer in the house. The house has central air for those warm summer days or enjoy the large back deck. The woodwork is original to the house.

4.96 out of 5 average rating, 115 reviews

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

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.

4.95 out of 5 average rating, 219 reviews

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

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!!!

4.91 out of 5 average rating, 101 reviews

Top guest favorite

A cozy three-season room features large windows that provide a view of the Mississippi River. Two grey, tufted sofas are positioned around a decorative area rug. A blanket drapes over one sofa, and a framed wall art piece with the text 'THIS IS THE LIFE' adds a cheerful touch.

Home in Clayton

Clayton Riverway House~ River front home

Sit back and relax in a home that is directly on the Mississippi River in Clayton, Iowa! Enjoy watching the trains, barges and river traffic, fishing off of the private or public dock, or spending time with your friends and family in this quaint river town. Northeast Iowa has many activities to enjoy, such as boating, fishing, hiking, hunting, antiquing. Riverway House is the perfect place to stay while enjoying the beauty of Clayton County.

4.98 out of 5 average rating, 113 reviews

Top guest favorite

A charming exterior view of a gray cottage features a red convertible parked in front. The building is labeled with the word 'Cozy,' and a large tree provides some shade. The overall setting reflects a welcoming environment, ideal for relaxation.

Tiny home in Marquette

Cozy Casita

A peaceful little place to rest and refresh while visiting family and friends or exploring the driftless region of NE Iowa and SW Wisconsin. Nestled in the bluffs on the western bank of the Mississippi you'll be only a couple minutes from the bridge to Prairie du Chien and all the other places of interest up and down both sides of the river; including Pikes Peak State Park, Effigy Mounds, Wyalusing State Park and Cabela's just to name a few.

5.0 out of 5 average rating, 104 reviews

Top guest favorite

Home in Marquette

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.

4.96 out of 5 average rating, 209 reviews

Superhost

A brick cottage is set among lush green grass, with a metal roof and partially covered by climbing vines. Decorative plants line the base of the house, and trees surround the property, adding to the natural landscape.

Cottage in Garnavillo

Valley Mills Miller's Cottage

Welcome to Valley Mills Miller's Cottage, where the beauty of "Mother Nature" surrounds you. Built six years after Iowa became a state in 1847, it is located in a remote picturesque valley containing Buck Creek Trout Stream. It is completely surrounded by wooded Bluffs, known as "Cold Slopes". With its two acre park like area, it is an ideal place for families to let their Kids/pets freedom to roam.

4.7 out of 5 average rating, 156 reviews

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

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.

4.97 out of 5 average rating, 359 reviews