Vacation rentals in St. Olaf

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Top-rated vacation rentals in St. Olaf

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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

4.92 out of 5 average rating, 113 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.

Guest favorite

A cozy living area features a gray sofa adorned with decorative pillows. A round wooden table is set for two, accompanied by two upholstered chairs. Natural light filters through sheer curtains, illuminating the patterned area rug that anchors the space.

Apartment in Monona

4.91 out of 5 average rating, 23 reviews

The Blue Jay Room is a cozy one bedroom apartment.

Enjoy a little cozy apartment in Downtown Monona. Located in an upstairs apartment above a historical building. This is not handicapped accessible as there are stairs to get to the unit. Off-street parking is available. Fully equipped for short or long term stays with a pull out futon bed in living room. Main bedroom has a full size bed. Bathroom has a tub/shower. The town does have a train that blows its horn a few times a day that you will notice. There is shared laundry unit in hallway.

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, 64 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 Tap. Or just relax and soak in the quiet. Perfect for couples, a friend retreat, or solo adventure!

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, 198 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.

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

4.93 out of 5 average rating, 151 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

Superhost

A vibrant orange cabin is set against a backdrop of trees and gentle hills. Large windows and a front door reveal a welcoming appearance. A winding gravel path leads to the entrance, surrounded by lush green landscaping and natural foliage.

Cabin in Bagley

4.89 out of 5 average rating, 200 reviews

**Cozy & Dog Friendly** Rustic Cabin Retreat

Relax and recharge at this country getaway which is tucked amongst trees and the rolling hills. Surround yourself with nature while also having easy in and out access! This makes it a breeze to come and go as you please and explore all southwest Wisconsin has to offer! Ready for the whole family to enjoy, along with their furry friends. *9 minute drive to Wyalusing State Park *10 minute drive to Bagley / Wyalusing Public Beach *16 minute drive to Prairie du Chien

Guest favorite

A cozy living area presents a gray sectional sofa adorned with patterned cushions. A large TV is positioned above an electric fireplace, while a decorative area rug adds warmth. A workspace with a printer and a bookshelf can be seen in the background, providing convenience.

Home in West Union

4.89 out of 5 average rating, 102 reviews

Entire Residential Home - “The Music Loft”

WOW! What a fun and peaceful stay! Newly Remodeled cozy 2 bedroom residential home. There is 1 king bed in the master bedroom, and a full and a twin size bunk bed in the second bed. Washer/dryer, TV, Wi-Fi, fully air conditioned. The Elvis themed kitchen has all the basics supplied., and an Elvis jukebox filled with hits. The Music Loft also features a Wireless Sound system, heated floors, desk, computer and printer. Long term stays are welcome. Pets welcome.

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

4.92 out of 5 average rating, 79 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!!!

Guest favorite

A historic home is showcased, featuring a large front porch with white railings and steps leading to the entrance. The exterior has light gray siding, multiple windows, and a unique gable roof. A lawn with green grass and small planters adds to the charm.

Home in McGregor

4.92 out of 5 average rating, 126 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.

Guest favorite

The exterior of the 1884 Red Brick Cottage is shown, featuring a classic brick facade and a welcoming front porch with a screened area. Lush green lawns surround the property, with a driveway leading to the house. Scenic hills are visible in the background.

Home in Marquette

4.96 out of 5 average rating, 190 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.

Guest favorite

A welcoming front porch features a woven seating arrangement with green cushions, inviting relaxation. A colorful area rug adds a cheerful touch, while the porch is framed by classic white columns and decorative details. Nearby, a red brick wall provides a warm backdrop.

Apartment in Elkader

4.95 out of 5 average rating, 21 reviews

Just Enjoy this Moment(JEM) apartment, Elkader

The 106 1st Street apartment is close to everything in down town Elkader, Iowa, this makes it easy to plan your visit. The cozy apartment has no stairs, which makes the space easy living with your stay. There is a hidden court yard that guest can use, seating for all six of the guest. The front porch is very inviting aswell. Come and enjoy this space while staying in Elkader.

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

4.98 out of 5 average rating, 307 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.