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Search results; 185 homes in Madison
185 homes in Madison
Photo 1 of 29
Guest favourite
Guest favourite
Home in Madison
Glenda’s Overlook
2 bedrooms
,
·
3 beds
,
·
2 shared bathrooms
1–6 Nov
1–6 Nov
$1,118 SGD
$970 SGD
Show price breakdown
for 5 nights
,
·
4.96 out of 5 average rating, 112 reviews
4.96 (112)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Madison
3-suite cottage spa (aaaah!) house
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
16–21 Oct
16–21 Oct
$2,862 SGD
Show price breakdown
for 5 nights
$2,862 SGD for 5 nights
4.99 out of 5 average rating, 70 reviews
4.99 (70)
Photo 1 of 19
Home in Madison
A walk in the parks
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,633 SGD
Show price breakdown
for 5 nights
$1,633 SGD for 5 nights
New place to stay
New
Photo 1 of 9
Top guest favourite
Guest favourite
Home in Madison
Charming shotgun in the heart of downtown Madison
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Dec
7–12 Dec
$905 SGD
$821 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 257 reviews
5.0 (257)
Photo 1 of 20
Top guest favourite
Guest favourite
Home in Madison
Coming Home Cottage
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$1,030 SGD
Show price breakdown
for 5 nights
$1,030 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Photo 1 of 29
Guest favourite
Guest favourite
Townhouse in Madison
"Madison Manor I" •Hot Tub •Game Room •Sleeps 8
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$1,670 SGD
$1,519 SGD
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for 5 nights
Free cancellation
4.86 out of 5 average rating, 49 reviews
4.86 (49)
Photo 1 of 28
Guest favourite
Guest favourite
Home in Hanover
The Hanover O-Asis
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Oct
12–17 Oct
$1,784 SGD
$1,475 SGD
Show price breakdown
for 5 nights
Free cancellation
4.85 out of 5 average rating, 13 reviews
4.85 (13)
Photo 1 of 26
Guest favourite
Guest favourite
Home in Milton
The Porch at Milton
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$1,487 SGD
$1,338 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 45 reviews
4.93 (45)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Madison
Jefferson Off Main: *4 Beds*King Beds*Walk to Main
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Oct
11–16 Oct
$2,327 SGD
$2,058 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 79 reviews
4.92 (79)
Photo 1 of 29
Guest favourite
Guest favourite
Cabin in Madison
Wolf Creek Cabin Wildlife/10 min to town/sleeps 12
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$1,396 SGD
Show price breakdown
for 5 nights
$1,396 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 132 reviews
4.95 (132)
Photo 1 of 18
Superhost
Superhost
Hotel in Madison
East Main Lofts - Haven 202
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,326 SGD
Show price breakdown
for 5 nights
$1,326 SGD for 5 nights
Free cancellation
4.82 out of 5 average rating, 28 reviews
4.82 (28)
Photo 1 of 12
Home in Madison
Rooftop on Main
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
$1,646 SGD
$1,317 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 17
Guest favourite
Guest favourite
Cabin in Madison
Walnut Woodland Cabin at Lost Trails
2 bedrooms
2 bedrooms
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$846 SGD
Show price breakdown
for 5 nights
$846 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Photo 1 of 29
Home in Hanover
The Hanover Haven - Slice of Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
4–9 Oct
4–9 Oct
$1,422 SGD
Show price breakdown
for 5 nights
$1,422 SGD for 5 nights
4.82 out of 5 average rating, 34 reviews
4.82 (34)
Photo 1 of 29
Houseboat in Madison
Madison Regatta 2026
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$11,888 SGD
Show price breakdown
for 5 nights
$11,888 SGD for 5 nights
Photo 1 of 10
Home in Madison
Eleonora's Cottage On Main
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$1,014 SGD
Show price breakdown
for 5 nights
$1,014 SGD for 5 nights
Free cancellation
4.5 out of 5 average rating, 147 reviews
4.5 (147)
Photo 1 of 12
Guest favourite
Guest favourite
Flat in Madison
The Madison Inn, Est 1925 Historic suite 107
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$524 SGD
Show price breakdown
for 5 nights
$524 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 59 reviews
4.93 (59)
Photo 1 of 14
Top guest favourite
Guest favourite
Home in Madison
Riverview Historical Retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$1,475 SGD
$1,110 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 231 reviews
4.97 (231)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Madison
Dragonfly Suite -Bohemian Decor-
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$828 SGD
$725 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 621 reviews
4.97 (621)
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