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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
Restored Vermont Home and Cooks Country TV Set main photo
Restored Vermont Home and Cooks Country TV Set
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
$
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
0.0
$
+1
Info
Categories
Dog Friendly
The Dorset Inn main photo
The Dorset Inn
7.1 mi from Rupert
Bed & Breakfast in Dorset VTUS flag
9.5
Excellent
From $350
$
+9
Info
Categories
Luxury
4 Star
Ski
Barrows House main photo
Barrows House
7.3 mi from Rupert
Bed & Breakfast in Dorset VTUS flag
9.2
Excellent
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
$
+1
Info
Categories
Ski
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
$
+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
$
Info
Charming Dorset Farmhouse main photo
Charming Dorset Farmhouse
8.9 mi from Rupert
Vacation Home in Dorset VTUS flag
10
Excellent
$
Info
Timberbrook main photo
Timberbrook
9.2 mi from Rupert
Vacation Home in Dorset VTUS flag
9.5
Excellent
$
+1
Info
Categories
Ski
'Sky Parlor Farm' on 480 Acres w/ Fire Pit! main photo
'Sky Parlor Farm' on 480 Acres w/ Fire Pit!
9.3 mi from Rupert
Vacation Home in Salem NYUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
< 6 Mi to Arlington: 'Whimsical Stone Abode!' main photo
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
10.0 mi from Rupert
Vacation Home in Sandgate VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Light-Filled, Well-Appointed Mountain Cabin for a Vacation in Wells, Vermont main photo
Light-Filled, Well-Appointed Mountain Cabin for a Vacation in Wells, Vermont
10.6 mi from Rupert
Vacation Home in Wells VTUS flag
0.0
$
Info
Wind Hill Farm main photo
Wind Hill Farm
10.9 mi from Rupert
Apartment in Manchester VTUS flag
8.8
Excellent
$
+1
Info
Categories
Ski
*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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