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Search results; Over 1,000 places in WintersetOver 1,000 places in Winterset

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Guest favorite
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Home in Winterset
Modern Farmhouse Retreat-Private & Cozy-Sleeps 12!
12 guests · 5 bedrooms · 7 beds · 2.5 baths
May 12 – 17
|More
May 12 – 17
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4.96 (28 reviews)
 
ﺩ.ﺇ5,546 for 5 nights
for 5 nights

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Guest favorite
Guest favorite
Home in Winterset
Rosehaven
Free cancellationFree cancellation
Jun 29 – Jul 4Jun 29 – Jul 4
 
ﺩ.ﺇ3,272 for 5 nights
for 5 nights
4.99 out of 5 average rating, 88 reviews4.99 (88)
Top guest favorite
Guest favorite
Home in Winterset
The Little Red House
Free cancellationFree cancellation
May 13 – 18May 13 – 18
 
ﺩ.ﺇ2,798 for 5 nights
for 5 nights
5.0 out of 5 average rating, 32 reviews5.0 (32)
Top guest favorite
Guest favorite
Loft in Winterset
Aerie Loft Apartment with view that sleeps 7
Free cancellationFree cancellation
May 29 – Jun 3May 29 – Jun 3
 
ﺩ.ﺇ3,982 for 5 nights
for 5 nights
5.0 out of 5 average rating, 84 reviews5.0 (84)
Guest favorite
Guest favorite
Apartment in Winterset
Luxury 2 Bed/2 Bath Condo
1 queen bed1 queen bed
Jun 16 – 21Jun 16 – 21
 
ﺩ.ﺇ2,361 for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews5.0 (9)
Top guest favorite
Guest favorite
Home in Winterset
Debbie’s Komfy Diggs Winterset
Free cancellationFree cancellation
Jun 22 – 27Jun 22 – 27
 
ﺩ.ﺇ2,067 for 5 nights
for 5 nights
4.98 out of 5 average rating, 253 reviews4.98 (253)
Top guest favorite
Guest favorite
Home in Winterset
Renovated Cottage: 3 blocks to Winterset square
Free cancellationFree cancellation
Jul 10 – 15Jul 10 – 15
 
ﺩ.ﺇ3,660 for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews5.0 (28)
Guest favorite
Guest favorite
Apartment in Winterset
Iowa Nice Winterset
3 beds3 beds
May 9 – 14May 9 – 14
 
ﺩ.ﺇ1,722 for 5 nights
for 5 nights
4.85 out of 5 average rating, 432 reviews4.85 (432)
Guest favorite
Guest favorite
Guest suite in Winterset
2 BR fully furnished private condo
1 sofa bed1 sofa bed
May 11 – 16May 11 – 16
 
ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.86 out of 5 average rating, 109 reviews4.86 (109)
Top guest favorite
Guest favorite
Home in Winterset
The Legacy Stone House
Free cancellationFree cancellation
Jun 13 – 18Jun 13 – 18
 
ﺩ.ﺇ2,798 for 5 nights
for 5 nights
4.96 out of 5 average rating, 256 reviews4.96 (256)
Top guest favorite
Guest favorite
Home in Winterset
The Home Place
2 beds2 beds
May 9 – 14May 9 – 14
 
ﺩ.ﺇ3,423 for 5 nights
for 5 nights
5.0 out of 5 average rating, 34 reviews5.0 (34)
Top guest favorite
Guest favorite
Home in Winterset
Charming Winterset Vacation Rental w/ Yard & Patio
5 beds5 beds
May 28 – Jun 2May 28 – Jun 2
 
ﺩ.ﺇ4,016 for 5 nights
for 5 nights
5.0 out of 5 average rating, 15 reviews5.0 (15)
Top guest favorite
Guest favorite
Home in Winterset
Hygge House in the ❤️ of historic Winterset
Free cancellationFree cancellation
May 27 – Jun 1May 27 – Jun 1
 
ﺩ.ﺇ4,090 for 5 nights
for 5 nights
4.98 out of 5 average rating, 54 reviews4.98 (54)
Top guest favorite
Guest favorite
Apartment in Winterset
The Suite Iowa Life
1 queen bed1 queen bed
Jun 22 – 27Jun 22 – 27
 
ﺩ.ﺇ1,840 for 5 nights
for 5 nights
4.94 out of 5 average rating, 333 reviews4.94 (333)
4
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5.0Stars
Rating
1
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Room in Winterset
Stay with LaresaStay with Laresa
Historic Judge Lewis House - Rickets Room
May 10 – 15May 10 – 15
 
ﺩ.ﺇ2,476 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews5.0 (4)
Top guest favorite
Guest favorite
Farm stay in Winterset
Entire farmhouse in the country
5 beds5 beds
May 10 – 15May 10 – 15
 
ﺩ.ﺇ6,210 for 5 nights
for 5 nights
4.98 out of 5 average rating, 44 reviews4.98 (44)
Top guest favorite
Guest favorite
Cottage in Minburn
Kim's Kottage on the RRVT, in Minburn, IA.
3 beds3 beds
May 11 – 16May 11 – 16
 
ﺩ.ﺇ1,550 for 5 nights
for 5 nights
4.96 out of 5 average rating, 303 reviews4.96 (303)
Top guest favorite
Guest favorite
Farm stay in Indianola
Cottage getaway; perfect for some relaxation
Free cancellationFree cancellation
Jun 10 – 15Jun 10 – 15
 
ﺩ.ﺇ4,119 for 5 nights
for 5 nights
5.0 out of 5 average rating, 70 reviews5.0 (70)
Top guest favorite
Guest favorite
Home in De Soto
Small Town Charmer
Free cancellationFree cancellation
Aug 18 – 23Aug 18 – 23
 
ﺩ.ﺇ3,013 for 5 nights
for 5 nights
5.0 out of 5 average rating, 23 reviews5.0 (23)
234…15

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