Vacation rentals in Winterset
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Top-rated vacation rentals in Winterset
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Winterset
5.0 out of 5 average rating, 44 reviewsRosehaven
Enjoy the nostalgic small town charm of Winterset, Iowa while staying at Rosehaven, within walking distance to the town square. Between the historic Madison County covered bridges in the area, the John Wayne museum and his preserved birthplace, as well as the numerous wineries and local events - Winterset is full of reasons to visit and stay at Rosehaven - a short 30 min. drive to Des Moines. Rosehaven is easy to find, with plenty of room for up to 5 or 6 guests. We look forward to having you!
Aug 31 – Sep 7
Loft in Winterset
5.0 out of 5 average rating, 55 reviewsAerie Loft Apartment with view that sleeps 7
This elevated second story apartment has an incredible view of the historic downtown square and courthouse. Bring your group to be in a centralized location near dining/bars , shopping, museums, and a movie theatre. Accommodations for a group of seven is ideal for getaways or special occasions. The unique relief art sculpture of a tree and eagles will captivate you. A full kitchen with all the essentials. 6 beds and spacious 3/4 bath and a second 3/4 bath opened for 5 or more guests.
Dec 25 – Jan 1
Home in Winterset
5.0 out of 5 average rating, 15 reviewsThe Home Place
The Home Place, built in 1895, sits three blocks from the Winterset square. It showcases local businesses and Winterset history while offering modern amenities and the comforts of home. Soaps and cleaning supplies are as fragrant free as possible, allowing for a near hypoallergenic haven. No pets for this reason. We offer a king bed, a queen bed, a dedicated office, and a handicapped entrance ramp. Cots, Pack-N-Play, and baby gates are available upon request. Welcome to The Home Place.
Nov 9 – 16
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winterset vacation rentals
Other great vacation rentals in Winterset
Home in Winterset
4.98 out of 5 average rating, 40 reviewsHygge House in the ❤️ of historic Winterset
Mar 9 – 16
Home in Winterset
5.0 out of 5 average rating, 14 reviewsThe Little Red House
Aug 9 – 16
Farm stay in Winterset
4.95 out of 5 average rating, 21 reviewsEntire farmhouse in the country
Dec 19 – 26
Guesthouse in Winterset
5.0 out of 5 average rating, 23 reviewsLuxury Guest Home in Beautiful Madison County
Jan 9 – 16
Tiny home in Norwalk
5.0 out of 5 average rating, 13 reviewsCharming Waterfront Tiny House & Sauna
Jun 24 – Jul 1
Home in Winterset
5.0 out of 5 average rating, 58 reviewsThe Bungalow in Winterset
Feb 13 – 20
Cabin in Winterset
4.98 out of 5 average rating, 47 reviewsCabin on 10 Wooded Acres to Relax, Unwind & Gather
Jul 17 – 24
Cabin in Saint Charles
4.92 out of 5 average rating, 13 reviewsCountry peace
Nov 25 – Dec 2
Home in Cumming
4.97 out of 5 average rating, 32 reviewsLittle Shouse On The Prairie
Feb 7 – 14
Apartment in Stuart
5.0 out of 5 average rating, 35 reviewsThe 1894 by Doe A Deer
Sep 16 – 23
Cabin in Cumming
5.0 out of 5 average rating, 96 reviewsIconic Iowa - A 1920 Built Country Cabin
Sep 9 – 16
Barn in Peru
5.0 out of 5 average rating, 13 reviewsClanton Creek ‘Cabin’
Jan 6 – 13
Quick stats about vacation rentals in Winterset
Total rentals | 10 properties |
---|---|
Popular amenities | Kitchen, Wifi, and Pool |
Wifi availability | 10 properties include access to wifi |
Family-friendly rentals | 10 properties are a good fit for families |
Total number of reviews | 1.4K reviews |
Nightly prices starting at | R190 ZAR before taxes and fees |
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