Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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 Madison holiday rentals
Other great holiday rentals in Madison
Guest favourite
Flat in Jackson
4.97 out of 5 average rating, 502 reviewsStudio, pet friendly, river views, Jackson NH
16–23 Nov
$172 SGD per night
Guest favourite
Cottage in Conway
4.95 out of 5 average rating, 281 reviews20ft from the Water with Mountain View!
4–11 Feb
$258 SGD per night
Superhost
Flat in Porter
4.86 out of 5 average rating, 318 reviewsThe Carriage House Apartment
26 Mar – 2 Apr
$151 SGD per night
Guest favourite
Home in Intervale
4.95 out of 5 average rating, 316 reviewsIntervale House
6–13 May
$129 SGD per night
Superhost
Cottage in Freedom
4.78 out of 5 average rating, 441 reviewsLakefront, Beach Private, Amazing Views, & pets!
7–14 Dec
$199 SGD per night
Guest favourite
Guest suite in Bridgton
4.98 out of 5 average rating, 165 reviewsBarn on Pleasant-walk to town
2–9 Jan
$210 SGD per night
Guest favourite
Guest suite in Gorham
4.97 out of 5 average rating, 322 reviewsCozy comfort close to White Mountain attractions!
28 Aug – 4 Sep
$119 SGD per night
Guest favourite
Cabin in Albany
4.92 out of 5 average rating, 51 reviewsCozy, Dog Friendly Cabin on Swift Brook!
13–20 Dec
$157 SGD per night
Quick stats about holiday rentals in Madison
Total rentals
190 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
6.1K reviews
Nightly prices starting at
$41 SGD before taxes and fees
Destinations to explore
- Portland Holiday rentals
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