Holiday rentals in Winterset
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Top-rated holiday rentals in Winterset
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winterset holiday rentals
Other great holiday rentals in Winterset
Guest favourite
Home in Winterset
5.0 out of 5 average rating, 42 reviewsThe Roost at Speckled Hen Farms.
27 Oct – 3 Nov
$250 SGD per night
Guest favourite
Home in Winterset
5.0 out of 5 average rating, 14 reviewsThe Little Red House
7–14 Jul
$202 SGD per night
Guest favourite
Home in Winterset
4.98 out of 5 average rating, 41 reviewsHygge House in the ❤️ of historic Winterset
7–14 Jul
$253 SGD per night
Guest favourite
Farm stay in Winterset
4.95 out of 5 average rating, 21 reviewsEntire farmhouse in the country
22–29 Dec
$313 SGD per night
Guest favourite
Home in Winterset
5.0 out of 5 average rating, 58 reviewsThe Bungalow in Winterset
25 Jan – 1 Feb
$318 SGD per night
Guest favourite
Farm stay in Winterset
4.97 out of 5 average rating, 32 reviewsHistoric Stone Farm House & Venue
19–26 Dec
$284 SGD per night
Guest favourite
Tiny home in Norwalk
5.0 out of 5 average rating, 15 reviewsCharming Waterfront Tiny House & Sauna
6–13 Aug
$150 SGD per night
Guest favourite
Cabin in Saint Charles
4.93 out of 5 average rating, 14 reviewsCountry peace
7–14 Oct
$120 SGD per night
Quick stats about holiday 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
$14 SGD before taxes and fees
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