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winterset ia
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999 places in Winterset
Guest favorite
Guest favorite
Home in Winterset
Debbie’s Komfy Diggs Winterset
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$90
night
$90 per night
4.99 out of 5 average rating, 179 reviews
4.99 (179)
Guest favorite
Guest favorite
Apartment in Winterset
The Suite Iowa Life
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$88
night
$88 per night
4.94 out of 5 average rating, 279 reviews
4.94 (279)
Guest favorite
Guest favorite
Home in Winterset
Rosehaven
4 beds
4 beds
May 4 – 9
May 4 – 9
$146
night
$146 per night
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favorite
Guest favorite
Guest suite in Winterset
2 BR fully furnished private condo
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$116
night
$116 per night
4.87 out of 5 average rating, 83 reviews
4.87 (83)
Guest favorite
Guest favorite
Cabin in Winterset
Cabin on 10 Wooded Acres to Relax, Unwind & Gather
8 beds
8 beds
May 31 – Jun 5
May 31 – Jun 5
$470
night
$470 per night
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Guest favorite
Guest favorite
Home in Winterset
The Legacy Stone House
1 queen bed
1 queen bed
Jun 1 – 6
Jun 1 – 6
$139
night
$139 per night
4.97 out of 5 average rating, 192 reviews
4.97 (192)
Guest favorite
Guest favorite
Home in Winterset
The Home Place
2 beds
2 beds
Apr 4 – 9
Apr 4 – 9
$83
night
$83 per night
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Home in Winterset
The Roost at Speckled Hen Farms.
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$199
night
$199 per night
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Guest favorite
Guest favorite
Home in Winterset
Hygge House in the ❤️ of historic Winterset
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$180
night
$180 per night
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favorite
Guest favorite
Home in Winterset
The Bungalow in Winterset
5 beds
5 beds
May 5 – 10
May 5 – 10
$195
night
$195 per night
5.0 out of 5 average rating, 58 reviews
5.0 (58)
Guest favorite
Guest favorite
Apartment in Winterset
Iowa Nice Winterset
3 beds
3 beds
Apr 6 – 11
Apr 6 – 11
$76
night
$76 per night
4.84 out of 5 average rating, 395 reviews
4.84 (395)
Guest favorite
Guest favorite
Place to stay in Winterset
Whimsical cabin nestled in the woods
1 king bed
1 king bed
Apr 14 – 19
Apr 14 – 19
$136
night
$136 per night
4.9 out of 5 average rating, 60 reviews
4.9 (60)
Guest favorite
Guest favorite
Loft in Winterset
Aerie Loft Apartment with view that sleeps 7
6 beds
6 beds
Apr 8 – 13
Apr 8 – 13
$175
night
$175 per night
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Guest favorite
Guest favorite
Guesthouse in Winterset
Luxury Guest Home in Beautiful Madison County
6 beds
6 beds
Apr 1 – 6
Apr 1 – 6
$260
night
$260 per night
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Guest favorite
Guest favorite
Farm stay in Winterset
Historic Stone Farm House & Venue
6 beds
6 beds
Apr 1 – 6
Apr 1 – 6
$225
night
$225 per night
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Guest favorite
Guest favorite
Home in Winterset
The Little Red House
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$130
night
$130 per night
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favorite
Guest favorite
Farm stay in Winterset
Entire farmhouse in the country
5 beds
5 beds
Apr 1 – 6
Apr 1 – 6
$250
night
$250 per night
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Guest favorite
Guest favorite
Tent in Winterset
Glamping Flower Farm Stay- PepperHarrow
1 king bed
1 king bed
May 6 – 11
May 6 – 11
$150
night
$150 per night
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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