Vacation rentals in Elkader

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!

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

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.

Small-town Charmer (please read- rural location)

Relax with the whole family at this peaceful place to stay. 3 bedrooms 2 bathrooms. Quiet area close to nature and scenic roads and parks. Nestled between Elkader and Strawberry Point. Close to Backbone State Park and Volga/Turkey Rivers. This is a rural property, not located in a town with any amenities. You must bring what you need or plan to travel 8 miles to Elkader (Dollar General, Wilkes Grocery, pit stop gas station)or strawberry point (Dollar General, Casey’s and Nadings gas stations)

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.

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!

Old Mission Road House - A Home Away from Home

This is a newly built house with full kitchen. All dishes, pans and linens are supplied. There are 3 queen size bedrooms, 2 full bathrooms , washer and dryer. Flat screen TVs access to WIFI in the kitchen and in the loft area and also in each bedroom. Fully air conditioned. Front and back patio with chairs and table, grill and fire pit with wood supplied. Backbone State Park is three miles away. A great area for trout streams, hunting , hiking , golfing and snowmobling in the winter.

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.

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!!!

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.

Keystone Bridge Suite

Enjoy our spacious Keystone Bridge Suite, established in 2024, located in the heart of Elkader, IA. The Suite is located in the Main Street District featuring one bedroom with twin beds, one bathroom along with an open concept kitchen. This suite has everything you need to have a relaxing stay in Elkader, IA. Updates coming soon!

Prairie Street Bungalow steps from Blackhawk Ave

Experience the century old charm of our refinished bungalow and soak in all the outdoor opportunities of the Driftless Region. The Prairie Street Bungalow is located steps from the mighty Mississippi and just two blocks from the historic Blackhawk Avenue.