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  4. >Vermont
  5. >Bennington
  6. >Rupert

Hotels in Rupert

200+ HOTELS IN AND AROUND RUPERTRanking can be influenced by the commissions we receive.
Gorgeous Victorian-Style House w/ Hilltop Pool! main photo
Gorgeous Victorian-Style House w/ Hilltop Pool!
Villas in Rupert VTUS flag
9.0
Excellent
$
+5
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
Breathtaking Year-Round Views from Luxury Cabin on New York-Vermont Border main photo
Breathtaking Year-Round Views from Luxury Cabin on New York-Vermont Border
Vacation Home in Rupert VTUS flag
0.0
$
+1
Info
Categories
Dog Friendly
Mtn-View Rupert Village Home on Private Acreage main photo
Mtn-View Rupert Village Home on Private Acreage
Vacation Home in Rupert VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
17 more hotels nearby!
Uniquely Crafted Tree House Rental near Lake Saint Catherine, Vermont main photo
Uniquely Crafted Tree House Rental near Lake Saint Catherine, Vermont
2.7 mi from Rupert
Vacation Home in Pawlet VTUS flag
0.0
$
Info
Cousins Farm main photo
Cousins Farm
5.2 mi from Rupert
Vacation Home in Pawlet VTUS flag
0.0
Currently inactive on our platform.
$
Info
Incredible Tower Located on a Farm Surrounded by Forests, Lakes and Mountains in Granville, New York! main photo
Incredible Tower Located on a Farm Surrounded by Forests, Lakes and Mountains in Granville, New York!
6.3 mi from Rupert
Vacation Home in Granville NYUS flag
10
Excellent
$
+1
Info
Categories
Dog Friendly
The Dorset Inn main photo
The Dorset Inn
7.1 mi from Rupert
Bed & Breakfast in Dorset VTUS flag
9.4
Excellent
From $350
$
+9
Info
Categories
Luxury
4 Star
Ski
Charming Dorset Cottage Nestled in the Treetops main photo
Charming Dorset Cottage Nestled in the Treetops
7.3 mi from Rupert
Vacation Home in Dorset VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Barrows House main photo
Barrows House
7.3 mi from Rupert
Bed & Breakfast in Dorset VTUS flag
7.6
Good
From $281
$
+9
Info
Categories
Parking
EV charging stations
Luxury
Ski
Exceptional Vacation In Dorset 4 Bedroom Home main photo
Exceptional Vacation In Dorset 4 Bedroom Home
7.5 mi from Rupert
Vacation Home in Dorset VTUS flag
0.0
$
+2
Info
Categories
Ski
Free Wi-Fi
Enchanting Secluded Cabin Rental near Salem, New York main photo
Enchanting Secluded Cabin Rental near Salem, New York
8.0 mi from Rupert
Vacation Home in Salem NYUS flag
0.0
$
Info
Nature Lovers' Paradise! Luxe Retreat w/ Game Room main photo
Nature Lovers' Paradise! Luxe Retreat w/ Game Room
8.4 mi from Rupert
Vacation Home in Argyle NYUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Dorset Ridge main photo
Dorset Ridge
8.5 mi from Rupert
Vacation Home in Dorset VTUS flag
6.7
Rated
$
+2
Info
Categories
Ski
Free Wi-Fi
Mountain Views and Fire Pit Sandgate Getaway main photo
Mountain Views and Fire Pit Sandgate Getaway
8.7 mi from Rupert
Apartment in Sandgate VTUS flag
0.0
Currently inactive on our platform.
$
+2
Info
Categories
Free Wi-Fi
Parking
The Red Silo main photo
The Red Silo
8.8 mi from Rupert
Apartment in Dorset VTUS flag
8.0
Very Good
$
+1
Info
Categories
Free Wi-Fi
Charming Dorset Farmhouse main photo
Charming Dorset Farmhouse
8.9 mi from Rupert
Vacation Home in Dorset VTUS flag
10
Excellent
Currently inactive on our platform.
$
+1
Info
Categories
Free Wi-Fi
Owl Brook House - Midcentury Escape near Manchester main photo
Owl Brook House - Midcentury Escape near Manchester
9.0 mi from Rupert
Vacation Home in Dorset VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Free Wi-Fi
Beautiful and Secluded Vacation Rental with Picturesque Views near Equinox Mountain, Vermont main photo
Beautiful and Secluded Vacation Rental with Picturesque Views near Equinox Mountain, Vermont
9.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
0.0
Currently inactive on our platform.
$
Info
Stylish Accommodation Perfect for a Romantic Getaway in Bennington County, Vermont main photo
Stylish Accommodation Perfect for a Romantic Getaway in Bennington County, Vermont
9.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
0.0
Currently inactive on our platform.
$
Info
Superb Getaway Rental with a Balcony and Stunning Views near Manchester, Vermont main photo
Superb Getaway Rental with a Balcony and Stunning Views near Manchester, Vermont
9.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
0.0
Currently inactive on our platform.
$
Info
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Rupert
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