
Holiday houses in St. Olaf
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Top-rated holiday rentals in St. Olaf
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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.
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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.
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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.
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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!
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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!
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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.
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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.
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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!!!
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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.
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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.
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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.
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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.
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Popular amenities for St. Olaf holiday rentals
Other great holiday rentals in St. Olaf

Deer Run Cottage
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First National Vacation Rental
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Bloody Run Retreat
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Secluded Bardo Retreat w/ Hot Tub + View
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Cycle Suite – Cozy Downtown Retreat in Elkader
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Pleasant Ridge Retreat
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Historic Charm in the Heart of McGregor, Iowa
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River Bluff Retreat-Hot tub & game room
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