Holiday rentals in Highlands
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Top-rated holiday rentals in Highlands
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 Highlands holiday rentals
Other great holiday rentals in Highlands
Guest favourite
Tiny home in Cold Spring
5.0 out of 5 average rating, 239 reviewsTiny house on tiny farm close to hiking trails.
2–9 Jun
$194 SGD per night
Guest favourite
Home in New Paltz
4.97 out of 5 average rating, 677 reviewsVictorian Haven
31 Dec – 7 Jan
$182 SGD per night
Guest favourite
Home in Highland Falls
4.99 out of 5 average rating, 141 reviewsSpacious, bright 5 bedroom house near West Point
27 Jul – 3 Aug
$557 SGD per night
Guest favourite
Tiny home in New Paltz
4.99 out of 5 average rating, 742 reviewsHudson Valley Tiny House
13–20 Jul
$153 SGD per night
Guest favourite
Guest suite in Beacon
4.93 out of 5 average rating, 239 reviewsQuiet apartment with garden access, mountain views
7–14 Sep
$194 SGD per night
Guest favourite
Flat in Highland Falls
4.84 out of 5 average rating, 98 reviewsCozy 1-bedroom retreat minutes from West Point!
16–23 Apr
$156 SGD per night
Guest favourite
Guest suite in Highland Falls
4.94 out of 5 average rating, 32 reviewsModern place with private gated parking.
27 Feb – 6 Mar
$166 SGD per night
Guest favourite
Loft in Mountainville
4.97 out of 5 average rating, 78 reviewsLovely, Quiet and Very Private! Entire Loft!
28 Jul – 4 Aug
$213 SGD per night
Quick stats about holiday rentals in Highlands
Total rentals
200 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
11K reviews
Destinations to explore
- New City Holiday rentals
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