3 Br Private Vacation Home Vacation Rental In Winterset, Iowa
Charming 3-bed, 3-bath home on Winterset's north side, just 1.2 miles from the town square and Madison County Courthouse. Only 2 miles from Cutler-Donahoe Covered Bridge and City Park. Enjoy a...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Winterset, Iowa
Venture to historical Winterset, Iowa, and cherish the comforts of this 4-bedroom, 1.5-bath vacation rental house. The Bungalow in Winterset offers a full kitchen, Smart TV, and a yard with a gas...
Created Jul 20, 2026
2 Br Cottage Vacation Rental In Winterset, Iowa
Our renovated 1910 Cottage on Court is more than just a place to stay; its a home where memories are made. This charming 2-bedroom, 1.5-bath cottage blends historic charm with modern amenities...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Winterset, Iowa
Welcome to this charming home near the downtown square of Winterset, Iowa. Known for The Bridges of Madison County, this town offers so much to do in a weekend. Our little town offers two wineries,...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Winterset, Iowa
Welcome to The Lone Oak, LLC - your modern barndominium countryside escape nestled among the rolling hills of Madison County and wide-open skies. This modern barndominium blends countryside with...
Created Jul 20, 2026
5 Br Cabin Vacation Rental In Winterset, Iowa
Here's your peaceful setting 5 minutes outside of Winterset. Wake up in the morning and enjoy your cup of coffee on the covered back deck while viewing 10 acres of trees and listening to the...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Winterset, Iowa
Escape to this fully renovated 2,400 sq. ft. modern farmhouse, nestled on a large private acreage just 2 miles from town. Enjoy the perfect blend of seclusion and convenience, with nature at your...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Winterset, Iowa
Explore the Iowa countryside with this 70's ranch as your relaxing base camp. Situated on 5 acres of rolling hills in rural Madison County, Iowa, this centrally located homestead has something for...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Winterset, Iowa
Welcome to Stone Farm Inn, a charming 1855 stone farmhouse where antique beauty and modern comfort come together. Nestled on a peaceful farm just outside Winterset, Iowa, this is a place to slow...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Winterset, Iowa
This apartment was created for you to relax, read, write, or create content. Located on the 2nd level of the historic Madisonian building in downtown Winterset.Walkable to coffee, restaurants and...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Winterset, Iowa
Just 10 minutes north of Winterset, stay in a Covered Bridge House. Youll love visiting the historic bridges & John Wayne Birthplace Museum. Perfect for families and groups, enjoy relaxing at our...
Created Jul 20, 2026
