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Search results; Over 1,000 homes in Winterset
Over 1,000 homes in Winterset
Descriptions are based on details hosts provide
Guest favourite
Guest favourite
Home in Winterset
The Legacy Stone House
1 bedroom
,
·
1 bed
,
·
1 private bathroom
18–23 Jul
18–23 Jul
$952 SGD
Show price breakdown
for 5 nights
$952 SGD for 5 nights
,
·
4.95 out of 5 average rating, 329 reviews
4.95 (329)
Guest favourite
Guest favourite
Home in Winterset
Walk to the square, near covered bridges
4.98 out of 5 average rating, 124 reviews
4.98 (124)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Aug
19–24 Aug
$1,164 SGD
Show price breakdown
for 5 nights
$1,164 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Winterset
Historic downtown loft with a writing office
5.0 out of 5 average rating, 9 reviews
5.0 (9)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Aug
19–24 Aug
$921 SGD
Show price breakdown
for 5 nights
$921 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Winterset
Fireplace and Murphy bed near town square
4.94 out of 5 average rating, 31 reviews
4.94 (31)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$801 SGD
Show price breakdown
for 5 nights
$801 SGD for 5 nights
Guest favourite
Guest favourite
Home in Winterset
Charming abode
4.72 out of 5 average rating, 25 reviews
4.72 (25)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$1,369 SGD
Show price breakdown
for 5 nights
$1,369 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Loft in Winterset
Loft overlooking the historic downtown square
5.0 out of 5 average rating, 114 reviews
5.0 (114)
,
·
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$1,408 SGD
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for 5 nights
$1,408 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winterset
Blocks from historic downtown Winterset
4.97 out of 5 average rating, 338 reviews
4.97 (338)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$731 SGD
Show price breakdown
for 5 nights
$731 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Winterset
Country views, fire pit, and a grill
4.94 out of 5 average rating, 401 reviews
4.94 (401)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$672 SGD
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for 5 nights
$672 SGD for 5 nights
Top guest favourite
Guest favourite
Apartment in Winterset
Fireplace and a balcony, near downtown
4.97 out of 5 average rating, 35 reviews
4.97 (35)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$897 SGD
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for 5 nights
$897 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winterset
The Little Brick House - Walkable to the Square
5.0 out of 5 average rating, 23 reviews
5.0 (23)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$1,040 SGD
Show price breakdown
for 5 nights
$1,040 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winterset
A 70s ranch on 5 rolling acres
5.0 out of 5 average rating, 97 reviews
5.0 (97)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,806 SGD
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for 5 nights
$1,806 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winterset
The Little Red House
4.96 out of 5 average rating, 57 reviews
4.96 (57)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$1,104 SGD
Show price breakdown
for 5 nights
$1,104 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Winterset
Cottage on Court: Historic Gem | 3 Blks to Square
5.0 out of 5 average rating, 45 reviews
5.0 (45)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
17–22 Aug
17–22 Aug
$1,317 SGD
Show price breakdown
for 5 nights
$1,317 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Winterset
Hygge House in the ❤️ of historic Winterset
4.99 out of 5 average rating, 68 reviews
4.99 (68)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,410 SGD
Show price breakdown
for 5 nights
$1,410 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Winterset
Themed rooms near the covered bridges
5.0 out of 5 average rating, 24 reviews
5.0 (24)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
3–8 Aug
3–8 Aug
$2,300 SGD
Show price breakdown
for 5 nights
$2,300 SGD for 5 nights
Top guest favourite
Guest favourite
Farm stay in Winterset
Entire farmhouse in the country
4.98 out of 5 average rating, 62 reviews
4.98 (62)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$2,618 SGD
Show price breakdown
for 5 nights
$2,618 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Winterset
2 BR fully furnished private condo sleeps 4
4.87 out of 5 average rating, 134 reviews
4.87 (134)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$1,058 SGD
Show price breakdown
for 5 nights
$1,058 SGD for 5 nights
Guest favourite
Guest favourite
Home in Winterset
Charming Winterset Vacation Rental w/ Yard & Patio
4.97 out of 5 average rating, 39 reviews
4.97 (39)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,450 SGD
Show price breakdown
for 5 nights
$1,450 SGD for 5 nights
Guest favourite
Guest favourite
Home in Winterset
Farm Escape | 12 Guest | Walk to Holliwell Bridge
4.94 out of 5 average rating, 48 reviews
4.94 (48)
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Aug
8–13 Aug
$2,682 SGD
Show price breakdown
for 5 nights
$2,682 SGD for 5 nights
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