Holiday rentals in Union County

Farmhouse 1910

The whole group will enjoy easy access to everything from this centrally located home. With 4 bedrooms and 3 baths, this gorgeous, all-electric home has it all. Sleeping 10 comfortably, we boast NO STAIRS (!). The converted garage makes an incredible crafting/quilting spot for you and your friends! *NOTE - rates are based on a per person fee with a base rate of $150 per night (or three guests). Close to Creston, Afton and the lakes, we have ample parking for vehicles, boats or trailers.

The Suite Iowa Life

THE BEST VALUE IN WINTERSET Don’t spend your money on an impersonal hotel when you can stay at our “home away from home!”! This Suite is located on the main level of our home where we live and work. It is a PRIVATE, FULLY EQUIPPED APARTMENT, UNSHARED SPACE. Separate entrance. Pets allowed. Access to yard and beautiful country views. * NEW MATTRESS * November 2023 Large backyard, grill, fire pit, close to town & centrally located amongst the six bridges. PLEASE READ FULL DESCRIPTION.

Iowa Nice Winterset

You are renting a piece of “Iowa Nice”, please read my reviews, the entire Lower level but must pass through my area to go down stairs. I greet every guest so it is IMPORTANT to let me know your arrival time. IowaNice is a real thing not just a saying. I will be happy to cook Iowa home style meals for you, just let me know ahead of time. Also available for child care and dog sitting. Long term guest can have laundry done. I want you to know what small town Iowa is like.

Covered Bridge Haven - 3BR House w/ Themed Rooms

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 Madison County-themed master bedroom and an Iowa State Fair-themed bedroom. Perfect for families or groups seeking a cozy, themed retreat with easy access to Winterset’s historic charm and attractions. Relax in comfort and explore the heart of Iowa!

House in Creston

Relax with the whole family in this cute cozy house. The house sits on a large corner lot in a quiet neighborhood. 3 bedrooms, 1 king and 3 single beds. Even a toy room for the little ones. Relax in one of the 4 recliners and watch a movie on the big screen tv. Plenty of room to park the boats, electric for charging available and a fish cleaning table is available. Perfect place for your hunting or fishing trip. Pets welcome

Myrtle Lane House

Welcome to our Myrtle Lane home, nestled just minutes away from downtown! As you step into our newly remodeled 2-bedroom, 1-bathroom retreat the living area is thoughtfully furnished with a plush pull-out couch, providing additional sleeping arrangements for guests. Step outside onto the expansive deck, where your private outdoor entertaining and relaxation awaits you.

Uptown BnB - Creston, IA

Located in uptown Creston, your family will be close to everything when you stay at Uptown Bnb! -Sleeps 8 guests -Walk to uptown Creston -4 Total beds with 1 pullout couch -3 Bedrooms & 2 full baths -Fully Equipped Kitchen -Gas Grill -High-Speed Wifi -Live TV streaming with Hulu -Keyless Entry -Private parking for 1 car + free street parking

Debbie’s Komfy Diggs Winterset

Whole home, two bedroom, full kitchen, pet friendly and close to beautiful downtown historic Winterset. Home of John Wayne and the Bridges of Madison County. My name is Debbie, I have lived in Winterset for over fifty years. Can keep you informed of coming events and maps of the area. Located 13 miles from Interstate 35 and Interstate 80.

Behind the Brewery

This modern, stylish apartment is perfect for group trips, couples weekends, hunting parties, family reunions, remote work, or any other reason to take a trip. Located directly behind Hot Air Brewing, this 3 bed/3 bath apartment is the perfect place to relax after enjoying a few craft beers.