Holiday rentals in Rupert
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Top-rated holiday rentals in Rupert
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 Rupert holiday rentals
Other great holiday rentals in Rupert
Guest favourite
Flat in Poultney
4.94 out of 5 average rating, 306 reviewsCozy Poultney Village Apartment
24 Feb – 3 Mar
$110 SGD per night
Guest favourite
Cabin in Pawlet
4.93 out of 5 average rating, 122 reviewsHickory Ridge, Vermont Log Cabin, no cleaning fee
16–23 Jun
$311 SGD per night
Guest favourite
Cottage in Dorset
4.96 out of 5 average rating, 122 reviewsPond Cottage
6–13 Feb
$207 SGD per night
Guest favourite
Cottage in Whitehall
4.99 out of 5 average rating, 160 reviewsHillside Cottage @ The Mettawee Retreat
21–28 Oct
$209 SGD per night
Guest favourite
Barn in Chester
4.99 out of 5 average rating, 492 reviewsInviting studio apartment above barn in Vermont
22–29 Sep
$139 SGD per night
Guest favourite
Flat in Dorset
4.84 out of 5 average rating, 98 reviewsPeace Street Guest Apartment
20–27 Apr
$140 SGD per night
Guest favourite
Cabin in Rupert
4.99 out of 5 average rating, 74 reviewsElegant & Rustic VT Cabin - A Peaceful Getaway.
13–20 Oct
$317 SGD per night
Guest favourite
Home in Salem
5.0 out of 5 average rating, 10 reviewsCozy creekside home with a dreamy yard and trails
31 May – 7 Jun
$283 SGD per night
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