Holiday houses in St. Olaf

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!

Family · Location · Hospitality

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.

Location · Family · Accuracy

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.

Value · Family · Bathroom

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Location · Value · Layout

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.

Family · Location · Check-in

Aspenshire Cabin: A Nod to English Charm

Aspenshire Cabin is nestled in a valley overlooking a private stream. The Driftless Region is known for its rolling hills and beautiful landscapes. This newly remodeled cabin stands in striking contrast to the woods surrounding it. Inspired by the cozy + sophisticated vibes of Old English Charm, a nod to this design style is evident throughout. Guests are welcomed into a space curated for rest and relaxation, whether through a quiet retreat for the arts or a getaway with family and friends.

Value · Family · Hot tub

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!

Location · Family · View

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.

Location · Family · Decor

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!!!

Family · Location · Air conditioning

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.

Value · Location · Nearby

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.

Value · Location · Quiet

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.

Value · Family · Air conditioning